C9901
N6-Cyclohexyladenosine
Synonym(s):
CHA
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About This Item
Empirical Formula (Hill Notation):
C16H23N5O4
CAS Number:
Molecular Weight:
349.38
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352204
MDL number:
Form:
powder
Quality level:
form
powder
Quality Level
storage temp.
2-8°C
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
Gene Information
human ... ADORA1(134)
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
Biochem/physiol Actions
Selective A1 adenosine receptor agonist.
Features and Benefits
This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
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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Domenico Tupone et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 33(36), 14512-14525 (2013-09-06)
Since central activation of A1 adenosine receptors (A1ARs) plays an important role in the induction of the hypothermic and hypometabolic torpid state in hibernating mammals, we investigated the potential for the A1AR agonist N6-cyclohexyladenosine to induce a hypothermic, torpor-like state
Seiji Miyazawa et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 295(3), R991-R996 (2008-07-04)
Body temperature drops dramatically during hibernation, but the heart retains the ability to contract and is resistant to induction of arrhythmia. Although adaptive changes in the heart prior to hibernation may be involved in the cold-resistant property, it remains unclear
Gerard J Marek
Neuropharmacology, 56(8), 1082-1087 (2009-03-28)
Modulation of glutamatergic neurotransmission by metabotropic glutamate2/3 (mGlu2/3) receptor agonists effectively treats seemingly diverse neuropsychiatric illness such as generalized anxiety disorder and schizophrenia. Activation of adenosine A(1) heteroceptors, like mGlu2 autoreceptors, decreases glutamate release in the medial prefrontal cortex (mPFC)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C9901-50MG | 04061832081762 |
| C9901-250MG | 04061832081755 |