C7938

2-Chloro-N⁶-cyclopentyladenosine

adenosine receptor agonist

• Synonym(e): CCPA
• Empirische Formel (Hill-System): C₁₅H₂₀ClN₅O₄
• CAS-Nummer: 37739-05-2
• Molekulargewicht: 369.80
• NACRES: NA.51
• PubChem Substance ID: 24892583
• UNSPSC Code: 41106305
• MDL number: MFCD00078574
• eCl@ss: 32119108
• Assay: ≥98% (TLC)
• Form: powder
• Solubility: methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
• Storage temp.: 2-8°C

Eigenschaften

• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• solubility: methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
• storage temp.: 2-8°C
• SMILES string: OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCC4)nc(Cl)nc23
• InChI: 1S/C15H20ClN5O4/c16-15-19-12(18-7-3-1-2-4-7)9-13(20-15)21(6-17-9)14-11(24)10(23)8(5-22)25-14/h6-8,10-11,14,22-24H,1-5H2,(H,18,19,20)/t8-,10-,11-,14-/m1/s1
• InChI key: XSMYYYQVWPZWIZ-IDTAVKCVSA-N
• Gene Information: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140) ; rat ... Adora1(29290), Adora2a(25369), Adora3(25370)

Beschreibung

Application

2-Chloro-N6-cyclopentyladenosine (CCPA) may be used as an A1 adenosine receptor agonist with high selectivity. CCPA is often used with other adenosine receptor agonists and antagonist to resolve A(1), A(2A) and A(3) receptor functions. These include DPCPX (A(1) receptor antagonist), 4-(2-[7-amino-2-(2-furyl)[1,2,4]triazolo[2,3-α][1,3,5]triazin-5-ylamino]ethyl)phenol (A(2A) receptor antagonist), and 4-[2-[[6-amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid hydrochloride (A(2A) receptor agonist), and Cl-IB-MECA, (A(3)) receptor agonist).

Biochem/physiol Actions

A₁ adenosine receptor agonist with high selectivity: reportedly 10,000-fold for A₁ over A₂ receptors.

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• PSA (Persönliche Schutzausrüstung): Eyeshields, Gloves, type N95 (US)