U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H15NO
Molecular Weight 165.2322
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHOLEDRINE, (R)-

SMILES

CN[C@H](C)CC1=CC=C(O)C=C1

InChI

InChIKey=SBUQZKJEOOQSBV-MRVPVSSYSA-N
InChI=1S/C10H15NO/c1-8(11-2)7-9-3-5-10(12)6-4-9/h3-6,8,11-12H,7H2,1-2H3/t8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H15NO
Molecular Weight 165.2322
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
New meconium biomarkers of prenatal methamphetamine exposure increase identification of affected neonates.
2010-05
Determination of 4-hydroxy-3-methoxymethamphetamine as a metabolite of methamphetamine in rats and human liver microsomes using gas chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry.
2009-06
Studies on distribution of para-methoxymethamphetamine (PMMA) designer drug in rats using gas chromatography-mass spectrometry.
2009-04
Novel biomarkers of prenatal methamphetamine exposure in human meconium.
2009-02
Development and validation of a liquid chromatography-atmospheric pressure chemical ionization-tandem mass spectrometry method for simultaneous analysis of 10 amphetamine-, methamphetamine- and 3,4-methylenedioxymethamphetamine-related (MDMA) analytes in human meconium.
2008-05-15
Analysis of amphetamine-type stimulants and their metabolites in plasma, urine and bile by liquid chromatography with a strong cation-exchange column-tandem mass spectrometry.
2008-05-01
Chronic experimental diabetes accelerates urinary elimination of deprenyl and its metabolites.
2008-01-10
Cation-selective exhaustive injection and sweeping MEKC for direct analysis of methamphetamine and its metabolites in urine.
2006-12
Quantitative determination of total methamphetamine and active metabolites in rat tissue by liquid chromatography with tandem mass spectrometric detection.
2006-11-22
Direct determination of p-hydroxymethamphetamine glucuronide in human urine by high-performance liquid chromatography.
2006-04
Direct determination of glucuronide and sulfate of p-hydroxymethamphetamine in methamphetamine users' urine.
2006-01-02
Fluorescence analysis of p-hydroxymethamphetamine in urine by thin-layer chromatography.
2005-09
A study of the metabolism of methamphetamine and 4-bromo-2,5-dimethoxyphenethylamine (2C-B) in isolated rat hepatocytes.
2005-03-10
Identification of human cytochrome P450 2D6 as major enzyme involved in the O-demethylation of the designer drug p-methoxymethamphetamine.
2004-04
Simultaneous chiral determination of methamphetamine and its metabolites in urine by capillary electrophoresis-mass spectrometry.
2003-06
Screening for and validated quantification of amphetamines and of amphetamine- and piperazine-derived designer drugs in human blood plasma by gas chromatography/mass spectrometry.
2003-06
Analysis of methamphetamine and its metabolites in hair.
2003-04-30
Determination of methamphetamine and its metabolites incorporated in hair by column-switching liquid chromatography-mass spectrometry.
2003-03
Identification and synthesis of some contaminants present in 4-methoxyamphetamine (PMA) prepared by the Leuckart method.
2002-06-25
Substance Class Chemical
Created
by admin
on Mon Mar 31 23:43:29 GMT 2025
Edited
by admin
on Mon Mar 31 23:43:29 GMT 2025
Record UNII
LWN6403F3Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHOLEDRINE, (R)-
Common Name English
J444.163J
Preferred Name English
P-HYDROXYMETHAMPHETAMINE, (R)-
Common Name English
PHENOL, 4-(2-(METHYLAMINO)PROPYL)-, (R)-
Common Name English
4-((2R)-2-(METHYLAMINO)PROPYL)PHENOL
Systematic Name English
(R)-P-HYDROXYMETHAMPHETAMINE
Common Name English
PHENOL, 4-((2R)-2-(METHYLAMINO)PROPYL)-
Systematic Name English
L-P-HYDROXYMETHAMPHETAMINE
Common Name English
(R)-(-)-P-HYDROXYMETHAMPHETAMINE
Common Name English
Code System Code Type Description
PUBCHEM
12314173
Created by admin on Mon Mar 31 23:43:29 GMT 2025 , Edited by admin on Mon Mar 31 23:43:29 GMT 2025
PRIMARY
CAS
118138-55-9
Created by admin on Mon Mar 31 23:43:29 GMT 2025 , Edited by admin on Mon Mar 31 23:43:29 GMT 2025
PRIMARY
FDA UNII
LWN6403F3Z
Created by admin on Mon Mar 31 23:43:29 GMT 2025 , Edited by admin on Mon Mar 31 23:43:29 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER