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G5794

Sigma-Aldrich

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:
124555-18-6
Molecular Weight:
351.36
MDL number:
MFCD00884605
UNSPSC Code:
12352200
PubChem Substance ID:
329799944

assay

≥99% (HPLC)

form

solid

color

white

solubility

H2O: 12 mg/mL

Storage temp.

2-8°C

SMILES string

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

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

InChI key

GYWXTRVEUURNEW-TVDBPQCTSA-N

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

pictograms

Exclamation mark
GHS07

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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