SML0327

AM630

≥90% (HPLC)

• Synonym(s): 6-Iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)methanone, AM 630, Iodopravadoline
• Empirical Formula (Hill Notation): C₂₃H₂₅IN₂O₃
• CAS Number: 164178-33-0
• Molecular Weight: 504.36
• MDL number: MFCD01861183
• PubChem Substance ID: 329825332
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥90% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: COc1ccc(cc1)C(=O)c2c(C)n(CCN3CCOCC3)c4cc(I)ccc24
• InChI: 1S/C23H25IN2O3/c1-16-22(23(27)17-3-6-19(28-2)7-4-17)20-8-5-18(24)15-21(20)26(16)10-9-25-11-13-29-14-12-25/h3-8,15H,9-14H2,1-2H3
• InChI key: JHOTYHDSLIUKCJ-UHFFFAOYSA-N

Description

Application

AM630 has been used:

• as a cannabinoid 2(CB2) inhibitor to study the analgesic effect exerted by polysaccharopeptide from Trametes versicolor (TPSP).
• as a CB2 antagonist along with β-caryophyllene (BCP) to study its effects on re-epithilialization of fibroblast cells.
• as a CB2 antagonist to study its interaction with 17-β-estradiol in primary human osteoblasts.

Biochem/physiol Actions

AM630 is a selective CB2 cannabinoid antagonist/inverse agonist (Ki = 31.2 nM) with > 150-fold selectivity over CB1 receptors.

AM630 is an aminoalkylindole and acts as a competitive antagonist of CP 55,940 and WIN 55,212-2. It also behaves as a competitive antagonist of anandamide and (R)-(+)-arachidonyl-1′-hydroxy-2′-propylamide (AM356).

Features and Benefits

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS09
• Signal Word: Warning
• Hazard Statements: H410
• Precautionary Statements: P273 - P391 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable