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Substance Name: Propoxyphene hydrochloride [USAN:USP]
RN: 1639-60-7
UNII: CB2TL9PS0T
InChIKey: QMQBBUPJKANITL-MYXGOWFTSA-N

Note

  • A narcotic analgesic structurally related to METHADONE. Only the dextro-isomer has an analgesic effect; the levo-isomer appears to exert an antitussive effect.

Molecular Formula

  • C22-H29-N-O2.Cl-H

Molecular Weight

  • 375.937
 

Classification Codes

Classification Codes

  • Analgesic
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Propoxyphene hydrochloride [USAN:USP]

MeSH Heading

  • Dextropropoxyphene

Synonyms

  • (+)-1,2-Diphenyl-2-propionoxy-3-methyl-4-dimethylaminobutane hydrochloride
  • (+)-Propoxyphene hydrochloride
  • (2S,3R)-(+)-4-(Dimethylamino)-3-methyl-1,2-diphenyl-2-butanol propionate (ester) hydrochloride
  • 642 Tablets
  • Abalgin
  • Algaphan
  • alpha-d-Propoxyphene hydrochloride
  • Anatalvic
  • Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), hydrochloride, (S-(R*,S*))-
  • d-4-Dimethylamino-3-methyl-1,2-diphenyl-2-butanol propionate hydrochloride
  • d-Propoxyphene monohydrochloride
  • Darvon
  • Deprancol
  • Depronal
  • Depronal retard
  • Develin
  • Dextropropofixen Dak
  • Dextropropoxyphene hydrochloride
  • Dolene
  • Dolotard
  • Doloxene
  • Doraphen
  • EINECS 216-683-5
  • Erantin
  • Kesso-Gesic
  • Liberen
  • Mardon
  • Margesic Improved
  • Novopropoxyn
  • Paljin
  • Prophene
  • Prophene 65
  • Propoxyphene HCl
  • Propoxyphene hydrochloride
  • Propoxyphene hydrochloride 65
  • Romidon
  • s-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylbenzeneethanol propioate hydrochloride
  • SK 65
  • UNII-CB2TL9PS0T
  • Zideron

Systematic Names

  • 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), hydrochloride, (+)-
  • Benzeneethanol, alpha-((1R)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, 1-propanoate, hydrochloride (1:1), (alphaS)-
  • Benzeneethanol, alpha-((1R)-2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), hydrochloride, (alphaS)-
  • Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), hydrochloride, (S-(R*,S*))-
  • Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), hydrochloride, (S-(theta,S))-
  • Dextropropoxyphene hydrochloride

Superlist Names

  • Darvon
  • DEA No. 9278
  • Dextropropoxyphene dosage forms
  • Dolene

Mixture Names

  • Darvon with A.S.A.
  • Propoxyphene Compound 65
  • SK-65 Apap
  • SK-65 Compound
  • Wygesic

Registry Numbers

CAS Registry Number

  • 1639-60-7

FDA UNII

  • CB2TL9PS0T

Other Registry Numbers

  • 25312-78-1
  • 56533-07-4
  • 62-69-1
  • 6414-50-2
  • 6585-54-2

System Generated Number

  • 0001639607

Molecular Formulas

Molecular Formula

  • C22-H29-N-O2.Cl-H

Molecular Formula Fragments

  • C22-H29-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C22H29NO2.ClH/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19;/h6-15,18H,5,16-17H2,1-4H3;1H/t18-,22+;/m1./s1

InChIKey

QMQBBUPJKANITL-MYXGOWFTSA-N

Smiles

Cl.O(C(CC)=O)[C@](c1ccccc1)([C@H](C)CN(C)C)Cc1ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 70mg/kg (70mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: COMA
Journal of Pediatrics. Vol. 63, Pg. 158, 1963.
child TDLo oral 27mg/kg (27mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Pediatrics. Vol. 63, Pg. 158, 1963.
dog LD50 intramuscular 65mg/kg (65mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
dog LD50 intraperitoneal > 38mg/kg (38mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
dog LD50 intravenous 29mg/kg (29mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
dog LD50 oral 100mg/kg (100mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: NAUSEA OR VOMITING
Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
man TDLo oral 11mg/kg (11mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

BEHAVIORAL: ANOREXIA (HUMAN
Archives of Internal Medicine. Vol. 129, Pg. 62, 1972.
man TDLo oral 37mg/kg (37mg/kg) BEHAVIORAL: COMA

CARDIAC: CHANGE IN RATE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Journal of Toxicology, Clinical Toxicology. Vol. 23, Pg. 347, 1985.
mouse LD50 intraperitoneal 111mg/kg (111mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
mouse LD50 intravenous 25mg/kg (25mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 334, 1964.
mouse LD50 oral 255mg/kg (255mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 172, Pg. 251, 1968.
mouse LD50 subcutaneous 170mg/kg (170mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 28, Pg. 164, 1978.
rabbit LD50 oral 82mg/kg (82mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
rat LD50 intramuscular 157mg/kg (157mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
rat LD50 intraperitoneal 58mg/kg (58mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
rat LD50 intravenous 15mg/kg (15mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
rat LD50 oral 84mg/kg (84mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 134, Pg. 332, 1961.
rat LD50 subcutaneous 134mg/kg (134mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Toxicology and Applied Pharmacology. Vol. 19, Pg. 445, 1971.
women LDLo oral 15mg/kg (15mg/kg) BEHAVIORAL: SLEEP

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Forensic Sciences. Vol. 19, Pg. 72, 1974.
women TDLo oral 1300ng/kg (0.0013mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Toxicology, Clinical Toxicology. Vol. 33, Pg. 179, 1995.
women TDLo oral 650ug/kg (0.65mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

GASTROINTESTINAL: NAUSEA OR VOMITING
Gut. Vol. 27, Pg. 444, 1986.
women TDLo oral 90mg/kg (90mg/kg) VASCULAR: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA
Journal of Toxicology, Clinical Toxicology. Vol. 23, Pg. 347, 1985.