2-Aminothiazole hydrochloride

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H4N2S.ClH
Molecular Weight	136.603
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 2-Aminothiazole hydrochloride

SMILES

Cl.NC1=NC=CS1

InChI

InChIKey=WDJXDOCQCALXMV-UHFFFAOYSA-N

InChI=1S/C3H4N2S.ClH/c4-3-5-1-2-6-3;/h1-2H,(H2,4,5);1H

HIDE SMILES / InChI

Description

Aminothiazole is a heterocyclic amine, commonly used as a starting point for synthesis of many compounds. In 1940s aminothiazole was used for the treatment of thyrotoxicosis. It has a direct action on the thyroid and acts by inhibiting T4 synthesis and accelerating its deiodination. Aminothiazole is an inhibitor of inducible NO synthetase (IC50 18 uM).

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Nitric oxide synthase, inducible 50	Inhibitor 8,297		18.0 µM [IC50]
Thyroid hormone synthesis 2	Inhibitor 8,297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Thyrotoxicosis 3	Primary		Approved 8,429	ABADOL

PubMed

Show entries

Title	Date	PubMed
Synthesis of thiophene-2-carboxamidines containing 2-aminothiazoles and their biological evaluation as urokinase inhibitors.	2001 Apr 9	11294390
Sulfonylated aminothiazoles as new small molecule inhibitors of protein phosphatases.	2001 Feb 12	11212099
Biological evaluation of hepatitis C virus helicase inhibitors.	2001 Jul 9	11425528
Tetrakis(2-amino-5-methyl-1,3,4-thiadiazole-N3)chlorocopper(II) chloride monohydrate and tetrakis(2-amino-5-ethyl-1,3,4-thiadiazole-N3)chlorocopper(II) chloride.	2001 Sep	11588361
Synthesis and anti-HIV activity of some isatin derivatives.	2001 Sep-Oct	11680082

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Sample Use Guides

In Vivo Use Guide

For the treatment of thyrotoxicosis, aminothiazole was administered orally. The effective dose of the drug is 0.4 g.

Route of Administration: Oral

In Vitro Use Guide

Inducible NO synthetase activity was measured by monitoring the NO concentration generated by the induced iNOS in murine macrophages ANA-1 stimulated by exogenous LPS using a nitric oxide synthase assay kit. The IC50 of aminothiazole in this assay was 18 uM.

Show entries

Name

Type

Language

2-Aminothiazole hydrochloride

Systematic Name

English

2-Thiazolamine hydrochloride

Systematic Name

English

2-Thiazolamine, hydrochloride (1:1)

Systematic Name

English

Thiazol-2-amine hydrochloride

Systematic Name

English

1,3-thiazol-2-amine hydrochloride

Systematic Name

English

Showing 1 to 5 of 5 entries

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Show entries

Code System

Code

Type

Description

PUBCHEM

80239

PRIMARY

CAS

6142-05-8

PRIMARY

FDA UNII

R49E82Y26Y

PRIMARY

ECHA (EC/EINECS)

228-135-2

PRIMARY

EPA CompTox

DTXSID90210358

PRIMARY

Showing 1 to 5 of 5 entries

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PARENT (SALT/SOLVATE)


					5K8WKN668K

AMINOTHIAZOLE

SUBSTANCE RECORD


					R49E82Y26Y

2-Aminothiazole hydrochloride

SMILES

InChI

Originator

Approval Year

Targets

Conditions

PubMed

Patents

Sample Use Guides