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Azasetron hydrochloride

Azasetron hydrochloride structure

CAS No.: 123040-16-4

Chemical Name:: Azasetron hydrochloride

Synonyms: Y-25130;Serotone;AZASETRON;Y-25130HCl;AZASETRON HCL;PubChem CID 2264;Y-25130 HYDROCHLORIDE;Azasetron hydrochloride;Azasetron HCl (Y-25130);INTERMEDIATE OF AZASETRON HCL

CBNumber:: CB8706748

Molecular Formula:: C17H21Cl2N3O3

Molecular Weight:: 386.27

MDL Number:: MFCD00209913

MOL File:: 123040-16-4.mol

MSDS File:: SDS

Last updated:2023-07-21 19:01:50

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Azasetron hydrochloride Properties

Melting point	281° (dec); mp 305° (dec) (Kawakita)
storage temp.	Sealed in dry,Room Temperature
solubility	Methanol (Slightly), Water (Slightly)
form	White solid.
color	White
CAS DataBase Reference	123040-16-4(CAS DataBase Reference)
FDA UNII	2BSS7XL60S

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS08
Signal word	Warning
Hazard statements	H361
Precautionary statements	P201-P202-P281-P308+P313-P405-P501
Toxicity	LD50 in male, female rats (mg/kg): 135, 132 i.v. (Takagi)

Azasetron hydrochloride price More Price(41)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SML2491	Azasetron hydrochloride ≥98% (HPLC)	123040-16-4	5mg	$102	2024-03-01	Buy
Sigma-Aldrich	SML2491	Azasetron hydrochloride ≥98% (HPLC)	123040-16-4	25mg	$411	2024-03-01	Buy
Cayman Chemical	28383	Azasetron (hydrochloride)	123040-16-4	10mg	$97	2024-03-01	Buy
Cayman Chemical	28383	Azasetron (hydrochloride)	123040-16-4	100mg	$625	2024-03-01	Buy
Cayman Chemical	28383	Azasetron (hydrochloride)	123040-16-4	25mg	$218	2024-03-01	Buy

Product number	Packaging	Price	Buy
SML2491	5mg	$102	Buy
SML2491	25mg	$411	Buy
28383	10mg	$97	Buy
28383	100mg	$625	Buy
28383	25mg	$218	Buy

Azasetron hydrochloride Chemical Properties,Uses,Production

Description

Nazasetron (azasetron) hydrochloride is the fourth in the class of highly potent 5- HT₃ receptor antagonists to reach the market for prophylaxis of severe nausea and vomiting induced by cytotoxic chemotherapy and by total body X-radiation. In a study with 146 cancer patients suffering from emesis induced by cisplatin, nazasetron was reported to be markedly effective in 72% of subjects. Nazasetron is devoid of dopamine D₂ receptor blocking activity and therefore is free of the extrapyrimidal side effects associated with other commonly used antiemetics such as metoclopramide and domperidone. Nazasetron has been reported to be potentially useful for the treatment of gastrointestinal motility dysfunction, such as gastric stasis, vomiting and irritable bowel syndrome.

Chemical Properties

White to Off-White Solid

Originator

Yoshitomi (Japan)

Uses

Azasetron HCl is a selective 5-HT3 receptor antagonist with IC50 of 0.33 nM used in the management of nausea and vomiting induced by cancer chemotherapy.

Uses

A 5-HT3 receptor antagonist. Used as an antiemetic.

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.

brand name

Serotone

Therapeutic Function

Antiemetic

Biological Activity

A selective and potent 5-HT 3 antagonist (K i = 2.9 nM).

storage

Desiccate at -20°C

Azasetron hydrochloride Preparation Products And Raw materials

Raw materials

Ammonia Sulfuric acid Iodomethane Nitric acid Sodium bicarbonate

Hydrochloric acid Ethyl chloroformate Triethylamine 8-Azabicyclo[3.2.1]octan-3-amine(9CI) Potassium hydroxide

Potassium tert-butoxide

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Preparation Products

Azasetron hydrochloride Suppliers

Global( 180)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Henan Bao Enluo International TradeCo.，LTD	+86-17331933971 +86-17331933971	deasea125996@gmail.com	China	2503	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
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
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63711	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569265 +86-18612256290	1056@dideu.com	China	3683	58
SIMAGCHEM CORP	+86-13806087780	sale@simagchem.com	China	17367	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58

Supplier	Advantage
Henan Bao Enluo International TradeCo.，LTD	58
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Xiamen AmoyChem Co., Ltd	58
Chongqing Chemdad Co., Ltd	58
Alchem Pharmtech,Inc.	58
CONIER CHEM AND PHARMA LIMITED	58
Shaanxi Dideu Medichem Co. Ltd	58
SIMAGCHEM CORP	58
TargetMol Chemicals Inc.	58

View Lastest Price from Azasetron hydrochloride manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-07-22	Azasetron hydrochloride 123040-16-4	US $10.00 / kg	1kg	99%	1000tons	Henan Bao Enluo International TradeCo.，LTD
2021-11-04	Azasetron hydrochloride 123040-16-4	US $0.00 / Kg/Bag	1KG	98%min	100kg	WUHAN FORTUNA CHEMICAL CO., LTD
2021-08-05	Azasetron hydrochloride USP/EP/BP 123040-16-4	US $1.10 / g	1g	99.9%	100 Tons min	Dideu Industries Group Limited

Azasetron hydrochloride
123040-16-4
US $10.00 / kg
99%
Henan Bao Enluo International TradeCo.，LTD

Azasetron hydrochloride
123040-16-4
US $0.00 / Kg/Bag
98%min
WUHAN FORTUNA CHEMICAL CO., LTD

Azasetron hydrochloride USP/EP/BP
123040-16-4
US $1.10 / g
99.9%
Dideu Industries Group Limited

123040-16-4(Azasetron hydrochloride)Related Search:

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Sibutramine hydrochloride Methyl bromide AZASETRON-D3, HYDROCHLORIDE

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N-(1-Azabicyclo[2.2.2]octane-3-yl)-6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide·hydrochloride 6-chloro-3-keto-4-methyl-N-quinuclidin-3-yl-1,4-benzoxazine-8-carboxamide hydrochloride N-{1-azabicyclo[2.2.2]octan-3-yl}-6-chloro-4-Methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxaMide Azastron hydrochloride injection 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 (1:1) 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 HYDROCHLORIDE Y-25130 2h-1,4-benzoxazine-8-carboxamide,3,4-dihydro-n-1-azabicyclo(2.2.2)oct-3-yl-6-c 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 (1:1) AZASETRON AZASETRON 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 HCl Y-25130HCl N-(1-Azabicyclo[2.2.2]oct-3-yl)-6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzo INTERMEDIATE OF AZASETRON HCL Serotone Azasetron hydrochloride N-(1-Azabicyclo[2.2.2]octan-8-yl)-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide hydrochloride N-[(3S)-1-azoniabicyclo[2.2.2]octan-3-yl]-6-chloro-4-methyl-3-oxo-1,4-benzoxazine-8-carboxamide Azasetron hydrochloride , CID 115000 PubChem CID 2264 Azasetron HCl (Y-25130) N-{1-azabicyclo[2.2.2]octan-3-yl}-6-chloro-4-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide hydrochloride 6-Chloro-4-methyl-3-oxo-N-(quinuclidin-3-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxamide hydrochloride 123040-16-4 C17H21Cl2N3O3 Serotonin receptor anti-emetic