Home Other Building Blocks 5'-(N-CYCLOPROPYL)CARBOXAMIDOADENOSINE

5'-(N-CYCLOPROPYL)CARBOXAMIDOADENOSINE

CAS No.:
50908-62-8
Catalog Number:
AG00D9ZC
Molecular Formula:
C13H16N6O4
Molecular Weight:
320.3039
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥95%
1 week
United States
$112
- +
10mg
≥95%
1 week
United States
$162
- +
25mg
≥95%
1 week
United States
$251
- +
50mg
≥95%
1 week
United States
$418
- +
Product Description
Catalog Number:
AG00D9ZC
Chemical Name:
5'-(N-CYCLOPROPYL)CARBOXAMIDOADENOSINE
CAS Number:
50908-62-8
Molecular Formula:
C13H16N6O4
Molecular Weight:
320.3039
MDL Number:
MFCD00055130
IUPAC Name:
(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-N-cyclopropyl-3,4-dihydroxyoxolane-2-carboxamide
InChI:
InChI=1S/C13H16N6O4/c14-10-6-11(16-3-15-10)19(4-17-6)13-8(21)7(20)9(23-13)12(22)18-5-1-2-5/h3-5,7-9,13,20-21H,1-2H2,(H,18,22)(H2,14,15,16)/t7-,8+,9-,13+/m0/s1
InChI Key:
MYNRELUCFAQMFC-QRIDJOKKSA-N
SMILES:
O=C([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)NC1CC1
Properties
Complexity:
477  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
320.123g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
320.309g/mol
Monoisotopic Mass:
320.123g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
148A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.5  
Literature
Title Journal
The effects of A1 and A2A adenosine receptor agonists on kainic acid excitotoxicity in the guinea pig cochlea. Neuroscience letters 20120614
Optimization of adenosine 5'-carboxamide derivatives as adenosine receptor agonists using structure-based ligand design and fragment screening. Journal of medicinal chemistry 20120510
Combined contribution of endothelial relaxing autacoides in the rat femoral artery response to CPCA: an adenosine A2 receptor agonist. TheScientificWorldJournal 20120101
Effects of adenosine A(2A) and A(2B) receptor activation on signaling pathways and cytokine production in human uroepithelial cells. Pharmacology 20100101
NK cell-mediated cytotoxicity modulation by A(2) adenosine receptor agonist in different mammalian species. Folia microbiologica 20090101
Probing distal regions of the A2B adenosine receptor by quantitative structure-activity relationship modeling of known and novel agonists. Journal of medicinal chemistry 20080410
Involvement of guanylate cyclase in the cardiovascular response induced by adenosine A2B receptor stimulation in the posterior hypothalamus of the anesthetized rats. Autonomic neuroscience : basic & clinical 20070731
Adenosine A1 and A2 receptor agonists reduce endotoxin-induced cellular energy depletion and oedema formation in the lung. European journal of anaesthesiology 20070301
Characterization of adenosine receptors in the human bladder carcinoma T24 cell line. European journal of pharmacology 20060424
Adenosine postsynaptically modulates supraoptic neuronal excitability. Journal of neurophysiology 20050101
ATP-sensitive potassium channels are involved in adenosine-induced reduction of blood pressure variability in spontaneously hypertensive rats. Journal of cardiovascular pharmacology 20040701
Modification of cardiovascular response of posterior hypothalamic adenosine A(2) receptor stimulation by adenylate cylase, guanylate cyclase and by K(ATP) channel blockade in anesthetized rats. Neuroscience letters 20030619
Seizure suppression by adenosine A(2A) receptor activation in a rat model of audiogenic brainstem epilepsy. Neuroscience letters 20020906
The involvement of nitric oxide on the adenosine A(2) receptor-induced cardiovascular inhibitory responses in the posterior hypothalamus of rats. Neuroscience letters 20020621
Vasodilator responses to adenosine and hyperemia are mediated by A(1) and A(2) receptors in the cat vascular bed. American journal of physiology. Regulatory, integrative and comparative physiology 20020601
Mechanisms of glutamate release in the rat spinal cord slices during metabolic inhibition. Journal of neurotrauma 20020201
Nucleosides and nucleotides. 200. Reinvestigation of 5'-N-ethylcarboxamidoadenosine derivatives: structure-activity relationships for P(3) purinoceptor-like proteins. Journal of medicinal chemistry 20010118
Adenosine A2 receptors modulate haloperidol-induced catalepsy in rats. European journal of pharmacology 19970611
Structure-activity relationships of N6-benzyladenosine-5'-uronamides as A3-selective adenosine agonists. Journal of medicinal chemistry 19940304
Properties