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QuickView for Methadone (compound)


PubChem
Name: Methadone
PubChem Compound ID: 14184
Description: A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)
Molecular formula: C21H28ClNO
Molecular weight: 345.906 g/mol
Synonyms:
6-Dimethylamino-4,4-diphenyl-3-heptanone.HCl; Racemic methadone hydrochloride; Meth; NSC 19600; 1095-90-5; Dolophine; Algolysin; 70172-45-1; Polamidon; 3-Heptanone, dl-6-dimethylamino-4,4-diphenyl-, hydrochloride.
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DrugBank
Identification
Name: Methadone
Name (isomeric): DB00333
Drug Type: small molecule
Description: A synthetic opioid that is used as the hydrochloride. It is an opioid analgesic that is primarily a mu-opioid agonist. It has actions and uses similar to those of MORPHINE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)
Synonyms:
Phenadone hydrochloride; Methadone hydrochloride; (+/-)-Methadone hydrochloride; dl-Methadone; Methadon; Methadone HCL; (+/-)-Methadone; DL-Methadone hydrochloride
Brand: Polamidon, (+/-)-Tussal, Mephenon, Dolohepton, Moheptan, Amidone, Methadose, Dolofin hydrochloride, Fenadone, Adanon hydrochloride, Tussol, Algolysin, Algovetin, Adanon, Diaminon, Westadone, Methaquaione, Mecodin, Dolophine, Biscuits, Ketalgin, Heptanon, Adolan, Depridol, Heptadone, Phenadone, Dolophin, Diaminon hydrochloride, Polamidone, Althose hydrochloride, Dolly, Miadone, Algidon, Dollies, Heptadon, Butalgin, Methadone M, Methadone HCL Intensol, Amidon, Fenadon, Ketalgin hydrochloride, Dolophine HCL, Physeptone, Dolophin hydrochloride
Category: Narcotics, Analgesics, Antitussive Agents, Antitussives, Opiate Agonists, Analgesics, Opioid
CAS number: 76-99-3
Pharmacology
Indication: For the treatment of dry cough, drug withdrawal syndrome, opioid type drug dependence, and pain.
Pharmacology:
Methadone is a synthetic opioid analgesic with multiple actions quantitatively similar to those at morphine, the most prominent of which involve the central nervous system and organs composed of smooth muscle. However, Methadone is more active and more toxic than morphine. Methadone is indicated for relief of severe pain, for detoxification treatme...
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Mechanism of Action:
Methadone is a mu-agonist; a synthetic opioid analgesic with multiple actions qualitatively similar to those of morphine, the most prominent of which involves the central nervous system and organs composed of smooth muscle. The principal therapeutic uses for methadone are for analgesia and for detoxification or maintenance in opioid addiction. The ...
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Absorption: Well absorbed following oral administration. The bioavailability of methadone ranges between 36 to 100%.
Protein binding: In plasma, methadone is predominantly bound to α1-acid glycoprotein (85% to 90%).
Biotransformation: Hepatic. Cytochrome P450 enzymes, primarily CYP3A4, CYP2B6, and CYP2C19 and to a lesser extent CYP2C9 and CYP2D6, are responsible for conversion of methadone to EDDP and other inactive metabolites, which are excreted mainly in the urine.
Route of elimination: The elimination of methadone is mediated by extensive biotransformation, followed by renal and fecal excretion. Unmetabolized methadone and its metabolites are excreted in urine to a variable degree.
Half Life: 24-36 hours
Clearance: 1.4 to 126 L/h
Toxicity: In severe overdosage, particularly by the intravenous route, apnea, circulatory collapse, cardiac arrest, and death may occur.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Take without regard to meals. Avoid alcohol. Usually diluted in fruit juice.
Drug interaction:
FluvoxamineFluvoxamine increases the effect and toxicity of methadone
TamsulosinMethadone, a CYP2D6 inhibitor, may decrease the metabolism and clearance of Tamsulosin, a CYP2D6 substrate. Monitor for changes in therapeutic/adverse effects of Tamsulosin if Methadone is initiated, discontinued, or dose changed.
AmobarbitalThe barbiturate, amobarbital, decreases the effect of methadone.
EthotoinThe hydantoin decreases the effect of methadone
TalbutalThe barbiturate, talbutal, decreases the effect of methadone.
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