METHO OF SORBINILE PREPARATION
Prepn. of sorbinil (I), or its pharmaceutically acceptable cationic salt, comprises (i) crystallising the (-)-3-aminomethyl pinane salt (IIa) of (I) from a soln. of racemic hydantoin of formula (III), and (ii) converting (IIa) to (I) or its salt. Alternatively, (a) either the (+)-3-aminomethyl pinan...
Saved in:
Main Authors | , , , , |
---|---|
Format | Patent |
Language | English |
Published |
12.01.1990
|
Edition | 5 |
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | Prepn. of sorbinil (I), or its pharmaceutically acceptable cationic salt, comprises (i) crystallising the (-)-3-aminomethyl pinane salt (IIa) of (I) from a soln. of racemic hydantoin of formula (III), and (ii) converting (IIa) to (I) or its salt. Alternatively, (a) either the (+)-3-aminomethyl pinane salt (IIb) or the (-)-2-amino-2-norpinane salt (IV) of the enantiomer of sorbinil is crystallised from a soln. of the racemic hydantoin of formula (III), (b) a concentrate of sorbinil is isolated from the mother liquor, (c) the quinine salt (V) of (I) is crystallised from a soln. of the concentrate; and (d) the quinine salt is converted to (I) or its salt. Also claimed are chiral amine salts of (I), i.e. (IIa), (IIb), (IV) and (V). (I) is a potent aldose reductase inhibitor, esp. useful in controlling the chronic complications of diabetes mellitus. Process gives good yields with much lower solvent vols., and avoids the use of a highly toxic resolving agent (brucine). The efficacy of the process is further enhanced by isolating and recycling the undesired enantiomer via 6-fluoro-4-chromanone. |
---|---|
AbstractList | Prepn. of sorbinil (I), or its pharmaceutically acceptable cationic salt, comprises (i) crystallising the (-)-3-aminomethyl pinane salt (IIa) of (I) from a soln. of racemic hydantoin of formula (III), and (ii) converting (IIa) to (I) or its salt. Alternatively, (a) either the (+)-3-aminomethyl pinane salt (IIb) or the (-)-2-amino-2-norpinane salt (IV) of the enantiomer of sorbinil is crystallised from a soln. of the racemic hydantoin of formula (III), (b) a concentrate of sorbinil is isolated from the mother liquor, (c) the quinine salt (V) of (I) is crystallised from a soln. of the concentrate; and (d) the quinine salt is converted to (I) or its salt. Also claimed are chiral amine salts of (I), i.e. (IIa), (IIb), (IV) and (V). (I) is a potent aldose reductase inhibitor, esp. useful in controlling the chronic complications of diabetes mellitus. Process gives good yields with much lower solvent vols., and avoids the use of a highly toxic resolving agent (brucine). The efficacy of the process is further enhanced by isolating and recycling the undesired enantiomer via 6-fluoro-4-chromanone. |
Author | MASSETT STEPHEN S.,US HAMMEN PHILIP D.,US MOORE BERNARD S.,US CUE BERKELEY W. JR.,US SYSKO ROBERT J.,US |
Author_xml | – fullname: MOORE BERNARD S.,US – fullname: SYSKO ROBERT J.,US – fullname: CUE BERKELEY W. JR.,US – fullname: MASSETT STEPHEN S.,US – fullname: HAMMEN PHILIP D.,US |
BookMark | eNrjYmDJy89L5WSQ83UN8fBX8HdTCPYPcvL08_RxVQgIcg1wDHIM8fT342FgTUvMKU7lhdLcDPJuriHOHrqpBfnxqcUFicmpeakl8c7BRmZmpmYGTkbGhFUAAAmmIl8 |
ContentType | Patent |
DBID | EVB |
DatabaseName | esp@cenet |
DatabaseTitleList | |
Database_xml | – sequence: 1 dbid: EVB name: esp@cenet url: http://worldwide.espacenet.com/singleLineSearch?locale=en_EP sourceTypes: Open Access Repository |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Medicine Chemistry Sciences |
Edition | 5 |
ExternalDocumentID | CS266560B2 |
GroupedDBID | EVB |
ID | FETCH-epo_espacenet_CS266560B23 |
IEDL.DBID | EVB |
IngestDate | Fri Jul 19 14:53:04 EDT 2024 |
IsOpenAccess | true |
IsPeerReviewed | false |
IsScholarly | false |
Language | English |
LinkModel | DirectLink |
MergedId | FETCHMERGED-epo_espacenet_CS266560B23 |
Notes | Application Number: CS19830008271 |
OpenAccessLink | https://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19900112&DB=EPODOC&CC=CS&NR=266560B2 |
ParticipantIDs | epo_espacenet_CS266560B2 |
PublicationCentury | 1900 |
PublicationDate | 19900112 |
PublicationDateYYYYMMDD | 1990-01-12 |
PublicationDate_xml | – month: 01 year: 1990 text: 19900112 day: 12 |
PublicationDecade | 1990 |
PublicationYear | 1990 |
RelatedCompanies | PFIZER INC.,US |
RelatedCompanies_xml | – name: PFIZER INC.,US |
Score | 2.3904557 |
Snippet | Prepn. of sorbinil (I), or its pharmaceutically acceptable cationic salt, comprises (i) crystallising the (-)-3-aminomethyl pinane salt (IIa) of (I) from a... |
SourceID | epo |
SourceType | Open Access Repository |
SubjectTerms | CHEMISTRY COMPOSITIONS BASED THEREON DERIVATIVES THEREOF HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY NUCLEIC ACIDS NUCLEOSIDES NUCLEOTIDES ORGANIC CHEMISTRY ORGANIC MACROMOLECULAR COMPOUNDS POLYSACCHARIDES PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS SUGARS THEIR PREPARATION OR CHEMICAL WORKING-UP |
Title | METHO OF SORBINILE PREPARATION |
URI | https://worldwide.espacenet.com/publicationDetails/biblio?FT=D&date=19900112&DB=EPODOC&locale=&CC=CS&NR=266560B2 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwY2BQsQCd-wTajQOse810TQyTzXQtkoD50dIwycQUdB6ZgQVo77Cvn5lHqIlXhGkEE0MGbC8M-JzQcvDhiMAclQzM7yXg8roAMYjlAl5bWayflAkUyrd3C7F1UUuBbhcDtXCM1FycbF0D_F38ndWcnW2dg9X8gmyB9RCwbncCFtasoEY06JR91zAn0J6UAuQKxU2QgS0AaFZeiRADU2qeMAOnM-zeNWEGDl_odDeQCc15xSIMcr6uIR7-Cv5uCsH-QU6efp4-rgrA0AtwhAwyiTLIu7mGOHvoAi2Kh_sp3jkY5iJjMQYWYE8_VYJBIdXYzNzcMNnAyNIkxQRIJZpZJAMbXInmQFGjRANjSQYJXKZI4ZaSZuAChQxo3MDQSIaBpaSoNFUWWJOWJMmBAwEABDVyaQ |
link.rule.ids | 230,309,786,891,25594,76906 |
linkProvider | European Patent Office |
linkToHtml | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwdV1NT4NAEJ001VhvWjVVa8vBcCPysQV6II0sEFC-UtD0RoCS1EttLMa_7yyCeukJMiQDTDLzhtl9D4B7nek-MTYOYq8qEKlUBb3AfJxLBZkxPTJRZ9zhIFTdF_K0mq16sOm4MI1O6FcjjogZVWK-10293v0Nsaxmb-X-oXhD0_vCSQ2LX7d0MdbhyLxlGnYcWRHlKTVowodLA3EIsd3EYn2kMW1e1ji9moyTsvsPKM4ZHMfoa1ufQ6_aDmFAu_-uDeEkaJe78bTNvP0FTAI7dSMucrgkWppe6Pk2h9GLH3-GTJcwdeyUugLeKPt9p4wm3RMpV9DHL_1qBFylqJomlaI8J2uCh1zVS2y4cg2tci4q1zA65OXm8KUpDNw08DPfC59v4ZRFic0QJHkM_frjs7pDVK2LSROQb4U8dVY |
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%3Apatent&rft.title=METHO+OF+SORBINILE+PREPARATION&rft.inventor=MOORE+BERNARD+S.%2CUS&rft.inventor=SYSKO+ROBERT+J.%2CUS&rft.inventor=CUE+BERKELEY+W.+JR.%2CUS&rft.inventor=MASSETT+STEPHEN+S.%2CUS&rft.inventor=HAMMEN+PHILIP+D.%2CUS&rft.date=1990-01-12&rft.externalDBID=B2&rft.externalDocID=CS266560B2 |