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123129

Sigma-Aldrich

2-Aminothiazole

97%

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Synonym(s):
2-Thiazolamine
Empirical Formula (Hill Notation):
C3H4N2S
CAS Number:
Molecular Weight:
100.14
Beilstein/REAXYS Number:
105738
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

mp

91-93 °C (lit.)

solubility

1 M HCl: soluble 50 mg/mL, clear (dark yellow-brown)

SMILES string

Nc1nccs1

InChI

1S/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5)

InChI key

RAIPHJJURHTUIC-UHFFFAOYSA-N

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This Item
M62042504068.01272
vibrant-m

123129

2-Aminothiazole

vibrant-m

M6204

2-Thiazoline-2-thiol

vibrant-m

250406

2-(Methylthio)-2-thiazoline

vibrant-m

8.01272

2-Aminothiazole

assay

97%

assay

98%

assay

97%

assay

≥98.0% (GC)

solubility

1 M HCl: soluble 50 mg/mL, clear (dark yellow-brown)

solubility

-

solubility

-

solubility

100 g/L

mp

91-93 °C (lit.)

mp

100-105 °C (lit.)

mp

-

mp

86-91 °C

Application

2-Aminothiazole was used in the synthesis of 2-aminothiazole-modified silica gel. It was used in Ulmann coupling with 2-chlorobenzoic acids mediated by ultrasonic irradiation.

Biochem/physiol Actions

2-Aminothiazoles are potent cyclin-dependent kinase 5 inhibitors and are therapeutic agents for the treatment of Alzheimer′s disease and other neurodegenerative disorders.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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P S Roldan et al.
Analytical and bioanalytical chemistry, 375(4), 574-577 (2003-03-01)
This work describes the synthesis and characterization of 2-aminothiazole-modified silica gel (SiAT), as well as its application for preconcentration (in batch and column technique) of Cu(II), Ni(II) and Zn(II) in ethanol medium. The adsorption capacities of SiAT determined for each
Christopher J Helal et al.
Bioorganic & medicinal chemistry letters, 14(22), 5521-5525 (2004-10-16)
High-throughput screening with cyclin-dependent kinase 5 (cdk5)/p25 led to the discovery of N-(5-isopropyl-thiazol-2-yl)isobutyramide (1). This compound is an equipotent inhibitor of cdk5 and cyclin-dependent kinase 2 (cdk2)/cyclin E (IC(50)=ca. 320nM). Parallel and directed synthesis techniques were utilized to explore the
Ian Bruce et al.
Bioorganic & medicinal chemistry letters, 22(17), 5445-5450 (2012-08-07)
Using a parallel synthesis approach to target a non-conserved region of the PI3K catalytic domain a pan-PI3K inhibitor 1 was elaborated to provide alpha, delta and gamma isoform selective Class I PI3K inhibitors 21, 24, 26 and 27. The compounds
Breland Smith et al.
Bioorganic & medicinal chemistry letters, 22(10), 3567-3570 (2012-04-21)
This Letter presents the synthesis and biological evaluation of a collection of 2-aminothiazoles as a novel class of compounds with the capability to reduce the production of PGE(2) in HCA-7 human adenocarcinoma cells. A total of 36 analogs were synthesized
Irene Lagoja et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 43(5), 386-392 (2011-06-15)
A novel series of 2-aminothiazoles with strong protection in an Alzheimer's disease (AD) model comprising tau-induced neuronal toxicity is disclosed. These derivatives can be synthesized in one-pot and a small SAR of the substitution within these series afforded several compounds

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