| Identification | Back Directory | [Name]
CGS 21680 | [CAS]
120225-54-9 | [Synonyms]
C061282
Cgs-21680c
(124182-57-6) cgs 21680
2-(4-(2-Carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine
2-[[2-[4-(2-Carboxyethyl)phenyl]ethyl]amino]-5'-ethylamino-5'-oxo-5'-deoxyadenosine
2-[[2-[4-(3-Hydroxy-3-oxopropyl)phenyl]ethyl]amino]-5'-deoxy-5'-oxo-5'-(ethylamino)adenosine
3-(4-(2-((6-Amino-9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydro-furan-2-yl)-9H-p
4-[2-[[6-Amino-9-(N-ethyl-b-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid
Benzenepropanoic acid, 4-[2-[[6-amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]-
4-[2-[[6-Amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid
Benzenepropanoic acid, 4-(2-((6-amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl)amino)ethyl)-
1-Deoxy-1-[6-amino-2-[2-[4-(2-carboxyethyl)phenyl]ethylamino]-9H-purin-9-yl]-N-ethyl-β-D-ribofuranuronamide
3-{4-[2-({6-amino-9-[(2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxyoxolan-2-yl]purin-2-yl}amino)ethyl]phenyl}propanoic acid hydrochloride | [Molecular Formula]
C23H29N7O6 | [MDL Number]
MFCD00078573 | [MOL File]
120225-54-9.mol | [Molecular Weight]
499.52 |
| Chemical Properties | Back Directory | [density ]
1.60 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Soluble up to 3.4 mg/mL in DMSO and 20 mg/mL in 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin. | [form ]
Solid | [pka]
4.67±0.10(Predicted) |
| Hazard Information | Back Directory | [Uses]
CGS 21680 hydrochloride is currently used in research in studying neuronal transmission, also in respiration. CGS 21680 is commonly used to study the actions of the adenosine A2A receptor in cells and tissues. CGS 21680 HCl is an adenosine A2 receptor agonist with IC50 of 22 nM, exhibits 140-fold over A1 receptor. CGS 21680C effectively increases coronary flow with an ED25 value of 1.8 nM. In hippocampal slices, CGS 21680 apis weak agonist on pre- and postsynaptic measures of electrophysiologicaJ activity. | [Definition]
ChEBI: A derivative of adenosine in which the 5'-hydroxymethyl group is replaced by N-ethylcarboxamido and the hydrogen at position 2 on the adenine is replaced by a 4-(2-carboxyethyl)phenethylamino group. | [Biological Activity]
cgs 21680 is a selective agonists of a2 adenosine receptor with ic50 value of 22nm [1].cgs 21680 is found to be potent and selective adenosine a2 receptor agonists. in a radioligand binding in vitro assay, cgs 21680 binds a2 receptor with ic50 value of 22nm and the a1/a2 ratio is 141, in the perfused rat heart model, cgs 21680 can increase coronary flow with greater ec25 value than 1000nm. it shows a good separation between its ability to induce vasorelaxation and bradycardia. cgs 21680 also has potent effect on blood pressure in vivo with ec25 value of 9μg/kg and it can induce an increase in heart rate [1].it is reported that cgs 21680 also has the potency of anti-inflammatory. it can reduce the development of acute lung inflammation in a mouse model of carrageenan-induced pleurisy. in both prior and post-treatment, cgs 21680 can reduce the number of inflammatory cells and the degree of lung injury [2]. | [target]
A2A adenosine receptor | [References]
[1] alan j. hutchison, randy l. webb, howard h. oei, geetha r. ghai, mark b. zimmerman and michael williams. cgs 21680c, an a2 selective adenosine receptor agonist with preferential hypotensive activity. the journal of pharmacology and experimental therapeutics. 1989, 25 (1): 47-55.
[2] daniela impellizzeri, rosanna di paola, emanuela esposito, emanuela mazzon, irene paterniti, alessia melani, placido bramanti, felicita pedata, salvatore cuzzocrea. cgs 21680, an agonist of the adenosine (a2a) receptor, decreases acute lung inflammation. european journal of pharmacology. 2011, 68: 305-316. |
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