(+)-Methadone
Also known as Dextromethadone, S-Methadone, (S)-methadone
Key facts
What buyers check first
- CAS number
- 5653-80-5
- Formula
- C21H27NO
- Molar mass
- 309.45 g/mol
- EC number
- 637-187-9
- HS code
- 292239
- Category
- Impurities and reference standards
What is (+)-Methadone?
Plain description, key identifiers and synonyms
Dextromethadone is a 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (S)-configuration. It is the less active enantiomer of methadone and has very little activity on opioid receptors and mainly responsible for the inhibition of hERG K+ channels and thus for cardiac toxicity. The drug is currently under clinical development for the treatment of major depressive disorder. It has a role as an opioid analgesic and a NMDA receptor antagonist. It is an enantiomer of a levomethadone.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
- CAS number
- 5653-80-5
- EC number
- 637-187-9
- Molecular formula
- C21H27NO
- UNII
- S95RZH8AMH
- InChIKey
- USSIQXCVUWKGNF-KRWDZBQOSA-N
- InChI
- InChI=1S/C21H27NO/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15,17H,5,16H2,1-4H3/t17-/m0/s1
- Canonical SMILES
- CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c1ccccc1
- Isomeric SMILES
- CCC(=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2
Synonyms
- Dextromethadone
- S-Methadone
- (S)-methadone
- L-(+)-Methadone
- S-(+)-Methadone
- (S)-(+)-Methadone
- (S)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone
- d-6-(Dimethylamino)-4,4-diphenyl-3-heptanone
- d-Methadone
- 6S-Methadone
- (6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
- (6S)-Methadone
- Esmethadone
- Methadone, (+)-
- (+)-(6S)-Methadone
- Esmethadone (USAN)
- 3-heptanone, 6-(dimethylamino)-4,4-diphenyl-, (6S)-
- Esmetadona
- (+)-(S)-Methadone
- (S)-6-(dimethylamino)-4,4-diphenylheptan-3-one
- (6S)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone
- 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, (S)-
- WHO 11978
- Levomethadone Hydrochloride EP Impurity A
- (S)-6-Dimethylamino4,4-diphenylheptan-3-on
Show all 28 synonymsShow fewer synonyms
- (+)-(S)-6-(dimethylamino)-4,4-diphenyl-3-heptanone
- 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, (6S)- (9CI)
- 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, (S)- (8CI)
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
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
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 | 309.45 g/molcalc.Computed value |
|---|---|
| Exact mass | 309.2093 Dacalc.Computed value |
| LogP (octanol/water) | 4.29calc.Computed value |
| Topological polar surface area | 20.31 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 7calc.Computed value |
| Heavy atoms | 23calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.38calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 1calc.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
c1ccc(Cc2ccccc2)cc1
2 rings, 13 atoms, the Diphenylmethane ring system.
8,982 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H301Toxic if swallowed.
- H315Causes skin irritation.
- H317May cause an allergic skin reaction.
- H319Causes serious eye irritation.
- H334May cause allergy or asthma symptoms or breathing difficulties if inhaled.
- H335May cause respiratory irritation.
Precautionary statements (26)
- P233Keep container tightly closed.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P272Contaminated work clothing should not be allowed out of the workplace.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P284In case of inadequate ventilation wear respiratory protection.
- P301 + P316If swallowed: Get emergency medical help immediately.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P319Get medical help if you feel unwell.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P332 + P317If skin irritation occurs: Get medical help.
- P333 + P317If skin irritation or rash occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P342 + P316If experiencing respiratory symptoms: Get emergency medical help immediately.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P403Store in a well-ventilated place.
- P403 + P233Store in a well-ventilated place. Keep container tightly closed.
- 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 aid(+)-Methadone suppliers
Trading restrictions apply to this substance
(+)-Methadone is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2922.31 (methadone and related analgesics)
Our policy on controlled substances(+)-Methadone price
Indicative price range per kg from live supplier offers
Prices are not shown for prohibited substances.
Uses and applications
What the substance is used for, by industry and function
Roles
- NMDA receptor antagonist
- analgesic
- antagonist
- antidepressant
- central nervous system drug
- excitatory amino acid antagonist
- opioid analgesic
- pharmaceutical
- psychotropic drug
Regulatory status
Inventories, regulations and trade controls that list this substance
(+)-Methadone is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.
Listing and enquiries are not allowed for this substance.
Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2922.31 (methadone and related analgesics)
Our policy on controlled substancesHS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code (+)-Methadone is traded under.
Amino-aldehydes, amino-ketones and amino-quinones, other than those containing more thanโฆ
- Germany17.3%
- United States13.8%
- India * partner reported9.9%
* Partner reported figures, a lower bound.
The HS code shown for (+)-Methadone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about (+)-Methadone, based on the data on this page
What is (+)-Methadone?
What is the CAS number of (+)-Methadone?
What is the molecular formula and weight of (+)-Methadone?
What is (+)-Methadone used for?
Is (+)-Methadone hazardous?
What is the HS code of (+)-Methadone?
Can I buy (+)-Methadone on CompoundList?
Guides for buyers
Practical guides that help when you source, ship or handle (+)-Methadone
- 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
Explore more in Impurities and reference standards or HS code 292239