DIMEMORFAN PHOSPHATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H25N.H3O4P
Molecular Weight	353.393
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OP(O)(O)=O.[H][C@]12CCCC[C@]13CCN(C)[C@H]2CC4=CC=C(C)C=C34

InChI

InChIKey=ODJHDWLIOUGPPA-URVXVIKDSA-N

InChI=1S/C18H25N.H3O4P/c1-13-6-7-14-12-17-15-5-3-4-8-18(15,16(14)11-13)9-10-19(17)2;1-5(2,3)4/h6-7,11,15,17H,3-5,8-10,12H2,1-2H3;(H3,1,2,3,4)/t15-,17+,18+;/m1./s1

HIDE SMILES / InChI

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/9152562

Dimemorfan is a nonnarcotic antitussive drug. The antitussive action of dimemorfan appears to be directly on the cough center in the medulla.

CNS Activity

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: http://www.ncbi.nlm.nih.gov/pubmed/9152562	Curative		Approved 8429	ASTOMIN Approved Use Unknown

PubMed

Title	Date	PubMed
Effect of the centrally acting antitussives on ascites tumor cells.	1983 Apr	6887645
The nonnarcotic antitussive drug dimemorfan: a review.	1997 Mar-Apr	9152562
Binding of dimemorfan to sigma-1 receptor and its anticonvulsant and locomotor effects in mice, compared with dextromethorphan and dextrorphan.	1999 Mar 13	10064839
Anti-amnesic effect of dimemorfan in mice.	2003 Mar	12642396
Dimemorfan enhances acetylcholine release from rat hippocampal slices.	2004 May 15	15081388
Dimemorfan prevents seizures induced by the L-type calcium channel activator BAY k-8644 in mice.	2004 May 5	15084442
The dextromethorphan analog dimemorfan attenuates kainate-induced seizures via sigma1 receptor activation: comparison with the effects of dextromethorphan.	2005 Apr	15723099
Dimemorfan N-demethylation by mouse liver microsomal cytochrome P450 enzymes.	2005 Jul 1	15936348
[Otorhinolaringologyc approach of the chronic cough. Clinical case].	2007	17405461
Pharmacology and therapeutic potential of sigma(1) receptor ligands.	2008 Dec	19587856
Dimemorfan protects rats against ischemic stroke through activation of sigma-1 receptor-mediated mechanisms by decreasing glutamate accumulation.	2008 Jan	18173806
Concise synthesis of dimemorfan (DF) starting from 3-hydroxymorphinan (3-HM).	2008 Jul	18591815
Anti-inflammatory effects of dimemorfan on inflammatory cells and LPS-induced endotoxin shock in mice.	2008 Jul	18500357
The oxidative metabolism of dimemorfan by human cytochrome P450 enzymes.	2010 Feb	19593786

Patents

Sample Use Guides

In Vivo Use Guide

20 mg three times daily.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

DIMEMORFAN PHOSPHATE

Common Name

English

3,17-DIMETHYLMORPHINAN PHOSPHATE

Common Name

English

ASTOMIN

Brand Name

English

MORPHINAN, 3,17-DIMETHYL-, PHOSPHATE (1:1)

Common Name

English

Dimemorfan phosphate [WHO-DD]

Common Name

English

DIMEMORFAN PHOSPHATE [MART.]

Common Name

English

DIMEMORFAN PHOSPHATE [MI]

Common Name

English

DIMEMORFAN PHOSPHATE [JAN]

Common Name

English

Code System Code Type Description

CAS

36304-84-4