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Sigma-Aldrich

2-Aminothiazole

97%

Synonym(s):

2-Thiazolamine

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About This Item

Empirical Formula (Hill Notation):
C3H4N2S
CAS Number:
Molecular Weight:
100.14
Beilstein:
105738
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Synthetic Communications, 37, 1853-1853 (2007)
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Because both c-Src and iNOS are key regulatory enzymes in tumorigenesis, a new series of 4-heteroarylamino-3-quinolinecarbonitriles as potent dual inhibitors of both enzymes were designed, prepared, and evaluated for blocking multiple signaling pathways in cancer therapy. All compounds were evaluated
Strayo De et al.
Chemico-biological interactions, 173(3), 215-223 (2008-05-10)
Oceans are among the richest natural sources of many bioactive compounds. Several of these compounds have shown pharmacological activities for many diseases. Dendrodoine (5-[(3-N-dimethylamino)-1,2,4-thiadiazolyl]-3-indanyl methanone) is an alkaloid extracted from the marine tunicate Dendrodoa grossularia. Aminothiazoles have a wide range

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