イソメサドン

イソメサドン
IUPAC命名法による物質名
	IUPAC名 (±)-6-(dimethylamino)-5-methyl-4,4-diphenyl-3-hexanone;
臨床データ
法的規制	AU: Prohibited (S9) ; US: スケジュールII ; ; Schedule I (UN);
データベースID
CAS番号;	466-40-0 ; 5341-49-1 (HCl); 26594-41-2 ((R)-form); 561-10-4 ((S)-form); 7484-81-2 ((S)-form (HCl))
ATCコード	None
PubChem	CID: 10072
ChemSpider	9675
KEGG	D12676
別名	WIN-1783, BW 47-442
化学的データ
化学式	C21H27NO
分子量	309.445 g/mol
	SMILES O=C(C(c1ccccc1)(c2ccccc2)C(CN(C)C)C)CC;
	InChI InChI=1S/C21H27NO/c1-5-20(23)21(17(2)16-22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3; Key:IFKPLJWIEQBPGG-UHFFFAOYSA-N;
	テンプレートを表示

イソメサドン(Isomethadone)は、かつて調合薬として使われていたが現在はもう市販されていないメサドンと関連する合成オピオイドの鎮痛薬及び鎮咳薬である^[1]^[2]^[3]^[4]。μ-とδ-のオピオイド受容体の両方に結合して活性化する。2つのエナンチオマーのうち、(S)-異性体の方が作用が強い^[5]。イソメサドンは、アメリカ合衆国では付表IIの規制物質であり、また1961年の麻薬に関する単一条約の付表Iに掲載され、国際的にも規制されている^[6]。

出典

^ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1169. ISBN 978-0-412-46630-4 16 May 2012閲覧。
^ Dr. Ian Morton; Ian K. M. Morton; Judith M. Hall; Dr. Judith Hall (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer. p. 157. ISBN 978-0-7514-0499-9 16 May 2012閲覧。
^ KEATS AS, BEECHER HK (June 1952). “Analgesic potency and side action liability in man of heptazone, WIN 1161-2, 6-methyl dihydromorphine, Metopon, levo-isomethadone and pentobarbital sodium, as a further effort to refine methods of evaluation of analgesic drugs”. The Journal of Pharmacology and Experimental Therapeutics 105 (2): 109-29. PMID 14928215.
^ WINTER CA, FLATAKER L (November 1952). “Antitussive action of d-isomethadone and d-methadone in dogs”. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.) 81 (2): 463-5. doi:10.3181/00379727-81-19912. PMID 13027341.
^ Portoghese PS, Poupaert JH, Larson DL, et al. (June 1982). “Synthesis, X-ray crystallographic determination, and opioid activity of erythro-5-methylmethadone enantiomers. Evidence which suggests that mu and delta opioid receptors possess different stereochemical requirements”. Journal of Medicinal Chemistry 25 (6): 684-8. doi:10.1021/jm00348a015. PMID 6284938.
^ Thomas Nordegren (1 March 2002). The A-Z Encyclopedia of Alcohol and Drug Abuse. Universal-Publishers. p. 366. ISBN 978-1-58112-404-0 16 May 2012閲覧。

[Macdonald1997-1] F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1169. ISBN 978-0-412-46630-4 16 May 2012閲覧。

[MortonMorton1999-2] Dr. Ian Morton; Ian K. M. Morton; Judith M. Hall; Dr. Judith Hall (1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer. p. 157. ISBN 978-0-7514-0499-9 16 May 2012閲覧。

[pmid14928215-3] KEATS AS, BEECHER HK (June 1952). “Analgesic potency and side action liability in man of heptazone, WIN 1161-2, 6-methyl dihydromorphine, Metopon, levo-isomethadone and pentobarbital sodium, as a further effort to refine methods of evaluation of analgesic drugs”. The Journal of Pharmacology and Experimental Therapeutics 105 (2): 109-29. PMID 14928215.

[pmid13027341-4] WINTER CA, FLATAKER L (November 1952). “Antitussive action of d-isomethadone and d-methadone in dogs”. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.) 81 (2): 463-5. doi:10.3181/00379727-81-19912. PMID 13027341.

[pmid6284938-5] Portoghese PS, Poupaert JH, Larson DL, et al. (June 1982). “Synthesis, X-ray crystallographic determination, and opioid activity of erythro-5-methylmethadone enantiomers. Evidence which suggests that mu and delta opioid receptors possess different stereochemical requirements”. Journal of Medicinal Chemistry 25 (6): 684-8. doi:10.1021/jm00348a015. PMID 6284938.

[Nordegren2002-6] Thomas Nordegren (1 March 2002). The A-Z Encyclopedia of Alcohol and Drug Abuse. Universal-Publishers. p. 366. ISBN 978-1-58112-404-0 16 May 2012閲覧。

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