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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

258881-5G:
258881-1G:
258881-250G:
258881-BULK:
258881-50G:
258881-5KG:
258881-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000329496
0000329496
MKCF8810
MKBK3133V
MKBF0197V

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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.
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
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 Asbury et al.
American journal of clinical oncology, 19(4), 400-402 (1996-08-01)
Aminothiadiazole (NSC 4728) is an analog of the thiadiazoles, a group of drugs that stimulated interest because they do not cause significant myelosuppression and have a unique ability to increase uric acid production unrelated to tissue damage. Previous articles have
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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