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2-aminothiazole

Structure via PubChem · Public domain (PubChem)

EntityQ2746995· pop 17· linked from 11 articles

2-aminothiazole

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Also known as 4-thiazolin-2-onimine, 2-thiazolylamine, 2-thiazolamine, aminothiazole

2-Aminothiazole is a heterocyclic amine featuring a thiazole core. It can also be considered a cyclic isothiourea. It possesses an odor similar to pyridine and is soluble in water, alcohols and diethyl ether. 2-Aminothiazole itself is mainly of academic interest, with few exceptions. It is a precursor to a sulfathiazole ("sulfa drugs"). 2-Aminothiazole can be used as a thyroid inhibitor in the treatment of hyperthyroidism.

Chemical data

Formula
C3H4N2S
Molecular weight
100.14 g/mol
IUPAC name
1,3-thiazol-2-amine
SMILES
C1=CSC(=N1)N
InChIKey
RAIPHJJURHTUIC-UHFFFAOYSA-N
XLogP
0.4
Polar surface area
67.2 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
100.01
Show 5 more facts
chemical formula
C₃H₄N₂S
canonical SMILES
C1=CSC(=N1)N
World Health Organisation international non-proprietary name
aminothiazole
melting point
90.0
Commons category
2-Aminothiazole
Sources (1)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • 2-Aminothiazoles
  • Applications
  • References

2-Aminothiazole is a heterocyclic amine featuring a thiazole core. It can also be considered a cyclic isothiourea. It possesses an odor similar to pyridine and is soluble in water, alcohols and diethyl ether. 2-Aminothiazole itself is mainly of academic interest, with few exceptions. It is a precursor to a sulfathiazole ("sulfa drugs"). 2-Aminothiazole can be used as a thyroid inhibitor in the treatment of hyperthyroidism.

2-Aminothiazole is prepared from paraldehyde, thiourea, and sulfuryl chloride.

Excerpted from Wikipedia’s “2-aminothiazole” article, available under the CC BY-SA 4.0 licence.

Gallery (2)

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