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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO4.ClH
Molecular Weight 365.851
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-NALOXOL HYDROCHLORIDE

SMILES

Cl.O[C@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC=C)[C@H]1O5

InChI

InChIKey=VFEZXRHXAKHILC-NINXOWEVSA-N
InChI=1S/C19H23NO4.ClH/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11;/h2-4,13-14,17,21-23H,1,5-10H2;1H/t13-,14+,17-,18-,19+;/m0./s1

HIDE SMILES / InChI

Description

6-alpha-Naloxol is active metabolite of naloxone. 6-alpha-Naloxol was shown to be neutral antagonist at the mu receptor in vitro, with no affect on cAMP levels or GTPitalic gammaS binding, regardless of morphine pretreatment. It elicits withdrawal behaviour and conditioned place aversion in morphine pretreated rodents.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.63 nM [Ki]
2.1 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
rats: 0.05–100 mg/kg, s.c.
Route of Administration: Other
In Vitro Use Guide
Unknown