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Sigma-Aldrich

Thiosemicarbazide

puriss. p.a., 98%

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Synonym(s):
Thiocarbamoyl hydrazide
Linear Formula:
NH2CSNHNH2
CAS Number:
Molecular Weight:
91.14
Beilstein/REAXYS Number:
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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 3

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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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)
Juan Liu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 93, 245-249 (2012-04-10)
A simple and highly selective colorimetric sensor (L1) bearing thiosemicarbazide moiety as binding site and nitrophenyl moiety as signal group were synthesized. Sensor L1 showed great colorimetric single selectivity and high sensitivity for mercury cation in DMSO and DMSO/H(2)O binary
Pedro I da S Maia et al.
Inorganic chemistry, 51(3), 1604-1613 (2012-01-12)
Na[AuCl(4)]·2H(2)O reacts with tridentate thiosemicarbazide ligands, H(2)L1, derived from N-[N',N'-dialkylamino(thiocarbonyl)]benzimidoyl chloride and thiosemicarbazides under formation of air-stable, green [AuCl(L1)] complexes. The organic ligands coordinate in a planar SNS coordination mode. Small amounts of gold(I) complexes of the composition [AuCl(L3)] are
Agata Siwek et al.
Journal of molecular modeling, 19(3), 1319-1324 (2012-11-29)
The preliminary cytotoxic effect of 4-ethoxycarbonylmethyl-1-(piperidin-4-ylcarbonyl)-thiosemicarbazide hydrochloride (1)-a potent topoisomerase II inhibitor-was measured using a MTT assay. It was found that the compound decreased the number of viable cells in both estrogen receptor-positive MCF-7 and estrogen receptor-negative MDA-MB-231breast cancer cells

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