AM-679 (CANNABINOID)

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H20INO
Molecular Weight	417.2834
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCN1C=C(C(=O)C2=CC=CC=C2I)C3=C1C=CC=C3

InChI

InChIKey=GAJBHYUAJOTAEW-UHFFFAOYSA-N

InChI=1S/C20H20INO/c1-2-3-8-13-22-14-17(15-9-5-7-12-19(15)22)20(23)16-10-4-6-11-18(16)21/h4-7,9-12,14H,2-3,8,13H2,1H3

HIDE SMILES / InChI

Molecular Formula	C20H20INO
Molecular Weight	417.2834
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/19914828 | http://www.google.com/patents/US6900236
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19759251

AM-679 is a drug that acts as a moderately potent agonist for the cannabinoid receptors. AM-679 is a 5-lipoxygenase-activating protein inhibitor. AM-679, found in Italy for the first time, but also identified during a seizure made by Hungarian authorities, almost concurrent with the Italian seizure.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
5-lipoxygenase activating protein 7 Target ID: CHEMBL4550 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19914828	Inhibitor 8297	2.2 nM [IC50]
leukotriene B4 biosynthetic process 7 Target ID: GO:0097251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19914828	Inhibitor 8297	154.0 nM [IC50]
leukotriene biosynthetic process 5 Target ID: GO:0019370 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19759251	Inhibitor 8297
Cannabinoid CB1 receptor 85 Target ID: CHEMBL218 Sources: http://www.google.com/patents/US6900236	Agonist 2678	13.5 nM [Ki]
Cannabinoid CB2 receptor 71 Target ID: CHEMBL253 Sources: http://www.google.com/patents/US6900236	Agonist 2678	49.5 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Respiratory syncytial virus infection 4 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19759251	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Mice: topical, 60 ng AM679 in 2 ul sterile saline

Route of Administration: Topical

In Vitro Use Guide

AM-679 inhibits FLAP, as demonstrated in an in vitro human FLAP membrane binding assay with a 50% inhibitory concentration (IC50) of 2 nM and when assayed as an inhibitor of ex vivo ionophore-challenged mouse and human blood LTB4 synthesis with IC50s of 55 nM and 154 nM, respectively.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:25:47 UTC 2023` Edited by `admin` on `Sat Dec 16 10:25:47 UTC 2023`
Record UNII	61TFT4BO1C
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

AM-679 (CANNABINOID)

Code

English

AM679

Code

English

1-PENTYL-3-(2-IODOBENZOYL)INDOLE

Systematic Name

English

METHANONE, (2-IODOPHENYL)(1-PENTYL-1H-INDOL-3-YL)-

Systematic Name

English

(2-IODOPHENYL)(1-PENTYL-1H-INDOL-3-YL)METHANONE

Systematic Name

English

Code System Code Type Description

PUBCHEM

57458891