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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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signalword

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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D W Carley et al.
Sleep, 20(12), 1093-1098 (1998-03-11)
We tested the hypothesis that N-[(1S, trans)-2-hydroxycyclopentyl]adenosine (GR79236), a novel adenosine A1 receptor agonist, would suppress sleep-related apnea in the rat at doses not associated with hypotension or hypothermia. Nine adult Sprague-Dawley rats were instrumented for chronic recording of sleep
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.
A J Kirkup et al.
British journal of pharmacology, 125(6), 1352-1360 (1998-12-24)
We examined the effects of adenosine receptor agonists and antagonists on the discharge of mesenteric afferent nerves supplying the jejunum in pentobarbitone sodium-anaesthetized rats. Adenosine (0.03-10 mg kg(-1), i.v.), NECA (0.3-300 microg kg(-1), i.v.) and the A1 receptor agonist, GR79236

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