DROTEBANOL

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H27NO4
Molecular Weight	333.422
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC3=C(C(OC)=C(OC)C=C3)[C@@]4(CCN1C)C[C@H](O)CC[C@@]24O

InChI

InChIKey=LCAHPIFLPICNRW-SVYNMNNPSA-N

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

HIDE SMILES / InChI

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/405065
Curator's Comment: description was created based on several sources, including, http://rusnewsjournal.com/4/522081/

Drotebanol is an opioid drug developed in Japan and used for the treatment of cough under the name Metebanyl, although it is now no longer used. Drotebanol possess CNS activity and is considered to be narcotic in many countries.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: http://www.ncbi.nlm.nih.gov/pubmed/405065	Primary		Approved 8307	METEBANYL Approved Use Unknown

PubMed

Title	Date	PubMed
[Pharmacological studies of a new potent antitussive agent, 14-hydroxy-dihydro-6 beta-thebainol-4-methyl ether (oxymethebanol)].	1969 Mar 20	4390383
[Absorption, distribution, excretion and metabolism of 14-hydroxydihydro-6-beta-thebainol 4-methylether (oxymethebanol)].	1970 Jan	5462594
Pharmacological studies on a new specifically potent antitussive agent, 14-hydroxydihydro-6 beta-thebainol-4-methylether (oxymethebanol).	1970 Jan	5467447
[Pharmacological studies on the cough reflex].	1975 Mar	1169190
Dependence potential of drotebanol, codeine and thebaine tested in rhesus monkeys.	1977 Jan-Mar	405065
[Pharmacological studies on the cough-like reflex induced by chemical stimulation (author's transl)].	1978 Apr	669481
Effect of the centrally acting antitussives on ascites tumor cells.	1983 Apr	6887645

Sample Use Guides

In Vivo Use Guide

Oral doses of 4 mg/person

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

DROTEBANOL

Official Name

English

METEBANYL

Brand Name

English

drotebanol [INN]

Common Name

English

OXYMETEBANOL [JAN]

Common Name

English

Drotebanol [WHO-DD]

Common Name

English

IDS-ND-018

Code

English

DROTEBANOL [MART.]

Common Name

English

DROTEBANOL [MI]

Common Name

English

OXYMETEBANOL

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C67413