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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

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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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
Hamid Latif Siddiqui et al.
Molecules (Basel, Switzerland), 11(2), 206-211 (2007-10-27)
Five novel Schiff bases have been prepared from o-formylphenoxyacetic acid and a series of aminothiazoles to form a number of potentially biologically active compounds. The structures of these Schiff bases have been characterized using IR and (1)H-and (13)C-NMR spectroscopy.
M Gaber et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(1-3), 526-531 (2005-11-01)
Charge transfer (CT) complexes formed between 2-amino-1,3,4-thiadiazole as donor and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), p-chloranil (p-CHL), o-chloranil (o-CHL), p-bromanil (BRL) and chloranilic acid (CHA) as acceptors, have been studied spectrophotometrically. Benesi-Hildebrand and Job continuous variation methods were applied to the determination of
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
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
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