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

COC1=CC=C2C[C@H]3N(C)CC[C@@]4(C[C@H](O)CC[C@@]34O)C2=C1OC

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

Molecular Formula	C19H27NO4
Molecular Weight	333.422
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

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 8583	METEBANYL Approved Use Unknown

PubMed

Title	Date	PubMed
Effect of the centrally acting antitussives on ascites tumor cells.	1983-04	6887645
[Pharmacological studies on the cough-like reflex induced by chemical stimulation (author's transl)].	1978-04	669481
Dependence potential of drotebanol, codeine and thebaine tested in rhesus monkeys.	1977-01-01	405065
[Pharmacological studies on the cough reflex].	1975-03	1169190
[Absorption, distribution, excretion and metabolism of 14-hydroxydihydro-6-beta-thebainol 4-methylether (oxymethebanol)].	1970-01	5462594
Pharmacological studies on a new specifically potent antitussive agent, 14-hydroxydihydro-6 beta-thebainol-4-methylether (oxymethebanol).	1970-01	5467447
[Pharmacological studies of a new potent antitussive agent, 14-hydroxy-dihydro-6 beta-thebainol-4-methyl ether (oxymethebanol)].	1969-03-20	4390383

Sample Use Guides

In Vivo Use Guide

Oral doses of 4 mg/person

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Apr 02 06:52:43 GMT 2025` Edited by `admin` on `Wed Apr 02 06:52:43 GMT 2025`
Record UNII	7RS2Q8MCK8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DROTEBANOL

Official Name

English

OXYMETEBANOL

Preferred 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

Classification Tree Code System Code

NCI_THESAURUS

C67413