Dibenzoyl Thiamine

Modify Date: 2024-01-02 22:11:05

Dibenzoyl Thiamine Structure
Dibenzoyl Thiamine structure
Common Name Dibenzoyl Thiamine
CAS Number 299-88-7 Molecular Weight 490.57400
Density 1.291g/cm3 Boiling Point 718.2ºC at 760mmHg
Molecular Formula C26H26N4O4S Melting Point 173ºC
MSDS USA Flash Point 388.1ºC

 Use of Dibenzoyl Thiamine


Dibenzoyl Thiamine (Bentiamine), a derivative of thiamine, is rapidly absorbed into the body and converted to thiamine.

 Names

Name [(Z)-4-[(4-amino-2-methylpyrimidin-5-yl)methyl-formylamino]-3-benzoylsulfanylpent-3-enyl] benzoate
Synonym More Synonyms

 Dibenzoyl Thiamine Biological Activity

Description Dibenzoyl Thiamine (Bentiamine), a derivative of thiamine, is rapidly absorbed into the body and converted to thiamine.
Related Catalog
In Vitro Dibenzoyl Thiamine is a thiol-type thiamine composed of thiamine and benzoic acid. It is not decomposed by aneurinase (thiamine-decomposing enzyme), making it more suitable for food processing than thiamine hydrochloride[1].
In Vivo A chronic toxicity study in male Wistar rats for 6 months at dietary levels of up to 1000 ppm, shows Dibenzoyl Thiamine to be without specific toxic effects. A teratogenicity study in rats show Dibenzoyl Thiamine to be without embryotoxic or teratogenic effects. Tests for mutagenicity in bacterial systems, in the dominant lethal assay and in an in vivo cytogenetics test show Dibenzoyl Thiamine to be without mutagenic. Dibenzoyl Thiamine is metabolised to Vitamin Br and benzoic acid, and the benzoic acid moiety is almost quantitatively excreted in the urine, as hippuric acid[1].
Animal Admin Rats: Groups of 65 male and 65 female Sprague-Dawley rats are fed diets containing Dibenzoyl Thiamine at levels of 1000 ppm (Group 1) and 10000 ppm (Group 2). A third group is fed a control diet. The animals are assigned by computer to groups on the basis of body weight, such that mean body weights in all groups are approximately equal. 10 Animals from each group are killed at 52 weeks, the remaining animals at week 105. All signs of ill-health or reaction to treatment are recorded daily. The animals are weighed at weekly intervals[1].
References

[1]. Heywood R, et al. Tumorigenic and toxic effect of O,S-dibenzoyl thiamine hydrochloride in prolonged dietaryadministration to rats. Toxicol Lett. 1985 Jul;26(1):53-8.

 Chemical & Physical Properties

Density 1.291g/cm3
Boiling Point 718.2ºC at 760mmHg
Melting Point 173ºC
Molecular Formula C26H26N4O4S
Molecular Weight 490.57400
Flash Point 388.1ºC
Exact Mass 490.16700
PSA 140.78000
LogP 5.59490
Vapour Pressure 1.78E-20mmHg at 25°C
Index of Refraction 1.639

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH6908500
CHEMICAL NAME :
Benzoic acid, thio-, S-ester with N-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(4-hydro xy- 2-mercapto-1-methyl-1-butenyl)formamide benzoate (ester)
CAS REGISTRY NUMBER :
299-88-7
LAST UPDATED :
199806
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C26-H26-N4-O4-S

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
7480 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 62,123,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2120 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NYKZAU Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. (Nippon Yakuri Gakkai, c/o Kyoto Daigaku Igakubu Yakurigaku Kyoshitsu, Konoe-cho, Yoshida, Sakyo-ku, Kyoto 606, Japan) V.40- 1944- Volume(issue)/page/year: 62,123,1966

 Safety Information

RTECS DH6908500

 Synthetic Route

~%

Dibenzoyl Thiamine Structure

Dibenzoyl Thiamine

CAS#:299-88-7

Literature: US2752348 , ; DE929551 , ; Yakugaku Zasshi, , vol. 73, p. 705,707 Chem.Abstr., , p. 7017 Yakugaku Zasshi, , vol. 74, p. 993,994 Chem.Abstr., , p. 11664

 Precursor & DownStream

Precursor  1

DownStream  0

 Synonyms

O,S-Dibenzoyl-thiamin
Dibenzoylthiamine
Bentiaminum [INN-Latin]
O,S-Bis(benzoyl)thiamine disulfide
Bentiamine [INN]
Dibenzoylthiamin
Dibenzoyl ThiaMine
Bentiamina [INN-Spanish]
N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-N-(4-benzoyloxy-2-benzoylsulfanyl-1-methyl-but-1-enyl)-formamide
O,S-Dibenzoylthiamine
Bentiamine