R(-)-METHADONE HYDROCHLORIDE OPIOID AGON IST
- CAS No.
- 125-58-6
- Chemical Name:
- R(-)-METHADONE HYDROCHLORIDE OPIOID AGON IST
- Synonyms
- levothyl;l-polamivet;(R)-Methadone;(-)-Diaminone;Laevomethadon;levomethadone;(6r)-methadone;4-diphenyl-6-(dimethylamino)-l-3-heptanon;4-diphenyl-6-(dimethylamino)-(r)-3-hetpanon;l-6-(dimethylamino)-4,4-diphenyl-3-heptanone
- CBNumber:
- CB3498242
- Molecular Formula:
- C21H27NO
- Molecular Weight:
- 309.44518
- MDL Number:
- MOL File:
- 125-58-6.mol
| Melting point | 99°C |
|---|---|
| Boiling point | 449.71°C (rough estimate) |
| Density | 1.0350 (rough estimate) |
| refractive index | 1.5614 (estimate) |
| FDA UNII | 6Y75Z4E8NS |
| ATC code | N07BC05 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|---|---|
| Signal word | Danger |
| Hazard statements | H300-H412-H336 |
| Precautionary statements | P264-P270-P301+P310-P321-P330-P405-P501-P273-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501 |
R(-)-METHADONE HYDROCHLORIDE OPIOID AGON IST Chemical Properties,Uses,Production
Definition
ChEBI: Levomethadone is a 6-(dimethylamino)-4,4-diphenylheptan-3-one that has (R)-configuration. It is the active enantiomer of methadone and its hydrochloride salt is used to treat adults who are addicted to drugs such as heroin and morphine. It has a role as an antitussive, an opioid analgesic, a mu-opioid receptor agonist and a NMDA receptor antagonist. It is an enantiomer of a dextromethadone.
Purification Methods
This pharmacologically active (against narcotic addiction) enantiomer was obtained by optical resolution (using D-tartaric acid) of the racemate and was purified by precipitation of the hydrochloride from aqueous solution at pH >6, dried and recrystallised from propan-2-ol. The R-hydrochloride [5967-73-7], when recrystallised from propan-2-ol, has m 245-246o, [] D 20 -169o (c 2, EtOH). The S-(+)-enantiomer [5653-8-5] also recrystallises from propan-2-ol and has recorded m of 100-101o, [] D 25 + 26o (c 1.2, H2O). The S-hydrochloride [15284-15-8], when crystallised from propan-2-ol, has m 243-244o, [] D 20 +169o (c 2, EtOH). [Larsen et al. J Am Chem Soc 70 4194 1948, Brode & Hill J Org Chem 13 191 1948, Schultz et al. J Am Chem Soc 69 2454 1947, Easton et al. J Am Chem Soc 69 2941 1947, Winter & Flataker J Pharmacol Exp Ther 98 305 1950, Beilstein 14 III 278, 1 4 III/IV 300.]