Dextromethorphan
Also known as d-Methorphan, delta-Methorphan, Dextromorphan
Key facts
What buyers check first
- Appearance
- White to slightly yellow crystalline powder
- Melting point
- 109 to 111
- Solubility
- Practically insoluble in water
- HS code
- 293399
- Category
- Respiratory, allergy and digestive drugs

What is Dextromethorphan?
Plain description, key identifiers and synonyms
Dextromethorphan is 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. It has a role as a oneirogen, a xenobiotic, a prodrug, a neurotoxin, an antitussive, a NMDA receptor antagonist and an environmental contaminant. It is functionally related to a dextrorphan. It is an enantiomer of a levomethorphan.
Dextromethorphan is a morphinan antitussive and dissociative drug.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
- CAS number
- 125-71-3 CAS number cross-checked
- EC number
- 204-752-2
- Molecular formula
- C18H25NO
- UNII
- 7355X3ROTS
- InChIKey
- MKXZASYAUGDDCJ-NJAFHUGGSA-N
- 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
- Canonical SMILES
- COc1ccc2c(c1)C13CCCCC1C(C2)N(C)CC3
- Isomeric SMILES
- CN1CC[C@@]23CCCC[C@@H]2[C@@H]1CC4=C3C=C(C=C4)OC
Synonyms
- d-Methorphan
- delta-Methorphan
- Dextromorphan
- Dextromethorfan
- Dextrometorfano
- Dextromethorphane
- Albutussin
- Destrometerfano
- Dextromethorphanum
- BA 2666
- Balminil DM
- (+)-Dextromethorphan
- 3-Methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan
- Morphinan, 3-methoxy-17-methyl-, (9alpha,13alpha,14alpha)-
- DXM [Antitussive]
- (+)-3-Methoxy-N-methylmorphinon
- DXM (Antitussive)
- (+)-cis-1,3,4,9,10,10a-Hexahydro-6-methoxy-11-methyl-2H-10,4alpha-iminoethanophenanthren
- (+)-3-methoxy-17-methyl-9alpha,13alpha,14alpha-morphinan
- RoboTablets
- Delsym (dextromethorphan)
- Soothe Comfort I Cough Syrup
- Hydrochloride, Dextromethorphan
- Soothe Comfort II Cough Syrup
- Soothe Comfort I Cough Syrup Original
Show all 33 synonymsShow fewer synonyms
- Soothe Comfort II Cough Syrup Herbal Mint
- LIBI AIR VIRLAZA Dextromethorphan Cough Suppressant
- (1R,9R,10R)-4-methoxy-17-methyl-17-azatetracyclo(7.5.3.01,10.02,7)heptadeca-2(7),3,5-triene
- Nodex
- Dextrometorphan
- (1S,9S,10S)-4-methoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
- (+)-3-Methoxy-17-methylmorphinan
- DXM
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | White to slightly yellow crystalline powderexp.Measured value |
|---|---|
| Odour | Odorlessexp.Measured value |
| Melting point | 109 to 111exp.Measured value |
| Solubility | Practically insoluble in waterexp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 271.40 g/molcalc.Computed value |
|---|---|
| Exact mass | 271.1936 Dacalc.Computed value |
| LogP (octanol/water) | 3.38calc.Computed value |
| Topological polar surface area | 12.47 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 20calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 1calc.Computed value |
| Fraction sp3 carbons | 0.67calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 3calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
Precautionary statements (7)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidDextromethorphan suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- India ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- Price on request
- India, Hyderabad ManufacturerUnclaimed profileDextromethorphanGrade Pharma (USP)Price on request
- Nepal, Nepal ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- Mexico, Guadalajara ManufacturerUnclaimed profileDextrometorfanoGrade, purity and minimum order on requestPrice on request
- Ireland, Ringaskiddy ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- India, Nalgonda ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- India, Vadodara ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- India, Secunderabad ManufacturerUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
- ChinaUnclaimed profileDextromethorphanGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
45 suppliers in 16 countries
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Dextromethorphan price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Antitussive Agents, Excitatory Amino Acid Antagonists.
Probe to determine cytochrome 450 phenotype.
Dextromethorphan (DXM) is an over-the-counter (OTC) cough suppressant commonly found in cold medications. DXM is often abused in high doses by adolescents to generate euphoria and visual and auditory hallucinations. Illicit use of DXM is referred to on the street as "Robo-tripping" or "skittling." These terms are derived from the most commonly abused products, Robitussin and Coricidin.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Antitussive Agents
- Excitatory Amino Acid Antagonists
Roles
- NMDA receptor antagonist
- aetiopathogenetic role
- antagonist
- antitussive
- central nervous system drug
- environmental contaminant
- excitatory amino acid antagonist
- neurotoxin
- oneirogen
- pharmaceutical
- poison
- pro-agent
- prodrug
- psychotropic drug
- xenobiotic
Functional uses
- Pharmaceutical
Pharmacology
Dextromethorphan is an Uncompetitive N-methyl-D-aspartate Receptor Antagonist and Sigma-1 Agonist. The mechanism of action of dextromethorphan is as an Uncompetitive NMDA Receptor Antagonist and Sigma-1 Receptor Agonist.
How it is made
Dextromethorphan is made by resolution of (+,-)-3-hydroxy-N-methylmorphinan ... with D-tartaric acid and subsequent O-methylation of the (+)-isomer with phenyltrimethylammonium hydroxide.
Dextromethorphan base (d-3-methoxy-N-methylmorphinan) is prepared from the corresponding d-3-hydroxy compound by methylation with phenyltrimethylammonium hydroxide.
Preparation: O. Schnider, A. Grussner ... United States of America patent 2676177 (1954 to Hoffmann-La Roche).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU Cosmetics Regulation Annex II, prohibited in cosmeticsName: Dextromethorphan (INN) and its salts, Ref no: 226, Annex ref: II/226
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Dextromethorphan is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for Dextromethorphan is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Dextromethorphan, based on the data on this page
What is Dextromethorphan?
What is the CAS number of Dextromethorphan?
What is the molecular formula and weight of Dextromethorphan?
What is Dextromethorphan used for?
Is Dextromethorphan hazardous?
What is the HS code of Dextromethorphan?
Where can I buy Dextromethorphan?
Where can I buy Dextromethorphan in India?
What is the price of Dextromethorphan?
Guides for buyers
Practical guides that help when you source, ship or handle Dextromethorphan
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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