U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H4N2.ClH
Molecular Weight 92.528
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMINOACETONITRILE HYDROCHLORIDE

SMILES

Cl.NCC#N

InChI

InChIKey=XFKYKTBPRBZDFG-UHFFFAOYSA-N
InChI=1S/C2H4N2.ClH/c3-1-2-4;/h1,3H2;1H

HIDE SMILES / InChI

Molecular Formula C2H4N2
Molecular Weight 56.0666
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Oral supplementation with Leu-Ile, a hydrophobic dipeptide, prevents the impairment of memory induced by amyloid beta in mice via restraining the hyperphosphorylation of extracellular signal-regulated kinase.
2010-07-11
Intrastriatal inhibition of extracellular signal-regulated kinases impaired the consolidation phase of motor skill learning.
2010-07
Quarantine treatment of sheep with monepantel--rapidity of fecal egg count reduction.
2010-06-24
Slipped capital femoral epiphysis: an ultrastructural study before and after osteosynthesis.
2010-06
The control of inhibited fourth-stage larvae of Haemonchus contortus and Teladorsagia spp. in sheep in Australia with monepantel.
2010-05-11
Effect of route of administration on the efficacy and pharmacokinetics of an experimental formulation of the amino-acetonitrile derivative monepantel in sheep.
2010-04-17
Use of monepantel.
2010-04-10
Regulation of plant glycine decarboxylase by s-nitrosylation and glutathionylation.
2010-03
Tholinomics--chemical analysis of nitrogen-rich polymers.
2010-02-15
Identification of plasticity-associated genes regulated by Pavlovian fear conditioning in the lateral amygdala.
2010-02
[Determination of streptomycin in honey determined by hydrophilic interaction chromatography combined with tandem mass spectrometry].
2010-01
The effect of sheep breed, age, and gender on the pharmacokinetics and efficacy of monepantel, an amino-acetonitrile derivative.
2010-01
A pooled analysis of the efficacy of monepantel, an amino-acetonitrile derivative against gastrointestinal nematodes of sheep.
2010-01
The time course of unconditioned morphine-induced psychomotor sensitization mirrors the phosphorylation of FADD and MEK/ERK in rat striatum: role of PEA-15 as a FADD-ERK binding partner in striatal plasticity.
2010-01
Deep-space glycine formation via Strecker-type reactions activated by ice water dust mantles. A computational approach.
2010
The efficacy of monepantel, an amino-acetonitrile derivative, against gastrointestinal nematodes of sheep in three countries of southern Latin America.
2009-12
Fustin flavonoid attenuates beta-amyloid (1-42)-induced learning impairment.
2009-12
Synergistic interactions of dopamine D1 and glutamate NMDA receptors in rat hippocampus and prefrontal cortex: involvement of ERK1/2 signaling.
2009-11-10
Cyclocondensation of alpha-aminonitriles and enones: a short access to 3,4-dihydro-2H-pyrrole 2-carbonitriles and 2,3,5-trisubstituted pyrroles.
2009-11-06
Extracellular signal-regulated kinase activation is required for consolidation and reconsolidation of memory at an early stage of ontogenesis.
2009-11
Clinical field study to evaluate the efficacy and safety of the amino-acetonitrile derivative, monepantel, compared with registered anthelmintics against gastrointestinal nematodes of sheep in Australia.
2009-11
Differential involvement of D1 and D2 dopamine receptors in L-DOPA-induced angiogenic activity in a rat model of Parkinson's disease.
2009-11
Reduction of nitrogen compounds in oceanic basement and its implications for HCN formation and abiotic organic synthesis.
2009-10-22
Extracellular signal-regulated kinase activation in the amygdala mediates elevated plus maze behavior during opioid withdrawal.
2009-10
Anthelmintic resistance in cyathostomin populations from horse yards in Italy, United Kingdom and Germany.
2009-09-25
Cross-talk between protein kinase A and mitogen-activated protein kinases signalling in the adaptive changes observed during morphine withdrawal in the heart.
2009-09
Safety of an amino-acetonitrile derivative (AAD), monepantel, in ewes and their offspring following repeated oral administration.
2009-08
Pharmacokinetics of monepantel and its sulfone metabolite, monepantel sulfone, after intravenous and oral administration in sheep.
2009-08
Abstracts of the 2008 ISSOL Meeting. August 24-29, 2008. Florence, Italy.
2009-08
ERK signalling pathway is not involved in PSA-NCAM-dependent alterations of hippocampal plasticity evoked by CB1 receptor activation.
2009-07-22
Effect of fasting sheep for a short period on the efficacy and safety of monepantel.
2009-07-11
The nicotinic acetylcholine receptors of the parasitic nematode Ascaris suum: formation of two distinct drug targets by varying the relative expression levels of two subunits.
2009-07
Increased operant responding for ethanol in male C57BL/6J mice: specific regulation by the ERK1/2, but not JNK, MAP kinase pathway.
2009-05
Haemonchus contortus acetylcholine receptors of the DEG-3 subfamily and their role in sensitivity to monepantel.
2009-04
Dose confirmation studies for monepantel, an amino-acetonitrile derivative, against fourth stage gastro-intestinal nematode larvae infecting sheep.
2009-03-23
Determination of the effective dose rate for monepantel (AAD 1566) against adult gastro-intestinal nematodes in sheep.
2009-03
Reproductive safety of an amino-acetonitrile derivative (AAD), monepantel, in rams following repeated oral administration.
2009-02
Safety of an amino-acetonitrile derivative ( AAD ), monepantel, in weaned lambs following repeated oral administration.
2009-02
A large-scale clinical field study to evaluate the efficacy and safety of an oral formulation of the amino-acetonitrile derivative ( AAD ), monepantel , in sheep in New Zealand.
2009-02
Efficacy of the amino-acetonitrile derivative, monepantel, against experimental and natural adult stage gastro-intestinal nematode infections in sheep.
2009-01-22
Effects of the MEK inhibitor, SL-327, on rewarding, motor- and cellular-activating effects of D-amphetamine and SKF-82958, and their augmentation by food restriction in rat.
2009-01
IL-6 mediated alterations on immobile behavior of rats in the forced swim test via ERK1/2 activation in specific brain regions.
2008-11-21
Changes in apical dendritic structure correlate with sustained ERK1/2 phosphorylation in medial prefrontal cortex of a rat model of dopamine D1 receptor agonist sensitization.
2008-11-10
Dose determination studies for monepantel, an amino-acetonitrile derivative, against fourth stage gastro-intestinal nematode larvae infecting sheep.
2008-10-20
Regulation of extracellular signal-regulated kinases (ERKs) by naloxone-induced morphine withdrawal in the brain stress system.
2008-10
Developing novel anthelmintics from plant cysteine proteinases.
2008-09-01
Identification of the amino-acetonitrile derivative monepantel (AAD 1566) as a new anthelmintic drug development candidate.
2008-09
The PKs PKA and ERK 1/2 are involved in phosphorylation of TH at Serine 40 and 31 during morphine withdrawal in rat hearts.
2008-09
Estradiol-induced enhancement of object memory consolidation involves hippocampal extracellular signal-regulated kinase activation and membrane-bound estrogen receptors.
2008-08-27
Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds.
2008-05-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:17:10 GMT 2025
Edited
by admin
on Mon Mar 31 21:17:10 GMT 2025
Record UNII
S8L3V1KSB7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETONITRILE, AMINO-, MONOHYDROCHLORIDE
Preferred Name English
AMINOACETONITRILE HYDROCHLORIDE
MI  
Systematic Name English
GLYCINONITRILE, MONOHYDROCHLORIDE
Common Name English
.ALPHA.-AMINOACETONITRILE HYDROCHLORIDE
Systematic Name English
GLYCINONITRILE HYDROCHLORIDE
Common Name English
ACETONITRILE, 2-AMINO-, HYDROCHLORIDE (1:1)
Systematic Name English
AMINOACETONITRILE MONOHYDROCHLORIDE
Systematic Name English
AMINOACETONITRILE HYDROCHLORIDE [MI]
Common Name English
2-AMINOACETONITRILE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAS
6011-14-9
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY
ECHA (EC/EINECS)
227-865-9
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY
PUBCHEM
22340
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY
FDA UNII
S8L3V1KSB7
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY
MERCK INDEX
m1676
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID10884212
Created by admin on Mon Mar 31 21:17:10 GMT 2025 , Edited by admin on Mon Mar 31 21:17:10 GMT 2025
PRIMARY