EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

cyclopropyl amine
aminocyclopropane

Supplier Sponsors

Name:cyclopropanamine
CAS Number: 765-30-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:212-142-2
FDA UNII: 8PR8XTH1X1
Nikkaji Web:J79.937H
Beilstein Number:741858
MDL:MFCD00001301
XlogP3:0.10 (est)
Molecular Weight:57.09579000
Formula:C3 H7 N
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.81300 to 0.82000 @ 20.00 °C.
Pounds per Gallon - (est).: 6.773 to 6.831
Refractive Index:1.41900 to 1.42200 @ 20.00 °C.
Boiling Point: 50.50 °C. @ 760.00 mm Hg
Vapor Pressure:299.800000 mmHg @ 25.00 °C. (est)
Flash Point: -14.00 °F. TCC ( -25.56 °C. )
logP (o/w): 0.070
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Cyclopropylamine >95.0%(GC)(T)
EMD Millipore
For experimental / research use only.
Cyclopropylamine
Santa Cruz Biotechnology
For experimental / research use only.
Cyclopropylamine ≥98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Cyclopropylamine 98%
TCI AMERICA
For experimental / research use only.
Cyclopropylamine >95.0%(GC)(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 445 mg/kg
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
National Technical Information Service. Vol. OTS0573763

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for cyclopropyl amine usage levels up to:
 not for fragrance use.
 
Recommendation for cyclopropyl amine flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):765-30-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :69828
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
cyclopropanamine
Chemidplus:0000765300
RTECS:GZ0685500 for cas# 765-30-0
 
References:
 cyclopropanamine
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):69828
Pubchem (sid):135028483
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
UM BBD:Search
KEGG (GenomeNet):C14150
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2921.30.5000
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 aminocyclopropane
 cyclopropanamine
 cyclopropylamine
 

Articles:

US Patents:8,075,937 - Alkyldienamides exhibiting taste and sensory effect in flavor compositions
PubMed:Further insights into the SAR of α-substituted cyclopropylamine derivatives as inhibitors of histone demethylase KDM1A.
PubMed:Synthesis, biological activity and mechanistic insights of 1-substituted cyclopropylamine derivatives: a novel class of irreversible inhibitors of histone demethylase KDM1A.
PubMed:Design and synthesis of a new series of cyclopropylamino-linking diarylpyrimidines as HIV non-nucleoside reverse transcriptase inhibitors.
PubMed:Experimental and theoretical investigation on the outer valence electronic structure of cyclopropylamine by (e, 2e) electron momentum spectroscopy.
PubMed:Synthesis, LSD1 Inhibitory Activity, and LSD1 Binding Model of Optically Pure Lysine-PCPA Conjugates.
PubMed:Highly stereoselective synthesis of (borylmethyl)cyclopropylamines by copper-catalyzed aminoboration of methylenecyclopropanes.
PubMed:Reprogramming fibroblasts to neural-precursor-like cells by structured overexpression of pallial patterning genes.
PubMed:Cell-intrinsic regulation of murine dendritic cell function and survival by prereceptor amplification of glucocorticoid.
PubMed:Formal substitution of bromocyclopropanes with nitrogen nucleophiles.
PubMed:Nazarov reactions of vinyl cyclopropylamines: an approach to the imino-Nazarov problem.
PubMed:Highly enantioselective synthesis of cyclopropylamine derivatives via Ru(II)-pheox-catalyzed direct asymmetric cyclopropanation of vinylcarbamates.
PubMed:KDM1 is a novel therapeutic target for the treatment of gliomas.
PubMed:trans-2-(2,5-Dimethoxy-4-iodophenyl)cyclopropylamine and trans-2-(2,5-dimethoxy-4-bromophenyl)cyclopropylamine as potent agonists for the 5-HT(2) receptor family.
PubMed:The GPR88 receptor agonist 2-PCCA does not alter the behavioral effects of methamphetamine in rats.
PubMed:Simple and sensitive stability-indicating ion chromatography method for the determination of cyclopropylamine in nevirapine and moxifloxacin hydrochloride drug substances.
PubMed:Electrochemical cleavage of sulfonamides: an efficient and tunable strategy to prevent β-fragmentation and epimerization.
PubMed:Predicting biological functions of compounds based on chemical-chemical interactions.
PubMed:Synthesis and biological activities of vitamin D-like inhibitors of CYP24 hydroxylase.
PubMed:Intermolecular [3+2] cycloaddition of cyclopropylamines with olefins by visible-light photocatalysis.
PubMed:A generalized graph-theoretical matrix of heterosystems and its application to the VMV procedure.
PubMed:Oligodeoxynucleotides inhibit Toll-like receptor 3 mediated cytotoxicity and CXCL8 release in keratinocytes.
PubMed:Stereoselective preparation of β,γ-methano-GABA derivatives.
PubMed:Scalable synthesis of (1-cyclopropyl)cyclopropylamine hydrochloride.
PubMed:Administration route and carrier dependent effects on vaccine efficacy: implications for vaccine design.
PubMed:Metal Complexes for DNA-Mediated Charge Transport.
PubMed:Enantioselective syntheses of carbocyclic nuleosides 5'-homocarbovir, epi-4'-homocarbovir and their cyclopropylamine analogs using facially selective Pd-mediated allylations.
PubMed:Adjuvant effect of cationic liposomes and CpG depends on administration route.
PubMed:Synthesis and biological activity of optically active NCL-1, a lysine-specific demethylase 1 selective inhibitor.
PubMed:Cyclopropylamines from N,N-dialkylcarboxamides and Grignard reagents in the presence of titanium tetraisopropoxide or methyltitanium triisopropoxide.
PubMed: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.
PubMed:Scalable synthesis of a prostaglandin EP4 receptor antagonist.
PubMed:Differences between amine- and phosphine-boranes: synthesis, photoelectron spectroscopy, and quantum chemical study of the cyclopropylic derivatives.
PubMed:Neoadjuvant immunotherapy enhances radiosensitivity through natural killer cell activation.
PubMed:Comparative analysis of small molecules and histone substrate analogues as LSD1 lysine demethylase inhibitors.
PubMed:Diversity synthesis of N-substituted 2-amino-1,6-naphthyridine derivatives under microwave irradiation.
PubMed:C-reactive protein impairs coronary arteriolar dilation to prostacyclin synthase activation: role of peroxynitrite.
PubMed: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.
PubMed:Novel trans-2-aryl-cyclopropylamine analogues as potent and selective dipeptidyl peptidase IV inhibitors.
PubMed:Conformational preferences and basicities of monofluorinated cyclopropyl amines in comparison to cyclopropylamine and 2-fluoroethylamine.
PubMed:Synthesis of highly functionalized pyrrolidines via a selective iodide-mediated ring expansion of methylenecyclopropyl amides.
PubMed:Synthesis of a C-glucosylated cyclopropylamide and evaluation as a glycogen phosphorylase inhibitor.
PubMed:Fluorinated phenylcyclopropylamines. Part 5: Effects of electron-withdrawing or -donating aryl substituents on the inhibition of monoamine oxidases A and B by 2-aryl-2-fluoro-cyclopropylamines.
PubMed:Electrochemical mass spectrometric studies on 1-cyclopropyl-4-phenyl-1,2,3,6-tetrahydropyridine.
PubMed:In vitro metabolism of a model cyclopropylamine to reactive intermediate: insights into trovafloxacin-induced hepatotoxicity.
PubMed:Quantification and comparison of toll-like receptor expression and responsiveness in primary and immortalized human female lower genital tract epithelia.
PubMed:Long-range electron and hole transport through DNA with tethered cyclometalated iridium(III) complexes.
PubMed:Mechanisms of trovafloxacin hepatotoxicity: studies of a model cyclopropylamine-containing system.
PubMed:Synthesis and characterization of iridium(III) cyclometalated complexes with oligonucleotides: insights into redox reactions with DNA.
PubMed:Charge separation in a ruthenium-quencher conjugate bound to DNA.
PubMed:Mechanistic analysis of a suicide inactivator of histone demethylase LSD1.
PubMed:The Kulinkovich reaction in the synthesis of constrained n,n-dialkyl neurotransmitter analogues.
PubMed:trans-2-Phenylcyclopropylamine is a mechanism-based inactivator of the histone demethylase LSD1.
PubMed:CpG-induced IFNgamma expands TLR4-specific IL-18 responses in vivo.
PubMed:Asymmetric synthesis of cyclopropylamines starting from N-sulfinyl alpha-chloro ketimines.
PubMed:Microglial cells and peritoneal macrophages release activin A upon stimulation with Toll-like receptor agonists.
PubMed:EPR studies of amine radical cations. Part 2. Thermal and photo-induced rearrangements of propargylamine and allylamine radical cations in low-temperature freon matrices.
PubMed:Synthesis of beta-lactams by Ag+-induced ring expansion of 1-hydroxycyclopropylamines: a theoretical analysis.
PubMed: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.
PubMed: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.
PubMed:Cytochrome P450-catalyzed oxidation of N-benzyl-N-cyclopropylamine generates both cyclopropanone hydrate and 3-hydroxypropionaldehyde via hydrogen abstraction, not single electron transfer.
PubMed:Diverse Toll-like receptors utilize Tpl2 to activate extracellular signal-regulated kinase (ERK) in hemopoietic cells.
PubMed:First "hybrid" ligands of vanilloid TRPV1 and cannabinoid CB2 receptors and non-polyunsaturated fatty acid-derived CB2-selective ligands.
PubMed:Sequence dependence of charge transport through DNA domains.
PubMed:Pressure-induced polymorphism in cyclopropylamine.
PubMed:Mutation of surface cysteine 374 to alanine in monoamine oxidase A alters substrate turnover and inactivation by cyclopropylamines.
PubMed:Cyclopropylamine inactivation of cytochromes P450: role of metabolic intermediate complexes.
PubMed:Fluorinated phenylcyclopropylamines. Part 4: effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidases by 1-aryl-2-fluoro-cyclopropylamines.
PubMed:Inhibition of nucleoside transport proteins by C8-alkylamine-substituted purines.
PubMed:Synthesis and properties of gem-(difluorocyclopropyl)amine derivatives of bicyclo[n.1.0]alkanes.
PubMed:Fluorinated phenylcyclopropylamines as inhibitors of monoamine oxidases.
PubMed:Stereochemistry of cyclopropane formation involving group IV organometallic complexes.
PubMed:Preliminary evidence of the role of hydrogen peroxide in the degradation of benzo[a]pyrene by a non-white rot fungus Fusarium solani.
PubMed:Molecular orbital calculations of ring opening of the isoelectronic cyclopropylcarbinyl radical, cyclopropoxy radical, and cyclopropylaminium radical cation series of radical clocks.
PubMed:Early upregulation of kinin B1 receptors in retinal microvessels of the streptozotocin-diabetic rat.
PubMed:Theoretical study of the mechanism of the formation of 3-unsubstituted 4,4-disubstituted beta-lactams by silver-induced ring expansion of alkoxycyclopropylamines: a new synthetic route to 4-alkoxycarbonyl-4-alkyl-2-azetidinones.
PubMed:Stereocontrolled synthesis of 3-(trans-2-aminocyclopropyl)alanine, a key component of belactosin A.
PubMed:Cyclopropane structural units from homoaldol adducts.
PubMed:Formation of cyclopropanone during cytochrome P450-catalyzed N-dealkylation of a cyclopropylamine.
PubMed:Synthesis and pharmacological evaluation of some (pyridyl)cyclopropylmethyl amines and their methiodides as nicotinic receptor ligands.
PubMed:Inter-subunit cross-linking of methylamine dehydrogenase by cyclopropylamine requires residue alphaPhe55.
PubMed:Radical cation-mediated annulation. Stereoselective construction of bicyclo[5.3.0]decan-3-ones by aerobic oxidation of cyclopropylamines.
PubMed:Detection of aminium ion intermediates: N-cyclopropyl versus N-carboxymethyl groups as reporters.
PubMed:Effect of mobile phase amine additives on enantioselectivity for phenylalanine analogs.
PubMed:N-dealkylation of an N-cyclopropylamine by horseradish peroxidase. Fate of the cyclopropyl group.
PubMed:Enzymatic N-dealkylation of an N-cyclopropylamine: an unusual fate for the cyclopropyl group.
PubMed:Cytotoxicity of two novel cisplatin analogues, (CPA)2Pt[DOLYM] and (DACH)Pt[DOLYM], to human cancer cells in vitro.
PubMed:Characterization of the binding site of the histamine H3 receptor. 1. Various approaches to the synthesis of 2-(1H-imidazol-4-yl)cyclopropylamine and histaminergic activity of (1R,2R)- and (1S,2S)-2-(1H-imidazol-4-yl)-cyclopropylamine.
PubMed:Synthesis and serotonin receptor affinities of a series of trans-2-(indol-3-yl)cyclopropylamine derivatives.
PubMed:A major role for prostacyclin in nitric oxide-induced ocular vasorelaxation in the piglet.
PubMed:High antagonist potency of GT-2227 and GT-2331, new histamine H3 receptor antagonists, in two functional models.
PubMed:Enantiomeric Synthesis of L-(or 1'R,2'S)-Carbocyclic Cyclopropyl Nucleosides.
PubMed:Model Studies of TTQ-Containing Amine Dehydrogenases.
PubMed:Novel 19-(cyclopropylamino)-androst-4-en-3,17-dione: a mechanism-based inhibitor of aromatase.
PubMed:Mechanisms of the biphasic effects of peroxides on the retinal vasculature of newborn and adult pigs.
PubMed:Mechanistic studies on the monoamine oxidase B catalyzed oxidation of 1,4-disubstituted tetrahydropyridines.
PubMed:In vitro anti-Mycobacterium avium activities of quinolones: predicted active structures and mechanistic considerations.
PubMed:Synthesis, structure, and antitumor activity of 1,3-dithiol- and 1,3-dithiolan-2-ylidenemalonatoplatinum(II) complexes.
PubMed:Reaction of lysyl oxidase with trans-2-phenylcyclopropylamine.
PubMed:Inhibition and activation of porcine squalene epoxidase.
PubMed:Inhibition of cholesterol synthesis by cyclopropylamine derivatives of squalene in human hepatoblastoma cells in culture.
PubMed:Synthesis of [carbonyl-14C]sparfloxacin.
PubMed:Inhibition by cyclopropylamine of the quinoprotein methylamine dehydrogenase is mechanism-based and causes covalent cross-linking of alpha and beta subunits.
PubMed:Oxidation of cycloalkylamines by cytochrome P-450. Mechanism-based inactivation, adduct formation, ring expansion, and nitrone formation.
PubMed:Deprenyl antagonizes acute lethality of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine in mice.
PubMed:Overview of the present state of MAO inhibitors.
PubMed:Microscale syntheses of anti-tumour platinum compounds labelled with 191Pt.
PubMed:In vivo distribution studies of radioactively labelled platinum complexes; cis-dichlorodiammine platinum(II), cis-trans-dichlorodihydroxy-bis-(isopropylamine) platinum(IV), cis-dichloro-bis-cyclopropylamine platinum(II), and cis-diammine 1,1-cyclobutanedicarboxylate platinum(II) in patients with malignant disease, using a gamma camera.
PubMed:Effect of alpha-methylation on inactivation of monoamine oxidase by N-cyclopropylbenzylamine.
PubMed:Bacterial degradation of N-cyclopropylmelamine. The steps to ring cleavage.
PubMed:Synthesis and evaluation of substituted 2-phenylcyclobutylamines as analogues of hallucinogenic phenethylamines: lack of LSD-like biological activity.
PubMed:Mutagenic properties of N-cyclopropyl and N-allyl-N-nitroso compounds. Studies on the nature of alkylating species.
PubMed:N-[2-(o-iodophenoxy)ethyl]cyclopropylamine hydrochloride (LY121768), a potent and selective irreversible inhibitor of type A monoamine oxidase.
PubMed:A comparative study of the distribution in the male rat of platinum-labelled cis-dichlorodiammine platinum (II), cis-trans-dichlorodihydroxy-bis-(isopropylamine) platinum (I), and cis-dichloro-bis-cyclopropylamine platinum (II).
PubMed:Isomeric cyclopropyl ring-methylated homologues of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, an hallucinogen analogue.
PubMed:Blood clearance of three radioactively labelled platinum complexes: cis-dichlorodiammine platinum II, cis, trans-dichlorodihydroxy-bis-(isopropylamine) platinum IV, and cis-dichloro-bis-cyclopropylamine platinum II, in patients with malignant disease.
PubMed:Elevation of epinephrine concentration in rat brain by LY51641, a selective inhibitor of type A monoamine oxidase.
PubMed:Effect of 2-(p-chlorophenyl)cyclopropylamine on 5-hydroxyindole concentration and monoamine oxidase activity in rat brain.
PubMed:Pyridoxal 5'-phosphate levels in brain after treatments which impair cerebral glucose metabolism.
PubMed:Analysis of the cardiac stimulant properties of (3,4-dihydroxyphenyl)-cyclopropylamine (ASL-7003) and 2-amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene (A6,7DTN).
PubMed:Conformational analogues of dopamine. Synthesis and pharmacological activity of (E)- and (Z)-2-(3,4-dihydroxyphenyl)cyclopropylamine hydrochlorides.
PubMed:Resolution and absolute configuration of trans-2-(2,5-dimethoxy-4-methylphenyl)cyclopropylamine, a potent hallucinogen analogue.
PubMed:Irritable aggression and open field behavior in rats given 2-phenylcyclopropylamines.
PubMed:Selective in vivo inhibition of monoamine oxidase in rat tissues by N-[2-(O-chlorophenoxy)-ethyl]-cyclopropylamine.
PubMed:(+/-)(E)-2-(3,4-Dihydroxyphenyl)cyclopropylamine hydrochloride (ASL-7003): a rigid analogue of dopamine.
PubMed:Inhibition of monoamine oxidase by N-phenacyl-cyclopropylamine.
PubMed:Effects of three monoamine oxidase inhibitors on ethanol preference in mice.
PubMed:2-(4-imidazolyl)cyclopropylamine.
PubMed:Kinetic studies and effects in vivo of a new monoamine oxidase inhibitor, N-[2-(o-chlorophenoxy)-ethyl]-cyclopropylamine.
PubMed:A preliminary evaluation of trans-d1-2-phenyl-cyclopropylamine hydrochloride in the ambulatory treatment of depression.
 
Notes:
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