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AZASETRON HYDROCHLORIDE

AZASETRON HYDROCHLORIDE structure

CAS No.: 141922-90-9

Chemical Name:: AZASETRON HYDROCHLORIDE

Synonyms: Y-25130;AZASETRON HCL;Unii-2bss7xl60s;Y-25130 HYDROCHLORIDE;Azasetron hydrochloride;n-(1-azabicyclo[2.2.2]octan-8-yl)-6-chloro-4-methyl-3-oxo-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-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 HYDROCHLORIDE;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

CBNumber:: CB1706749

Molecular Formula:: C17H21Cl2N3O3

Molecular Weight:: 386.27

MDL Number:: MFCD00209913

MOL File:: 141922-90-9.mol

MSDS File:: SDS

Last updated:2023-05-09 09:30:27

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AZASETRON HYDROCHLORIDE Properties

CAS DataBase Reference	141922-90-9(CAS DataBase Reference)
FDA UNII	2BSS7XL60S

AZASETRON HYDROCHLORIDE Chemical Properties,Uses,Production

Originator

Azasetron,Pharm Chemical

Definition

ChEBI: Azasetron hydrochloride is a benzoxazine.

Manufacturing Process

To a solution of 2-(2-carboxy-4-chlorophenoxy)acetic acid in concentrated sulfuric acid is added dropwise a mixed liquid of fuming nitric acid and concentrated sulfuric acid under stirring with keeping at a temperature below 10°C. After the addition, the reaction mixture is stirred and poured into 10 L of ice-cold water. The precipitated crystals are collected by filtration, washed with 2 L of water four times and them dried to give 2-(2-carboxy-4-chloro-6- nitrophenoxy)acetic acid.
To a solution of ferrous sulfate heptahydrate in of hot water is added a solution of 2-(2-carboxy-4-chloro-6-nitrophenoxy)acetic acid and aqueous concentrated ammonia solution in water under stirring. After stirring, to the reaction mixture is twice added aqueous concentrated ammonia solution. While the reaction mixture becomes exothermic, stirring is continued. The resultant mixture is filtered through a celite layer under reduced pressure and washed with hot water twice. The filtrate is cooled and made acid with concentrated hydrochloric acid. The precipitated crystals are washed with water and dried to give 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8- carboxylic acid.
A mixture of 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid, methanol and concentrated sulfuric acid is refluxed under heating with stirring, and then cooled. The precipitated crystals are collected by filtration, washed with methanol and dried to give methyl 6-chloro-3,4-dihydro-3-oxo- 2H-1,4-benzoxazine-8-carboxylate, melting point 239°-241°C.
To a solution of methyl 6-chloro-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylate in dimethylformamide is added potassium t-butoxide and solution stirred at room temperature. To the resultant solution is added dropwise a solution of methyl iodide in dimethylformainide under stirring. After the reaction solution is stirred, water is added thereto. The insoluble substance is collected by filtration, washed with water and dried to give methyl 6-chloro- 3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylate. A mixture of methyl 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4- benzoxazine-8-carboxylate, ethanol and 4% aqueous potassium hydroxide solution is refluxed with heating. The resultant solution is cooled and water is added thereto followed by filtration. The filtrate is made acid with concentrated hydrochloric acid. The precipitated crystals are collected by filtration, washed with water and dried, and then recrystallized from ethanol to give 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid, melting point 241°-243°C.
A solution of 6-chloro-3,4-dihydro-4-methyl-3-oxo-2H-1,4-benzoxazine-8- carboxylic acid in tetrahydrofuran and dimethylformamide is cooled to below 0°C and triethylamine is added under stirring thereto. Further, ethyl chlorocarbonate is added and the mixture is stirred at room temperature. To the resultant mixture is added 3-amino-8-azabicyclo[3.2.1]octane and the mixture stirred. After completion of the reaction, aqueous sodium hydrogen carbonate and ethyl acetate are added. The organic layer is separated, washed with water and dried over magnesium sulfate. The solvent is distilled off to give 6-chloro-3,4-dihydro-4-methyl-N-(8-azabicyclo[3.2.1]oct-3-yl)-3- oxo-2H-1,4-benzoxazine-8-carboxamide. In practice it is usually used as hydrochloride.

Therapeutic Function

Antiemetic

AZASETRON HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Ammonium nitrate 8-Azabicyclo[3.2.1]octan-3-amine(9CI) Ethyl chloroformate Hydrochloric acid Sulfuric acid

Nitric acid Ammonia Iodomethane Potassium tert-butoxide Potassium hydroxide

Triethylamine Sodium bicarbonate

1of3

Preparation Products

AZASETRON HYDROCHLORIDE Suppliers

Global( 58)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49390	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569265 +86-18612256290	1056@dideu.com	China	3581	58
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17367	58
ANHUI WITOP BIOTECH CO., LTD	+8615255079626	eric@witopchemical.com	China	23556	58
Shaanxi Dideu Medichem Co. Ltd	+86-029-89586680 +86-18192503167	1026@dideu.com	China	9320	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29220	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58

Supplier	Advantage
career henan chemical co	58
Xiamen AmoyChem Co., Ltd	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
Shaanxi Dideu Medichem Co. Ltd	58
SIMAGCHEM CORP	58
ANHUI WITOP BIOTECH CO., LTD	58
Shaanxi Dideu Medichem Co. Ltd	58
Dideu Industries Group Limited	58
Dayang Chem (Hangzhou) Co.,Ltd.	58

View Lastest Price from AZASETRON HYDROCHLORIDE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2021-08-05	AZASETRON HYDROCHLORIDE USP/EP/BP 141922-90-9	US $1.10 / g	1g	0.999	100 Tons min	Dideu Industries Group Limited
2021-07-20	Azasetron hydrochloride 141922-90-9	US $1.00-1.00 / KG	1g	99%	50tons	Shaanxi Dideu Medichem Co. Ltd
2019-07-06	AZASETRON HYDROCHLORIDE 141922-90-9	US $1.00 / KG	1KG	98%	100KG	Career Henan Chemical Co

AZASETRON HYDROCHLORIDE USP/EP/BP
141922-90-9
US $1.10 / g
0.999
Dideu Industries Group Limited

Azasetron hydrochloride
141922-90-9
US $1.00-1.00 / KG
99%
Shaanxi Dideu Medichem Co. Ltd

AZASETRON HYDROCHLORIDE
141922-90-9
US $1.00 / KG
98%
Career Henan Chemical Co

141922-90-9(AZASETRON HYDROCHLORIDE)Related Search:

Azasetron hydrochloride

Y-25130 Y-25130 HYDROCHLORIDE 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-3,4-dihydro-4-methyl-3-oxo-2h-1,4-benzoxazine-8-carboxamide hydrochloride AZASETRON HCL Azasetron hydrochloride Unii-2bss7xl60s 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 n-(1-azabicyclo[2.2.2]octan-8-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide hydrochloride 141922-90-9