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Details

Stereochemistry RACEMIC
Molecular Formula C17H23NO.BrH
Molecular Weight 338.283
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RACEMORPHAN HYDROBROMIDE

SMILES

Br.CN1CC[C@]23CCCC[C@H]2[C@H]1CC4=CC=C(O)C=C34

InChI

InChIKey=WVFGKGPFQSEWON-DYWKTHLTSA-N
InChI=1S/C17H23NO.BrH/c1-18-9-8-17-7-3-2-4-14(17)16(18)10-12-5-6-13(19)11-15(12)17;/h5-6,11,14,16,19H,2-4,7-10H2,1H3;1H/t14-,16+,17+;/m0./s1

HIDE SMILES / InChI

Description

Racemorphan is racemic mixture of an antitussive and dissociative hallucinogen Dextrorphan and an opioid analgesic Levorphanol. Racemorphan itself is under international control per the Single Convention on Narcotic Drugs 1961 and is therefore listed as a Schedule II Narcotic controlled substance.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.3 nM [Ki]
0.13 nM [Ki]
4.2 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct

Cmax

ValueDoseCo-administeredAnalytePopulation
236 ng/mL
50 mg/kg single, oral
PROFENAMINE plasma
Rattus norvegicus

AUC

ValueDoseCo-administeredAnalytePopulation
2685 ng × h/mL
50 mg/kg single, oral
PROFENAMINE plasma
Rattus norvegicus

T1/2

ValueDoseCo-administeredAnalytePopulation
26.1 h
50 mg/kg single, oral
PROFENAMINE plasma
Rattus norvegicus

Funbound

ValueDoseCo-administeredAnalytePopulation
7%
50 mg/kg single, oral
PROFENAMINE plasma
Rattus norvegicus

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
The usual recommended starting dose of Levorphanol for oral administration is 2 mg.
Route of Administration: Oral
In Vitro Use Guide
Unknown