Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Methadone hydrochloride [USP]
RN: 1095-90-5
UNII: 229809935B
InChIKey: FJQXCDYVZAHXNS-UHFFFAOYSA-N

Note

  • 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. It also has a depressant action on the cough center and may be given to control intractable cough associated with terminal lung cancer. Methadone is also used as part of the treatment of dependence on opioid drugs, although prolonged use of methadone itself may result in dependence. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1082-3)

Molecular Formula

  • C21-H27-N-O.Cl-H

Molecular Weight

  • 345.9112
 

Classification Codes

  • Analgesic (Narcotic)
  • Analgesics, Opioid
  • Antitussive Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Narcotics
  • Opioid Agonist Analgesic
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Algolysin
  • Methadone hydrochloride [USP]

Synonyms

  • (+-)-Methadone hydrochloride
  • (+-)-Tussal
  • 4,4-Diphenyl-6-dimethylamino-3-heptanone hydrochloride
  • 6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride
  • Adanon
  • Adanon hydrochloride
  • Adolan
  • Algidon
  • Algolysin
  • Althose hydrochloride
  • Butalgin
  • CCRIS 3320
  • Depridol
  • Diaminon hydrochloride
  • Diskets dispersible
  • dl-6-Dimethylamino-4,4-diphenyl-3-heptanone hydrochloride
  • DL-Methadone hydrochloride
  • Dolofin hydrochloride
  • Dolohepton
  • Dolophin
  • Dolophine
  • Dolophine hydrochloride
  • EINECS 214-140-7
  • Fenadon
  • Fenadone
  • Ketalgin hydrochloride
  • Mecodin
  • Methadone HCl
  • Methadone hydrochloride
  • Methadone hydrochloride intensol
  • Methadose
  • Methadose Oral Concentrate
  • Methadose Sugar-Free Oral
  • Miadone
  • Moheptan
  • NSC 19600
  • Phenadone hydrochloride
  • Physeptone
  • Polamidon
  • Racemic methadone hydrochloride
  • Tussal
  • UNII-229809935B
  • Westadone

Systematic Names

  • 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, hydrochloride
  • 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, hydrochloride, (+-)-
  • DL-Methadone hydrochloride
  • Methadone hydrochloride

Registry Numbers

CAS Registry Number

  • 1095-90-5

FDA UNII

  • 229809935B

Other Registry Numbers

  • 125-56-4
  • 70172-45-1
  • 70181-39-4

Related Registry Number

  • 76-99-3 (Parent)

System Generated Number

  • 0001095905

Molecular Formulas

Molecular Formula

  • C21-H27-N-O.Cl-H

Molecular Formula Fragments

  • C21-H27-N-O
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C21H27NO.ClH/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;1H

InChIKey

FJQXCDYVZAHXNS-UHFFFAOYSA-N

Smiles

Cl.CCC(=O)C(CC(C)N(C)C)(c1ccccc1)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo intravenous 12500ug/kg (12.5mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 79, Pg. 282, 1949.
child LDLo oral 5mg/kg (5mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
JAMA, Journal of the American Medical Association. Vol. 238, Pg. 2516, 1977.
duck LD50 intravenous 12mg/kg (12mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 79, Pg. 282, 1949.
frog LD50 parenteral 55500mg/kg (55500mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 79, Pg. 282, 1949.
frog LD50 subcutaneous 56mg/kg (56mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 83, 1948.
guinea pig LD50 subcutaneous 54mg/kg (54mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 83, 1948.
monkey LDLo subcutaneous 10mg/kg (10mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Proceedings of the Society for Experimental Biology and Medicine. Vol. 65, Pg. 113, 1947.
mouse LD50 intraperitoneal 8300ug/kg (8.3mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 57, Pg. 585, 1961.
mouse LD50 intravenous 16mg/kg (16mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 334, 1964.
mouse LD50 oral 124mg/kg (124mg/kg)   Acta Pharmaceutica Suecica. Vol. 6, Pg. 207, 1969.
mouse LD50 subcutaneous 34mg/kg (34mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 83, 1948.
pigeon LD50 intravenous 51mg/kg (51mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 79, Pg. 282, 1949.
rat LD50 intraperitoneal 11mg/kg (11mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 48, 1959.
rat LD50 intravenous 9200ug/kg (9.2mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 92, Pg. 269, 1948.
rat LD50 oral 30mg/kg (30mg/kg) BEHAVIORAL: ANALGESIA Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 48, 1959.
rat LD50 subcutaneous 12mg/kg (12mg/kg)   Annals of the New York Academy of Sciences. Vol. 51, Pg. 83, 1948.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 235 deg C   EXP
log P (octanol-water) 1.400 (none)   EST
Water Solubility 1.20E+05 mg/L   EXP
Atmospheric OH Rate Constant 3.92E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.