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Details

Stereochemistry ACHIRAL
Molecular Formula C24H28N2O3
Molecular Weight 392.4907
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADL-5747 FREE BASE

SMILES

CCN(CC)C(=O)C1=CC=C(C(O)=C1)C2=CC3(CCNCC3)OC4=C2C=CC=C4

InChI

InChIKey=ALGHKWSXJUQNJJ-UHFFFAOYSA-N
InChI=1S/C24H28N2O3/c1-3-26(4-2)23(28)17-9-10-18(21(27)15-17)20-16-24(11-13-25-14-12-24)29-22-8-6-5-7-19(20)22/h5-10,15-16,25,27H,3-4,11-14H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C24H28N2O3
Molecular Weight 392.4907
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Adolor Corporation and Pfizer were developing an orally available and selective opioid delta (δ) receptor agonist, ADL 5747 (also known as PF 04856881), for the treatment of pain. ADL-5747 showed efficient pain-reducing properties in the two preclinical models of chronic pain. Their effects were mediated by δ-opioid receptors, with a main contribution of receptors expressed on peripheral Nav1.8-positive neurons. ADL-5747 had been in phase II clinical trials for the treatment of pain. However, this studies on this drug candidate were discontinued in 2010.

Approval Year

PubMed

PubMed

TitleDatePubMed
Spirocyclic delta opioid receptor agonists for the treatment of pain: discovery of N,N-diethyl-3-hydroxy-4-(spiro[chromene-2,4'-piperidine]-4-yl) benzamide (ADL5747).
2009 Sep 24
Patents

Sample Use Guides

Postherpetic Neuralgia: ADL-5747 150 milligrams (mg) administered orally as 1 ADL5747 150-mg capsule and 1 placebo capsule twice daily (BID) for 14 days during 1 of 2 Treatment Periods.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:02:22 GMT 2023
Edited
by admin
on Sat Dec 16 08:02:22 GMT 2023
Record UNII
BRJ718SA03
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ADL-5747 FREE BASE
Common Name English
BENZAMIDE, N,N-DIETHYL-3-HYDROXY-4-SPIRO(2H-1-BENZOPYRAN-2,4'-PIPERIDIN)-4-YL-
Systematic Name English
Code System Code Type Description
CAS
850176-30-6
Created by admin on Sat Dec 16 08:02:22 GMT 2023 , Edited by admin on Sat Dec 16 08:02:22 GMT 2023
PRIMARY
FDA UNII
BRJ718SA03
Created by admin on Sat Dec 16 08:02:22 GMT 2023 , Edited by admin on Sat Dec 16 08:02:22 GMT 2023
PRIMARY
PUBCHEM
11200189
Created by admin on Sat Dec 16 08:02:22 GMT 2023 , Edited by admin on Sat Dec 16 08:02:22 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY