103626-26-2

Basic information

• Product Name: N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine
• Synonyms: (±)-5'-Chloro-5'-deoxy-ENBA;N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine;(±)-51-Chloro-51-deoxy-ENBA;)-5'-Chloro-5'-deoxy-ENBA;(2R,3R,4S,5S)-2-[6-(3-bicyclo[2.2.1]heptanylamino)purin-9-yl]-5-(chloromethyl)oxolane-3,4-diol
• CAS NO: 103626-26-2
• Molecular Formula: C17H22CIN5O3
• Molecular Weight: 379.84
• Mol File: 103626-26-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Store at +4°C
• Solubility: <37.98mg/ml in DMSO; <37.98mg/ml in ethanol
• CAS DataBase Reference: N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine(103626-26-2)
• EPA Substance Registry System: N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine(103626-26-2)

Safety Data

• Hazardous Substances Data: 103626-26-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-Bicyclo[2.2.1]hept-2-yl-5'-chloro-5'-deoxyadenosine is used as a selective adenosine A1-R agonist for the development of treatments for neuropathic pain symptoms. Its ability to selectively activate the adenosine A1 receptor may provide a targeted approach to managing neuropathic pain, offering a potential alternative to conventional pain management therapies.

Upstream product

• 910294-62-1 2',3'-bis-O-(tert-butyldimethylsilyl)-5'-chloro-5'-deoxy-N⁶-(endo-norborn-2-yl)adenosine 

Relevant articles and documents

N6-substituted C5′-modified adenosines as A1 adenosine receptor agonists

Adenosines bearing 5′-modification in conjunction with an N6-substituent have previously been shown to act as partial agonists at the A1 adenosine receptor. Our current work investigates the effect of modifying the 5′-position in conjunction with efficacious bicyclic and tricyclic N6-substituents. Several highly potent agonists for the A1 adenosine receptor were identified; however, all of these compounds behaved as full agonists. In keeping with previous reports, 5′-halogen and 5′-sulfide derivatives of N6-(endo-norborn-2-yl)adenosine were, in general, low nanomolar agonists of the A1 adenosine receptor. The known partial agonist, N6-cyclopentyl-5′-deoxy-5′-ethylthioadenosine (2), also behaved as a full agonist in our assay.