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187364

Sigma-Aldrich

Cyanamide

99%

Synonym(s):

Carbimide, Hydrogen cyanamide

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About This Item

Linear Formula:
NCNH2
CAS Number:
420-04-2
Molecular Weight:
42.04
Beilstein/REAXYS Number:
1732569
EC Number:
206-992-3
MDL number:
MFCD00007572
UNSPSC Code:
12352100
eCl@ss:
38060506
PubChem Substance ID:
24851270
NACRES:
NA.22

Quality Level

200

assay

99%

form

crystals

contains

stabilizer

bp

83 °C/0.5 mmHg (lit.)

mp

45-46 °C (lit.)

solubility

ethanol: soluble 10%, clear to hazy, colorless to faintly yellow
water: soluble

storage temp.

2-8°C

SMILES string

NC#N

InChI

1S/CH2N2/c2-1-3/h2H2

InChI key

XZMCDFZZKTWFGF-UHFFFAOYSA-N

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General description

Cyanamide is an effective agent to treat alcoholism. Cyanamide in aqueous solution or in the form of its calcium salt is used as a fertilizer in agriculture. It is a potent inhibitor of liver aldehyde dehydrogenases in vivo.

Application

Cyanamide was used as nitrogen source in thermal transformation of metal oxide nanoparticles into nanocrystalline metal nitrides. It was used in the synthesis of mesoporous graphitic C3N4.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Aquatic Chronic 3 - Carc. 2 - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT RE 2

target_organs

Thyroid

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Inhibition of aldehyde dehydrogenase in brain and liver by cyanamide.
R A Deitrich et al.
Biochemical pharmacology, 25(24), 2733-2737 (1976-12-15)
U H Maier-Greiner et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(10), 4260-4264 (1991-05-15)
A protein was purified from crude extracts of the soil fungus Myrothecium verrucaria by gel filtration and hydrophobic chromatography to homogeneity; this protein catalyzed the stoichiometric hydration of the fertilizer cyanamide to urea with high substrate specificity. This cyanamide hydratase
Anand K Ganesan et al.
PLoS genetics, 4(12), e1000298-e1000298 (2008-12-06)
Melanin protects the skin and eyes from the harmful effects of UV irradiation, protects neural cells from toxic insults, and is required for sound conduction in the inner ear. Aberrant regulation of melanogenesis underlies skin disorders (melasma and vitiligo), neurologic
Thermal transformation of metal oxide nanoparticles into nanocrystalline metal nitrides using cyanamide and urea as nitrogen source.
Buha J, et al.
Chemistry of Materials, 19(14), 3499-3505 (2007)
Woong Kwon et al.
Polymers, 12(7) (2020-07-08)
This study investigates the detoxification properties of guanidinylated chitosan against chemical warfare agents and its application to the preparation of military protective clothing. Guanidinylated chitosan was synthesized by chitosan guanidinylation with cyanamide. The detoxification properties of the guanidinylated chitosan were
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