DIAMTHAZOLE

US Previously Marketed

First approved in 1951

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H23N3OS
Molecular Weight	293.428
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)CCOC1=CC2=C(C=C1)N=C(S2)N(C)C

InChI

InChIKey=WGMYEOIMVYADRJ-UHFFFAOYSA-N

InChI=1S/C15H23N3OS/c1-5-18(6-2)9-10-19-12-7-8-13-14(11-12)20-15(16-13)17(3)4/h7-8,11H,5-6,9-10H2,1-4H3

HIDE SMILES / InChI

Molecular Formula	C15H23N3OS
Molecular Weight	293.428
Charge	0
Count

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

Description
Sources: http://www.fda.gov/ohrms/dockets/ac/98/briefingbook/1998-3454B1_03_WL16.pdf

Diamthazole is an antifungal drug that was used for the treatment of tinea pedis. The drug was withdrawn from the market, because it was associated with neuropsychiatric adverse reactions.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Athlete’s foot 7 Sources: http://www.fda.gov/ohrms/dockets/ac/98/briefingbook/1998-3454B1_03_WL16.pdf	Curative		Withdrawn	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
5 % 3 times / day steady, topical Dose: 5 %, 3 times / day Route: topical Route: steady Dose: 5 %, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14424470/	unhealthy, 4 weeks Health Status: unhealthy Age Group: 4 weeks Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/14424470/	Disc. AE: Convulsions... AEs leading to discontinuation/dose reduction: Convulsions (1 patient) Sources: https://pubmed.ncbi.nlm.nih.gov/14424470/

AEs

AE	Significance	Dose	Population
Convulsions	1 patient Disc. AE	5 % 3 times / day steady, topical Dose: 5 %, 3 times / day Route: topical Route: steady Dose: 5 %, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/14424470/	unhealthy, 4 weeks Health Status: unhealthy Age Group: 4 weeks Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/14424470/

Sourcing

Vendor/Aggregator	ID	URL
AAA Chemistry	AR-1I5366
ABI Chem	AC1L1RJS
ABI Chem	AC1Q3AOM
Alfa Chemistry	136-96-9	https://www.alfa-chemistry.com/cas_136-96-9.htm
ChemTik	CTK8G8774
MuseChem	M070795	https://www.musechem.com/product/M070795.html
NovoSeek	8707
PubChem	8707	https://pubchem.ncbi.nlm.nih.gov/compound/8707
Smolecule	S576139	https://www.smolecule.com/products/s576139

PubMed

Title	Date	PubMed
Retrospective cohort study of a new infant formula during the first 6 months of life: reflections on growth curves, human milk and formula feeding.	2010-11	21243867
HypoCol (red yeast rice) lowers plasma cholesterol - a randomized placebo controlled study.	2010-08	20636227
Semiautomatic quantification of angiogenesis.	2010-07	19345375
The Summary Index of Malaria Surveillance (SIMS): a stable index of malaria within India.	2010-02-11	20181218
A new recurring chromosome 13 abnormality in two older patients with de novo acute myeloid leukemia: An Indian experience.	2009-09	21088719
Rosiglitazone: can meta-analysis accurately estimate excess cardiovascular risk given the available data? Re-analysis of randomized trials using various methodologic approaches.	2009-01-10	19134216
A case of acute myeloid leukemia-M2 with trisomy 4 in addition to t(8;21).	2008-01	20300287
Chinese red yeast rice (Monascus purpureus) for primary hyperlipidemia: a meta-analysis of randomized controlled trials.	2006-11-23	17302963
Molecular epidemiology of multidrug-resistant tuberculosis, New York City, 1995-1997.	2002-11	12453347
A survey of reported synthesis of methaqualone and some positional and structural isomers.	2001-11-01	11672968
Synthesis and anticonvulsant activity of some new 2-substituted 3-aryl-4(3H)-quinazolinones.	1990-01	2296016
Seven cases of somnambulism induced by drugs.	1979-07	453369
Extrapyramidal reaction in a patient on combined drug therapy: report of a case.	1971-07-01	5284823
The effects of sugar deprivation on the anti-fungal properties of asterol; an in vitro study.	1959-07	13673207
Experimental studies on drug resistance of dermatophytes. I. The development of drug resistance of Trichophyton mentagrophytes and Microsporum lanosum to undecylenic acid and 2-dimethyl amino-6-(beta-di-ethylaminoethoxy) benzothiazole dihydrochloride (asterol).	1955-08	13263683
Asterol dihydrochloride in the treatment of dermatophytosis caused by Trichophyton rubrum (purpureum).	1952-11	13000196
Treatment of superficial dermatomycoses with asterol dihydrochloride.	1952-03-22	14897701

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Tnichophyton purpureum was treated by various concentrations of Diamthazole (Asterol) in both sugar-free and sugar-containing media. The drug concentration varied from 0.39-6.24 ug/ml. 50% of growth inhibition was achieved at 1 ug/ml in sugar-containing media and at 0.25 ug/ml in sugar-free media.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:53:29 GMT 2025` Edited by `admin` on `Mon Mar 31 17:53:29 GMT 2025`
Record UNII	2KL01R8ZV1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIAMTHAZOLE

Common Name

English

DIMAZOLE

Preferred Name

English

dimazole [INN]

Common Name

English

Dimazole [WHO-DD]

Common Name

English

2-BENZOTHIAZOLAMINE, 6-(2-(DIETHYLAMINO)ETHOXY)-N,N-DIMETHYL-

Systematic Name

English

Classification Tree Code System Code

WHO-VATC

QD01AE17