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Substance Name: Propoxyphene napsylate [USAN:USP]
RN: 26570-10-5
UNII: 38M219L1OJ
InChIKey: GBKONKCASNNUQD-VGHSCWAPSA-N

Note

  • Less potent, but less irritating analog of propoxyphene; used as analgesic; the dextro isomer has little antitussive action but the levo is mainly used as an antitussive effects toxicity as.

Molecular Formulas

  • C10-H8-O3-S.C22-H29-N-O2.H2-O
  • C22-H29-N-O2.C10-H8-O3-S.H2-O

Molecular Weight

  • 565.727
 

Classification Codes

  • Analgesic
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Propoxyphene napsylate [USAN:USP]

Synonyms

  • (alphaS,1R)-alpha-(2-(Dimethylamino)-1-methylethyl)-alpha-phenylphenethyl propionate compound with 2-naphthalenesulfonic acid (1:1) monohydrate
  • 2-Butanol, 4-(dimethylamino)-3-methyl-1,2-diphenyl-, propionate (ester), 2-naphthalenesulfonate, monohydrate, (2S,3R)-
  • Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (S-(R*,S*))-, compd. with 2-naphthalenesulfonic acid (1:1), monohydrate
  • d-4-Dimethylamino-3-methyl-1,2-diphenyl-2-propionoxybutanenaphthalene-2-sulphonate hydrate
  • d-Propoxyphene napsylate hydrate
  • Darvon-N
  • Dexofen
  • Propoxyphene 2-naphthalenesulfonate, d-, monohydrate
  • Propoxyphene napsylate
  • Propoxyphene napsylate, d-, monohydrate
  • S-9700
  • UNII-38M219L1OJ

Systematic Names

  • 2-Naphthalenesulfonic acid, compd. with (alpha-S,1R)-alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenylphenethyl propionate (1:1), monohydrate
  • 2-Naphthalenesulfonic acid, compd. with (S-(R*,S*))-3-(dimethylamino)-2-methyl-1-phenyl-1-(phenylmethyl)propyl propanoate (1:1), monohydrate
  • Benzeneethanol, alpha-(2-(dimethylamino)-1-methylethyl)-alpha-phenyl-, propanoate (ester), (S-(R*,S*))-, compd. with 2-naphthalenesulfonic acid (1:1), monohydrate

Mixture Names

  • Darvocet-N
  • Propacet

Registry Numbers

CAS Registry Number

  • 26570-10-5

FDA UNII

  • 38M219L1OJ

Other Registry Number

  • 66943-72-4

System Generated Number

  • 0026570105

Molecular Formulas

Molecular Formulas

  • C10-H8-O3-S.C22-H29-N-O2.H2-O
  • C22-H29-N-O2.C10-H8-O3-S.H2-O

Molecular Formula Fragments

  • C10-H8-O3-S
  • C22-H29-N-O2
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C22H29NO2.C10H8O3S.H2O/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;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10;/h6-15,18H,5,16-17H2,1-4H3;1-7H,(H,11,12,13);1H2/t18-,22+;;/m1../s1

InChIKey

GBKONKCASNNUQD-VGHSCWAPSA-N

Smiles

c12c(ccc(c1)S(=O)(O)=O)cccc2.O(C(CC)=O)[C@@](c1ccccc1)(Cc1ccccc1)[C@H](C)CN(C)C.O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 100mg/kg (100mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
cat LDLo subcutaneous 800mg/kg (800mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: NAUSEA OR VOMITING
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
dog LDLo oral 800mg/kg (800mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
dog LDLo subcutaneous 1200mg/kg (1200mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
guinea pig LDLo oral 400mg/kg (400mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
guinea pig LDLo subcutaneous 800mg/kg (800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
mouse LD50 intraperitoneal 171mg/kg (171mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
mouse LD50 oral 973mg/kg (973mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 5, Pg. 359, 1971.
mouse LD50 subcutaneous 749mg/kg (749mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1011, 1971.
rabbit LDLo oral 800mg/kg (800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 2043, 1971.
rat LD50 intraperitoneal 56mg/kg (56mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1011, 1971.
rat LD50 oral 485mg/kg (485mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1011, 1971.
rat LD50 subcutaneous 169mg/kg (169mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1011, 1971.