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P8511

Sigma-Aldrich

trans-2-Phenylcyclopropylamine hydrochloride

Synonym(s):

Tranylcypromine

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About This Item

Linear Formula:
C6H5C3H4NH2·HCl
CAS Number:
1986-47-6
Molecular Weight:
169.65
MDL number:
MFCD00063602
UNSPSC Code:
12352116
PubChem Substance ID:
24278187
NACRES:
NA.77

biological source

synthetic (organic)

Assay

≥97% (TLC)

form

powder

mp

162-169 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy

storage temp.

2-8°C

SMILES string

Cl.N[C@@H]1C[C@H]1c2ccccc2

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

InChI key

ZPEFMSTTZXJOTM-OULXEKPRSA-N

Gene Information

human ... MAOA(4128) , MAOB(4129)

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Biochem/physiol Actions

Non-selective MAO-A/B inhibitor.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of neurochemistry, 149(4), 535-550 (2018-12-29)
Targeting epigenetic mechanisms has shown promise against several cancers but has so far been unsuccessful against glioblastoma (GBM). Altered histone 3 lysine 4 methylation and increased lysine-specific histone demethylase 1A (LSD1) expression in GBM tumours nonetheless suggest that epigenetic mechanisms
Kaisa A Salminen et al.
Drug metabolism and disposition: the biological fate of chemicals, 43(12), 1891-1904 (2015-09-25)
The cytochrome P450 2C19 (CYP2C19) enzyme plays an important role in the metabolism of many commonly used drugs. Relatively little is known about CYP2C19 inhibitors, including compounds of natural origin, which could inhibit CYP2C19, potentially causing clinically relevant metabolism-based drug
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