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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:
79-19-6
Molecular Weight:
91.14
Beilstein:
506320
EC Number:
201-184-7
MDL number:
MFCD00007620
UNSPSC Code:
12352100
PubChem Substance ID:
329769689
NACRES:
NA.22

grade

puriss. p.a.

Quality Level

100

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
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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS7883V
BCBT8461
BCBT7029
BCBT4808
BCBQ8169V

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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
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
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
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