PHENPROMETHAMINE

US Previously Marketed

First approved in 1943

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H15N
Molecular Weight	149.2328
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCC(C)C1=CC=CC=C1

InChI

InChIKey=AUFSOOYCQYDGES-UHFFFAOYSA-N

InChI=1S/C10H15N/c1-9(8-11-2)10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C10H15N
Molecular Weight	149.2328
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26360628 | https://www.ncbi.nlm.nih.gov/pubmed/22147493 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 971, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

Phenpromethamine is an adrenergic agent. Phenpromethamine was used as vasodilator agent. It is a stimulant which is banned in sport. It is available in supplements which are sold as fat burners or pre-workout boosters. Phenpromethamine is a potent CYP2D6 inhibitor.

Approval Year

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587		inhibitor 1852

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP3A4 1925	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/26360628/ Page: 2.0	weak [Inhibition 100 uM]
CYP2D6 1891	inhibitor 3277 Sources: https://pubmed.ncbi.nlm.nih.gov/26360628/ Page: 3.0	yes [IC50 76.6 uM]

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B3-032262	http://www.3bsc.com/index/pro_info.php?id=53526
AA Blocks	AA00GVWZ	http://www.aablocks.com/goods/Goods/detail?id=AA00GVWZ
AHH Chemical co.,ltd	MT-54171	http://www.ahhchemical.com/product/MT-54171.html
Acadechem	ACDR-055826	http://acadechemical.com/product/68234
Angene	AGN-PC-0W3HQ7	http://www.angenechemical.com/productshow/AGN-PC-0W3HQ7.html
Aurora Fine Chemicals LLC	A00.513.754	http://online.aurorafinechemicals.com/info?ID=A00.513.754
Aurora Fine Chemicals LLC	K00.817.613	http://online.aurorafinechemicals.com/info?ID=K00.817.613
Aurum Pharmatech LLC	T7102	http://www.Aurumpharmatech.com/Product/ProductDetails/T7102
Chemspace	CSSB00000188365	https://chem-space.com/CSSB00000188365
Clearsynth	CS-M-22214	https://www.clearsynth.com/en/CSM22214.html
Enamine	Z57797325	https://www.enaminestore.com/catalog/Z57797325
Matrix Scientific	33297	https://www.matrixscientific.com/033297.html
Oakwood	58699	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=48018&ExtHyperLink=1
Sigma-Aldrich	CDS011312_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/cds011312?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S602184	https://www.smolecule.com/products/s602184
THE BioTek	bt-289328	https://www.thebiotek.com/product/others/bt-289328
Vitas-M Laboratory	BBL000279	http://www.request.vitasmlab.biz/index.php?option=com_search_stk&Itemid=22&stk=BBL000279&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink
mcule	MCULE-5892396720	https://mcule.com/MCULE-5892396720/

PubMed

Title	Date	PubMed
The interaction of sympathomimetic pressor amines; inversion of the vonedrine pressor action by paredrine.	1946 Nov	20274504
Studies of methylhexaneamine in supplements and geranium oil.	2011 Nov-Dec	22147493
Cytochrome P450 2D6 and 3A4 enzyme inhibition by amine stimulants in dietary supplements.	2016 Mar-Apr	26360628

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:21:53 GMT 2023` Edited by `admin` on `Fri Dec 15 15:21:53 GMT 2023`
Record UNII	7D4542I59V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENPROMETHAMINE

Official Name

English

N-METHYL-2-PHENYLPROPYLAMINE

Systematic Name

English

PHENETHYLAMINE, N,.BETA.-DIMETHYL-

Systematic Name

English

BENZENEETHANAMINE, N,.BETA.-DIMETHYL-

Systematic Name

English

PHENPROMETHAMINE [MART.]

Common Name

English

phenpromethamine [INN]

Common Name

English

(±)-1-METHYLAMINO-2-PHENYLPROPANE

Systematic Name

English

1-METHYLAMINO-2-METHYL-2-PHENYLETHANE

Systematic Name

English

DL-N-METHYL-2-PHENYLPROPYLAMINE

Common Name

English

1-METHYLAMINO-2-PHENYLPROPANE

Systematic Name

English

DL-N,.BETA.-DIMETHYLBENZENEETHANAMINE

Common Name

English

PHENYLPROPYLMETHYLAMINE [MI]

Common Name

English

VONEDRINE

Brand Name

English

N,.BETA.-DIMETHYLBENZENEETHANAMINE

Systematic Name

English

N,.BETA.-DIMETHYLPHENETHYLAMINE

Systematic Name

English

Code System Code Type Description

FDA UNII

7D4542I59V