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Sigma-Aldrich

Cyanoacetamide

99%

Synonym(s):

2-Cyanoacetamide

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About This Item

Linear Formula:
NCCH2CONH2
CAS Number:
107-91-5
Molecular Weight:
84.08
Beilstein:
878221
EC Number:
203-531-8
MDL number:
MFCD00008024
UNSPSC Code:
12352100
PubChem Substance ID:
24846668
NACRES:
NA.22

Assay

99%

mp

119-121 °C (lit.)

solubility

cold water: soluble 1gm in 6.5ml

SMILES string

NC(=O)CC#N

InChI

1S/C3H4N2O/c4-2-1-3(5)6/h1H2,(H2,5,6)

InChI key

DGJMPUGMZIKDRO-UHFFFAOYSA-N

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General description

Cyanoacetamide is the starting reagent for vitamin B6 synthesis. It reacts with reducing carbohydrates in borate buffer to give intense fluorescence andis useful for the automated analysis of carbohydrates as borate complexes.

Cyanoacetamide is a highly reactive compound used as a reaction intermediate in condensation and substitution reactions.

Application

Cyanoacetamide was used in spectrofluorimetric method for the determination of some antihistaminic H1 receptor antagonist drugs such as ebastine, cetirizine dihydrochloride and fexofenadine hydrochloride. It may be used in fluorometric determination of 3,4-dihydroxyphenylalanine. It was used as post column fluorigenic derivatizing agent for the bio-analysis and pharmacokinetics of chitosan ester in rabbit serum.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

419.0 °F - closed cup

Flash Point(C)

215 °C - closed cup

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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Cyanoacetamide derivatives as synthons in heterocyclic synthesis
Fadda, et al.
Turkish Journal of Chemistry, 32, 259-286 (2008)
Hao Chen et al.
Scientific reports, 8(1), 13433-13433 (2018-09-09)
Early damage to transplanted organs initiates excess inflammation that can cause ongoing injury, a leading cause for late graft loss. The endothelial glycocalyx modulates immune reactions and chemokine-mediated haptotaxis, potentially driving graft loss. In prior work, conditional deficiency of the
Cyanoacetamide derivatives as synthons in heterocyclic synthesis.
Fadda AA, et al.
Turkish Journal of Chemistry, 32(3), 259-286 (2008)
Gregg A Duncan et al.
Molecular therapy. Methods & clinical development, 9, 296-304 (2018-07-25)
Diffusion of the viral vectors evaluated in inhaled gene therapy clinical trials to date are largely hindered within airway mucus, which limits their access to, and transduction of, the underlying airway epithelium prior to clearance from the lung. Here, we
Synthesis of new 3-cyanoacetamide pyrrole and 3-acetonitrile pyrrole derivatives
Bayat, et al.
Tetrahedron, 73, 1522-1527 (2017)
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Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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