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Details

Stereochemistry RACEMIC
Molecular Formula 2C10H15NO.H2O4S
Molecular Weight 428.543
Optical Activity ( + / - )
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHOLEDRINE SULFATE

SMILES

OS(O)(=O)=O.CNC(C)CC1=CC=C(O)C=C1.CNC(C)CC2=CC=C(O)C=C2

InChI

InChIKey=WUORSSYNZWHFQY-UHFFFAOYSA-N
InChI=1S/2C10H15NO.H2O4S/c2*1-8(11-2)7-9-3-5-10(12)6-4-9;1-5(2,3)4/h2*3-6,8,11-12H,7H2,1-2H3;(H2,1,2,3,4)

HIDE SMILES / InChI

Molecular Formula H2O4S
Molecular Weight 98.078
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 Fri Dec 15 15:09:01 GMT 2023
Edited
by admin
on Fri Dec 15 15:09:01 GMT 2023
Record UNII
WB6LNL73BR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHOLEDRINE SULFATE
MART.   MI   WHO-DD  
Common Name English
4-(2-METHYLAMINOPROPYL)PHENOL SULFATE
Systematic Name English
(±)-4-HYDROXYMETHAMPHETAMINE SULFATE
Common Name English
PHENOL, 4-(2-(METHYLAMINO)PROPYL)-, SULFATE (2:1) (SALT)
Common Name English
1-(4-HYDROXYPHENYL)-2-(METHYLAMINO)PROPANE SULFATE
Systematic Name English
Pholedrine sulfate [WHO-DD]
Common Name English
PHOLEDRINE SULFATE [MART.]
Common Name English
PHOLEDRINE SULPHATE
Common Name English
PHENOL, 4-(2-(METHYLAMINO)PROPYL)-, SULFATE (2:1)
Systematic Name English
PHENOL, P-(2-(METHYLAMINO)PROPYL)-, SULFATE (2:1) (SALT)
Common Name English
P-HYDROXY-N-METHYLAMPHETAMINE HYDROGEN SULFATE
Common Name English
PHOLEDRINE SULFATE [MI]
Common Name English
PHOLEDRINE SULFATE (2:1)
Common Name English
PAREDRINOL
Common Name English
VERITOL SULFATE
Common Name English
NSC-96983
Code English
PHOLEDRINIUM SULFATE
Common Name English
Code System Code Type Description
CAS
37718-01-7
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
SUPERSEDED
PUBCHEM
93020
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
SMS_ID
100000085301
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
MERCK INDEX
m8712
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY Merck Index
CAS
6114-26-7
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
ECHA (EC/EINECS)
228-083-0
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
RXCUI
236644
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY RxNorm
CAS
953-38-8
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
SUPERSEDED
FDA UNII
WB6LNL73BR
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
EVMPD
SUB03790MIG
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
NSC
96983
Created by admin on Fri Dec 15 15:09:01 GMT 2023 , Edited by admin on Fri Dec 15 15:09:01 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY