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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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Navneet Goyal et al.
Journal of cancer metastasis and treatment, 7 (2021-11-02)
In this study, our goal was to study the inhibition of nicotine metabolism by P450 2A6, as a means for reduction in tobacco use and consequently the prevention of smoking-related cancers. Nicotine, a phytochemical, is an addictive stimulant, responsible for
Erin A Clark et al.
Cell reports, 27(12), 3522-3532 (2019-06-20)
KDM1A-mediated H3K4 demethylation is a well-established mechanism underlying transcriptional gene repression, but its role in gene activation is less clear. Here, we report a critical function and mechanism of action of KDM1A in glucocorticoid receptor (GR)-mediated gene transcription. Biochemical purification of
Navneet Goyal et al.
Chemical research in toxicology, 36(12), 1973-1979 (2023-11-14)
As a potential means for smoking cessation and consequently prevention of smoking-related diseases and mortality, in this study, our goal was to investigate the inhibition of nicotine metabolism by P450 2A6. Smoking is the main cause of many diseases and
Mingxi Weng et al.
Science advances, 9(34), eadh2501-eadh2501 (2023-08-23)
Advanced strategies to interconvert cell types provide promising avenues to model cellular pathologies and to develop therapies for neurological disorders. Yet, methods to directly transdifferentiate somatic cells into multipotent induced neural stem cells (iNSCs) are slow and inefficient, and it
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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