Page last updated: 2024-12-05

2-cyanoacetamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

2-Cyanoacetamide is a versatile building block in organic synthesis, commonly employed in the preparation of heterocyclic compounds, pharmaceuticals, and agrochemicals. It is a white solid with a melting point of 118-120°C. Its synthesis typically involves the reaction of cyanoacetic acid with ammonia. 2-Cyanoacetamide has been explored for its potential biological activity, showing inhibitory effects against various enzymes, including acetylcholinesterase and carbonic anhydrase. Its ability to act as a nucleophile and Michael acceptor makes it a valuable reagent in various reactions. It is studied for its diverse applications in organic chemistry, medicinal chemistry, and materials science.'

2-cyanoacetamide: used in fluorimetric labeling of monosaccharides; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID7898
CHEMBL ID2333142
MeSH IDM0099137

Synonyms (63)

Synonym
2-cyano-acetamide
malonamonitrile
nsc-6285
wln: zv1cn
usaf kf-14
107-91-5
2-cyanoacetamide
amid kyseliny kyanoctove
nsc6285
cyanoacetamide
nitrilomalonamide
propionamide, 3-nitrilo-
cyanacetamide
malonamide nitrile
3-nitrilo-propionamide
.alpha.-cyanoacetamide
acetamide, 2-cyano-
cyanoiminoacetic acid
kyanacetamid
propionamide nitrile
nsc 6285
einecs 203-531-8
kyanacetamid (czech)
hsdb 2817
amid kyseliny kyanoctove (czech)
malonic acid, monoamide mononitrile
ai3-20147
brn 0878221
nsc-8948
nsc8948
alpha-cyanoacetamide
inchi=1/c3h4n2o/c4-2-1-3(5)6/h1h2,(h2,5,6
propanedioic acid,monoamide,mononitrile malonic acid,monoamide,mononitrile
cyanoacetamide, 99%
STK398335
AKOS000118770
A801779
unii-ybk38g2yxh
ec 203-531-8
ybk38g2yxh ,
bdbm50428735
FT-0612105
AM20080019
cyanoacetamide [hsdb]
cyanoacetamide [mi]
BP-21030
CHEMBL2333142 ,
cyano acetamide
alpha-cyano-acetamide
2-cyano acetamide
2-cyanoacetamid
DTXSID2051552
Q-102768
F0001-0146
mfcd00008024
W18657
CS-0006665
2-cyanoethanamide
Q1146906
2-cyanoacetamide (en)acetamide, 2-cyano- (en)
XHD ,
EN300-17156
Z56896153

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"The bioavailability of chondrosine was evaluated by its direct measurement as found in the blood plasma following removal of plasma proteins by perchloric acid."( HPLC determination of chondrosine in mouse blood plasma after intravenous or oral dose.
Igarashi, N; Kusano, S; Ootani, A; Sakai, S; Takeguchi, A; Toida, T; Toyoda, H, 2007
)
0.34

Dosage Studied

ExcerptRelevanceReference
"A simple and highly sensitive fluorimetric method was developed for the routine determination of prenalterol hydrochloride in bulk, in dosage forms and in biological fluids."( Spectrofluorimetric determination of prenalterol hydrochloride in pharmaceutical preparations and biological fluids.
Aly, FA, 1999
)
0.3
" The method was successfully applied for the determination of cefixime in pure and dosage form with percent recoveries from 98."( Spectrofluorimetric method for determination and validation of cefixime in pharmaceutical preparations through derivatization with 2-cyanoacetamide.
Jan, MR; Shah, J; Shah, S, 2011
)
0.57
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Induced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)Kd342.33652.32402.56362.6500AID734888; AID734889
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
DNA damage responseInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
response to cytokineInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
cell fate determinationInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
negative regulation of autophagyInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
cellular homeostasisInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
positive regulation of apoptotic processInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
negative regulation of apoptotic processInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
protein transmembrane transportInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
extrinsic apoptotic signaling pathway in absence of ligandInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
positive regulation of oxidative stress-induced neuron intrinsic apoptotic signaling pathwayInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
negative regulation of anoikisInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
negative regulation of extrinsic apoptotic signaling pathway in absence of ligandInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
activation of cysteine-type endopeptidase activity involved in apoptotic processInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
mitochondrial fusionInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
release of cytochrome c from mitochondriaInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
intrinsic apoptotic signaling pathway in response to DNA damageInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
protein bindingInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
protein transmembrane transporter activityInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
protein heterodimerization activityInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
BH3 domain bindingInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
channel activityInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
BH domain bindingInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
nucleusInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
nucleoplasmInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
cytoplasmInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
mitochondrionInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
mitochondrial outer membraneInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
cytosolInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
membraneInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
Bcl-2 family protein complexInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
mitochondrial outer membraneInduced myeloid leukemia cell differentiation protein Mcl-1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID734889Binding affinity to his-tagged Mcl-1 R263A mutant (unknown origin) expressed in Escherichia coli BL21 (DE3) cells by ITC analysis2013European journal of medicinal chemistry, Jan, Volume: 59Novel soluble myeloid cell leukemia sequence 1 (Mcl-1) inhibitor (E,E)-2-(benzylaminocarbonyl)-3-styrylacrylonitrile (4g) developed using a fragment-based approach.
AID734888Binding affinity to his-tagged Mcl-1 (unknown origin) expressed in Escherichia coli BL21 (DE3) cells by ITC analysis2013European journal of medicinal chemistry, Jan, Volume: 59Novel soluble myeloid cell leukemia sequence 1 (Mcl-1) inhibitor (E,E)-2-(benzylaminocarbonyl)-3-styrylacrylonitrile (4g) developed using a fragment-based approach.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (46)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (17.39)18.7374
1990's3 (6.52)18.2507
2000's9 (19.57)29.6817
2010's25 (54.35)24.3611
2020's1 (2.17)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 39.71

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index39.71 (24.57)
Research Supply Index3.93 (2.92)
Research Growth Index5.02 (4.65)
Search Engine Demand Index55.05 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.71)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other50 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]