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Sigma-Aldrich

Cyanoacetamide

99%

Synonym(s):

2-Cyanoacetamide

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About This Item

Linear Formula:
NCCH2CONH2
CAS Number:
Molecular Weight:
84.08
Beilstein:
878221
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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)
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
Spectrofluorimetric Determination Of Some H1 Receptor Antagonist Drugs In Pharmaceutical Formulations And Biological Fluids.
Ibrahim F, et al.
International Journal of Pharmaceutical Sciences and Research, 2(8), 2056-2072 (2011)
Kan Wang et al.
Journal of combinatorial chemistry, 11(5), 920-927 (2009-08-22)
Cyanoacetic acid derivatives are the starting materials for a plethora of multicomponent reaction (MCR) scaffolds. However the diversity of these scaffolds is hampered by the low variability of the cyanoacetic acid derivatives in the past. Here we describe valuable protocols

Articles

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 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 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 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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