A002
N6-Cyclohexyladenosine
Synonym(s):
CHA
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About This Item
Empirical Formula (Hill Notation):
C16H23N5O4
CAS Number:
Molecular Weight:
349.38
UNSPSC Code:
12352204
PubChem Substance ID:
MDL number:
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCCC4)ncnc23
InChI
1S/C16H23N5O4/c22-6-10-12(23)13(24)16(25-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-1-3-5-9/h7-10,12-13,16,22-24H,1-6H2,(H,17,18,20)/t10-,12-,13-,16-/m1/s1
InChI key
SZBULDQSDUXAPJ-XNIJJKJLSA-N
General description
N6-Cyclohexyladenosine belongs to the class of new generation thermolytic agents.
Biochem/physiol Actions
N6-Cyclohexyladenosine is an adenosine A1 receptor agonist. It prevents thermogenesis and other response such as shivering in response to cold. N6-Cyclohexyladenosine initiates hibernation in animals.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Modulation of conventional outflow facility by the adenosine A1 agonist N6-cyclohexyladenosine
Crosson CE, et al.
Investigative Ophthalmology & Visual Science, 46(10), 3795-3799 (2005)
Precise Control of Target Temperature Using N6-Cyclohexyladenosine and Real-Time Control of Surface Temperature
Laughlin BW, et al.
Therapeutic hypothermia and temperature management, 8(2), 108-116 (2018)
Enbo Zhan et al.
American journal of physiology. Heart and circulatory physiology, 301(3), H1183-H1189 (2011-07-12)
All four adenosine receptor subtypes have been shown to play a role in cardioprotection, and there is evidence that all four subtypes may be expressed in cardiomyocytes. There is also increasing evidence that optimal adenosine cardioprotection requires the activation of
José Luis Albasanz et al.
The European journal of neuroscience, 26(12), 3501-3508 (2007-12-07)
The adenosine A(1) receptor (A(1)R)-adenylyl cyclase (AC) pathway was studied in post-mortem human frontal and occipital cortex from Pick's disease (PiD) cases and age-matched nondemented controls. In frontal cortex, the main brain area affected in PiD, A(1)Rs, determined by radioligand
Matthew Edward Pamenter et al.
Brain research, 1213, 27-34 (2008-05-06)
Adenosine is a defensive metabolite that is critical to anoxic neuronal survival in the freshwater turtle. Channel arrest of the N-methyl-d-aspartate receptor (NMDAR) is a hallmark of the turtle's remarkable anoxia tolerance and adenosine A1 receptor (A1R)-mediated depression of normoxic
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