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hexobendine

CAS No.
54-03-5
Chemical Name:
hexobendine
Synonyms
Hexabendin;Hexobendin;Hexabendine;hexobendine;KRQAMFQCSAJCRH-UHFFFAOYSA-N;N,N'-Dimethyl-N,N'-bis[3-(3,4,5-trimethoxybenzoyloxy)propyl]ethylenediamine;Benzoic acid, 3,4,5-trimethoxy-, 1,1'-[1,2-ethanediylbis[(methylimino)-3,1-propanediyl]] ester;3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxybenzoyl)oxypropyl]amino]ethyl]amino]propyl 3,4,5-trimethoxybenzoate;3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxyphenyl)carbonyloxypropyl]amino]ethyl]amino]propyl 3,4,5-trimethoxybenzoate;3,4,5-trimethoxybenzoic acid 3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxybenzoyl)oxypropyl]amino]ethyl]amino]propyl ester
CBNumber:
CB0886402
Molecular Formula:
C30H44N2O10
Molecular Weight:
592.68
MDL Number:
MOL File:
54-03-5.mol
Last updated:2023-05-04 17:34:39

hexobendine Properties

Melting point 75-77°
pka pKa 4.52 ± 0.01;8.47 ± 0.01(H2O,t = 25.0±0.1,I=0.1,N2)(Approximate)
CAS DataBase Reference 54-03-5
FDA UNII B6X4SYR93B
ATC code C01DX06

hexobendine Chemical Properties,Uses,Production

Originator

Reoxyl,Hormonchemie,W. Germany,1966

Uses

Vasodilator .

Definition

ChEBI: Hexobendine is a trihydroxybenzoic acid.

Manufacturing Process

Methylacrylate and N,N'-dimethylethylenediamine are first reacted and that product reduced with lithium aluminum hydride to give a compound A.
To a solution of 13 parts of compound A and 12 parts by volume of absolute pyridine in 80 parts by volume of absolute dioxane there are added dropwise and under constant stirring 35 parts of 3,4,5-trimethoxybenzoyl chloride dissolved in 70 parts by volume of absolute dioxane in the course of 30 minutes. The mixture is stirred for a further 3 hours at a temperature of 100°C and the excess solvent is then evaporated in vacuo. The residue of the evaporation is treated with ethyl acetate and saturated sodium carbonate solution, whereafter the organic phase is separated, treated with water, dried with sodium sulfate and the solvent is removed in vacuo. The residue thus obtained is taken up in ether and separated from 4 parts of insoluble trimethoxybenzoic acid anhydride by filtration. After evaporation of the ether there are obtained 32.5 parts of N,N'-dimethyl-N,N'-bis-[3-(3,4,5- trimethoxybenzoxy)propyl]-ethylene diamine, corresponding to a yield of 86% of the theoretical. MP: 75°C to 77°C.
The di-tertiary base thus obtained is dissolved in ether and the solution is saturated with hydrogen chloride gas. After isolation and reprecipitation from methanol-ether there is obtained the dihydrochloride melting at 170°C to 174°C.

Therapeutic Function

Vasodilator

hexobendine Preparation Products And Raw materials

hexobendine Suppliers

Global( 5)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi DIDU pharmaceutical and Chemical Co., Ltd 17691182729 18161915376 1046@dideu.com China 10008 58
hexobendine Hexabendin Hexabendine Hexobendin N,N'-Dimethyl-N,N'-bis[3-(3,4,5-trimethoxybenzoyloxy)propyl]ethylenediamine 3,4,5-trimethoxybenzoic acid 3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxybenzoyl)oxypropyl]amino]ethyl]amino]propyl ester 3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxybenzoyl)oxypropyl]amino]ethyl]amino]propyl 3,4,5-trimethoxybenzoate 3-[methyl-[2-[methyl-[3-(3,4,5-trimethoxyphenyl)carbonyloxypropyl]amino]ethyl]amino]propyl 3,4,5-trimethoxybenzoate Benzoic acid, 3,4,5-trimethoxy-, 1,1'-[1,2-ethanediylbis[(methylimino)-3,1-propanediyl]] ester KRQAMFQCSAJCRH-UHFFFAOYSA-N 54-03-5 C30H44N2O10