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:
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
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(NC4CCCCC4)ncnc23
InChI key
SZBULDQSDUXAPJ-XNIJJKJLSA-N
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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)
Regulatory Information
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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)
Tyson B Brust et al.
Neuropharmacology, 53(8), 906-917 (2007-10-31)
Adenosine A1 receptors are ubiquitous mediators of presynaptic inhibition of neurotransmission in the central nervous system, yet the signalling pathway linking A1 receptor activation and decreased neurotransmitter release remains poorly resolved. We tested the contribution of c-Jun N-terminal kinase (JNK)
Kelly R Lobato et al.
Progress in neuro-psychopharmacology & biological psychiatry, 32(4), 994-999 (2008-02-22)
It was previously shown that the acute administration of zinc chloride elicits an antidepressant-like effect in the mouse forced swimming test (FST). We have also shown that the activation of adenosine A(1) and A(2A) receptors produces an antidepressant-like effect in
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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