ChemicalBook > CAS DataBase List > CGS 21680

CGS 21680

Product Name
CGS 21680
CAS No.
120225-54-9
Chemical Name
CGS 21680
Synonyms
C061282;Cgs-21680c;(124182-57-6) cgs 21680;2-(4-(2-Carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine;2-[4-(carboxyethyl)phenylethylamino]-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;4-[2-[[6-Amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid
CBNumber
CB81369564
Molecular Formula
C23H29N7O6
Formula Weight
499.52
MOL File
120225-54-9.mol
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CGS 21680 Property

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)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology
Product number
A3304
Product name
CGS21680
Packaging
5mg
Price
$91
Updated
2021/12/16
ApexBio Technology
Product number
A3304
Product name
CGS21680
Packaging
10mg
Price
$132
Updated
2021/12/16
ApexBio Technology
Product number
A3304
Product name
CGS21680
Packaging
10mM(in 1mL DMSO)
Price
$150
Updated
2021/12/16
ApexBio Technology
Product number
A3304
Product name
CGS21680
Packaging
50mg
Price
$442
Updated
2021/12/16
Matrix Scientific
Product number
120553
Product name
3-(4-(2-((6-Amino-9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydro-furan-2-yl)-9H-purin-2-yl)amino)ethyl)phenyl)propanoic acid hydrochloride
Purity
97%
Packaging
50mg
Price
$828
Updated
2021/12/16
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CGS 21680 Chemical Properties,Usage,Production

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].

in vivo

CGS21680 (1 mg/kg/i.p.) intervention promotes the development of EAN. CGS21680 exacerbates experimental autoimmune neuritis in Lewis rats induced with bovine peripheral myelin. The exacerbation is accompanied with reduced CD4+ Foxp3+ T cells, increased CD4+ CXCR5+ T cells, B cells, dendritic cells and antigen-specific autoantibodies, which is possibly due to the inhibition of IL-2 induced by CGS21680[2]. CGS21680 (0.1 mg/kg, i.p.) transiently increases heart frequency but does not modify blood pressure of rat, and does not modify either heart frequency or blood pressure at 0.01 mg/kg. Following transient MCAo, CGS21680 at both doses protects from neurological deficit from the first day up to 7 days thereafter. At this time, it has reduced microgliosis, astrogliosis and improved myelin organization in the striatum and cytoarchitecture of the ischemic cortex and striatum. Two days after transient MCAo, CGS21680 has reduced the number of infiltrated granulocytes into the ischemic tissue[3].

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.

CGS 21680 Preparation Products And Raw materials

Raw materials

Preparation Products

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120225-54-9, CGS 21680Related Search:


  • 1-Deoxy-1-[6-amino-2-[2-[4-(2-carboxyethyl)phenyl]ethylamino]-9H-purin-9-yl]-N-ethyl-β-D-ribofuranuronamide
  • 2-[[2-[4-(2-Carboxyethyl)phenyl]ethyl]amino]-5'-ethylamino-5'-oxo-5'-deoxyadenosine
  • (124182-57-6) cgs 21680
  • 2-[[2-[4-(3-Hydroxy-3-oxopropyl)phenyl]ethyl]amino]-5'-deoxy-5'-oxo-5'-(ethylamino)adenosine
  • 2-(4-(2-Carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine
  • Benzenepropanoic acid, 4-(2-((6-amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl)amino)ethyl)-
  • C061282
  • Cgs-21680c
  • 4-[2-[[6-Amino-9-(N-ethyl-beta-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid
  • 4-[2-[[6-Amino-9-(N-ethyl-b-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]benzenepropanoic acid
  • 3-(4-(2-((6-Amino-9-((2R,3R,4S,5S)-5-(ethylcarbamoyl)-3,4-dihydroxytetrahydro-furan-2-yl)-9H-p
  • Benzenepropanoic acid, 4-[2-[[6-amino-9-(N-ethyl-β-D-ribofuranuronamidosyl)-9H-purin-2-yl]amino]ethyl]-
  • 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
  • 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
  • 2-[4-(carboxyethyl)phenylethylamino]-5'-N-ethylcarboxamidoadenosine
  • 120225-54-9
  • C23H29N7O6