Liquid-Liquid Miscibility Gaps and Hydrate Formation in Drug-Water Binary Systems: Pressure-Temperature Phase Diagram of Lidocaine and Pressure-Temperature-Composition Phase Diagram of the Lidocaine-Water System
The pressure-temperature (P–T) melting curve of lidocaine was determined (dP/dT=3.56MPaK−1), and the lidocaine–water system was investigated as a function of temperature and pressure. The lidocaine–water system exhibits a monotectic equilibrium at 321K (ordinary pressure) whose temperature increases...
Saved in:
| Published in | Journal of pharmaceutical sciences Vol. 99; no. 6; pp. 2756 - 2765 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Hoboken
Elsevier Inc
01.06.2010
Wiley Subscription Services, Inc., A Wiley Company Wiley American Pharmaceutical Association |
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Abstract | The pressure-temperature (P–T) melting curve of lidocaine was determined (dP/dT=3.56MPaK−1), and the lidocaine–water system was investigated as a function of temperature and pressure. The lidocaine–water system exhibits a monotectic equilibrium at 321K (ordinary pressure) whose temperature increases as the pressure increases until the two liquids become miscible. A hydrate, unstable at ordinary pressure, was shown to form, on increasing the pressure, from about 70MPa at low temperatures (200–300K). The thermodynamic conditions of its stability were inferred from the location of the three-phase equilibria involving the hydrate in the lidocaine–water pressure–temperature–mole fraction (P–T–x) diagram. |
|---|---|
| AbstractList | The pressure–temperature (P–T) melting curve of lidocaine was determined (dP/dT = 3.56 MPa K−1), and the lidocaine–water system was investigated as a function of temperature and pressure. The lidocaine–water system exhibits a monotectic equilibrium at 321 K (ordinary pressure) whose temperature increases as the pressure increases until the two liquids become miscible. A hydrate, unstable at ordinary pressure, was shown to form, on increasing the pressure, from about 70 MPa at low temperatures (200–300 K). The thermodynamic conditions of its stability were inferred from the location of the three‐phase equilibria involving the hydrate in the lidocaine–water pressure–temperature–mole fraction (P–T–x) diagram. © 2009 Wiley‐Liss, Inc. and the American Pharmacists Association J Pharm Sci 99: 2756–2765, 2010 The pressure-temperature (P–T) melting curve of lidocaine was determined (dP/dT=3.56MPaK−1), and the lidocaine–water system was investigated as a function of temperature and pressure. The lidocaine–water system exhibits a monotectic equilibrium at 321K (ordinary pressure) whose temperature increases as the pressure increases until the two liquids become miscible. A hydrate, unstable at ordinary pressure, was shown to form, on increasing the pressure, from about 70MPa at low temperatures (200–300K). The thermodynamic conditions of its stability were inferred from the location of the three-phase equilibria involving the hydrate in the lidocaine–water pressure–temperature–mole fraction (P–T–x) diagram. The pressure-temperature (P-T) melting curve of lidocaine was determined (dP/dT = 3.56 MPa K(-1)), and the lidocaine-water system was investigated as a function of temperature and pressure. The lidocaine-water system exhibits a monotectic equilibrium at 321 K (ordinary pressure) whose temperature increases as the pressure increases until the two liquids become miscible. A hydrate, unstable at ordinary pressure, was shown to form, on increasing the pressure, from about 70 MPa at low temperatures (200-300 K). The thermodynamic conditions of its stability were inferred from the location of the three-phase equilibria involving the hydrate in the lidocaine-water pressure-temperature-mole fraction (P-T-x) diagram. |
| Author | Ceolin, René Barrio, Maria Tamarit, Josep-Lluis Espeau, Philippe Veglio, Nestor Perrin, Marc-Antoine |
| Author_xml | – sequence: 1 givenname: René surname: Ceolin fullname: Ceolin, René organization: Grup de Caracterizació de Materials, Department de Física i Enginyeria Nuclear, ETSEIB, Universitat Politècnica de Catalunya, Diagonal 647, Barcelona, Catalunya, 08028 Spain – sequence: 2 givenname: Maria surname: Barrio fullname: Barrio, Maria organization: Grup de Caracterizació de Materials, Department de Física i Enginyeria Nuclear, ETSEIB, Universitat Politècnica de Catalunya, Diagonal 647, Barcelona, Catalunya, 08028 Spain – sequence: 3 givenname: Josep-Lluis surname: Tamarit fullname: Tamarit, Josep-Lluis email: jose.luis.tamarit@upc.es organization: Grup de Caracterizació de Materials, Department de Física i Enginyeria Nuclear, ETSEIB, Universitat Politècnica de Catalunya, Diagonal 647, Barcelona, Catalunya, 08028 Spain – sequence: 4 givenname: Nestor surname: Veglio fullname: Veglio, Nestor organization: Grup de Caracterizació de Materials, Department de Física i Enginyeria Nuclear, ETSEIB, Universitat Politècnica de Catalunya, Diagonal 647, Barcelona, Catalunya, 08028 Spain – sequence: 5 givenname: Marc-Antoine surname: Perrin fullname: Perrin, Marc-Antoine organization: Laboratoire de Chimie Physique, UPRES-EA4066, Faculté de Pharmacie, Université Paris-Descartes, 4 avenue de l’observatoire, Paris, 75006France – sequence: 6 givenname: Philippe surname: Espeau fullname: Espeau, Philippe organization: Laboratoire de Chimie Physique, UPRES-EA4066, Faculté de Pharmacie, Université Paris-Descartes, 4 avenue de l’observatoire, Paris, 75006France |
| BackLink | http://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22847974$$DView record in Pascal Francis https://www.ncbi.nlm.nih.gov/pubmed/20039392$$D View this record in MEDLINE/PubMed |
| BookMark | eNp1ksFu1DAURSNURKeFBT-AvEGIRVrHjpOYHUzpDCjAaFpUdpZjv7QuSZzaCTDfyQ9hJtN2QVnZss999_k-H0R7ne0gip4n-CjBmBxf9_6IEEz5o2iWMILjDCf5XjQLdySmLOX70YH31xjjDDP2JNonOMCUk1n0uzQ3o9HxtKBPxitTmcYMG7SQvUey02i50U4OgE6ta-VgbIdMh07ceBlfhGOH3plOug062_gBWv8GrRx4PzqIz6HtIUjDHq2upAd0YuSlky2yNSqNtkqaDrYeD2niuW17683W8h_9cAX3NXadTC08jR7XsvHwbLceRl9P35_Pl3H5ZfFh_raMVUozHuuMFAUHwlXCMXCWKZnXLE91BZhhnUpeacaJZKygIa-kIkWaFlUmVZ1WlST0MHo11e2dvRnBD6IN8UHTyA7s6EVOacELVuSBfD2RylnvHdSid6YNoYkEi78jFGGEYjvCwL7YVR2rFvQdeTuzALzcAdIr2dROdsr4ey60mfM8DdzxxP00DWz-7yg-rs5ureNJYUKMv-4U0n0XWU5zJi4-L8R6TddlkS7Ft8DTiYeQ8g8DToTfA50CbRyoQWhrHnjgH1hL2TM |
| CODEN | JPMSAE |
| CitedBy_id | crossref_primary_10_1016_j_pharma_2014_09_003 crossref_primary_10_1038_s41598_017_07643_5 crossref_primary_10_1002_jps_22821 crossref_primary_10_1140_epjst_e2016_60246_6 crossref_primary_10_1016_j_addr_2016_03_006 crossref_primary_10_1021_mp300542k crossref_primary_10_1021_jp302508g crossref_primary_10_1007_s10973_010_0856_z crossref_primary_10_1021_acs_molpharmaceut_8b01117 crossref_primary_10_1039_D4CP00995A crossref_primary_10_1021_acs_molpharmaceut_2c00339 crossref_primary_10_1007_s10973_014_4366_2 |
| Cites_doi | 10.1107/S1600536807001523 10.1007/s11095-005-8135-6 10.1107/S0567740874007382 10.1002/bbpc.19750791206 10.1002/jps.20339 10.1016/0167-5087(83)90136-9 10.1007/BF01913382 10.1007/BF01913355 10.1016/j.tca.2006.04.001 10.1039/B814471K 10.1107/S0021889893001670 10.1002/jps.2600741112 10.1002/jps.2600750409 10.1021/ci010341b 10.1002/jps.2600730413 |
| ContentType | Journal Article |
| Copyright | 2009 Wiley-Liss, Inc. and the American Pharmacists Association Copyright © 2009 Wiley‐Liss, Inc. 2015 INIST-CNRS (c) 2009 Wiley-Liss, Inc. and the American Pharmacists Association |
| Copyright_xml | – notice: 2009 Wiley-Liss, Inc. and the American Pharmacists Association – notice: Copyright © 2009 Wiley‐Liss, Inc. – notice: 2015 INIST-CNRS – notice: (c) 2009 Wiley-Liss, Inc. and the American Pharmacists Association |
| DBID | BSCLL IQODW CGR CUY CVF ECM EIF NPM AAYXX CITATION 7X8 |
| DOI | 10.1002/jps.22039 |
| DatabaseName | Istex Pascal-Francis Medline MEDLINE MEDLINE (Ovid) MEDLINE MEDLINE PubMed CrossRef MEDLINE - Academic |
| DatabaseTitle | MEDLINE Medline Complete MEDLINE with Full Text PubMed MEDLINE (Ovid) CrossRef MEDLINE - Academic |
| DatabaseTitleList | MEDLINE - Academic MEDLINE |
| Database_xml | – sequence: 1 dbid: NPM name: PubMed url: https://proxy.k.utb.cz/login?url=http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed sourceTypes: Index Database – sequence: 2 dbid: EIF name: MEDLINE url: https://proxy.k.utb.cz/login?url=https://www.webofscience.com/wos/medline/basic-search sourceTypes: Index Database |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Pharmacy, Therapeutics, & Pharmacology |
| EISSN | 1520-6017 |
| EndPage | 2765 |
| ExternalDocumentID | 10_1002_jps_22039 20039392 22847974 JPS22039 ark_67375_WNG_RR3RL84H_X S0022354915326125 |
| Genre | article Research Support, Non-U.S. Gov't Journal Article |
| GroupedDBID | --- -~X .3N .GA .GJ .Y3 05W 0R~ 10A 1CY 1L6 1OC 1ZS 31~ 33P 36B 3O- 3WU 4.4 457 4ZD 50Y 50Z 51W 51X 52M 52N 52O 52P 52S 52T 52W 52X 53G 5GY 5RE 5VS 66C 702 7PT 8-0 8-1 8-3 8-4 8-5 8UM 930 A03 A8Z AAEVG AAHHS AAIAV AAKUH AALRI AAOIN AAONW AAXUO AAYOK AAZKR ABCQN ABEML ABFRF ABIJN ABJNI ABMAC ABOCM ABPVW ABWRO ACBWZ ACCFJ ACGFO ACGFS ACIWK ACPRK ACSCC ACXME ACXQS ADBBV ADIZJ AEEZP AEFWE AEIMD AENEX AEQDE AEUQT AFBPY AFFNX AFRAH AFTJW AFZJQ AGHFR AI. AITUG AIWBW AJAOE AJBDE ALAGY ALMA_UNASSIGNED_HOLDINGS AMBMR AMRAJ ATUGU AZBYB BAFTC BDRZF BFHJK BNHUX BROTX BRXPI BY8 CS3 D-E D-F DCZOG DPXWK DR2 DU5 E3Z EBD EBS EJD EMB EMOBN ESTFP F00 F01 F04 F5P FDB FEDTE G-S G.N GNP GODZA H.T H.X HBH HF~ HHY HHZ HOLLA HVGLF HX~ HZ~ IX1 J0M JPC KQQ L7B LAW LC2 LC3 LH4 LP6 LP7 LSO LW6 M41 M6Q MK0 MK4 N04 N05 N9A NF~ NNB O66 O9- P2P P2X P4D Q.N Q11 QB0 QRW R.K RNS ROL RWI RX1 RYL SSZ SUPJJ SV3 UB1 UKR UNMZH V2E V8K VH1 W8V W99 WBFHL WH7 WIB WJL WQJ WRC WUP WWP WYUIH XG1 XPP XV2 Y6R YCJ ZE2 ZGI ZXP ~IA ~WT ADVLN AFJKZ AKRWK BSCLL OIG ABPTK IQODW 1OB CGR CUY CVF ECM EIF NPM AAYXX CITATION 7X8 |
| ID | FETCH-LOGICAL-c4369-d62889e29c190e956ca7f574dbe050d4a9bd592a55830031b28448b6acf4bba23 |
| IEDL.DBID | DR2 |
| ISSN | 0022-3549 |
| IngestDate | Fri Oct 25 09:07:08 EDT 2024 Thu Sep 26 16:21:18 EDT 2024 Sat Sep 28 07:45:37 EDT 2024 Wed Jan 24 06:17:30 EST 2024 Sat Aug 24 01:06:29 EDT 2024 Wed Oct 30 09:52:26 EDT 2024 Fri Feb 23 02:28:47 EST 2024 |
| IsPeerReviewed | true |
| IsScholarly | true |
| Issue | 6 |
| Keywords | stability of molecular hydrates under pressure high-pressure differential thermal analysis thermodynamics pressure–temperature diagrams lidocaine–water binary system lidocaine pressure–temperature–mole fraction diagrams Water Drug Temperature Stability Pharmaceutical technology Phase diagram Binary system Anticonvulsant Antiarrhythmic agent pressure-temperature-mole fraction diagrams Pressure High pressure Local anesthetic Thermodynamics Miscibility lidocaine-water binary system Organic amide Thermal analysis Lidocaine Physicochemical properties pressure-temperature diagrams Hydrates |
| Language | English |
| License | CC BY 4.0 (c) 2009 Wiley-Liss, Inc. and the American Pharmacists Association |
| LinkModel | DirectLink |
| MergedId | FETCHMERGED-LOGICAL-c4369-d62889e29c190e956ca7f574dbe050d4a9bd592a55830031b28448b6acf4bba23 |
| Notes | ArticleID:JPS22039 istex:EAB0D965AFA77EE36F0FD58BE40A756D3F1C66CC ark:/67375/WNG-RR3RL84H-X ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
| PMID | 20039392 |
| PQID | 733898587 |
| PQPubID | 23479 |
| PageCount | 10 |
| ParticipantIDs | proquest_miscellaneous_733898587 crossref_primary_10_1002_jps_22039 pubmed_primary_20039392 pascalfrancis_primary_22847974 wiley_primary_10_1002_jps_22039_JPS22039 istex_primary_ark_67375_WNG_RR3RL84H_X elsevier_sciencedirect_doi_10_1002_jps_22039 |
| PublicationCentury | 2000 |
| PublicationDate | June 2010 |
| PublicationDateYYYYMMDD | 2010-06-01 |
| PublicationDate_xml | – month: 06 year: 2010 text: June 2010 |
| PublicationDecade | 2010 |
| PublicationPlace | Hoboken |
| PublicationPlace_xml | – name: Hoboken – name: Washington, DC – name: Hoboken, NJ – name: United States |
| PublicationTitle | Journal of pharmaceutical sciences |
| PublicationTitleAlternate | J. Pharm. Sci |
| PublicationYear | 2010 |
| Publisher | Elsevier Inc Wiley Subscription Services, Inc., A Wiley Company Wiley American Pharmaceutical Association |
| Publisher_xml | – name: Elsevier Inc – name: Wiley Subscription Services, Inc., A Wiley Company – name: American Pharmaceutical Association – name: Wiley |
| References | Ballon, Comparat, Pouxe (bb0050) 1983; 217 Evain, Deniard, Jouanneaux, Brec (bb0055) 1993; 26 Oswald, Chataigner, Elphick, Fabbiani, Lennie, Maddaluno, Marshall, Prior, Pulham, Smith (bb0075) 2009; 11 Hanson, Banner (bb0020) 1974; 30 Bambagiotti-Alberti, Bruni, Di Vaira, Giannellini, Guerri (bb0025) 2007; 63 Espeau, Céolin (bb0065) 2006; 445 Nyqvist-Mayer, Brodin, Franck (bb0010) 1985; 74 Brodin, Nyqvist-Mayer, Wadsten, Forslund, Broberg (bb0005) 1984; 73 Chickos, Nichols, Ruelle (bb0035) 2002; 42 Reisman (bb0070) 1970 Cui, Frank (bb0040) 2005; 94 Wurflinger (bb0045) 1975; 79 Rodriguez-Carvajal, Roisnel, Gonzales-Platas (bb0060) 2005 Fournival, Rouland, Céolin (bb0080) 1987; 32 Schmidt (bb0030) 2005; 22 Fournival, Rouland, Ceolin (bb0085) 1988; 34 Nyqvist-Mayer, Brodin, Franck (bb0015) 1986; 75 Ballon J, Comparat V, Pouxe J. 1983. The blade chamber: A solution for curved gaseous detectors. Nucl Instrum Methods 217: 213-216. Nyqvist-Mayer AA, Brodin AF, Franck SG. 1986. Drug release studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase. J Pharm Sci 75: 365-373. Oswald IDH, Chataigner I, Elphick S, Fabbiani FPA, Lennie AR, Maddaluno J, Marshall WG, Prior TJ, Pulham CR, Smith RI. 2009. Putting pressure on elusive polymorphs and solvates. Cryst Eng Comm 11: 359-366. Würflinger A. 1975. Differential thermal analysis under high pressure IV: Low-temperature DTA of solid-solid and solid-liquid transitions of several hydrocarbons up to 3 kbar. Ber Bunsenges Phys Chem 79: 1195-1201. Cui Y, Frank SG. 2005. Isothermal crystallization kinetics of lidocaine in supersaturated lidocaine/polyacrylate pressure sensitive adhesive systems. J Pharm Sci 94: 2039-2048. Reisman A. 1970. Phase equilibria. NY, USA: Academic Press. 279 p. Fournival JL, Rouland JC, Céolin R. 1987. Sur le polymorphisme du barbital et le système eau-barbital. J Therm Anal 32: 1547-1557. Fournival JL, Rouland JC, Céolin R. 1988. Sur le système eau-Phenobarbital. J Therm Anal 34: 161-175. Nyqvist-Mayer AA, Brodin AF, Franck SG. 1985. Phase distribution studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase. J Pharm Sci 74: 1192-1195. Chickos JS, Nichols G, Ruelle P. 2002. The estimation of melting points and fusion enthalpies using experimental solubilities. Estimated total phase change entropies and mobile order and disorder. J Chem Inf Comput Sci 42: 368-374. Evain M, Deniard P, Jouanneaux A, Brec R. 1993. Potential of the INEL X-ray position-sensitive detector: A general study of the Debye-Scherrer setting. J Appl Crystallogr 26: 563. Brodin A, Nyqvist-Mayer A, Wadsten T, Forslund B, Broberg F. 1984. Phase diagram and aqueous solubility of the lidocaine-prilocaine binary system. J Pharm Sci 73: 481-484. Hanson AW, Banner DW. 1974. 2-Diethylamino-2′,6′-acetoxylidide (lidocaine). Acta Crystallogr B 30: 2486-2488. Espeau P, Céolin R. 2006. A simple method to determine the specific volumes of liquids and melts as a function of the temperature. Application to four n-alkanes (C16 H34, C18H38, C19H40 and C21H44) under saturating vapour pressure in the 298-573 K range. Thermochim Acta 445: 32-35. Schmidt AC. 2005. The role of molecular structure in the polymorphism of local anesthetic drugs: Crystal polymorphism of local anesthetic drugs. Part X. Pharm Res 22: 2121-2133. Bambagiotti-Alberti M, Bruni B, Di Vaira M, Giannellini V, Guerri A. 2007. 2-(Diethylamino)-N-(2.6-dimethylphenyl)acetamide: A low-temperature redetermination. Acta Crystallogr E 63: o768-o770. Rodriguez-Carvajal J, Roisnel T, Gonzales-Platas J. 2005. FullProf suite (2005 version). France: Laboratoire Léon Brillouin, CEA-CNRS, CEN Saclay. 1993; 26 1984; 73 2009; 11 1987; 32 1974; 30 1986; 75 2002; 42 1975; 79 1988; 34 2005 1985; 74 1970 2007; 63 2005; 94 2006; 445 2005; 22 1983; 217 Reisman (10.1002/jps.22039_bb0070) 1970 Brodin (10.1002/jps.22039_bb0005) 1984; 73 Bambagiotti-Alberti (10.1002/jps.22039_bb0025) 2007; 63 Fournival (10.1002/jps.22039_bb0080) 1987; 32 Evain (10.1002/jps.22039_bb0055) 1993; 26 Oswald (10.1002/jps.22039_bb0075) 2009; 11 Fournival (10.1002/jps.22039_bb0085) 1988; 34 Chickos (10.1002/jps.22039_bb0035) 2002; 42 Cui (10.1002/jps.22039_bb0040) 2005; 94 Wurflinger (10.1002/jps.22039_bb0045) 1975; 79 Nyqvist-Mayer (10.1002/jps.22039_bb0010) 1985; 74 Espeau (10.1002/jps.22039_bb0065) 2006; 445 Nyqvist-Mayer (10.1002/jps.22039_bb0015) 1986; 75 Rodriguez-Carvajal (10.1002/jps.22039_bb0060) 2005 Hanson (10.1002/jps.22039_bb0020) 1974; 30 Schmidt (10.1002/jps.22039_bb0030) 2005; 22 Ballon (10.1002/jps.22039_bb0050) 1983; 217 |
| References_xml | – volume: 11 start-page: 359 year: 2009 end-page: 366 ident: bb0075 article-title: Putting pressure on elusive polymorphs and solvates publication-title: Cryst Eng Comm contributor: fullname: Smith – volume: 63 start-page: o768 year: 2007 end-page: o770 ident: bb0025 article-title: 2-(Diethylamino)-N-(2.6-dimethylphenyl)ace- tamide: A low-temperature redetermination publication-title: Acta Crystallogr E contributor: fullname: Guerri – volume: 445 start-page: 32 year: 2006 end-page: 35 ident: bb0065 article-title: A simple method to determine the specific volumes of liquids and melts as a function of the temperature. Application to four n-alkanes (C16 H34, C18H38, C19H40 and C21H44) under saturating vapour pressure in the 298–573 publication-title: Thermochim Acta contributor: fullname: Céolin – volume: 74 start-page: 1192 year: 1985 end-page: 1195 ident: bb0010 article-title: Phase distribution studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci contributor: fullname: Franck – volume: 94 start-page: 2039 year: 2005 end-page: 2048 ident: bb0040 article-title: Isothermal crystallization kinetics of lidocaine in supersaturated lidocaine/polyacrylate pressure sensitive adhesive systems publication-title: J Pharm Sci contributor: fullname: Frank – volume: 75 start-page: 365 year: 1986 end-page: 373 ident: bb0015 article-title: Drug release studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci contributor: fullname: Franck – volume: 42 start-page: 368 year: 2002 end-page: 374 ident: bb0035 article-title: The estimation of melting points and fusion enthalpies using experimental solubilities. Estimated total phase change entropies and mobile order and disorder publication-title: J Chem Inf Comput Sci contributor: fullname: Ruelle – volume: 217 start-page: 213 year: 1983 end-page: 216 ident: bb0050 article-title: The blade chamber: A solution for curved gaseous detectors publication-title: Nucl Instrum Methods contributor: fullname: Pouxe – start-page: 279 year: 1970 ident: bb0070 article-title: Phase equilibria contributor: fullname: Reisman – volume: 22 start-page: 2121 year: 2005 end-page: 2133 ident: bb0030 article-title: The role of molecular structure in the polymorphism of local anesthetic drugs: Crystal polymorphism of local anesthetic drugs. Part X publication-title: Pharm Res contributor: fullname: Schmidt – volume: 26 start-page: 563 year: 1993 ident: bb0055 article-title: Potential of the INEL X-ray position-sensitive detector: A general study of the Debye-Scherrer setting publication-title: J Appl Crystallogr contributor: fullname: Brec – volume: 32 start-page: 1547 year: 1987 end-page: 1557 ident: bb0080 article-title: Sur le polymorphisme du barbital et le système eau—barbital publication-title: J Therm Anal contributor: fullname: Céolin – volume: 30 start-page: 2486 year: 1974 end-page: 2488 ident: bb0020 article-title: 2-Diethylamino-2′,6′-acetoxylidide (lidocaine) publication-title: Acta Crystallogr B contributor: fullname: Banner – volume: 79 start-page: 1195 year: 1975 end-page: 1201 ident: bb0045 article-title: Differential thermal analysis under high pressure IV: Low-temperature DTA of solid-solid and solidliquid transitions of several hydrocarbons up to 3 publication-title: Ber Bunsenges Phys Chem contributor: fullname: Wurflinger – volume: 73 start-page: 481 year: 1984 end-page: 484 ident: bb0005 article-title: Phase diagram and aqueous solubility of the lidocaine- prilocaine binary system publication-title: J Pharm Sci contributor: fullname: Broberg – year: 2005 ident: bb0060 article-title: Full- Prof suite (2005 version) contributor: fullname: Gonzales-Platas – volume: 34 start-page: 161 year: 1988 end-page: 175 ident: bb0085 article-title: Sur le système eau—Phenobarbital publication-title: J Therm Anal contributor: fullname: Ceolin – volume: 11 start-page: 359 year: 2009 end-page: 366 article-title: Putting pressure on elusive polymorphs and solvates publication-title: Cryst Eng Comm – start-page: 279 year: 1970 – volume: 73 start-page: 481 year: 1984 end-page: 484 article-title: Phase diagram and aqueous solubility of the lidocaine–prilocaine binary system publication-title: J Pharm Sci – volume: 30 start-page: 2486 year: 1974 end-page: 2488 article-title: 2‐Diethylamino‐2′,6′‐acetoxylidide (lidocaine) publication-title: Acta Crystallogr B – volume: 22 start-page: 2121 year: 2005 end-page: 2133 article-title: The role of molecular structure in the polymorphism of local anesthetic drugs: Crystal polymorphism of local anesthetic drugs. Part X publication-title: Pharm Res – year: 2005 – volume: 63 start-page: o768 year: 2007 end-page: o770 article-title: 2‐(Diethylamino)‐N‐(2.6‐dimethylphenyl)acetamide: A low‐temperature redetermination publication-title: Acta Crystallogr E – volume: 74 start-page: 1192 year: 1985 end-page: 1195 article-title: Phase distribution studies on an oil–water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci – volume: 445 start-page: 32 year: 2006 end-page: 35 article-title: A simple method to determine the specific volumes of liquids and melts as a function of the temperature. Application to four n‐alkanes (C16 H34, C18H38, C19H40 and C21H44) under saturating vapour pressure in the 298–573 K range publication-title: Thermochim Acta – volume: 26 start-page: 563 year: 1993 article-title: Potential of the INEL X‐ray position‐sensitive detector: A general study of the Debye‐Scherrer setting publication-title: J Appl Crystallogr – volume: 94 start-page: 2039 year: 2005 end-page: 2048 article-title: Isothermal crystallization kinetics of lidocaine in supersaturated lidocaine/polyacrylate pressure sensitive adhesive systems publication-title: J Pharm Sci – volume: 32 start-page: 1547 year: 1987 end-page: 1557 article-title: Sur le polymorphisme du barbital et le système eau—barbital publication-title: J Therm Anal – volume: 75 start-page: 365 year: 1986 end-page: 373 article-title: Drug release studies on an oil–water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci – volume: 79 start-page: 1195 year: 1975 end-page: 1201 article-title: Differential thermal analysis under high pressure IV: Low‐temperature DTA of solid–solid and solid–liquid transitions of several hydrocarbons up to 3 kbar publication-title: Ber Bunsenges Phys Chem – volume: 42 start-page: 368 year: 2002 end-page: 374 article-title: The estimation of melting points and fusion enthalpies using experimental solubilities. Estimated total phase change entropies and mobile order and disorder publication-title: J Chem Inf Comput Sci – volume: 34 start-page: 161 year: 1988 end-page: 175 article-title: Sur le système eau—Phenobarbital publication-title: J Therm Anal – volume: 217 start-page: 213 year: 1983 end-page: 216 article-title: The blade chamber: A solution for curved gaseous detectors publication-title: Nucl Instrum Methods – year: 2005 ident: 10.1002/jps.22039_bb0060 contributor: fullname: Rodriguez-Carvajal – volume: 63 start-page: o768 year: 2007 ident: 10.1002/jps.22039_bb0025 article-title: 2-(Diethylamino)-N-(2.6-dimethylphenyl)ace- tamide: A low-temperature redetermination publication-title: Acta Crystallogr E doi: 10.1107/S1600536807001523 contributor: fullname: Bambagiotti-Alberti – volume: 22 start-page: 2121 year: 2005 ident: 10.1002/jps.22039_bb0030 article-title: The role of molecular structure in the polymorphism of local anesthetic drugs: Crystal polymorphism of local anesthetic drugs. Part X publication-title: Pharm Res doi: 10.1007/s11095-005-8135-6 contributor: fullname: Schmidt – volume: 30 start-page: 2486 year: 1974 ident: 10.1002/jps.22039_bb0020 article-title: 2-Diethylamino-2′,6′-acetoxylidide (lidocaine) publication-title: Acta Crystallogr B doi: 10.1107/S0567740874007382 contributor: fullname: Hanson – volume: 79 start-page: 1195 year: 1975 ident: 10.1002/jps.22039_bb0045 article-title: Differential thermal analysis under high pressure IV: Low-temperature DTA of solid-solid and solidliquid transitions of several hydrocarbons up to 3kbar publication-title: Ber Bunsenges Phys Chem doi: 10.1002/bbpc.19750791206 contributor: fullname: Wurflinger – volume: 94 start-page: 2039 year: 2005 ident: 10.1002/jps.22039_bb0040 article-title: Isothermal crystallization kinetics of lidocaine in supersaturated lidocaine/polyacrylate pressure sensitive adhesive systems publication-title: J Pharm Sci doi: 10.1002/jps.20339 contributor: fullname: Cui – volume: 217 start-page: 213 year: 1983 ident: 10.1002/jps.22039_bb0050 article-title: The blade chamber: A solution for curved gaseous detectors publication-title: Nucl Instrum Methods doi: 10.1016/0167-5087(83)90136-9 contributor: fullname: Ballon – volume: 34 start-page: 161 year: 1988 ident: 10.1002/jps.22039_bb0085 article-title: Sur le système eau—Phenobarbital publication-title: J Therm Anal doi: 10.1007/BF01913382 contributor: fullname: Fournival – start-page: 279 year: 1970 ident: 10.1002/jps.22039_bb0070 contributor: fullname: Reisman – volume: 32 start-page: 1547 year: 1987 ident: 10.1002/jps.22039_bb0080 article-title: Sur le polymorphisme du barbital et le système eau—barbital publication-title: J Therm Anal doi: 10.1007/BF01913355 contributor: fullname: Fournival – volume: 445 start-page: 32 year: 2006 ident: 10.1002/jps.22039_bb0065 article-title: A simple method to determine the specific volumes of liquids and melts as a function of the temperature. Application to four n-alkanes (C16 H34, C18H38, C19H40 and C21H44) under saturating vapour pressure in the 298–573K range publication-title: Thermochim Acta doi: 10.1016/j.tca.2006.04.001 contributor: fullname: Espeau – volume: 11 start-page: 359 year: 2009 ident: 10.1002/jps.22039_bb0075 article-title: Putting pressure on elusive polymorphs and solvates publication-title: Cryst Eng Comm doi: 10.1039/B814471K contributor: fullname: Oswald – volume: 26 start-page: 563 year: 1993 ident: 10.1002/jps.22039_bb0055 article-title: Potential of the INEL X-ray position-sensitive detector: A general study of the Debye-Scherrer setting publication-title: J Appl Crystallogr doi: 10.1107/S0021889893001670 contributor: fullname: Evain – volume: 74 start-page: 1192 year: 1985 ident: 10.1002/jps.22039_bb0010 article-title: Phase distribution studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci doi: 10.1002/jps.2600741112 contributor: fullname: Nyqvist-Mayer – volume: 75 start-page: 365 year: 1986 ident: 10.1002/jps.22039_bb0015 article-title: Drug release studies on an oil-water emulsion based on a eutectic mixture of lidocaine and prilocaine as the dispersed phase publication-title: J Pharm Sci doi: 10.1002/jps.2600750409 contributor: fullname: Nyqvist-Mayer – volume: 42 start-page: 368 year: 2002 ident: 10.1002/jps.22039_bb0035 article-title: The estimation of melting points and fusion enthalpies using experimental solubilities. Estimated total phase change entropies and mobile order and disorder publication-title: J Chem Inf Comput Sci doi: 10.1021/ci010341b contributor: fullname: Chickos – volume: 73 start-page: 481 year: 1984 ident: 10.1002/jps.22039_bb0005 article-title: Phase diagram and aqueous solubility of the lidocaine- prilocaine binary system publication-title: J Pharm Sci doi: 10.1002/jps.2600730413 contributor: fullname: Brodin |
| SSID | ssj0006055 |
| Score | 2.06075 |
| Snippet | The pressure-temperature (P–T) melting curve of lidocaine was determined (dP/dT=3.56MPaK−1), and the lidocaine–water system was investigated as a function of... The pressure–temperature (P–T) melting curve of lidocaine was determined (dP/dT = 3.56 MPa K−1), and the lidocaine–water system was investigated as a function... The pressure-temperature (P-T) melting curve of lidocaine was determined (dP/dT = 3.56 MPa K(-1)), and the lidocaine-water system was investigated as a... |
| SourceID | proquest crossref pubmed pascalfrancis wiley istex elsevier |
| SourceType | Aggregation Database Index Database Publisher |
| StartPage | 2756 |
| SubjectTerms | Biological and medical sciences Dosage Forms General pharmacology high-pressure differential thermal analysis Hydroxides Lidocaine lidocaine-water binary system Medical sciences Oxides Pharmaceutical technology. Pharmaceutical industry Pharmacology. Drug treatments Pressure pressure-temperature diagrams pressure-temperature-mole fraction diagrams stability of molecular hydrates under pressure Temperature Thermodynamics Water - chemistry |
| Title | Liquid-Liquid Miscibility Gaps and Hydrate Formation in Drug-Water Binary Systems: Pressure-Temperature Phase Diagram of Lidocaine and Pressure-Temperature-Composition Phase Diagram of the Lidocaine-Water System |
| URI | https://dx.doi.org/10.1002/jps.22039 https://api.istex.fr/ark:/67375/WNG-RR3RL84H-X/fulltext.pdf https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fjps.22039 https://www.ncbi.nlm.nih.gov/pubmed/20039392 https://search.proquest.com/docview/733898587 |
| Volume | 99 |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bb9MwFLam8cIL90s2mCyEKh6arnXsXOAJAaOaxlSVTfQBybJjZyvb0pI0gvLEf-AHIvFLOLabRINOQrwlio9jx8c5n63vfEboacRg7Z8x5uuBlj4NSeoLmg58xUI6IBnEJGmSk98dhsNjuj9hkw30os6FcfoQzYabmRn2f20muJDlbisa-mle9gjpByZ5bxBEhs71etxKRwFMZ41SOCyCalWhPtltLK-KRdfMF_5qaJKihC-VuSMu1mHQy5DWxqS9m-hj3RtHRTnrVQvZS7_9IfT4n929hW6ssCp-6ZzrNtrQ-R3UGTmx62UXH7W5W2UXd_ColcFe3kU_D6afq6n69f3Hub3AFyYB2HJxl_hEzEsscoVPl8qIVeAmiRJPc6yK6gTsvsCDAkubMYyd5HT5HLuExkJDAaOrtRKFxvNTiMcYvN3QzfAsw-dTBXEa-m3fM19rBXeGU78irv1dB6Djtp6mRa4p99Dx3pujV0N_dZyEn9IgTHxlTlZONElSAEEa1oWpiDIWUSV1n_UVFYlULCGCsTgw_zoJkZvGMhRpRqUUJLiPNvNZrh8irMIsFQANaZxImkWhBFhEEpH0Q6GZoqmHntSOxedONYQ7fWjCYSC5HUgPdWuX4yu442AMh9FfV7xj3bKpUBRnhpUXMf7h8C0fj4PxQUyHfOKhnUt-2xgQA0Vg_eghXDsyN0NvaHa5nlUljwLArzGLIw89cA7eGtss7oR46Jl106v7xfdH7-3F1r8X3UbXHS3DbG89QpuLotKPAe0t5I6d1r8BTfJddA |
| link.rule.ids | 315,783,787,1378,27936,27937,46306,46730 |
| linkProvider | Wiley-Blackwell |
| linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bb9MwFLbG9gAv3C_hMiyEKh6arnXsXBAvCBhldFVVNtEXZNmxs5WNtDStoDzxH_iBSPwSju0m0aCTEG-J4uPY8XHOZ-s7nxF6HDFY-2eM-bqjpU9DkvqCph1fsZB2SAYxSZrk5P1-2D2keyM22kDPylwYpw9RbbiZmWH_12aCmw3pnVo19OO0aBHSDpILaAume2AObng5rMWjAKizSisclkGlrlCb7FSm50WjLfONvxqipCjgW2XukIt1KPQsqLVRafcK-lD2x5FRTlqLuWyl3_6QevzfDl9Fl1dwFT93_nUNbej8OmoMnN71sokP6vStookbeFArYS9voJ-98efFWP36_uPUXuBPJgfY0nGX-EhMCyxyhY-XyuhV4CqPEo9zrGaLI7D7Ag9mWNqkYexUp4un2OU0zjQUMNJaK11oPD2GkIzB4Q3jDE8yfDpWEKqh4_Y907VWcGdo9Svu2t91AECu66la5JpyEx3uvjp40fVXJ0r4KQ3CxFfmcOVEkyQFHKRhaZiKKGMRVVK3WVtRkUjFEiIYiwPzu5MQvGksQ5FmVEpBgltoM5_k-g7CKsxSAeiQxomkWRRKQEYkEUk7FJopmnroUelZfOqEQ7iTiCYcBpLbgfRQs_Q5vkI8DslwGP51xRvWL6sKxezEEPMixt_3X_PhMBj2YtrlIw9tn3HcyoAYNAJLSA_h0pO5GXrDtMv1ZFHwKAAIG7M48tBt5-G1sU3kToiHnlg_Pb9ffG_wzl7c_feiD9HF7sF-j_fe9N_eQ5ccS8Psdt1Hm_PZQj8A8DeX23aO_waww2GM |
| linkToPdf | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1bb9MwFLbGJiFeuF8yYFgIVTw0XevYucATAkoZparKpvUBybLjZOs20tC0gvLEf-AHIvFLOLabRINOQrwlio9jx59zPlvnfEboScBg7Z8y5iadRLrUJ7EraNxxFfNph6Tgk6ROTn4_8HsHdG_MxhvoeZkLY_Uhqg03PTPM_1pP8Fylu7Vo6EletAhpe9EltEV9YL6aEY1q7Sjg6aySCodVUCkr1Ca7lelFzmhLf-KvOk5SFPCpUnvGxToSep7TGqfUvYY-lt2xsSinrcVctuJvfyg9_md_r6OrK7KKX1h03UAbSXYTNYZW7XrZxPt18lbRxA08rHWwl7fQz_7k82Kifn3_cWYu8CedAWyCcZf4SOQFFpnCx0ul1SpwlUWJJxlWs8UR2H2BBzMsTcowtprTxTNsMxpnCRTQwlorVWicH4NDxgB3HW-Gpyk-myhw1NBv8558rRXc6aD6VeTa33UAPa7rqVpkm3IbHXRf77_suavzJNyYen7kKn20cpSQKAYWlMDCMBZBygKqZNJmbUVFJBWLiGAs9PTPToLrpqH0RZxSKQXx7qDNbJol9xBWfhoL4IY0jCRNA18CLyKRiNq-SJiisYMel8DiuZUN4VYgmnAYSG4G0kHNEnJ8xXcsj-Ew-uuKNwwsqwrF7FSH5QWMHw7e8NHIG_VD2uNjB-2cw21lQDQXgQWkg3AJZK6HXsfZZcl0UfDAAwIbsjBw0F0L8NrYpHFHxEFPDUwv7hffG34wF9v_XvQRujx81eX9t4N399EVG6Kht7oeoM35bJE8BOY3lztmhv8GaN1gOw |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Liquid-liquid+miscibility+gaps+and+hydrate+formation+in+drug-water+binary+systems%3A+Pressure-temperature+phase+diagram+of+lidocaine+and+pressure-temperature-composition+phase+diagram+of+the+lidocaine-water+system&rft.jtitle=Journal+of+pharmaceutical+sciences&rft.au=Ceolin%2C+Ren%C3%A9&rft.au=Barrio%2C+Maria&rft.au=Tamarit%2C+Josep-Lluis&rft.au=Veglio%2C+Nestor&rft.date=2010-06-01&rft.pub=Wiley+Subscription+Services%2C+Inc.%2C+A+Wiley+Company&rft.issn=0022-3549&rft.eissn=1520-6017&rft.volume=99&rft.issue=6&rft.spage=2756&rft.epage=2765&rft_id=info:doi/10.1002%2Fjps.22039&rft.externalDBID=n%2Fa&rft.externalDocID=ark_67375_WNG_RR3RL84H_X |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0022-3549&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0022-3549&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0022-3549&client=summon |