trans-2-Phenylcyclopropylamine hydrochloride - ≥97% , CAS No.1986-47-6

CAS: 1986-47-6 Cat. No.: R132818 Molecular Weight: 169.65 EC Number: 803-051-4

GRADE & PURITY ≥97%

Synonyms

(1R,2S)-2-phenylcyclopropan-1-amine;hydrochloride | Tox21_110514_1 | MFCD17976456 | MLS001335868 | HB1412 | SKF-385 HCl | A902849 | trans-2-phenylcyclopropan-1-amine hydrochloride | (1R,2S)-tranylcypromine hydrochloride | CHEBI:131514 | SCHEMBL56351 | L-t

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

trans-2-Phenylcyclopropylamine hydrochloride is a non-selective MAO-A/B inhibitor. trans- 2-Phenylcyclopropylamine Hydrochloride is an inhibitor of LSD1. LSD1 specifically demethylates lysine on histones.
A non-selective inhibitor of MAO

Specifications

Synonyms

(1R, 2S)-2-phenylcyclopropan-1-amine;hydrochloride | Tox21_110514_1 | MFCD17976456 | MLS001335868 | HB1412 | SKF-385 HCl | A902849 | trans-2-phenylcyclopropan-1-amine hydrochloride | (1R, 2S)-tranylcypromine hydrochloride | CHEBI:131514 | SCHEMBL56351 | L-t

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Non-selective MAO-A/B inhibitor.Irreversible monoamine oxidase (MAO) inhibitor. Increases serotonergic, noradrenergic activity and augments dopamine transmission. Additionally inhibits LSD1 (BHC110), inhibiting histone demethylation (IC 50 = >50 μM). Anti

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504760801
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760801
• Canonical Smiles: C1C(C1N)C2=CC=CC=C2.Cl
• IUPAC Name: (1R,2S)-2-phenylcyclopropan-1-amine;hydrochloride
• InChIKey: ZPEFMSTTZXJOTM-OULXEKPRSA-N
• INCHI: 1S/C9H11N.ClH/c10-9-6-8(9)7-4-2-1-3-5-7;/h1-5,8-9H,6,10H2;1H/t8-,9+;/m0./s1
• Isomeric SMILES: C1[C@H]([C@@H]1N)C2=CC=CC=C2.Cl
• WGK Germany: 3
• Molecular Weight: 169.65
• Reaxy-Rn: 11403786
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11403786&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Amines

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Amines
• Intermediate Tree Nodes: Not available
• Direct Parent: Aralkylamines
• Alternative Parents: Benzene and substituted derivatives Organopnictogen compounds Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Aralkylamine - Benzenoid - Monocyclic benzene moiety - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Primary amine - Primary aliphatic amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HCT-116 (91556 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LNCaP (8286 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HeLa (62764 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM1A Tchem Lysine-specific histone demethylase 1 (3916 Activities)

Discover Target: KDM1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4C Tchem Lysine-specific demethylase 4C (1129 Activities)

Discover Target: KDM4C

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM1B Tbio Lysine-specific histone demethylase 1B (147 Activities)

Discover Target: KDM1B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM3A Tchem Lysine-specific demethylase 3A (116 Activities)

Discover Target: KDM3A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM2A Tchem Lysine-specific demethylase 2A (198 Activities)

Discover Target: KDM2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM6B Tchem Lysine-specific demethylase 6B (280 Activities)

Discover Target: KDM6B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM5C Tchem Lysine-specific demethylase 5C (224 Activities)

Discover Target: KDM5C

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Taar1 Trace amine-associated receptor 1 (899 Activities)

Discover Target: Taar1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (100 mM), methanol, DMSO (50 mg/ml), ethanol, and ethyl acetate.
• Specific Rotation[α]: [α]/D −1 to +1.0°, c = 1 in H2O
• Melt Point(°C): 162-169 °C (lit.)
• Molecular Weight: 169.650 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.066 Da
• Monoisotopic Mass: 169.066 Da
• Topological Polar Surface Area: 26.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 116.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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