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Substance Name: Adiphenine hydrochloride [USAN]
RN: 50-42-0
UNII: 42B4PDY0AV
InChIKey: LKPINBXAWIMZCG-UHFFFAOYSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Relaxant (Smooth Muscle)

Molecular Formula

  • C20-H25-N-O2.Cl-H

Molecular Weight

  • 347.8834
 
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Names and Synonyms

Name of Substance

  • Adiphenine hydrochloride [USAN]

Synonyms

  • 2-(Diethylamino)ethyl diphenylacetate hydrochloride
  • Adifenin hydrochloride
  • Adiphen hydrochloride
  • Adiphenine chloride
  • Adiphenine HCl
  • Adiphenine hydrochloride
  • Adipheninium chloratum
  • Benzeneacetic acid, alpha-phenyl-2-(diethylamino)ethyl ester hydrochloride
  • Difacil hydrochloride
  • Diphacil hydrochloride
  • Diphenylacetate du diethylamino-ethanol chlorhydrate
  • Diphenylacetate du diethylamino-ethanol chlorhydrate [French]
  • Diphenylacetic acid 2-(diethylamino)ethyl ester hydrochloride
  • Diphenylacetyldiethylaminoethyl hydrochloride
  • EINECS 200-036-9
  • Ethanol, 2-(diethylamino)-, 2,2-diphenylacetate, hydrochloride
  • NSC 129224
  • Patrovina
  • Sentiv
  • Spasmolytin
  • Spasmolytin hydrochloride
  • Spasnil
  • Transentine hydrochloride
  • Trasentin hydrochloride
  • Trasentine hydrochloride
  • UNII-42B4PDY0AV
  • Vegantin

Systematic Names

  • Acetic acid, diphenyl-, 2-(diethylamino)ethyl ester, hydrochloride
  • Adiphenine hydrochloride
  • Benzeneacetic acid, alpha-phenyl-, 2-(diethylamino)ethyl ester, hydrochloride

Registry Numbers

CAS Registry Number

  • 50-42-0

FDA UNII

  • 42B4PDY0AV

System Generated Number

  • 0000050420

Molecular Formulas

Molecular Formula

  • C20-H25-N-O2.Cl-H

Molecular Formula Fragments

  • C20-H25-N-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C20H25NO2.ClH/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18;/h5-14,19H,3-4,15-16H2,1-2H3;1H

InChIKey

LKPINBXAWIMZCG-UHFFFAOYSA-N

Smiles

CCN(CC)CCOC(=O)C(c1ccccc1)c2ccccc2.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intraperitoneal 250mg/kg (250mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 59, Pg. 365, 1937.
cat LDLo intravenous 15mg/kg (15mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 59, Pg. 365, 1937.
frog LDLo subcutaneous 300mg/kg (300mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Quarterly Journal of Pharmacy & Pharmacology. Vol. 11, Pg. 679, 1938.
guinea pig LDLo intraperitoneal 150mg/kg (150mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 59, Pg. 365, 1937.
guinea pig LDLo intravenous 70mg/kg (70mg/kg)   Therapie. Vol. 14, Pg. 731, 1959.
mouse LD50 intradermal 1250mg/kg (1250mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: EXCITEMENT
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 59, Pg. 149, 1938.
mouse LD50 intraperitoneal 185mg/kg (185mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 82, Pg. 23, 1944.
mouse LD50 intravenous 27mg/kg (27mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 96, Pg. 151, 1949.
mouse LD50 oral 500mg/kg (500mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 59, Pg. 149, 1938.
mouse LD50 subcutaneous 630mg/kg (630mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 33, Pg. 145, 1976.
rabbit LDLo intramuscular 500mg/kg (500mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: TREMOR

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Quarterly Journal of Pharmacy & Pharmacology. Vol. 11, Pg. 679, 1938.
rabbit LDLo intraperitoneal 250mg/kg (250mg/kg) CARDIAC: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 59, Pg. 365, 1937.
rabbit LDLo intravenous 30mg/kg (30mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Quarterly Journal of Pharmacy & Pharmacology. Vol. 11, Pg. 679, 1938.
rabbit LDLo subcutaneous 300mg/kg (300mg/kg)   Berichte der Deutschen Chemischen Gesellschaft. Abteilung B: Abhandlungen. Vol. 72, Pg. 1551, 1939.
rat LD50 intraperitoneal 250mg/kg (250mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 96, Pg. 151, 1949.
rat LD50 intravenous 17300ug/kg (17.3mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 81, Pg. 174, 1944.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 113.5 deg C   EXP
log P (octanol-water) 4.390 (none)   EST
Atmospheric OH Rate Constant 1.06E-10 cm3/molecule-sec 25 EST

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