187975-62-8

Basic information

• Product Name: (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone
• Synonyms: (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone;(4S)-4-[(4-hydrazinylphenyl)Methyl]-2-Oxazolidinone;Zolmitriptan Impurity 1
• CAS NO: 187975-62-8
• Molecular Formula: C₁₀H₁₃N₃O₂
• Molecular Weight: 207
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 187975-62-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 519.346°C at 760 mmHg
• Flash Point: 267.891°C
• Appearance: /
• Density: 1.318g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: Refrigerator
• Solubility: Dimethylformamide
• CAS DataBase Reference: (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone(187975-62-8)
• EPA Substance Registry System: (S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone(187975-62-8)

Safety Data

• Hazardous Substances Data: 187975-62-8(Hazardous Substances Data)

Usage

Description

(S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone is an organic compound with a unique molecular structure that features a hydrazinylbenzyl group attached to a 2-oxazolidinone core. It is a brown solid with potential applications in various fields due to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
(S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone is used as an intermediate in the synthesis of Zolmitriptan, a medication used to treat migraines. Its role in the pharmaceutical industry is crucial for the development of new drugs that can alleviate the symptoms of migraine sufferers.
Used in Enzyme Inhibition:
(S)-4-(4-Hydrazinylbenzyl)-2-oxazolidinone is also utilized as a novel inhibitor of the cytochrome P-450 enzyme aromatase. Aromatase is an enzyme that converts androgens to estrogens, and its inhibition can be beneficial in the treatment of certain conditions, such as breast cancer, where estrogen levels are a contributing factor.

InChI:InChI=1/C10H13N3O2/c11-13-8-3-1-7(2-4-8)5-9-6-15-10(14)12-9/h1-4,9,13H,5-6,11H2,(H,12,14)/t9-/m1/s1

Upstream product

• 152305-23-2 (S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one 

Downstream Products

• 171549-95-4 {3-[5-(2-oxo-oxazolidin-4-ylmethyl)-1H-indol-3-yl]-cyclobutyl}-carbamic acid benzyl ester 
• 139264-17-8 zolmitriptan 
• 139264-57-6 (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride 
• 139264-15-6 (S)-2-<5-<(2-oxo-1,3-oxazolidin-4-yl)methyl>-1H-indol-3-yl>ethylamine 

Relevant articles and documents

Convenient and industrially viable process for preparation of zolmitriptan

The present invention provides a convenient and industrially viable process for preparation of zolmitriptan. The invention specifically relates to a method for obtaining (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride of desired purity by separation and isolation in a particular pH range to give higher yield and purity.

PROCESS FOR THE PREPARATION OF ZOLMITRIPTAN, SALTS AND SOLVATES THEREOF

The present invention relates to an improved process for the preparation of the active pharmaceutical ingredient zolmitriptan. In particular, it relates to an efficient process for the preparation of zolmitriptan and its pharmaceutically acceptable salts and solvates.

N-Desmethyltriptans: One pot efficient synthesis of N-methyl-2-5- [substituted- 1H- indole-3-yl]ethanamines

A straightforward and highly improved method to synthesize N-methyl-2-[5-[substituted-lH-indole-3-yl]ethanamines 4-6, which are the metabolites of tryptans 1-3, is reported. The significance of the process is its simplicity and efficiency in isolating the N- desmethyltriptans derivatives as a free base.