139264-57-6

Basic information

• Product Name: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride
• Synonyms: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride
• CAS NO: 139264-57-6
• Molecular Formula: C10H14ClN3O2
• Molecular Weight: 243.69006
• Product Categories: Inhibitors, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 139264-57-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Etthanol (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride(139264-57-6)
• EPA Substance Registry System: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride(139264-57-6)

Safety Data

• Hazardous Substances Data: 139264-57-6(Hazardous Substances Data)

Usage

Uses

(S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride is an Serotonin 5HTID-receptor agonist.

Upstream product

• 56613-61-7 (R)-4-nitro-phenylalanine 
• 187975-62-8 (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one 
• 152305-23-2 (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one 
• 139264-55-4 (S)-4-(4'-nitrobenzyl)-1,3-oxazolidin-2-one 
• 17193-40-7 (S)-4-nitrophenylalanine methyl ester hydrochloride 
• 89288-22-2 (S)-(-)-2-amino-3-(4-nitrophenyl)propan-1-ol 
• 949-99-5 4-nitro-3-phenyl-L-alanine 

Relevant articles and documents

PROCESS FOR PREPARATION OF ZOLMITRIPTAN

The present invention provides a convenient and industrially viable process for preparation of Zolmitriptan (I) having desired purity. The invention specifically relates to a method for isolating (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride (IIIa) of desired purity by separating the undesired inorganic side products such as stannous hydroxide by manipulation of pH at different stages and finally treating with N,N-dimethylamino butyraldehyde diethyl acetal in an acidic medium to provide Zolmitriptan (I) conforming to regulatory specifications.

PROCESS FOR PREPARING ZOLMITRIPTAN COMPOUNDS

In particular, zolmitriptan or a pharmaceutically acceptable salt thereof, which includes a) Preparation of the diazonium salt of the aniline hydrochloride (II); followed by reduction and acidification to give hydrazine (III); b) In situ Reaction of the hydrazine hydrochloride (III) with ?-keto-?-valerolactone, to give the hydrazone (IV); c) Fischer indole synthesis of the hydrazone (IV), to give the pyranoindolone of formula (V); d) Transesterification of the pyranoindolone (V) to provide the compound (VI), in which R means a straight or branched C1-C4 alkyl; e) Conversion of the hydroxyl group of the compound (VI) into dimethylamino to give the indolecarboxylate (VII), in which R means a straight or branched C1-C4 alkyl; f) Saponification of the 2-carboalkoxy group of the compound (VII), to provide indolecarboxylic acid (VIII); g) Decarboxylation of the indolecarboxylic acid (VIII), to provide zolmitriptan and, eventually, to provide a pharmaceutically acceptable salt thereof.

Indolyl tetrahydropyridines for treating migraine

STR1 The present invention is concerned with compounds of formula (I), wherein n is an integer of from 0 to 3: W is a group of formula (i), (ii), or (iii), wherein R is hydrogen or C1-4 alkyl, X is --O--, --S--, --NH--, or --CH2 --, Y is oxygen or sulphur and the chiral center (*) in formula (i) or (ii) is in its (S) or (R) form or is a mixture thereof in any proportions: and Z is a group of formula (iv), (v), or (vi), wherein R1 and R2 are independently selected from hydrogen and C1-4 alkyl and R3 is hydrogen or C1-4 alkyl; and their salts, solvates and physiologically functional derivatives, with processes for their preparation, with medicaments containing them and with their use as therapeutic agents, particularly in the prophylaxis and treatment of migraine.