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Merck
CN

G5794

GR 79236X

≥99% (HPLC), solid

Synonym(s):

N-[(1S, trans)-2-Hydroxycyclopentyl]adenosine

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About This Item

Empirical Formula (Hill Notation):
C15H21O5N5
CAS Number:
Molecular Weight:
351.36
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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InChI

1S/C15H21N5O5/c21-4-9-11(23)12(24)15(25-9)20-6-18-10-13(16-5-17-14(10)20)19-7-2-1-3-8(7)22/h5-9,11-12,15,21-24H,1-4H2,(H,16,17,19)/t7-,8-,9+,11+,12+,15+/m0/s1

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N[C@H]4CCC[C@@H]4O)ncnc23

InChI key

GYWXTRVEUURNEW-TVDBPQCTSA-N

assay

≥99% (HPLC)

form

solid

color

white

solubility

H2O: 12 mg/mL

storage temp.

2-8°C

Biochem/physiol Actions

A1 adenosine receptor agonist

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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A D Kelion et al.
Heart (British Cardiac Society), 87(2), 115-120 (2002-01-18)
The "warm up" effect in angina may represent ischaemic preconditioning, which is mediated by adenosine A(1) receptors in most models. To investigate the effect of a selective A(1) agonist, GR79236 (GlaxoSmithKline), on exercise induced angina and ischaemic left ventricular dysfunction
C J Gardner et al.
European journal of pharmacology, 257(1-2), 117-121 (1994-05-12)
GR79236 (N-[(1S,trans)-2-hydroxycyclopentyl]adenosine) is an orally active adenosine A1 receptor agonist, which decreases plasma non-esterified fatty acid levels in fasted rats. This study has quantified the effects of GR79236 on plasma non-esterified fatty acid levels, blood pressure and heart rate in
P J Goadsby et al.
Brain : a journal of neurology, 125(Pt 6), 1392-1401 (2002-05-23)
There is a considerable literature to suggest that adenosine A1 receptor agonists may have anti-nociceptive effects, and we sought to explore the role of adenosine A1 receptors in a model of trigeminovascular nociceptive transmission. Cats were anaesthetized (alpha-chloralose 60 mg/kg
L J Knutsen et al.
Journal of medicinal chemistry, 42(18), 3463-3477 (1999-09-10)
The synthesis and pharmacological profile of a series of neuroprotective adenosine agonists are described. Novel A(1) agonists with potent central nervous system effects and diminished influence on the cardiovascular system are reported and compared to selected reference adenosine agonists. The
C S Thompson et al.
Clinical science (London, England : 1979), 86(5), 593-598 (1994-05-01)
1. We assessed the effect of a novel oral antilipolytic agent, N-[(1S, trans)-2-hydroxycyclopentyl]adenosine (GR 79236), in experimental diabetic ketoacidosis. Ketotic rats were gavaged with GR 79236 (1 mg/kg) or water (vehicle) and their blood/plasma/serum biochemistry and haematological profile was determined.

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