54. Acetiamine

Nomenclature

CAS number: 299-89-8
Ethanethioic acid S-[1-[2-(acetyloxy)ethyl]-2-[[(4-amino-2-methyl-5-pyrimidinyl)methyl]formylamino]-1-propen-1-yl] ester; thioacetic acid S-ester with N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide acetate; N-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-N-(4-hydroxy-2-mercapto-1-methyl-1-butenyl)formamide O,S-diacetate; 3-acetylthio-4-[(4-amino-2-methyl-5-pyrimidinyl)methyl-N-formylamino]-3-pentenyl acetate; 5-acetoxy-3-acetylthio-2-[(4-amino-2-methyl-5-pyrimidinyl)methyl-N-formylamino]-2-pentene; diacethiamine; O,S-diacetylthiamine; vitamin B1 O,S-diacetate; D.A.T.; Thianeuron (RPR).
C16H22N4O4S; mol wt 366.44.
C 52.44%, H 6.05%, N 15.29%, O 17.46%, S 8.75%.

Description and references

A fat-soluble deriv. of vitamin B1. Prepn: Matsukawa, Kawasaki, J. Pharm. Soc. Jpn. 23, 705, 709 (1953), C.A. 48, 7017e (1954); Takamizawa et al., Bull. Chem. Soc. Jpn. 36, 1214 (1963) DOI. Synthesis and pharmacology: Gauthier et al., Ann. Pharm. Fr. 21, 655 (1963) PubMed. Clinical studies: Wagner, Wagner, Arzneim.-Forsch. 16, 1643 (1966); Blum, Thomas, Pharmacol. Clin. 2, 177 (1970) DOI.

Chemical structure

Properties

Colorless prisms from benzene-petr ether, mp 122-123° (dec); from water, mp 123-124°. Soluble in water, methanol, ethanol.

Derivative

Hydrochloride.

Nomenclature

CAS number: 28008-04-0
Nevriton (RPR).
C16H22N4O4S.HCl; mol wt 402.90.
C 47.70%, H 5.75%, N 13.91%, O 15.88%, S 7.96%, Cl 8.80%.

Therapeutic Category

Vitamin (enzyme cofactor).

Keywords

Enzyme Cofactor; Vitamin/Vitamin Source; Vitamin B1