8-フェニルテオフィリン

8-フェニルテオフィリン
IUPAC命名法による物質名
	IUPAC名 8-phenyl-1,3-dimethyl-7H-purine-2,6-dione;
データベースID
CAS番号;	961-45-5
PubChem	CID: 1922
ChemSpider	1846
ChEMBL	CHEMBL62350
化学的データ
化学式	C13H12N4O2
分子量	256.259 g/mol
	SMILES c3ccccc3-c(nc12)nc2n(C)c(=O)n(C)c1=O;
	InChI InChI=1S/C13H12N4O2/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,14,15) ; Key:PJFMAVHETLRJHJ-UHFFFAOYSA-N ;
	テンプレートを表示

8-フェニルテオフィリン(8-Phenyltheophylline)または8-フェニル-1,3-ジメチルキサンチン(8-Phenyl-1,3-dimethylxanthine)は、キサンチン系の薬品であり、アデノシンA1受容体及びアデノシンA2A受容体の強い選択的アンタゴニストとして作用するが、他のキサンチン誘導体と異なり、ホスホジエステラーゼ阻害活性は持たない^[1]^[2]^[3]。動物に対しては、カフェインと同程度の強さの覚醒作用を持つ^[4]。また、8-フェニルテオフィリンは肝臓の酵素であるCYP1A2を強く選択的に阻害する効果も見られ、通常はCYP1A2によって代謝される他の薬品とも相互作用する^[5]。

出典

^ Scotini E, Carpenedo F, Fassina G (February 1983). “New derivatives of methyl-xanthines: effect of thiocaffeine thiotheophylline and 8-phenyltheophylline on lipolysis and on phosphodiesterase activities”. Pharmacological Research Communications 15 (2): 131-43. doi:10.1016/s0031-6989(83)80055-1. PMID 6844374.
^ Rabe KF, Magnussen H, Dent G (April 1995). “Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants”. European Respiratory Journal 8 (4): 637-42. PMID 7664866.
^ Howell LL, Morse WH, Spealman RD (September 1990). “Respiratory effects of xanthines and adenosine analogs in rhesus monkeys”. The Journal of Pharmacology and Experimental Therapeutics 254 (3): 786-91. PMID 2395111.
^ Spealman RD (1988). “Psychomotor stimulant effects of methylxanthines in squirrel monkeys: relation to adenosine antagonism”. Psychopharmacology 95 (1): 19-24. doi:10.1007/bf00212759. PMID 3133696.
^ Murray S, Odupitan AO, Murray BP, Boobis AR, Edwards RJ (March 2001). “Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline”. Xenobiotica 31 (3): 135c51. doi:10.1080/00498250110043292. PMID 11465391.

[pmid6844374-1] Scotini E, Carpenedo F, Fassina G (February 1983). “New derivatives of methyl-xanthines: effect of thiocaffeine thiotheophylline and 8-phenyltheophylline on lipolysis and on phosphodiesterase activities”. Pharmacological Research Communications 15 (2): 131-43. doi:10.1016/s0031-6989(83)80055-1. PMID 6844374.

[pmid7664866-2] Rabe KF, Magnussen H, Dent G (April 1995). “Theophylline and selective PDE inhibitors as bronchodilators and smooth muscle relaxants”. European Respiratory Journal 8 (4): 637-42. PMID 7664866.

[pmid2395111-3] Howell LL, Morse WH, Spealman RD (September 1990). “Respiratory effects of xanthines and adenosine analogs in rhesus monkeys”. The Journal of Pharmacology and Experimental Therapeutics 254 (3): 786-91. PMID 2395111.

[pmid3133696-4] Spealman RD (1988). “Psychomotor stimulant effects of methylxanthines in squirrel monkeys: relation to adenosine antagonism”. Psychopharmacology 95 (1): 19-24. doi:10.1007/bf00212759. PMID 3133696.

[pmid11465391-5] Murray S, Odupitan AO, Murray BP, Boobis AR, Edwards RJ (March 2001). “Inhibition of human CYP1A2 activity in vitro by methylxanthines: potent competitive inhibition by 8-phenyltheophylline”. Xenobiotica 31 (3): 135c51. doi:10.1080/00498250110043292. PMID 11465391.

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関連項目

出典