A0980

AM281

≥98% (HPLC)

• Synonym(s): 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-1H-pyrazole-3-carboxamide, AM 281
• Empirical Formula (Hill Notation): C₂₁H₁₉Cl₂IN₄O₂
• CAS Number: 202463-68-1
• Molecular Weight: 557.21
• NACRES: NA.77
• PubChem Substance ID: 24724384
• UNSPSC Code: 12352200
• MDL number: MFCD01861180
• Assay: ≥98% (HPLC)
• Form: powder
• Storage condition: desiccated

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white
• solubility: DMSO: >6 mg/mL, H₂O: insoluble
• storage temp.: 2-8°C
• SMILES string: Cc1c(nn(-c2ccc(Cl)cc2Cl)c1-c3ccc(I)cc3)C(=O)NN4CCOCC4
• InChI: 1S/C21H19Cl2IN4O2/c1-13-19(21(29)26-27-8-10-30-11-9-27)25-28(18-7-4-15(22)12-17(18)23)20(13)14-2-5-16(24)6-3-14/h2-7,12H,8-11H2,1H3,(H,26,29)
• InChI key: AJFFBPZYXRNAIC-UHFFFAOYSA-N
• Gene Information: rat ... Cnr1(25248)

Description

Application

AM281 has been used as a cannabinoid 1 receptor antagonist:

• to study its effects on memory deficit following naloxone-precipitated morphine withdrawal in mice[1]
• to study the role of CB1 receptor system in modulating acetaldehyde-induced effects in rats during the extinction-, relapse-, and conflict-experiments[2]
• to study its effect on scopolamine-induced memory deficit using object recognition paradigm[3]
• to block synthetic cannabinoid (HU210)-induced analgesia in the ventrolateral orbital cortex (VLO) to evaluate the effect of CB1 receptors on the VLO modulation of pain[4]

Biochem/physiol Actions

AM281 is less lipophilic compared to its analog SR 141716A, a cannabinoid receptor antagonist. AM281 may prevent memory deficit post morphine withdrawal by inhibiting cannabinoid receptors in mice.[1]

Potent and selective CB₁ cannabinoid receptor antagonist/inverse agonist

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: GHS06
• signalword: Danger
• hcodes: H300,H315,H319,H335
• pcodes: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges