C5134

2-Chloroadenosine

• Synonym(s): 2-CADO, 6-Amino-2-chloropurine riboside
• Empirical Formula (Hill Notation): C₁₀H₁₂ClN₅O₄
• CAS Number: 146-77-0
• Molecular Weight: 301.69
• Beilstein/REAXYS Number: 43957
• EC Number: 205-678-3
• MDL number: MFCD00005734
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277688
• NACRES: NA.77

Properties

• form: powder
• SMILES string: Nc1nc(Cl)nc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
• InChI: 1S/C10H12ClN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6-,9-/m1/s1
• InChI key: BIXYYZIIJIXVFW-UUOKFMHZSA-N
• Gene Information: human ... ADORA1(134) , ADORA3(140) ; rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

Description

Application

2-Chloroadenosine has been used:

• as an agonist of adenosine receptors (A1R) in dorsal hippocampus (DH) and ventral hippocampus (VH) of mice
• as a component of artificial cerebrospinal fluid (aCSF) for electrophysiological experiments using hippocampal slices
• as an internal standard in solid phase extraction coupled with liquid chromatography-tandem mass spectrometry (XLC-MS/MS) for the quantification of certain metabolites from axonal lysates and dorsal root ganglia (DRG) neurons

Biochem/physiol Actions

2-Chloroadenosine is an analog of adenosine. It is an adenosine A1 receptor agonist. It might possess anti-oxidant property.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)