Cyclopropylamine

Details

Stereochemistry	ACHIRAL
Molecular Formula	C3H7N
Molecular Weight	57.0944
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1CC1

InChI

InChIKey=HTJDQJBWANPRPF-UHFFFAOYSA-N

InChI=1S/C3H7N/c4-3-1-2-3/h3H,1-2,4H2

HIDE SMILES / InChI

Molecular Formula	C3H7N
Molecular Weight	57.0944
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Cyclopropylamines from N,N-dialkylcarboxamides and Grignard reagents in the presence of titanium tetraisopropoxide or methyltitanium triisopropoxide.	2010-12-10	20945442
Increased anion channel activity is an unavoidable event in ozone-induced programmed cell death.	2010-10-13	20967217
Stereoselective synthesis of β-hydroxy enamines, aminocyclopropanes, and 1,3-amino alcohols via asymmetric catalysis.	2010-10-13	20853837
Abscisic acid deficiency causes changes in cuticle permeability and pectin composition that influence tomato resistance to Botrytis cinerea.	2010-10	20709830
A new class of antitumor trans-amine-amidine-Pt(II) cationic complexes: influence of chemical structure and solvent on in vitro and in vivo tumor cell proliferation.	2010-08-26	20681543
Bis[2,4-dibromo-6-(n-propyl-imino-methyl)phenolato-κN,O]cobalt(II).	2010-08-18	21588527
Dibromido{2-[1-(cyclo-propyl-imino)-eth-yl]pyridine}-zinc(II).	2010-07-03	21588127
Scalable synthesis of a prostaglandin EP4 receptor antagonist.	2010-06-18	20469914
(4Z)-4-[(Cyclo-propyl-amino)(phen-yl)methyl-ene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one.	2010-04-21	21579173
Bis[2-(cyclo-propyl-imino-meth-yl)-5-methoxy-phenolato]zinc(II).	2010-04-17	21579025
Comparative analysis of small molecules and histone substrate analogues as LSD1 lysine demethylase inhibitors.	2010-03-10	20148560
Novel small molecule bradykinin B1 receptor antagonists. Part 1: benzamides and semicarbazides.	2010-02-01	20015645
Experimental evidence for the all-up reactive conformation of chiral rhodium(II) carboxylate catalysts: enantioselective synthesis of cis-cyclopropane alpha-amino acids.	2009-11-18	19860407
Diversity synthesis of N-substituted 2-amino-1,6-naphthyridine derivatives under microwave irradiation.	2009-10-27	19852499
Novel topoisomerase I-targeting antitumor agents synthesized from the N,N,N-trimethylammonium derivative of ARC-111, 5H-2,3-dimethoxy-8,9-methylenedioxy-5-[(2-N,N,N-trimethylammonium)ethyl]dibenzo[c,h][1,6]naphthyridin-6-one iodide.	2009-09	19299037
Proteome analysis of Norway maple (Acer platanoides L.) seeds dormancy breaking and germination: influence of abscisic and gibberellic acids.	2009-05-04	19413897
Novel trans-2-aryl-cyclopropylamine analogues as potent and selective dipeptidyl peptidase IV inhibitors.	2009-03-15	19261480
Conformational preferences and basicities of monofluorinated cyclopropyl amines in comparison to cyclopropylamine and 2-fluoroethylamine.	2008-11-21	18972047
Synthesis of highly functionalized pyrrolidines via a selective iodide-mediated ring expansion of methylenecyclopropyl amides.	2008-11-07	18841909
Electrochemical mass spectrometric studies on 1-cyclopropyl-4-phenyl-1,2,3,6-tetrahydropyridine.	2008-07	18523979
A concise route to beta-Cyclopropyl amino acids utilizing 1,2-dioxines and stabilized phosphonate nucleophiles.	2008-04-04	18324830
In vitro metabolism of a model cyclopropylamine to reactive intermediate: insights into trovafloxacin-induced hepatotoxicity.	2008-03	18298092
Discovery and characterization of a putrescine oxidase from Rhodococcus erythropolis NCIMB 11540.	2008-03	18183391
Release of sunflower seed dormancy by cyanide: cross-talk with ethylene signalling pathway.	2008	18448476
Enantio- and diastereoselective syntheses of cyclic Calpha-tetrasubstituted alpha-amino acids and their use to induce stable conformations in short peptides.	2008	18058895
Mechanisms of trovafloxacin hepatotoxicity: studies of a model cyclopropylamine-containing system.	2007-12-15	17976985
cis-Bis[2-(cyclo-propyl-imino-meth-yl)-6-methoxy-phenolato]bis-(thio-cyanato)cobalt(II).	2007-12-06	21200646
Long-range electron and hole transport through DNA with tethered cyclometalated iridium(III) complexes.	2007-11-28	17985895
The Kulinkovich reaction in the synthesis of constrained n,n-dialkyl neurotransmitter analogues.	2007-05-10	17447776
Ethylene influences green plant regeneration from barley callus.	2007-03	17043878
Methylobacterium oryzae sp. nov., an aerobic, pink-pigmented, facultatively methylotrophic, 1-aminocyclopropane-1-carboxylate deaminase-producing bacterium isolated from rice.	2007-02	17267973
Asymmetric synthesis of cyclopropylamines starting from N-sulfinyl alpha-chloro ketimines.	2007-01-18	17217261
A strong constitutive ethylene-response phenotype conferred on Arabidopsis plants containing null mutations in the ethylene receptors ETR1 and ERS1.	2007-01-15	17224067
EPR studies of amine radical cations. Part 2. Thermal and photo-induced rearrangements of propargylamine and allylamine radical cations in low-temperature freon matrices.	2006-12-28	17181339
Mechanistic investigations of 1-aminocyclopropane 1-carboxylic acid oxidase with alternate cyclic and acyclic substrates.	2006-10-31	17059228
Asymmetric synthesis of orthogonally protected trans-cyclopropane gamma-amino acids via intramolecular ring closure.	2006-08-21	16886079
Reassessment of the structural composition of the alkenone distributions in natural environments using an improved method for double bond location based on GC-MS analysis of cyclopropylimines.	2006-05	16540339
Electron paramagnetic resonance study of the mononuclear Al species formed in the reaction of Al atoms and cyclopropylamine at 77 k in an adamantane matrix.	2006-03-23	16539412
Cytochrome P450-catalyzed oxidation of N-benzyl-N-cyclopropylamine generates both cyclopropanone hydrate and 3-hydroxypropionaldehyde via hydrogen abstraction, not single electron transfer.	2006-03-15	16522116
First "hybrid" ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands.	2006-01-23	16406364
Expedient synthesis of cyclopropane alpha-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate.	2005-12-28	16366547
Pressure-induced polymorphism in cyclopropylamine.	2005-12	16306679
Synthesis of beta-lactams by Ag+-induced ring expansion of 1-hydroxycyclopropylamines: a theoretical analysis.	2005-09-01	16834160
The effect of native and ACC deaminase-containing Azospirillum brasilense Cd1843 on the rooting of carnation cuttings.	2005-06	16121231
Mutation of surface cysteine 374 to alanine in monoamine oxidase A alters substrate turnover and inactivation by cyclopropylamines.	2005-05-16	15848762
Novel cyclopropyl beta-amino acid analogues of pregabalin and gabapentin that target the alpha2-delta protein.	2005-04-21	15828841
Cyclopropylamine inactivation of cytochromes P450: role of metabolic intermediate complexes.	2005-04-15	15797239
Fluorinated phenylcyclopropylamines. Part 4: effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidases by 1-aryl-2-fluoro-cyclopropylamines.	2005-04-01	15755651
Synthesis and immunobiological activity of base substituted 2-amino-3-(purin-9-yl)propanoic acid derivatives.	2005-04-01	15755637
Bacterial degradation of N-cyclopropylmelamine. The steps to ring cleavage.	1984-09-01	6477516

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:10:10 GMT 2025` Edited by `admin` on `Mon Mar 31 19:10:10 GMT 2025`
Record UNII	8PR8XTH1X1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-56127

Preferred Name

English

Cyclopropylamine

Systematic Name

English

CYCLOPROPANAMINE

Systematic Name

English

AMINOCYCLOPROPANE

Systematic Name

English

Code System Code Type Description

FDA UNII

8PR8XTH1X1