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SML3093

2′-MeCCPA

≥98% (HPLC)

Synonym(s):

2′-Me-CCPA, 2-Chloro-2′-C-methyl-N6-cyclopentyladenosine, 2-Chloro-N-cyclopentyl-2′-C-methyladenosine

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About This Item

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
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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

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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