Cyanoacetic acid

Cyanoacetic acid Structure
Cyanoacetic acid structure
Common Name Cyanoacetic acid
CAS Number 372-09-8 Molecular Weight 85.061
Density 1.3±0.1 g/cm3 Boiling Point 318.5±0.0 °C at 760 mmHg
Molecular Formula C3H3NO2 Melting Point 65 °C
MSDS Chinese USA Flash Point 107.8±0.0 °C
Symbol GHS05 GHS07
GHS05, GHS07
Signal Word Danger

Identification of two urinary metabolites of rats treated with acrylonitrile; influence of several inhibitors on the mutagenicity of those urines.

Toxicol. Lett. 7(4-5) , 321-7, (1981)

Urines collected from rats injected with acrylonitrile (ACN) were mutagenic towards Salmonella typhimurium TA1530; this activity was reduced when the animals were pretreated by pyrazole (inhibitor of alcohol dehydrogenase) and suppressed after pretreatment ei...

A copper(I)-catalyzed reaction of 2-(2-ethynylphenyl)oxirane, sulfonyl azide, with 2-isocyanoacetate.

Chem. Commun. (Camb.) 48(71) , 8973-5, (2012)

A novel and straightforward synthetic protocol for the efficient construction of 3',5'-dihydro-1H-spiro[benzo[d]oxepine-2,4'-imidazoles] through a copper(I)-catalyzed reaction between 2-(2-ethynylphenyl)oxirane, sulfonyl azide, and 2-isocyanoacetate is descri...

Metabolism of 3,3'-iminodipropionitrile and deuterium-substituted analogs: potential mechanisms of detoxification and activation.

Toxicol. Appl. Pharmacol. 124(1) , 59-66, (1994)

3,3'-Iminodipropionitrile (IDPN), a neurotoxicant that causes an excitatory CNS syndrome and a proximal axonopathy, is metabolized to beta-aminopropionitrile (BAPN), cyanoacetic acid (CAA), and beta-alanine (beta-ala) in rats. None of these metabolites are ne...

Synthesis and modification of dibenzylglycine derivatives via the Suzuki-Miyaura cross-coupling reaction.

J. Pept. Res. 64(2) , 72-85, (2004)

The objective of this paper is to describe in details of various available methods to prepare C(alpha,alpha)-dibenzylglycine (Dbzg) and then include our work involving the synthesis of side chain Dbzg derivatives. alpha,alpha-Disubstituted amino acids (alpha,...

The simultaneous determination of chloride, nitrate and sulphate by isotachophoresis using bromide as a leading ion

Talanta 75(3) , 841-5, (2008)

A new method has been devised to allow the determination of small inorganic anions using isotachophoresis. This method makes use of indium(III) as a counter ion to manipulate the effective mobilities of inorganic anion species by means of complexation reactio...

The urotoxic effects of N,N'-dimethylaminopropionitrile. 2. In vivo and in vitro metabolism.

Toxicol. Appl. Pharmacol. 110(1) , 61-9, (1991)

The urotoxicity and metabolism of N,N'-dimethylaminopropionitrile (DMAPN) were investigated in male Sprague-Dawley rats. Animals treated with 525 mg DMAPN/kg or equimolar doses of commercially available potential DMAPN metabolites showed varying levels of uri...

Design of a versatile multicomponent reaction leading to 2-amino-5-ketoaryl pyrroles.

Chem. Biol. Drug Des. 75(3) , 277-83, (2010)

The design of an unprecedented multicomponent reaction to and synthesis of 2-amino-5-ketoaryl pyrroles are described. The compounds (14 examples) can be synthesized by reacting aminoacetophenone sulfonamides, (hetero)aromatic aldehydes, and malonodinitrile or...

Synthesis of bis-armed amino acid derivatives via the alkylation of ethyl isocyanoacetate and the Suzuki-Miyaura cross-coupling reaction.

Amino Acids 32(3) , 387-94, (2007)

Two synthetic routes to bis-armed-alpha-amino acid derivatives are described. The first route involves alkylation of dibromo derivatives with ethyl isocyanoacetate under phase-transfer catalysis (PTC) conditions. The second route uses a palladium-mediated Suz...

Acylation of heteroaromatic amines: facile and efficient synthesis of a new class of 1,2,3-triazolo[4,5-b]pyridine and pyrazolo[4,3-b]pyridine derivatives.

Molecules 16(5) , 3723-39, (2011)

1,2,3-Triazolo[4,5-b]pyridines and pyrazolo[4,3-b]pyridines can be readily prepared via cyanoacetylation reactions of 5-amino-1,2,3-triazoles 1a,b and 4-amino- pyrazole 2 followed by subsequent cyclization of the formed cyanoacetamides. Reactions of amines 1a...

Studies on 3-oxoalkanenitriles: novel rearrangement reactions observed in studies of the chemistry of 3-heteroaroyl-3-oxoalkanenitriles as novel routes to 2-dialkylaminopyridines.

Molecules 17(1) , 897-909, (2012)

3-Aroyl and 3-heteroaroyl substituted 3-oxoalkanenitriles were synthesized by the reactions of activated aromatic and hetero-aromatic substances with cyanoacetic acid in the presence of acetic anhydride. As part of studies focusing on the preparation of cyano...