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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H29NO2.C10H8O3S
Molecular Weight 547.705
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOPROPOXYPHENE NAPSYLATE ANHYDROUS

SMILES

OS(=O)(=O)C1=CC2=C(C=CC=C2)C=C1.CCC(=O)O[C@](CC3=CC=CC=C3)([C@@H](C)CN(C)C)C4=CC=CC=C4

InChI

InChIKey=VZPXFHVJUUSVLH-VNJAQMQMSA-N
InChI=1S/C22H29NO2.C10H8O3S/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h6-15,18H,5,16-17H2,1-4H3;1-7H,(H,11,12,13)/t18-,22+;/m0./s1

HIDE SMILES / InChI
LEVOPROPOXYPHENE is an antitussive drug, one of enantiomer of propoxyphene. Pdropoxyphene is an analgesic in the opioid category, patented in 1955 and manufactured by Eli Lilly and Company. Pdropoxyphene is intended to treat mild pain and also has antitussive (cough suppressant) and local anaesthetic effects.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
NOVRAD

Approved Use

Unknown

Launch Date

1962
Doses

Doses

DosePopulationAdverse events​
100 mg 6 times / day multiple, oral
Highest studied dose
Dose: 100 mg, 6 times / day
Route: oral
Route: multiple
Dose: 100 mg, 6 times / day
Sources:
unhealthy, adult
n = 50
Health Status: unhealthy
Condition: nonproductive cough
Age Group: adult
Sex: M+F
Population Size: 50
Sources:
Disc. AE: Nausea...
AEs leading to
discontinuation/dose reduction:
Nausea
Sources:
AEs

AEs

AESignificanceDosePopulation
Nausea Disc. AE
100 mg 6 times / day multiple, oral
Highest studied dose
Dose: 100 mg, 6 times / day
Route: oral
Route: multiple
Dose: 100 mg, 6 times / day
Sources:
unhealthy, adult
n = 50
Health Status: unhealthy
Condition: nonproductive cough
Age Group: adult
Sex: M+F
Population Size: 50
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [Activation >10 uM]
no [Activation >10 uM]
no [Activation >10 uM]
yes [Activation 5.01187 uM]
yes [Activation 7.94328 uM]
PubMed

PubMed

TitleDatePubMed
[POISONING BY INGESTION OF AN EXCESSIVE DOSE OF LEVOPROPOXYPHENE (LETUSIN)].
1964
Patents

Patents

Sample Use Guides

The disposition of propoxyphene and its major biotransformation product norpropoxyphene was studied in normal subjects following a single 130 mg oral dose.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
LEVOPROPOXYPHENE NAPSYLATE ANHYDROUS
ORANGE BOOK  
Common Name English
2-NAPHTHALENESULFONIC ACID COMPOUND WITH (-)-.ALPHA.-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYLPHENETHYL PROPIONATE (1:1)
Systematic Name English
LEVOPROPOXYPHENE NAPSYLATE, ANHYDROUS
Common Name English
BENZENEETHANOL, .ALPHA.-(2-(DIMETHYLAMINO)-1-METHYLETHYL)-.ALPHA.-PHENYL-, PROPANOATE (ESTER), (R-(R*,S*))-, COMPD. WITH 2-NAPHTHALENESULFONIC ACID (1:1)
Common Name English
LEVOPROPOXYPHENE 2-NAPHTHALENESULFONATE [MI]
Common Name English
LEVOPROPOXYPHENE 2-NAPHTHALENESULFONATE
MI  
Common Name English
LEVOPROPOXYPHENE NAPSYLATE ANHYDROUS [ORANGE BOOK]
Common Name English
LEVOPROPOXYPHENE NAPSILATE ANHYDROUS
Common Name English
NOVRAD
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C66917
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
Code System Code Type Description
FDA UNII
W7DQT6KY5S
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-209-1
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
PUBCHEM
6604497
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
DRUG BANK
DBSALT001392
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
MERCK INDEX
m6793
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL1738990
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
NCI_THESAURUS
C90775
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID8045563
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY
CAS
5714-90-9
Created by admin on Fri Dec 15 15:07:30 GMT 2023 , Edited by admin on Fri Dec 15 15:07:30 GMT 2023
PRIMARY