Preferred Name

dextromethorphan

Synonyms

(4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene

3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan

Romilar

BA 2666

destrometerfano

Dextromorphan

Tusilan

Benylin DM

Balminil DM

(+)-3-methoxy-N-methylmorphinan

dextrometorfano

DXM

(9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan

Medicon

Albutussin

(+)-dextromethorphan

dextromethorphane

d-Methorphan

dextromethorphanum

dextromethorfan

dextromethorphan

BA-2666

Antussan

Calmylin

D-methorphan

Delsym

Benylin DM for Children 12

Robitussin Pediatric Cough

Dextrometorfano (INN-Spanish)

Trocal

Koffex DM

Tussade

Dextromethorfan (Czech)

Triaminic DM Long Lasting for Children

Robitussin Maximum Strength

Methorphan

Dextromethorphan Bromide

D-Methorphan Hydrobromide

Creo-Terpin

Robitussin Pediatric

Levometorfano (INN-Spanish)

Delsym Cough Formula

Cosylan

Demorphan

Diabe-Tuss DM Syrup

Pertussin CS Children's

Novahistine DM

Benylin DM for Children

Dormethan

Canfodion

Vicks 44 Cough Relief

Levomethorphan

Suppressant

Demorphine

Levomethorphan (Ban:Dcf:Inn)

Destrometerfano (Dcit)

Pertussin DM Extra Strength

L-Methorphan

Levomethorphanum (INN-Latin)

Demorphan Hydrobromide

Bromhydrate

Dextrometorphan

Benylin Pediatric Cough

Balminil DM Children

Metrorat

Delta-Methorphan

Strength

Benylin DM 12 Hour

Hihustan M

Dexyromethorphan

Cough Suppressant

Hour

Novahistex DM

Calmylin #1

Dormetan

Benylin Adult Formula Cough

D-Methorphan

Methorate Hydrobromide

Levomethorphane (INN-French)

Sucrets 4 Hour Cough

Definitions

The d-isomer of the codeine analog of levorphanol. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. (PubChem) Pharmacology: Dextromethorphan suppresses the cough reflex by a direct action on the cough center in the medulla of the brain. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. Mechanism of action: Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. Drug type: Approved. Small Molecule. Drug category: Analgesics, Opioid. Antitussive Agents. Excitatory Amino Acid Antagonists Street names: Cough-X, Hold DM A 6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene in which the sterocenters at positions 4a, 10 and 10a have S-configuration. It is a prodrug of dextrorphan and used as an antitussive drug for suppressing cough.

ID

http://purl.obolibrary.org/obo/CHEBI_4470

comment

Street names: Cough-X, Hold DM

charge

0

createdDate

March 5, 2010

database_cross_reference

PMID:9705419

LINCS:LSM-2726

PMID:15505150

PMID:31094746

PMID:10869398

Drug_Central:842

PMID:18160193

CAS:125-71-3

PMID:12711372

Wikipedia:Dextromethorphan

Reaxys:88549

PMID:24269965

PMID:8158182

PMID:18198471

KEGG:C06947

PMID:17461892

PMID:7976530

PMID:2660263

DrugBank:DB00514

PMID:17573115

KEGG:D03742

HMDB:HMDB0001920

PMID:17157116

definition

The d-isomer of the codeine analog of levorphanol. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist (receptors, N-methyl-D-aspartate) and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. (PubChem) Pharmacology: Dextromethorphan suppresses the cough reflex by a direct action on the cough center in the medulla of the brain. Dextromethorphan shows high affinity binding to several regions of the brain, including the medullary cough center. This compound is an NMDA receptor antagonist and acts as a non-competitive channel blocker. It is one of the widely used antitussives, and is also used to study the involvement of glutamate receptors in neurotoxicity. Mechanism of action: Dextromethorphan is an opioid-like drug that binds to and acts as antagonist to the NMDA glutamatergic receptor, it is an agonist to the opioid sigma 1 and sigma 2 receptors, it is also an alpha3/beta4 nicotinic receptor antagonist and targets the serotonin reuptake pump. Dextromethorphan is rapidly absorbed from the gastrointestinal tract, where it enters the bloodstream and crosses the blood-brain barrier. The first-pass through the hepatic portal vein results in some of the drug being metabolized into an active metabolite of dextromethorphan, dextrorphan, the 3-hydroxy derivative of dextromethorphan. Drug type: Approved. Small Molecule. Drug category: Analgesics, Opioid. Antitussive Agents. Excitatory Amino Acid Antagonists

formula

C18H25NO

has characteristic

http://uri.neuinfo.org/nif/nifstd/nlx_chem_090801

has exact synonym

(4aS,10S,10aS)-6-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthrene

3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan

has functional parent

http://purl.obolibrary.org/obo/CHEBI_29133

has role

http://purl.obolibrary.org/obo/CHEBI_35703

http://purl.obolibrary.org/obo/CHEBI_50910

http://purl.obolibrary.org/obo/CHEBI_78298

http://purl.obolibrary.org/obo/CHEBI_60643

http://purl.obolibrary.org/obo/CHEBI_50266

http://purl.obolibrary.org/obo/CHEBI_146270

http://purl.obolibrary.org/obo/CHEBI_51177

has_alternative_id

CHEBI:92579

has_obo_namespace

chebi_ontology

has_related_synonym

Romilar

BA 2666

destrometerfano

Dextromorphan

Tusilan

Benylin DM

Balminil DM

(+)-3-methoxy-N-methylmorphinan

dextrometorfano

DXM

(9alpha,13alpha,14alpha)-3-methoxy-17-methylmorphinan

Medicon

Albutussin

(+)-dextromethorphan

dextromethorphane

d-Methorphan

dextromethorphanum

dextromethorfan

dextromethorphan

3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan

BA-2666

Antussan

Calmylin

D-methorphan

Delsym

hasExternalSource

DB00514

hasStreetName

Cough-X

Hold DM

id

CHEBI:4470

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C18H25NO/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/t15-,17+,18+/m1/s1

inchikey

MKXZASYAUGDDCJ-NJAFHUGGSA-N

is enantiomer of

http://purl.obolibrary.org/obo/CHEBI_146176

label

dextromethorphan

mass

271.404

modifiedDate

June 30, 2010

monoisotopicmass

271.19361

notation

CHEBI:4470

prefLabel

dextromethorphan

smiles

C=1C=2C[C@H]3[C@@]4([C@](C2C=C(C1)OC)(CCCC4)CCN3C)[H]

synonym

Romilar

Benylin DM for Children 12

Robitussin Pediatric Cough

Dextromorphan

Dextrometorfano (INN-Spanish)

Trocal

Koffex DM

Tussade

Dextromethorfan (Czech)

Tusilan

Triaminic DM Long Lasting for Children

Robitussin Maximum Strength

Methorphan

Benylin DM

Dextromethorphan Bromide

D-Methorphan Hydrobromide

Creo-Terpin

Balminil DM

Robitussin Pediatric

Levometorfano (INN-Spanish)

Delsym Cough Formula

Cosylan

Demorphan

Diabe-Tuss DM Syrup

Pertussin CS Children's

Novahistine DM

Benylin DM for Children

Dormethan

Canfodion

Vicks 44 Cough Relief

Levomethorphan

Suppressant

Demorphine

Levomethorphan (Ban:Dcf:Inn)

Destrometerfano (Dcit)

Pertussin DM Extra Strength

L-Methorphan

Levomethorphanum (INN-Latin)

Demorphan Hydrobromide

Medicon

Bromhydrate

Dextrometorphan

Benylin Pediatric Cough

Balminil DM Children

Metrorat

Delta-Methorphan

Strength

Benylin DM 12 Hour

Hihustan M

Dexyromethorphan

Cough Suppressant

Hour

Novahistex DM

Calmylin #1

Antussan

Dormetan

Benylin Adult Formula Cough

D-Methorphan

Methorate Hydrobromide

Levomethorphane (INN-French)

Sucrets 4 Hour Cough

Delsym

subClassOf

http://purl.obolibrary.org/obo/CHEBI_146178

http://uri.neuinfo.org/nif/nifstd/nlx_chem_1003011

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