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Details

Stereochemistry ACHIRAL
Molecular Formula C20H20INO
Molecular Weight 417.2841
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AM-679 (CANNABINOID)

SMILES

CCCCCn1cc(c2ccccc21)C(=O)c3ccccc3I

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 417.2841
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/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

Curator's Comment:: Cannabinoid receptor CB1 agonist

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
5-Lipoxygenase-activating protein inhibitors. Part 2: 3-{5-((S)-1-Acetyl-2,3-dihydro-1H-indol-2-ylmethoxy)-3-tert-butylsulfanyl-1-[4-(5-methoxy-pyrimidin-2-yl)-benzyl]-1H-indol-2-yl}-2,2-dimethyl-propionic acid (AM679)--a potent FLAP inhibitor.
2010 Jan 1
Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary.
2012 Jan 10
Patents

Patents

Sample Use Guides

Mice: topical, 60 ng AM679 in 2 ul sterile saline
Route of Administration: Topical
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 Jun 26 13:00:17 UTC 2021
Edited
by admin
on Sat Jun 26 13:00:17 UTC 2021
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
Created by admin on Sat Jun 26 13:00:17 UTC 2021 , Edited by admin on Sat Jun 26 13:00:17 UTC 2021
PRIMARY
CAS
335160-91-3
Created by admin on Sat Jun 26 13:00:17 UTC 2021 , Edited by admin on Sat Jun 26 13:00:17 UTC 2021
PRIMARY
WIKIPEDIA
AM-679 (CANNABINOID)
Created by admin on Sat Jun 26 13:00:17 UTC 2021 , Edited by admin on Sat Jun 26 13:00:17 UTC 2021
PRIMARY
FDA UNII
61TFT4BO1C
Created by admin on Sat Jun 26 13:00:17 UTC 2021 , Edited by admin on Sat Jun 26 13:00:17 UTC 2021
PRIMARY
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ACTIVE MOIETY