147700-11-6 Usage
Description
8-(3-Chlorostyryl)caffeine (CSC) is a selective adenosine A2A receptor antagonist and monoamine oxidase B (MAO-B) inhibitor. It is characterized by its high selectivity for adenosine A2A receptors over A1 receptors and its ability to reverse locomotor depression induced by adenosine A2A agonists. CSC also exhibits neuroprotective properties in animal models of Parkinson's disease and has been shown to inhibit MAO-B, reducing its activity in brain mitochondrial preparations.
Uses
Used in Pharmaceutical Industry:
8-(3-Chlorostyryl)caffeine A2A adenosin e receptoro is used as a selective adenosine A2A receptor antagonist for its potential therapeutic applications in treating various neurological disorders. Its ability to reverse locomotor depression and increase locomotion in mice makes it a promising candidate for the treatment of movement disorders, such as Parkinson's disease.
Additionally, 8-(3-Chlorostyryl)caffeine A2A adenosin e receptoro is used as a monoamine oxidase B (MAO-B) inhibitor for its potential role in treating neurodegenerative diseases. Its inhibition of MAO-B activity can help reduce the breakdown of monoamines, such as dopamine, in the brain, which may be beneficial in managing the symptoms of Parkinson's disease and other related conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 147700-11-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,7,7,0 and 0 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 147700-11:
(8*1)+(7*4)+(6*7)+(5*7)+(4*0)+(3*0)+(2*1)+(1*1)=116
116 % 10 = 6
So 147700-11-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H15ClN4O2/c1-19-12(8-7-10-5-4-6-11(17)9-10)18-14-13(19)15(22)21(3)16(23)20(14)2/h4-9H,1-3H3/b8-7+
147700-11-6Relevant articles and documents
(E)-8-(3-Chlorostyryl)-1,3,7-trimethylxanthine, a caffeine derivative acting both as antagonist of adenosine A2A receptors and as inhibitor of MAO-B
Frederick, Raphael,Ooms, Frederic,Castagnoli Jr., Neal,Petzer, Jacques P.,Feng, Jiang-Fan,Schwarzschild, Michael A.,Van Der Schyf, Cornells J.,Wouters, Johan
, p. o531-o532 (2005)
In the crystal structure of (E)-8-(3-chlorostyryl)-1,3,7- trimethylxanthine (CSC) [systematic name: (E)-8-(3-chlorostyryl)-1,3,7-trimethyl-3,7-dihydro-1H- purine-2,6-dione], C16H15ClN4O2, the xanthine ring and the lateral styryl chain are coplanar. The crystal packing involves mainly parallel stacking of these planar molecules. The electrostatic potential calculated on the crystal structure conformation confirms the pharmacophore elements associated with MAO-B inhibition.
Inhibition of monoamine oxidase B by analogues of the adenosine A2A receptor antagonist (E)-8-(3-chlorostyryl)caffeine (CSC)
Vlok, Nevil,Malan, Sarel F.,Castagnoli Jr., Neal,Bergh, Jacobus J.,Petzer, Jacobus P.
, p. 3512 - 3521 (2007/10/03)
The adenosine A2A receptor has emerged as a possible target for the treatment of Parkinson's disease (PD). Evidence suggests that antagonism of the A2A receptor not only improves the symptoms of the disease but may also protect again
Structure-activity relationships of 8-styrylxanthines as A2-selective adenosine antagonists
Jacobson,Gallo-Rodriguez,Melman,Fischer,Maillard,Van Bergen,Van Galen,Karton
, p. 1333 - 1342 (2007/10/02)
A series of substituted 8-styryl derivatives of 1,3,7-alkylxanthines was synthesized as potential A2-selective adenosine receptor antagonists, and the potency at rat brain A1- and A2-receptors was studied in radioligand bi
