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Merck
CN

258881

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:
Molecular Weight:
101.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
223-657-7
Beilstein/REAXYS Number:
107135
MDL number:
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Product Name

2-Amino-1,3,4-thiadiazole, 97%

InChI key

QUKGLNCXGVWCJX-UHFFFAOYSA-N

InChI

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

SMILES string

Nc1nncs1

assay

97%

form

powder

mp

188-191 °C (dec.) (lit.)

solubility

water: soluble 25 mg/mL, clear, colorless

Quality Level

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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.

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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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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R F Asbury et al.
American journal of clinical oncology, 13(1), 39-41 (1990-02-01)
Twenty-one evaluable patients with advanced carcinoma of the endometrium were treated with aminothiadiazole at a dosage of 125 mg/m2 weekly. Twelve had received prior chemotherapy. Seven patients had stable disease; 14 had increasing disease. There were two life-threatening toxic episodes.
Palraj Kalimuthu et al.
Talanta, 80(5), 1686-1691 (2010-02-16)
This paper describes the simultaneous determination of ascorbic acid (AA), dopamine (DA), uric acid (UA) and xanthine (XN) using an ultrathin electropolymerized film of 2-amino-1,3,4-thiadiazole (p-ATD) modified glassy carbon (GC) electrode in 0.20 M phosphate buffer solution (pH 5.0). Bare
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
M Juszczak et al.
Bioorganic & medicinal chemistry letters, 22(17), 5466-5469 (2012-08-11)
The anticancer potential of 2-amino-1,3,4-thiadiazole compounds has been documented by in vitro and in vivo studies. In our previous research, we described the synthesis as well as the antiproliferative and neuroprotective activities of 2-(4-fluorophenyloamino)-5-(2,4-dihydroxyphenyl)-1,3,4-thiadiazole (FABT). The aim of the present

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