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258881

Sigma-Aldrich

2-Amino-1,3,4-thiadiazole

97%

Synonym(s):

1,3,4-Thiadiazol-2-amine

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About This Item

Empirical Formula (Hill Notation):
C2H3N3S
CAS Number:
4005-51-0
Molecular Weight:
101.13
Beilstein:
107135
EC Number:
223-657-7
MDL number:
MFCD00003107
UNSPSC Code:
12352100
PubChem Substance ID:
24855666
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

mp

188-191 °C (dec.) (lit.)

solubility

water: soluble 25 mg/mL, clear, colorless

SMILES string

Nc1nncs1

InChI

1S/C2H3N3S/c3-2-5-4-1-6-2/h1H,(H2,3,5)

InChI key

QUKGLNCXGVWCJX-UHFFFAOYSA-N

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General description

2-Amino-1,3,4-thiadiazole (donor) form charge transfer complexes with 2,3-dichloro-5,6-dicyano-p-benzoquinone, p-chloranil, o-chloranil, p-bromanil and chloranilic acid (acceptors). Effects of 2-amino-1,3,4-thiadiazole [aminothiadiazole (NSC 4728)] on purine and pyrimidine ribonucleotide pools of L1210 ascites cells in vivo has been reported.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Palraj Kalimuthu et al.
Bioelectrochemistry (Amsterdam, Netherlands), 79(2), 168-172 (2010-04-23)
We report the selective determination of homocysteine (HCY) in the presence of one of the very important interferents, ascorbic acid (AA) using electropolymerized film of 2-amino-1,3,4-thiadiazole (ATD) modified glassy carbon electrode (GCE) at physiological pH for the first time. An
Andrea Cuconati et al.
PloS one, 8(1), e54595-e54595 (2013-01-29)
Hepatocellular carcinoma (HCC) is the third most common cause of cancer fatalities worldwide, with limited treatment options and five year survival rates of between <5 and 15%. To address this medical need, we conducted a screen of a drug-like small
R F Asbury et al.
American journal of clinical oncology, 9(4), 334-336 (1986-08-01)
Thirty-two evaluable patients with advanced epithelial ovarian cancer were treated with aminothiadiazole at a dosage of 125 mg/m2 weekly. Two patients had partial responses, 12 had stable disease, 16 had increasing disease, and two were inevaluable for response. Aminothiadiazole used
R F Asbury et al.
American journal of clinical oncology, 10(5), 380-382 (1987-10-01)
The Eastern Cooperative Oncology Group (ECOG) studied 29 patients with advanced measurable colon cancer who were treated with Aminothiadiazole (NSC #4728) 125 mg/m2 intravenously. Allopurinol 300 mg daily was taken by all patients during treatment. Three patients (12%) demonstrated partial
Małgorzata Juszczak et al.
Folia histochemica et cytobiologica, 49(3), 436-444 (2011-11-01)
The 2-amino-5-(2,4-dihydroxyphenyl)-1,3,4-thiadiazole set are well known compounds with interesting in vitro and in vivo anti-cancer profiles. The aim of this study was an in vitro evaluation of the anti-cancer activity of a new synthesized aminothiadiazole derivative 2-(3-chlorophenyloamino)-5-(2,4-dihydroxyphenyl)- -1,3,4-thiadiazole 4ClABT. The
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