DERIVATE UND ANALOGE DER 2-DEOXY-2,3-DIDEHYDRO-N-ACETYL-NEURAMINSÄURE UND IHRE VERWENDUNG ALS ANTIVIRALE AGENTIEN

• Main Authors: DANYLEC, BASIL, BOX HILL, VIC 3129, AU, VARGHESE, JOSEPH NOOZHUMURRY, BRUNSWICK VICTORIA 3057, AU, VON ITZSTEIN, LAURENCE, MARK, NORTHCOTE, VIC 3070, AU, PHAN, THO, VAN, CARNEGIE, VIC 3163, AU, JIN, BETTY, MOUNT WAVERLEY, VIC 3149, AU, COLMAN, PETER MALCOLM, EAST MELBOURNE VICTORIA 3002, AU, WU, WEN-YANG, MOUNT WAVERLEY, VIC 3149, AU
• Format: Patent
• Language: German
• Published: 04.06.1998
• Edition: 6
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; DERIVATIVES THEREOF; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS; SUGARS

Neuraminic acid derivs. of formula (I) and (Ia) and their salts are new. A = O, S or C in (I) and N or C in (Ia). R1 = COOH, P(O)(OH)2, NO2, SOOH, SO3H, tetrazol, CH2CHO, CHO or CH(CHO)2. R2 = H, OR6, F, Cl, Br, CN, NHR6, SR6 or CH2X. X = NHR6, halo or OR6. R6 = H, 1-4C acyl, linear or cyclic 1-6C alkyl (or a halo substd. analogue), allyl or aryl (opt. substd. by halo, OH, NO2, NH2 or COOH. R3, R3' = independently H, CN, NH(R6)2, N3, SR6, =N-OR6, OR6, guanidino, N(OR6)R6, NR6 -NHR6-N(R6)2, NR6-O, pyrimidino or pyrimidinomethyl. R4 = NHR6, SR6, OR6, COOR6, NO2, C(R6)3, CH2COOR6, CH2NO2 or CH2NHR6. R5 = CH2-YR6, CH(YR6)-CH2-YR6 or CH(YR6)CH(YR6)CH2-YR6. Y = O, S, NH or H, provided that (i) when R3 or R3' is OR6 or H, and A is O or S, then (I) cannot have both (a) R2 as H and (b) R4 as NH-acyl. (ii) R6 is a covalent bond when Y is H. In (Ia), when R3 or R3' is OR6 or H, and A is N, then (Ia) cannot have both (a) R2 as H and (b) R4 as NH-acyl, and (ii) R6 is a covalent bond when Y is H. 14 compounds are specifically claimed including sodium 5-acetamido -4-azido-2,3,4,5-tetradeoxy -D-galacto-non-2-enopyransonate.