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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:
Molecular Weight:
101.13
Beilstein:
107135
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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 Information

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L M Scheidel et al.
Virology, 158(1), 1-7 (1987-05-01)
Previous work from this laboratory has demonstrated a correlation between the inhibition by ribavirin (Rbv), mycophenolic acid (MPA), or 2-amino thiadiazole (TDA) of Sindbis virus replication in Aedes albopictus mosquito cells and a reduction in cellular GTP levels. This reduction
Eszter Szennyes et al.
Carbohydrate research, 472, 33-41 (2018-11-20)
Annulated C-β-d-glucopyranosyl heterocycles were synthesized and tested as inhibitors of glycogen phosphorylase. 2-(β-d-Glucopyranosyl)-1H-imidazo[4,5-b]pyridine was formed by ring-closure of O-perbenzoylated C-β-d-glucopyranosyl formic acid with 2,3-diaminopyridine in the presence of triphenylphosphite. Cyclisations of bromomethyl 2,3,4,6-tetra-O-benzoyl-β-d-glucopyranosyl ketone with a set of 2-aminoheterocycles resulted
R F Asbury et al.
American journal of clinical oncology, 12(5), 375-377 (1989-10-01)
Twenty-six evaluable patients with advanced nonsquamous cell cervical cancer were treated with aminothiadiazole at a dosage of 125 mg/m2 weekly. Sixteen had received prior chemotherapy. Two patients had complete responses neither had received prior chemotherapy; nine had stable disease; 15
P J Elson et al.
Investigational new drugs, 6(2), 97-103 (1988-06-01)
One hundred and forty-four evaluable patients with recurrent or metastatic renal cell carcinoma (RCC) were treated with vinblastine infusion (n = 35), L-alanosine (n = 36), acivicin (n = 27), or aminothiadiazole (n = 46). Observed objective response rates of
G Mazzone et al.
Farmaco (Societa chimica italiana : 1989), 48(9), 1207-1224 (1993-09-01)
We prepared some series of 2-(alkylaminoacyl) derivatives of 2-amino-1,3,4-thiadiazoles. Most terms were subjected to a biological screening showing a local anesthetic activity both in infiltration and trunkular tests. For some of the assayed derivatives, the activity was comparable to that

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