BISBENTIAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C38H42N8O6S2
Molecular Weight	770.92
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C\C(N(CC1=CN=C(C)N=C1N)C=O)=C(\CCOC(=O)C2=CC=CC=C2)SS\C(CCOC(=O)C3=CC=CC=C3)=C(/C)N(CC4=C(N)N=C(C)N=C4)C=O

InChI

InChIKey=IWXAZSAGYJHXPX-BCEWYCLDSA-N

InChI=1S/C38H42N8O6S2/c1-25(45(23-47)21-31-19-41-27(3)43-35(31)39)33(15-17-51-37(49)29-11-7-5-8-12-29)53-54-34(16-18-52-38(50)30-13-9-6-10-14-30)26(2)46(24-48)22-32-20-42-28(4)44-36(32)40/h5-14,19-20,23-24H,15-18,21-22H2,1-4H3,(H2,39,41,43)(H2,40,42,44)/b33-25+,34-26+

HIDE SMILES / InChI

Description
Sources: http://aksci.com/item_detail.php?cat=U842
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/14033912 http://www.ncbi.nlm.nih.gov/pubmed/14020786

Bisbentiamine is an O-benzoyl thiamine disulfide or vitamin B1 disulfide derivative. Thiamine derivatives and thiamine-dependent enzymes are present in all cells of the body, thus a thiamine deficiency would seem to adversely affect all of the organ systems. Lipid-soluble thiamine precursors such as Bisbentiamine have a much higher bioavailability than genuine thiamine and therefore are more suitable for therapeutic purposes. It is also used as a dietary supplement.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Vitamin B deficiency 3 Sources: http://www.google.ch/patents/US3109000	Curative		Approved 8429	Beston Approved Use Unknown Launch Date 1962

PubMed

Title	Date	PubMed
Studies on thiamine disulfide. VI. The action of thiaminase on O-benzoylthiamine disulfide derivaties.	1962 Dec 10	14020785

Patents

Sample Use Guides

In Vivo Use Guide

The recommended adult daily dose is 1-4 tablets (25-100 mg) given orally.

Route of Administration: Oral

In Vitro Use Guide

1 ug of Bisbentiamine (BTDS) was incubated with L. ferinenti 36 and L. viridescens S38A for 24 hours at 37 C to measure the growth of these microorganisms.

Name

Type

Language

BISBENTIAMINE

Official Name

English

N,N'-(DITHIOBIS(2-(2-BENZOYLOXYETHYL)-1-METHYLVINYLENE))BIS(N-((4-AMINO-2-METHYL-5-PYRIMIDINYL)METHYL)FORMAMIDE)

Common Name

English

Bisbentiamine [WHO-DD]

Common Name

English

BISBENTIAMINE [MI]

Common Name

English

bisbentiamine [INN]

Common Name

English

BISBENTIAMINE [MART.]

Common Name

English

BISBENTIAMINE [JAN]

Common Name

English

BESTON

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C45812