C7938

2-Chloro-N⁶-cyclopentyladenosine

adenosine receptor agonist

• Synonyma: CCPA
• Empirický vzorec (Hillův zápis): C₁₅H₂₀ClN₅O₄
• Číslo CAS: 37739-05-2
• Molekulová hmotnost: 369.80
• NACRES: NA.51
• PubChem Substance ID: 24892583
• UNSPSC Code: 41106305
• MDL number: MFCD00078574
• Assay: ≥98% (TLC)
• Form: powder
• Solubility: methanol: 19.60-20.40 mg/mL, clear, colorless to faintly yellow
• Storage temp.: 2-8°C

Vlastnosti

• 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)

Popis

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.

Bezpečnostní informace

• Skladovací třída: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)