Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/07/22 11:49:49」(JST)

wiki en

Drotebanol (Oxymethebanol) is a morphinan derivative that acts as an opioid agonist. It was invented by Sankyo Company in Japan during the 1970s. It is synthesised from thebaine.

Drotebanol has powerful antitussive (cough suppressant) effects, and is around 10x more potent than codeine in producing this effect. It also has analgesic effects several times stronger than codeine, but weaker than morphine.^[1] In animal studies it was found to be moderately addictive and produced limited physical dependence, but not as severe as that seen with morphine or pethidine.^[2] It was previously marketed for human use under the brand name Metebanyl, although it is now no longer used in medicine.

References[edit]

^ Kobayashi, S; Hasegawa, K; Mori, M; Takagi, H (1970). "Pharmacological studies on a new specifically potent antitussive agent, 14-hydroxydihydro-6 beta-thebainol-4-methylether (oxymethebanol)". Arzneimittel-Forschung 20 (1): 43–6. PMID 5467447.
^ Yanagita T, Miyasato K, Oinuma N, Kiyohara H. Dependence potential of drotebanol, codeine and thebaine tested in rhesus monkeys. UNODC Bulletin on Narcotics. 1977 Issue 1.

English Journal

Effects of antitussive drugs on the activity of the recurrent laryngeal nerve in cats.

Mori M, Sakai Y.
Japanese journal of pharmacology.Jpn J Pharmacol.1975 Dec;25(6):671-80.
Reflex responses in the recurrent laryngeal (RL) nerve to stimulation of superior laryngeal (SL) nerve and the effects of antitussive drugs on these reflex responses were studied in order to elucidate the site of action of these drugs in encéphale isolé cats. The RL nerve fibers were classified in
PMID 1228252

[Electrophysiological study on the site of action of antitussives, with particular reference to oxymetebanol, a new antitussive].

Mori M, Sakai Y, Hara T.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica.Nihon Yakurigaku Zasshi.1973 Jan;69(1):163-75.
PMID 4737517

Japanese Journal

EFFECTS OF ANTITUSSIVE DRUGS ON THE ACTIVITY OF THE RECURRENT LARYNGEAL NERVE IN CATS

The Japanese Journal of Pharmacology 25(6), 671-680, 1975
NAID 130000838813

鎮咳薬の作用点に関する電気生理学的研究:新鎮咳薬Oxymetebanolを中心として

日本薬理学雑誌 69(1), 163-175, 1973
NAID 130000757819

慢性非特異性肺疾患に対するOxymetebanolの使用経験

診断と治療 58(11), 2126-2130, 1970-11
NAID 40017927804

「オキシメテバノール」

Drotebanol
Systematic (IUPAC) name
	3,4-Dimethoxy-9a-methylmorphinan-6β,14-diol
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	Controlled (S8) (AU) Schedule I (US)
Identifiers
CAS number	3176-03-2
ATC code	None
PubChem	CID 5463863
ChemSpider	16736125
UNII	7RS2Q8MCK8
KEGG	D01496
Synonyms	Drotebanol, Oxymethebanol
Chemical data
Formula	C19H27NO4
Mol. mass	333.42 g/mol
	SMILES CN1CC[C@]23C[C@@H](CC[C@]2([C@H]1CC4=C3C(=C(C=C4)OC)OC)O)O;
	InChI InChI=1S/C19H27NO4/c1-20-9-8-18-11-13(21)6-7-19(18,22)15(20)10-12-4-5-14(23-2)17(24-3)16(12)18/h4-5,13,15,21-22H,6-11H2,1-3H3/t13-,15-,18-,19-/m1/s1 ; Key:LCAHPIFLPICNRW-SVYNMNNPSA-N ;
Physical data
Melt. point	165–167 °C (329–333 °F)
(what is this?) (verify);

　　[★]

英: oxymetebanol
同: ドロテバノール drotebanol
商: メテバニール

[1] Kobayashi, S; Hasegawa, K; Mori, M; Takagi, H (1970). "Pharmacological studies on a new specifically potent antitussive agent, 14-hydroxydihydro-6 beta-thebainol-4-methylether (oxymethebanol)". Arzneimittel-Forschung 20 (1): 43–6. PMID 5467447.

[2] Yanagita T, Miyasato K, Oinuma N, Kiyohara H. Dependence potential of drotebanol, codeine and thebaine tested in rhesus monkeys. UNODC Bulletin on Narcotics. 1977 Issue 1.

匿名

検索

案内

案内

oxymetebanol