M1438

(±)-2-Methylarachidonoyl-2′-fluoroethylamide

≥95%, ethanol solution

• Synonym(s): O-689, 2-Methyl-2′-fluoro AEA, Fluoromethanandamide
• Empirical Formula (Hill Notation): C₂₃H₃₈NOF
• CAS Number: 166100-39-6
• Molecular Weight: 363.55
• EC Number: 200-578-6
• MDL number: MFCD01862615
• PubChem Substance ID: 329817878
• NACRES: NA.32

Properties

• Quality Level: 200
• assay: ≥95%
• form: ethanol solution
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCC(C)C(=O)NCCF
• InChI: 1S/C23H38FNO/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(2)23(26)25-21-20-24/h7-8,10-11,13-14,16-17,22H,3-6,9,12,15,18-21H2,1-2H3,(H,25,26)/b8-7-,11-10-,14-13-,17-16-
• InChI key: HMMNZALKMVCHHZ-ZKWNWVNESA-N

Description

Biochem/physiol Actions

An analog of arachidonylethanolamide (anandamide) that is a potent, selective CB₁ cannabinoid receptor agonist. The methyl group at the C-2 position of arachidonic acid gives the compound enhanced metabolic stability. It can fully substitute for Δ⁹-THC in animal self-administration tests.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. M1438.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225 - H319
• Precautionary Statements: P210 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 57.2 °F - closed cup
• Flash Point(C): 14 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves