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Substance Name: Dextromethorphan hydrobromide
RN: 125-69-9
UNII: Z0CG3115FG
InChIKey: MISZALMBODQYFT-URVXVIKDSA-N

Note

  • Methyl analog of DEXTRORPHAN that 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.

Molecular Formula

  • C18-H25-N-O.Br-H

Molecular Weight

  • 352.3134
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Results Name

  • Dextromethorphan hydrobromide

Name of Substance

  • Dextromethorphan hydrobromide anhydrous

Synonyms

  • 9-alpha,13-alpha,14-alpha-Morphinan, 3-methoxy-17-methyl-, hydrobromide
  • Allfen-DM
  • Antussan
  • d-3-Methoxy-N-methylmorphinan hydrobromide
  • d-Methorphan hydrobromide
  • Delsym
  • Demorphan
  • Dextromethorphan bromide
  • Dextromethorphan hydrobromide
  • Dextromethorphan hydrobromide anhydrous
  • Dextromethorphan Polistirex
  • Dextrometorphan hydrobromide
  • Dextroramin P
  • Dormethan
  • EINECS 204-750-1
  • Medicon
  • Methorate hydrobromide
  • Metrorat
  • Ro 1-5470/5
  • Romilar
  • Romilar hydrobromide
  • Tusilan
  • Tussade
  • UNII-Z0CG3115FG

Systematic Names

  • (9alpha,13alpha,14alpha)-3-Methoxy-17-methylmorphinan hydrobromide
  • Morphinan, 3-methoxy-N-methyl-, hydrobromide, (+)-

Mixture Names

  • Mucinex DM
  • Viravan

Registry Numbers

CAS Registry Number

  • 125-69-9

FDA UNII

  • Z0CG3115FG

Other Registry Number

  • 18651-95-1

Related Registry Number

  • 125-71-3 (Parent)

System Generated Number

  • 0000125699

Molecular Formulas

Molecular Formula

  • C18-H25-N-O.Br-H

Molecular Formula Fragments

  • Br-H
  • C18-H25-N-O
  • COMPONENT

Structure Descriptors

InChI

1S/C18H25NO.BrH/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/t15-,17+,18+;/m1./s1

InChIKey

MISZALMBODQYFT-URVXVIKDSA-N

Smiles

CN1CC[C@@]23CCCC[C@@H]2[C@@H]1Cc4c3cc(cc4)OC.Br

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 19800ug/kg (19.8mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972.
child TDLo oral 30mg/kg (30mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA
Pediatrics. Vol. 59, Pg. 117, 1977.
dog LD50 subcutaneous 157mg/kg (157mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 688, 1958.
dog LDLo intravenous 30mg/kg (30mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1916, 1969.
guinea pig LD50 oral 336mg/kg (336mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972.
guinea pig LD50 subcutaneous 150mg/kg (150mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972.
mammal (species unspecified) LD50 unreported 150mg/kg (150mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Chemical and Pharmaceutical Bulletin. Vol. 20, Pg. 1706, 1972.
man TDLo oral 57gm/kg/5Y-I (57000mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ATAXIA
American Journal of Emergency Medicine. Vol. 13, Pg. 174, 1995.
mouse LD50 intravenous 34mg/kg (34mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972.
mouse LD50 oral 165mg/kg (165mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
mouse LD50 subcutaneous 125mg/kg (125mg/kg)   United States Patent Document. Vol. #3031377,
rabbit LD50 intravenous 15mg/kg (15mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: REGIDITY
Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
rat LD50 oral 350mg/kg (350mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE Journal of Pharmacology and Experimental Therapeutics. Vol. 109, Pg. 189, 1953.
rat LD50 subcutaneous 423mg/kg (423mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) Oyo Yakuri. Pharmacometrics. Vol. 6, Pg. 1207, 1972.