Methadone

Base Information Edit

Chemical Name:Methadone
CAS No.:76-99-3
Deprecated CAS:297-88-1
Molecular Formula:C21H27NO
Molecular Weight:309.451
Hs Code.:2922310020
European Community (EC) Number:200-996-9
UNII:UC6VBE7V1Z
DSSTox Substance ID:DTXSID7023273
Nikkaji Number:J4.190D
Wikipedia:Methadone
Wikidata:Q179996
NCI Thesaurus Code:C62044
RXCUI:6813
Pharos Ligand ID:5U16Y7Z487AZ
Metabolomics Workbench ID:42714
ChEMBL ID:CHEMBL651
Mol file:76-99-3.mol

Synonyms:Amidone;Biodone;Dolophine;Hydrochloride, Methadone;Metadol;Metasedin;Methaddict;Methadone;Methadone Hydrochloride;Methadose;Methex;Phenadone;Phymet;Physeptone;Pinadone;Symoron

This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Methadone Edit

Chemical Property:

Melting Point:78°
Refractive Index:1.5614 (estimate)
Boiling Point:423.655 °C at 760 mmHg
PKA:pKa 8.25 (Uncertain)
Flash Point:126.452 °C
PSA：20.31000
Density:1.01 g/cm³
LogP:4.29200
Storage Temp.:−20°C
XLogP3:3.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:7
Exact Mass:309.209264485
Heavy Atom Count:23
Complexity:346

Purity/Quality:

Safty Information:

Pictogram(s): F,T
Hazard Codes:F,T
Statements: 11-23/24/25-39/23/24/25
Safety Statements: 7-16-36/37-45

MSDS Files:: SDS file from LookChem

Useful:

Drug Classes:Opioids
Canonical SMILES:CCC(=O)C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2
Recent ClinicalTrials:Trial to Shorten Pharmacologic Treatment of Newborns With Neonatal Opioid Withdrawal Syndrome (NOWS)
Recent EU Clinical Trials:Methadone versus fentanil and oxycodone for post-operative pain reduction in patients undergoing coronary artery bypass grafting and/or valve surgery –
Uses Analgesic (narcotic).
Therapeutic Function Narcotic analgesic
Biological Functions Methadone (Dolophine) has an analgesic profile and potency similar to that of morphine but a longer duration of action and better oral bioavailability.The kinetic properties of methadone and its derivative, LAAM, have been shown to be useful in the treatment of opioid addiction. Methadone is a useful analgesic drug for the treatment of moderate to severe pain. Unlike morphine, it is generally not used epidurally because of its long duration of action. It is also rarely or never used in PCA systems or in pregnant women during labor. The side effects and signs of overdose following methadone administration are similar to those observed with morphine. Overdose is treated with naloxone. Clearance of methadone is via the urine and bile as the cyclic Ndemethylated drug. The ability to N-demethylate the drug decreases in elderly patients, prolonging the action of methadone. In such patients, dosing intervals should be longer than in younger patients. In addition, the pH of the urine has a major effect on clearance of the drug. Alkalinization of the urine or renal insufficiency decreases excretion of the drug. Drug interactions and precautions for the use of methadone are similar to those of morphine. In addition, rifampicin and hydantoins markedly increase the metabolism of methadone and can precipitate withdrawal from methadone. Conversely, the tricyclic antidepressants and certain benzodiazepines can inhibit metabolism of methadone, thereby increasing accumulation of the drug, prolonging its half-life, and intensifying its side effects. Continuous dosing with methadone may lead to drug accumulation and to an increased incidence of side effects; methadone is generally not used for PCA. In pregnant heroin-addicted women, substitution of methadone for heroin has been shown to be associated with fewer low-birth-weight newborns and fewer learning and cognition problems later in the life of the child.

Technology Process of Methadone

There total 7 articles about Methadone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%