Skip to Content
Merck
All Photos(3)

Documents

133507

Sigma-Aldrich

2-Amino-5-nitrothiazole

97%

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C3H3N3O2S
CAS Number:
121-66-4
Molecular Weight:
145.14
Beilstein:
126797
EC Number:
204-490-9
MDL number:
MFCD00005326
UNSPSC Code:
12352100
PubChem Substance ID:
24848112
NACRES:
NA.22

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

SMILES string

Nc1ncc(s1)[N+]([O-])=O

InChI

1S/C3H3N3O2S/c4-3-5-1-2(9-3)6(7)8/h1H,(H2,4,5)

InChI key

MIHADVKEHAFNPG-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Reaction of 2-amino-5-nitrothiazole with palladium salts.
Farrell N and Carneiro TM.
Inorgorganica Chimica Acta, 126(2), 137-139 (1987)
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)
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)
Evaluation of 2-amino-5-nitrothiazole as a hypoxic cell radiosensitizer.
S Rockwell et al.
Radiation research, 90(3), 575-585 (1982-06-01)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service