123040-69-7

Basic information

• Product Name: Azasetron hydrochloride
• Synonyms: N-1-AZABICYCLO[2.2.2]-OCT-3-YL-6-CHLORO-3,4-DIHYDRO-4-METHYL-3-OXO-2H-1,4-BENZOXAZINE-8-CARBOXAMIDE, HYDROCHLORIDE;N-(1-AZABICYCLO[2.2.2]OCT-3-YL)-6-CHLORO-4-METHYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-8-CARBOXAMIDE HCL;N-(1-AZABICYCLO[2.2.2]OCT-3-YL)-6-CHLORO-4-METHYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-8-CARBOXAMIDE HYDROCHLORIDE;Y-25130;Y-25130 HYDROCHLORIDE;AZASETRON HCL;Azasetron hydrochloride;Azasetron base
• CAS NO: 123040-69-7
• Molecular Formula: C₁₇H₂₀ClN₃O₃
• Molecular Weight: 386.27
• EINECS: 1533716-785-6
• Product Categories: Active Pharmaceutical Ingredients;anti-emetic;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 123040-69-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 301-303°C
• Boiling Point: 558 °C at 760 mmHg
• Flash Point: 291.2 °C
• Appearance: white crystalline
• Density: 1.42 g/cm³
• Vapor Pressure: 1.75E-12mmHg at 25°C
• Storage Temp.: -20°C Freezer
• PKA: 13.31±0.20(Predicted)
• CAS DataBase Reference: Azasetron hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Azasetron hydrochloride(123040-69-7)
• EPA Substance Registry System: Azasetron hydrochloride(123040-69-7)

Safety Data

• Hazardous Substances Data: 123040-69-7(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Originator

Azasetron,Pharm Chemical

Uses

As a 5-HT3 receptor antagonist, Azasetron hydrochloride can be used as an antiemetic.

Therapeutic Function

Antiemetic

InChI:InChI=1/C17H20ClN3O3.ClH/c1-20-14-7-11(18)6-12(16(14)24-9-15(20)22)17(23)19-13-8-21-4-2-10(13)3-5-21;/h6-7,10,13H,2-5,8-9H2,1H3,(H,19,23);1H

Upstream product

• 6530-09-2 3-aminoquinuclidine dihydrochloride 
• 123040-79-9 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid 
• 141761-83-3 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester 
• 5043-79-8 5-chloro-2-hydroxy-3-nitrobenzoic acid methyl ester 
• 123040-75-5 methyl 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylate 
• 5043-81-2 3-amino-5-chloro-2-hydroxybenzoic acid methyl ester 
• 4068-78-4 methyl 5-chloro-2-hydroxybenzoate 
• 76883-48-2 quinuclidin-3-amine 
• 123040-50-6 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid chloride 

Downstream Products

• 123040-16-4 Azasetron hydrochloride 

Relevant articles and documents

Novel preparation method of azasetron hydrochloride

The invention provides a novel preparation method of azasetron hydrochloride, belonging to the technical field of medicine synthesis. According to the method, methyl 5-chlorosalicylate is used as a raw material; after acetic anhydride nitrification and stannous chloride reduction at room temperature, dimethyl carbonate is used as a methylation reagent, and an intermediate V (6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid methyl ester) is synthesized by adopting a one-pot method; the intermediate V is hydrolyzed to obtain 6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-formic acid (VI); and the compound reacts with free 3-aminoquinuclidine dihydrochloride for 1 h under the catalysis of TBTU to form a salt so as to obtain I (azasetron hydrochloride). According to the method, the yield of each step is high; aftertreatment is simple; the reaction time of each step is short; conditions are mild; low-toxicity environment-friendly reagents are adopted; energy consumption is reduced; cost is saved; and industrial production is better facilitated.

Use of serotonin antagonists for treating fibromyalgia

The invention is directed to the use of 5HT3 antagonists of formula I STR1 wherein the substituents are as defined herein.