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T33405

Sigma-Aldrich

Thiosemicarbazide

99%

Synonym(s):

TSC, TSZ, Thiocarbamoyl hydrazide

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About This Item

Linear Formula:
NH2CSNHNH2
CAS Number:
79-19-6
Molecular Weight:
91.14
Beilstein:
506320
EC Number:
201-184-7
MDL number:
MFCD00007620
UNSPSC Code:
12352100
PubChem Substance ID:
24900132
NACRES:
NA.22

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
GHS06

Signal Word

Danger

Hazard Statements

H300,H412

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Thiosemicarbazides: synthesis and reactions.
Metwally MA, et al.
Journal of Sulfur Chemistry, 32(5), 489-519 (2011)
2-Acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents.
Klayman DL, et al.
Journal of Medicinal Chemistry, 22(7), 855-862 (1979)
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)
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)
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