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89050

Sigma-Aldrich

Thiosemicarbazide

puriss. p.a., 98%

Synonym(s):

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

grade

puriss. p.a.

Quality Level

Assay

98%

form

crystals

ign. residue

≤0.08% (as SO4)

mp

180-183 °C (dec.) (lit.)

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

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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General description

Thiosemicarbazide is an environmentally toxic compound, which is usually derived from thiourea. Its ability to chelate trace metals promotes its biological activity against certain tumors, protozoa, influenza, pesticides, and fungicides. It is widely used as a metal complexing agent in various fields involving the characterization of aliphatic or aromatic aldehydes, ketones, and polysaccharides.

Application

Thiosemicarbazide has been used as an analytical reagent for the measurement of urea net high-affinity uptake in roots of intact maize plants using colorimetric assay.

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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Electrochemical determination of thiosemicarbazide using the glassy carbon electrode modified with multi-walled carbon nanotubes
Faizbakhsh N and Safari Z
Advances in Nanochemistry, 1(2), 52-55 (2019)
Measurement of net high-affinity urea uptake in maize plants
Zanin L, et al.
Bio-protocol, 5 (2015)
Ming Xue Li et al.
European journal of medicinal chemistry, 46(9), 4383-4390 (2011-07-26)
4-Cyclohexyl-1-(1-(pyrazin-2-yl)ethylidene)thiosemicarbazide (HL) and its transition metal complexes formulated as [Mn(L)(2)] (1) and [Ni(L)(2)] (2) have been prepared in 55-75% yield and characterized by elemental analysis, IR, MS, NMR and single-crystal X-ray diffraction studies. Biological activities of the synthesized compounds have
Agata Siwek et al.
Journal of molecular modeling, 18(9), 4159-4170 (2012-04-27)
The in vitro antifungal potency of six series of 4-arylthiosemicarbazides was evaluated. Two isoquinoline derivatives with an ortho-methoxy or ortho-methyl group at the phenyl ring were the most potent antifungal agents. Molecular modeling studies and docking of all 4-arylthiosemicarbazides into
Junbo He et al.
European journal of medicinal chemistry, 54, 925-930 (2012-07-04)
Series of novel derivatives of quinazoline containing thiosemicarbazide moiety 5 and 9 have been synthesized and tested for their antitumor activities in vitro against a panel of five human cancer cell lines. Bioassay results indicated that most of the prepared

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