(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

Raphaël Frédérick, Frederic Ooms, Neal Castagnoli, Jacques P. Petzer, Jiang Fan Feng, Michael A. Schwarzschild, Cornells J. Van Der Schyf, Johan Wouters

Résultats de recherche: Contribution à un journal/une revueArticle

Résumé

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], C 16H 15ClN 4O 2, 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.

langueAnglais
journalActa crystallographica Section C: Crystal Structure communications
Volume61
Numéro9
Les DOIs
étatPublié - 1 sept. 2005

Empreinte digitale

Adenosine A2 Receptor Antagonists
caffeine
adenosines
Xanthine
Monoamine Oxidase
Caffeine
Static Electricity
inhibitors
Names
Crystal structure
xanthines
Derivatives
purines
crystal structure
Dione
Conformations
Electrostatics
electrostatics
Crystals
Molecules

Citer ceci

Frédérick, Raphaël ; Ooms, Frederic ; Castagnoli, Neal ; Petzer, Jacques P. ; Feng, Jiang Fan ; Schwarzschild, Michael A. ; Van Der Schyf, Cornells J. ; Wouters, Johan. / (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. Dans: Acta crystallographica Section C: Crystal Structure communications. 2005 ; Vol 61, Numéro 9.
@article{f1b3aa1d15504f83910ad85549d3df1d,
title = "(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",
abstract = "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], C 16H 15ClN 4O 2, 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.",
author = "Rapha{\"e}l Fr{\'e}d{\'e}rick and Frederic Ooms and Neal Castagnoli and Petzer, {Jacques P.} and Feng, {Jiang Fan} and Schwarzschild, {Michael A.} and {Van Der Schyf}, {Cornells J.} and Johan Wouters",
year = "2005",
month = "9",
day = "1",
doi = "10.1107/S0108270105023140",
language = "English",
volume = "61",
journal = "Acta crystallographica Section C: Crystal Structure communications",
issn = "0108-2701",
publisher = "International Union of Crystallography",
number = "9",

}

(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. / Frédérick, Raphaël; Ooms, Frederic; Castagnoli, Neal; Petzer, Jacques P.; Feng, Jiang Fan; Schwarzschild, Michael A.; Van Der Schyf, Cornells J.; Wouters, Johan.

Dans: Acta crystallographica Section C: Crystal Structure communications, Vol 61, Numéro 9, 01.09.2005.

Résultats de recherche: Contribution à un journal/une revueArticle

TY - JOUR

T1 - (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

AU - Frédérick, Raphaël

AU - Ooms, Frederic

AU - Castagnoli, Neal

AU - Petzer, Jacques P.

AU - Feng, Jiang Fan

AU - Schwarzschild, Michael A.

AU - Van Der Schyf, Cornells J.

AU - Wouters, Johan

PY - 2005/9/1

Y1 - 2005/9/1

N2 - 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], C 16H 15ClN 4O 2, 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.

AB - 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], C 16H 15ClN 4O 2, 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.

UR - http://www.scopus.com/inward/record.url?scp=30344455384&partnerID=8YFLogxK

U2 - 10.1107/S0108270105023140

DO - 10.1107/S0108270105023140

M3 - Article

VL - 61

JO - Acta crystallographica Section C: Crystal Structure communications

T2 - Acta crystallographica Section C: Crystal Structure communications

JF - Acta crystallographica Section C: Crystal Structure communications

SN - 0108-2701

IS - 9

ER -