A6478

(R,S)-AM1241

≥98% (HPLC), solid

• Synonym(s): (R,S)-3-(2-Iodo-5-nitrobenzoyl)-1-(1-methyl-2-piperidinylmethyl)-1H-indole
• Empirical Formula (Hill Notation): C₂₂H₂₂IN₃O₃
• CAS Number: 444912-48-5
• Molecular Weight: 503.33
• NACRES: NA.77
• PubChem Substance ID: 24891092
• UNSPSC Code: 12352200
• MDL number: MFCD11045986
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• drug control: regulated under CDSA - not available from Sigma-Aldrich Canada
• color: yellow
• solubility: DMSO: ~18 mg/mL at 60 °C
• SMILES string: CN1CCCCC1Cn2cc(C(=O)c3cc(ccc3I)[N+]([O-])=O)c4ccccc24
• InChI: 1S/C22H22IN3O3/c1-24-11-5-4-6-16(24)13-25-14-19(17-7-2-3-8-21(17)25)22(27)18-12-15(26(28)29)9-10-20(18)23/h2-3,7-10,12,14,16H,4-6,11,13H2,1H3
• InChI key: ZUHIXXCLLBMBDW-UHFFFAOYSA-N

Description

Application

(R,S)-AM1241 has been used as a cannabinoid CB2 agonist:

• to study its inhibitory effect on bone cancer-induced pain and bone loss
• to study the effect of its interaction with 17βestradiol on proliferation activity in primary human osteoblasts
• to evaluate the sites of CB2 mediated antinociception in vivo.

Biochem/physiol Actions

Selective CB₂ cannabinoid receptor agonist

AM1241 acts as an antinociceptive agent in several animal pain models. It has a potential to delay disease progression in amyotrophic lateral sclerosis (ALS) mouse model. Intrathecal, intravenous or intraperitoneal administration of AM1241 reduces hyperalgesia and allodynia in neuropathic rats.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Codes: H315,H319,H334,H335
• Precautionary Statements: P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Faceshields, Gloves