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Details

Stereochemistry RACEMIC
Molecular Formula C10H15NO.CH2O2
Molecular Weight 211.2576
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Formic acid, compd. with 4-[2-(methylamino)propyl]phenol (1:1)

SMILES

OC=O.CNC(C)CC1=CC=C(O)C=C1

InChI

InChIKey=AVLACTMBYHUGEJ-UHFFFAOYSA-N
InChI=1S/C10H15NO.CH2O2/c1-8(11-2)7-9-3-5-10(12)6-4-9;2-1-3/h3-6,8,11-12H,7H2,1-2H3;1H,(H,2,3)

HIDE SMILES / InChI

Molecular Formula CH2O2
Molecular Weight 46.0254
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C10H15NO
Molecular Weight 165.2322
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Pholedrine is a hydroxymethylamphetamine. It is a sympathimimetric drug of low toxicity, which is of great value in conditions of hypotonia, collapse, and circulatory depression. Pholedrine was reported on in 1937 by several investigators, who described its vasopressor action in animals as more potent than that of ephedrine. The drug is grouped with hydroxyamphetamine because of its similarity in structure and hemodynamic pattern. Pholedrine, in small doses, potentiates epinephrine, but in large doses blocks its pressor effect. Pholedrine applied as eye-drops produces mydriasis that is greatly attenuated by guanethidine pretreatment and diminished in patients with postganglionic sympathetic nerve lesions. It might be used to diagnose Horner's syndrome.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
60.7 ng/mL
40 mg single, oral
dose: 40 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PHOLEDRINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Simultaneous determination of methamphetamine and its metabolites in monkey urine by gas chromatography/mass spectrometry with selected ion monitoring.
1989 Mar-Apr
Interactions of amphetamine analogs with human liver CYP2D6.
1997 Jun 1
LC-MS/MS analysis of pholedrine in a fatal intoxication case.
2003 Apr 23
Direct determination of p-hydroxymethamphetamine glucuronide in human urine by high-performance liquid chromatography.
2006 Apr
Urinary excretion of the main metabolites of methamphetamine, including p-hydroxymethamphetamine-sulfate and p-hydroxymethamphetamine-glucuronide, in humans and rats.
2006 Feb-Mar
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:20:45 UTC 2023
Edited
by admin
on Sat Dec 16 18:20:45 UTC 2023
Record UNII
6E6FED6X54
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Formic acid, compd. with 4-[2-(methylamino)propyl]phenol (1:1)
Systematic Name English
Phenol, 4-[2-(methylamino)propyl]-, formate (salt)
Systematic Name English
Formic acid, salt with p-(2-methylaminopropyl)phenol
Systematic Name English
Phenol, p-[2-(methylamino)propyl]-, formate
Systematic Name English
Formic acid, compd. with p-[2-(methylamino)propyl]phenol (1:1)
Systematic Name English
Formic acid, compd. with p-[2-(methylamino)propyl]phenol
Systematic Name English
Code System Code Type Description
PUBCHEM
56841970
Created by admin on Sat Dec 16 18:20:45 UTC 2023 , Edited by admin on Sat Dec 16 18:20:45 UTC 2023
PRIMARY
CAS
7640-29-1
Created by admin on Sat Dec 16 18:20:45 UTC 2023 , Edited by admin on Sat Dec 16 18:20:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID90997773
Created by admin on Sat Dec 16 18:20:45 UTC 2023 , Edited by admin on Sat Dec 16 18:20:45 UTC 2023
PRIMARY
FDA UNII
6E6FED6X54
Created by admin on Sat Dec 16 18:20:45 UTC 2023 , Edited by admin on Sat Dec 16 18:20:45 UTC 2023
PRIMARY