PB-22

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 Search

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25921407
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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cannabinoid CB2 receptor 65 Target ID: CHEMBL253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25921407	Agonist 2456		37.0 nM [EC50]
Cannabinoid CB1 receptor 80 Target ID: CHEMBL218 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25921407	Agonist 2456		5.1 nM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown

PubMed

Title	Date	PubMed
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	25921407

Patents

Sample Use Guides

In Vivo Use Guide

PB-22 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg intraperitoneally

Route of Administration: Intraperitoneal

In Vitro Use Guide

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