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metahexamide

CAS No.
565-33-3
Chemical Name:
metahexamide
Synonyms
WP-40;S-1600;Melonex;metahexamide;Glyhexylamide;Metahexanamide;1-(3-amino-4-methylphenyl)sulfonyl-3-cyclohexylurea;1-(3-amino-4-methyl-phenyl)sulfonyl-3-cyclohexyl-urea;1-(3-azanyl-4-methyl-phenyl)sulfonyl-3-cyclohexyl-urea;Benzenesulfonamide, 3-amino-N-[(cyclohexylamino)carbonyl]-4-methyl-
CBNumber:
CB3923377
Molecular Formula:
C14H21N3O3S
Molecular Weight:
311.4
MDL Number:
MOL File:
565-33-3.mol
Last updated:2023-05-04 17:34:40

metahexamide Properties

Melting point 151°C
Boiling point 300°C (rough estimate)
Density 1.2228 (rough estimate)
refractive index 1.6740 (estimate)
storage temp. Refrigerator, under inert atmosphere
solubility Methanol (Very Slightly)
form Solid
pka 5.49±0.10(Predicted)
color White to Off-White
FDA UNII T3U6F5D722
NCI Drug Dictionary metahexamide
ATC code A10BB10

metahexamide price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 454425 Metahexamide 565-33-3 5mg $460 2021-12-16 Buy
TRC M225600 Metahexamide 565-33-3 50mg $1190 2021-12-16 Buy
American Custom Chemicals Corporation API0016543 2-AMINO-4-(([(CYCLOHEXYLAMINO)CARBONYL]AMINO)SULFONYL)-1-METHYLBENZENE 95.00% 565-33-3 5MG $504.58 2021-12-16 Buy
Medical Isotopes, Inc. 96684 Metahexamide 565-33-3 10mg $550 2021-12-16 Buy
Product number Packaging Price Buy
454425 5mg $460 Buy
M225600 50mg $1190 Buy
API0016543 5MG $504.58 Buy
96684 10mg $550 Buy

metahexamide Chemical Properties,Uses,Production

Originator

Metahexamide ,Shanghai Lansheng

Uses

Metahexamide is used in biological studies to evaluate the elevation of blood urea nitrogen level in dogs and human subjects by administering chloral hypnotics.

Definition

ChEBI: Metahexamide is a member of benzenes and a sulfonamide.

Manufacturing Process

39 g ethyl chloroformate are added dropwise to a mixture of 68.4 g 3- acetylamino-p-toluene sulphonic acid amide, 123 g potassium carbonate and 450 ml acetone for one hour while boiling under reflux. Refluxing is then continued for a further nine hours. The reaction mixture is cooled and mixed, while stirring, with a mixture of 450 ml water and 50 ml 2 N potassium hydroxide solution. Thereby two layers are formed. The upper layer, which consists of aqueous acetone, is separated. Acetone is distilled off in a vacuum. The pH-value of the resulting aqueous solution is adjusted to a pH of 8.8 by passing in gaseous carbon dioxide. Precipitated unchanged starting material is filtered off. The filtrate is rendered congo acid by the addition of dilute hydrochloric acid. The precipitated 3-acetylamino-p-toluene sulfnyl ethyl urethane is filtered off by suction, washed with water, and dried in a vacuum. The yield is 77%. The resulting compound melts at 183°-194°C.
54.3 g above prepared 3-acetylamino-p-toluene sulphonyl ethyl urethane are mixed with 37 ml dimethylformamide and 18 g cyclohexylamine. The resulting clear solution is heated at 70°C for 1.5 hours and at 110°C for 1.5 more hours. After cooling, the reaction mixture is poured into 500 ml water while stirring. The precipitated oily product crystallizes shortly. The crystals are filtered off by suction, washed with water and dried in a vacuum. Yield of 3- acetylamino-p-toluene sulphonyl cyclohexyl urea is 84%. MP: 174°C. The urea is saponified without further purification by heating it in 90 ml 5 N potassium hydroxide solution at 90°C for one hour. After dilution with 500 ml water the resulting reaction mixture is rendered acid (pH 6.5) by the addition of dilute hydrochloric acid. Thereby, 1-(3-amino-p-tolylsulfonyl)-3-cyclohexylurea separates in crystals, which are collected, washed with water, and dried. The yield is 86%. After recrystallization from ethanol the compound has MP: 151°- 152°C.

Therapeutic Function

Oral hypoglycemic

metahexamide Preparation Products And Raw materials

Raw materials

Preparation Products

metahexamide Suppliers

Global( 6)Suppliers
Supplier Tel Email Country ProdList Advantage
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44941 58
Shaanxi DIDU pharmaceutical and Chemical Co., Ltd 15229059051 1027@dideu.com China 9941 58
metahexamide Glyhexylamide Melonex Metahexanamide S-1600 WP-40 1-(3-amino-4-methyl-phenyl)sulfonyl-3-cyclohexyl-urea 1-(3-amino-4-methylphenyl)sulfonyl-3-cyclohexylurea 1-(3-azanyl-4-methyl-phenyl)sulfonyl-3-cyclohexyl-urea Benzenesulfonamide, 3-amino-N-[(cyclohexylamino)carbonyl]-4-methyl- 565-33-3