SML3093

2′-MeCCPA

≥98% (HPLC)

• Synonym(s): 2′-Me-CCPA, 2-Chloro-2′-C-methyl-N6-cyclopentyladenosine, 2-Chloro-N-cyclopentyl-2′-C-methyladenosine
• Empirical Formula (Hill Notation): C₁₆H₂₂ClN₅O₄
• CAS Number: 205171-12-6
• Molecular Weight: 383.83
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: Clc1nc2[n](cnc2c(n1)NC4CCCC4)C3OC(C(C3(O)C)O)CO
• InChI: 1S/C16H22ClN5O4/c1-16(25)11(24)9(6-23)26-14(16)22-7-18-10-12(19-8-4-2-3-5-8)20-15(17)21-13(10)22/h7-9,11,14,23-25H,2-6H2,1H3,(H,19,20,21)
• InChI key: MMPAUXMIDJWGFO-UHFFFAOYSA-N

Description

Biochem/physiol Actions

2′-MeCCPA is a potent and A1-selective adenosine receptor agonist (Ki = 1.8 nM/bovine A1, 3.9 μM/bovine A2a, 5.0 μM/rat A3). 2′-MeCCPA inhibits 100 μM forskolin-induced adenylate cyclase activity in rat cortical membrane preparations (IC50 = 13.1 nM; ECmax = 15.1% inhibition) without antagonist potency against A1 agonist CHA (N6-cyclohexyladenosine).

Potent and A1-selective adenosine receptor agonist with no antagonist potency.

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable