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Details

Stereochemistry ACHIRAL
Molecular Formula C23H22N2O2
Molecular Weight 358.4338
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PB-22

SMILES

CCCCCn1cc(c2ccccc21)C(=O)Oc3cccc4cccnc43

InChI

InChIKey=ZAVGICCEAOUWFM-UHFFFAOYSA-N
InChI=1S/C23H22N2O2/c1-2-3-6-15-25-16-19(18-11-4-5-12-20(18)25)23(26)27-21-13-7-9-17-10-8-14-24-22(17)21/h4-5,7-14,16H,2-3,6,15H2,1H3

HIDE SMILES / InChI

Molecular Formula C23H22N2O2
Molecular Weight 358.4338
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27632803

PB-22, a recreational “designer drugs”, is a cannabimimetic agent, it is a full agonist of cannabinoid receptors. PB-22 has an EC50 of 5.1 nM for human CB1 receptors, and 37 nM for human CB2 receptors. PB-22 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg, suggesting potent cannabinoid-like activity. PB-22 was designated as a Schedule I controlled substance in the United States.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
37.0 nM [EC50]
5.1 nM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Effects of bioisosteric fluorine in synthetic cannabinoid designer drugs JWH-018, AM-2201, UR-144, XLR-11, PB-22, 5F-PB-22, APICA, and STS-135.
2015 Aug 19
Patents

Patents

Sample Use Guides

PB-22 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg intraperitoneally
Route of Administration: Intraperitoneal
PB-22 revealed agonistic activity at human CB1 or CB2 receptors (CB1 EC50 = 5.1 nM; CB2 EC50 = 37 nM) in AtT20 neuroblastoma cells, stably transfected with human CB1 or CB2 receptors
Substance Class Chemical
Created
by admin
on Fri Jun 25 23:02:39 UTC 2021
Edited
by admin
on Fri Jun 25 23:02:39 UTC 2021
Record UNII
QM6J8F29FE
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PB-22
Code English
J3.283.188E
Code English
PB-22 (CANNABINOID)
Code English
QUPIC
Common Name English
DEA NO. 7222
Code English
1H-INDOLE-3-CARBOXYLIC ACID, 1-PENTYL-, 8-QUINOLINYL ESTER
Systematic Name English
Classification Tree Code System Code
DEA NO. 7222
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
Code System Code Type Description
CAS
1400742-17-7
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
PRIMARY
EPA CompTox
1400742-17-7
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
PRIMARY
FDA UNII
QM6J8F29FE
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
PRIMARY
WIKIPEDIA
PB-22
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
PRIMARY
PUBCHEM
71604304
Created by admin on Fri Jun 25 23:02:39 UTC 2021 , Edited by admin on Fri Jun 25 23:02:39 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Mouse AtT-20 neuroblastoma cells stably transfected with human CB1
EC50
TARGET -> AGONIST
Mouse AtT-20 neuroblastoma cells stably transfected with human CB2
EC50
Related Record Type Details
ACTIVE MOIETY