LY-2183240

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H17N5O
Molecular Weight	307.3498
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LY-2183240

Structure Search

SMILES

CN(C)C(=O)N1N=NN=C1CC2=CC=C(C=C2)C3=CC=CC=C3

InChI

InChIKey=GZNIYOXWFCDBBJ-UHFFFAOYSA-N

InChI=1S/C17H17N5O/c1-21(2)17(23)22-16(18-19-20-22)12-13-8-10-15(11-9-13)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C17H17N5O
Molecular Weight	307.3498
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Targets

Primary Target	Pharmacology	Condition	Potency
Anandamide amidohydrolase 26 Target ID: CHEMBL2243 Sources: https://www.ncbi.nlm.nih.gov/pubmed/21764305	Inhibitor 8297		12.0 nM [IC50]
Monoglyceride lipase 8 Target ID: CHEMBL4191 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19583260	Inhibitor 8297		54.4 nM [IC50]

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:20:50 GMT 2023` Edited by `admin` on `Sat Dec 16 10:20:50 GMT 2023`
Record UNII	2WBU91OKM7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LY-2183240

Common Name

English

5-(BIPHENYL-4-YLMETHYL)-N,N-DIMETHYL-1H-TETRAZOLE-1-CARBOXAMIDE

Systematic Name

English

1H-TETRAZOLE-1-CARBOXAMIDE, 5-((1,1'-BIPHENYL)-4-YLMETHYL)-N,N-DIMETHYL-

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-LY-2183240

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

Code System Code Type Description

WIKIPEDIA

LY-2183240

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

LY-2183240 is a drug which acts both as a potent inhibitor of the reuptake of the endocannabinoid anandamide and as an inhibitor of fatty acid amide hydrolase (FAAH), the primary enzyme responsible for degrading anandamide. This leads to markedly elevated anandamide levels in the brain, and LY-2183240 has been shown to produce both analgesic and anxiolytic effects in animal models. While LY-2183240 is a potent inhibitor of FAAH, it has relatively poor selectivity and also inhibits several other enzyme side targets. Consequently, it was never developed for clinical use, though it remains widely used in research, and has also been sold as a designer drug.

CAS

874902-19-9

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

EPA CompTox

DTXSID001024706

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

PUBCHEM

11507802

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

FDA UNII

2WBU91OKM7

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

MANUFACTURER PRODUCT INFORMATION

LY-2183240

Created by admin on Sat Dec 16 10:20:50 GMT 2023 , Edited by admin on Sat Dec 16 10:20:50 GMT 2023

PRIMARY

Novel and highly potent blocker of anandamide uptake (IC50 = 270 pM). Inhibits fatty acid amide hydrolase (FAAH) activity (IC50 = 12.4 nM). Following i.p. administration in rats, increases brain anandamide concentration and exerts antinociceptive effects in formalin model of pain.

Related Record Type Details


					E747F394ZQ

FATTY-ACID AMIDE HYDROLASE 1

TARGET -> INHIBITOR

Related Record Type Details


					2WBU91OKM7

ACTIVE MOIETY