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Key Documents

T33405

Sigma-Aldrich

Thiosemicarbazide

99%

Synonym(s):

TSC, TSZ, Thiocarbamoyl hydrazide

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About This Item

Linear Formula:
NH2CSNHNH2
CAS Number:
Molecular Weight:
91.14
Beilstein:
506320
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

180-183 °C (dec.) (lit.)

SMILES string

NNC(N)=S

InChI

1S/CH5N3S/c2-1(5)4-3/h3H2,(H3,2,4,5)

InChI key

BRWIZMBXBAOCCF-UHFFFAOYSA-N

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Application

Thiosemicarbazide is generally condensed with aldehydes or ketones to synthesize wide range of thiosemicarbazones. It can be used to build a variety of heterocycles and bioactive molecules such as thiosemicarbazides, derivatives of thienopyrimidine urea and 2-amino thiadiazole.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 3

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents.
Klayman DL, et al.
Journal of Medicinal Chemistry, 22(7), 855-862 (1979)
Design and synthesis of thienopyrimidine urea derivatives with potential cytotoxic and pro-apoptotic activity against breast cancer cell line MCF-7.
Abdelhaleem EF, et al.
European Journal of Medicinal Chemistry, 143, 1807-1825 (2018)
Design, synthesis and biochemical evaluation of novel multi-target inhibitors as potential anti-Parkinson agents.
Carradori S, et al.
European Journal of Medicinal Chemistry, 143, 1543-1552 (2018)
Exploiting the 2-Amino-1, 3, 4-thiadiazole Scaffold To Inhibit Trypanosoma brucei Pteridine Reductase in Support of Early-Stage Drug Discovery.
Linciano P, et al.
ACS Omega, 2(9), 5666-5683 (2017)
Thiosemicarbazides: synthesis and reactions.
Metwally MA, et al.
Journal of Sulfur Chemistry, 32(5), 489-519 (2011)

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