133507
2-Amino-5-nitrothiazole
97%
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About This Item
Empirical Formula (Hill Notation):
C3H3N3O2S
CAS Number:
Molecular Weight:
145.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-490-9
Beilstein/REAXYS Number:
126797
MDL number:
Assay:
97%
Form:
solid
InChI key
MIHADVKEHAFNPG-UHFFFAOYSA-N
InChI
1S/C3H3N3O2S/c4-3-5-1-2(9-3)6(7)8/h1H,(H2,4,5)
SMILES string
Nc1ncc(s1)[N+]([O-])=O
assay
97%
form
solid
mp
195-200 °C (dec.) (lit.)
solubility
95% ethanol: soluble 1g/150g at 20 °C, diethyl ether: soluble 1g/250g at 20 °C, chloroform: insoluble, water: slightly soluble
functional group
nitro
Quality Level
Related Categories
General description
2-Amino-5-nitrothiazole(ANT) is a hypoxic radiosensitizing drug. ANT forms square-planar complex, trans-[PdCl2(ANT)2] with palladium in methanol.
Application
2-Amino-5-nitrothiazole was used as diazo component in the synthesis of monoazo disperse dyes. It was used as matrix during matrix-assisted laser desorption/ionization time-of-flight mass spectrometric study of oligonucleotide and protein.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Analysis of Oligonucleotide and Protein via Matrix-assisted Laser Desorption/Ionization Time-of-flight Mass Spectrometry Using 2-Amino-5-nitrothiazole as an Effective Matrix [J].
ZHOU LH, et al.
Chemical Research in Chinese Universities, 12, 012-012 (2004)
K A Skov et al.
Radiation research, 112(2), 273-282 (1987-11-01)
Complexes of general formula [PtCl2(NH3)L] with one radiosensitizing ligand per platinum are compared with ligand L alone, complexes with two radiosensitizers per platinum [PtCl2L2], and their analogs with NH3 ligands, with respect to radiosensitizing properties and toxicity in CHO cells.
T Eric Ballard et al.
Bioorganic & medicinal chemistry letters, 20(12), 3537-3539 (2010-05-22)
Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate:ferredoxin
Evaluation of 2-amino-5-nitrothiazole as a hypoxic cell radiosensitizer.
S Rockwell et al.
Radiation research, 90(3), 575-585 (1982-06-01)
Synthesis and Spectral Properties of Hetaryl Monoazo dyes derived from 2-amino-5-nitrothiazole.
OTUTU JO, et al.
Orient. J. Chem., 27(4), 2011-2011 (1389)
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