12-01048. Beclotiamine [Archived]

Nomenclature

CAS number: 13471-78-8
3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-chloroethyl)-4-methylthiazolium chloride; 5-chloroethylthiamine; chlorothiamine; clotiamine; CT; Cocciden (Sankyo).
C12H16Cl2N4S; mol wt 319.25.
C 45.15%, H 5.05%, Cl 22.21%, N 17.55%, S 10.04%.

Description and references

Antithiamine compound derived from thiamine; developed as an anticoccidial for chickens: Inone et al., J. Jpn. Vet. Med. Assoc. 20, 293 (1967); GB 1141055; M. Nagawa et al., US 3786147 (1969, 1974 both to Sankyo); Matsuzawa, Jpn. J. Vet. Sci. 34, 157 (1972), C.A. 78, 23930c (1973). Metabolism and mechanism of action studies: Shindo, Komai, J. Vitaminol. 18, 41-62, 102, 172, 218 (1972). Safety studies: Matsuzawa et al., Sankyo Kenkyusho Nempo 23, 192 (1971), C.A. 77, 28983m (1972).

Chemical structure

Derivative

Hydrochloride.
C12H17Cl3N4S; mol wt 355.71.
C 40.52%, H 4.82%, Cl 29.90%, N 15.75%, S 9.01%.

Derivative

Naphthalene-1,5-disulfonate salt.
C22H24Cl2N4O6S3; mol wt 607.55.
C 43.49%, H 3.98%, Cl 11.67%, N 9.22%, O 15.80%, S 15.83%.

Properties

mp 276° (dec). Soly in water: 0.06 g/100 ml.

Therapeutic Category (Veterinary)

Coccidiostat.

Status

This monograph has been retired and is no longer subject to revision or update.