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123129

Sigma-Aldrich

2-Aminothiazole

97%

Synonym(s):

2-Thiazolamine

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About This Item

Empirical Formula (Hill Notation):
C3H4N2S
CAS Number:
96-50-4
Molecular Weight:
100.14
Beilstein:
105738
EC Number:
202-511-6
MDL number:
MFCD00005325
UNSPSC Code:
12352100
PubChem Substance ID:
24847523
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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

123129-25KG:
123129-5KG:
123129-BULK:
123129-5G:
123129-500G:
123129-VAR:
123129-100G:

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
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
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
Sina Ghaemmaghami et al.
Journal of virology, 84(7), 3408-3412 (2009-12-25)
Prion diseases are fatal, untreatable neurodegenerative diseases caused by the accumulation of the misfolded, infectious isoform of the prion protein (PrP), termed PrP(Sc). In an effort to identify novel inhibitors of prion formation, we utilized a high-throughput enzyme-linked immunosorbent assay
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