THIAMBUTOSINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H25N3OS
Molecular Weight	343.486
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCOC1=CC=C(NC(=S)NC2=CC=C(C=C2)N(C)C)C=C1

InChI

InChIKey=JYCBKPOKWDDOOV-UHFFFAOYSA-N

InChI=1S/C19H25N3OS/c1-4-5-14-23-18-12-8-16(9-13-18)21-19(24)20-15-6-10-17(11-7-15)22(2)3/h6-13H,4-5,14H2,1-3H3,(H2,20,21,24)

HIDE SMILES / InChI

Molecular Formula	C19H25N3OS
Molecular Weight	343.486
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13158821 | Proceedings of the Society for Experimental Biology and Medicine (1955), 89, 388-91. | https://www.ncbi.nlm.nih.gov/pubmed/13354934 | https://www.ncbi.nlm.nih.gov/pubmed/13521265

Thiambutosine is a carbanilide derivative patented by Imperial Chemical Industries Ltd. as the antituberculous agent. In vitro, the resistance of Mycobacterium tuberculosis H37Rv to Thiambutosine develops more slowly than resistance to streptomycin, p-aminosalicylic acid, or isoniazid. A sub-inhibiting concentration of Thiambutosine with either streptomycin or isoniazid considerably retards the emergence of strains resistant to these two agents.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Mycobacterium tuberculosis 21 Target ID: CHEMBL360 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13521265	Inhibitor 8504

PubMed

Title	Date	PubMed
Polarographic determination of certain cephalosporins in pharmaceutical preparations.	2010-01	21589769
Antituberculous activity of substituted thioureas. II. Activity in mice.	1954-07	13158821

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:00:03 GMT 2025` Edited by `admin` on `Mon Mar 31 18:00:03 GMT 2025`
Record UNII	X92J960C7P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THIAMBUTOSINE

Official Name

English

CIBA 1906

Preferred Name

English

CIBA-1906

Code

English

1-(P-BUTOXYPHENYL)-3-(P-DIMETHYLAMINOPHENYL)-2-THIOUREA

Systematic Name

English

NSC-682

Code

English

thiambutosine [INN]

Common Name

English

THIAMBUTOSINE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C258