DEUDEXTROMETHORPHAN HYDROBROMIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H25NO.BrH.H2O
Molecular Weight	376.361
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DEUDEXTROMETHORPHAN HYDROBROMIDE

Structure Search

SMILES

O.Br.[2H]C([2H])([2H])OC1=CC=C2C[C@H]3[C@H]4CCCC[C@@]4(CCN3C([2H])([2H])[2H])C2=C1

InChI

InChIKey=STTADZBLEUMJRG-CDZAPMPLSA-N

InChI=1S/C18H25NO.BrH.H2O/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18;;/h6-7,12,15,17H,3-5,8-11H2,1-2H3;1H;1H2/t15-,17+,18+;;/m1../s1/i1D3,2D3;;

HIDE SMILES / InChI

Molecular Formula	BrH
Molecular Weight	80.912
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C18H25NO
Molecular Weight	277.4342
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27232589 | https://www.avanir.com/press/avanir-pharmaceuticals-announces-initiation-phase-iii-trial-avp-786-agitation-patients | https://www.ncbi.nlm.nih.gov/pubmed/28092469 | https://adisinsight.springer.com/drugs/800035704 | https://www.ncbi.nlm.nih.gov/pubmed/30447328

Dextromethorphan D6 is a weak uncompetitive antagonist of the NMDA receptor. Dextromethorphan is also acts at nicotinic receptors, sigma-1 rcptor and serotonin and norepinephrine transporters. The incorporation of deuterium serves to reduce dextromethorphan first-pass liver metabolism. AVP-786 is an oral formulation of a combination of deuterated (d6)-dextromethorphan and an ultra-low dose of quinidine. Avanir Pharmaceuticals launched a phase III development program of AVP-786 for the treatment of agitation in patients with Alzheimer's disease.

Approval Year

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:42:19 GMT 2025` Edited by `admin` on `Mon Mar 31 22:42:19 GMT 2025`
Record UNII	W9F1OD5N5J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AVP-786 COMPONENT DEUDEXTROMETHORPHAN HYDROBROMIDE

Preferred Name

English

DEUDEXTROMETHORPHAN HYDROBROMIDE

Official Name

English

DEUDEXTROMETHORPHAN HYDROBROMIDE [USAN]

Common Name

English

3-[(2H3)Methoxy]-17-[(2H3)methyl]-ent-morphinan hydrobromide monohydrate

Systematic Name

English

MORPHINAN, 3-(METHOXY-D3)-17-(METHYL-D3)-, (9.ALPHA.,13.ALPHA.,14.ALPHA.)-HYDROBROMIDE MONOHYDRATE

Common Name

English

DEUDEXTROMETHORPHAN HYDROBROMIDE MONOHYDRATE

Common Name

English

DEXTROMETHORPHAN D6 HYDROBROMIDE MONOHYDRATE

Common Name

English

D6-DM HYDROBROMIDE MONOHYDRATE

Common Name

English

Code System Code Type Description

RXCUI

2569465