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Sigma-Aldrich

Ethyl 2-aminothiazole-4-acetate

99%

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About This Item

Empirical Formula (Hill Notation):
C7H10N2O2S
CAS Number:
53266-94-7
Molecular Weight:
186.23
Beilstein:
139617
EC Number:
258-452-1
MDL number:
MFCD00005330
UNSPSC Code:
12352100
PubChem Substance ID:
24853177
NACRES:
NA.22

Assay

99%

mp

92-94 °C (lit.)

SMILES string

CCOC(=O)Cc1csc(N)n1

InChI

1S/C7H10N2O2S/c1-2-11-6(10)3-5-4-12-7(8)9-5/h4H,2-3H2,1H3,(H2,8,9)

InChI key

SHQNGLYXRFCPGZ-UHFFFAOYSA-N

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General description

Ethyl 2-aminothiazole-4-acetate is an organic ligand and possess strong coordination ability and display diverse coordination modes due to the presence of N, O coordination atoms.

Application

Ethyl 2-aminothiazole-4-acetate was used in the synthesis of:
  • bis (2-aminothiazole-4-acetato)aquazinc(II)
  • dichloridobis[ethyl 2-(2-amino-1, 3-thiazol-4-yl) acetate-κ2O,N3]cadmium
  • novel heteroaryl-containing benzamide derivatives

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

365.0 °F - closed cup

Flash Point(C)

185 °C - closed cup

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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Kaapjoo Park et al.
Bioorganic & medicinal chemistry, 22(7), 2280-2293 (2014-03-05)
Novel heteroaryl-containing benzamide derivatives were synthesized and screened using an in vitro assay measuring increases in glucose uptake and glucokinase activity stimulated by 10mM glucose in rat hepatocytes. From a library of synthesized compounds, 3-(4-methanesulfonylphenoxy)-N-[1-(2-methoxy-ethoxymethyl)-1H-pyrazol-3-yl]-5-(3-methyl pyridin-2-yl)-benzamide (19e) was identified as
Lai-Jun Zhang et al.
Acta crystallographica. Section E, Structure reports online, 68(Pt 6), m788-m789 (2012-06-22)
The asymmetric unit of the title compound, [CdCl(2)(C(7)H(10)N(2)O(2)S)(2)], contains two complex molecules with similar configurations. The Cd(II) atoms are each six-coordinated by two thiazole N and two carbonyl O atoms from the 2-(2-amino-1,3-thiazol-4-yl)acetate ligand, and by two Cl(-) anions in
Lai-Jun Zhang et al.
Acta crystallographica. Section E, Structure reports online, 65(Pt 12), m1517-m1517 (2009-01-01)
In the title compound, [Zn(C(5)H(5)N(2)O(2)S)(2)(H(2)O)], the central Zn atom (2 site symmetry) is five-coordinated by two N and three O atoms [Zn-N = 2.047 (3) Å, Zn-O = 2.099 (2) and 1.974 (4) Å] in a distorted square-pyramidal geometry. Besides one O atom from a

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