Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Oxyphenonium bromide [INN:BAN]
RN: 50-10-2
UNII: S9421HWB3Z
InChIKey: UKLQXHUGTKWPSR-UHFFFAOYSA-M

Note

  • A quaternary ammonium anticholinergic agent with peripheral side effects similar to those of ATROPINE. It is used as an adjunct in the treatment of gastric and duodenal ulcer, and to relieve visceral spasms. The drug has also been used in the form of eye drops for mydriatic effect.

Molecular Formula

  • C21-H34-N-O3.Br

Molecular Weight

  • 428.4076
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Parasympatholytics
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Oxyphenonium bromide [INN:BAN]

Synonyms

  • Antrenyl
  • Antrenyl bromide
  • BA-5473
  • Bromure d'oxyphenonium
  • Bromure d'oxyphenonium [INN-French]
  • Bromuro de oxifenonio
  • Bromuro de oxifenonio [INN-Spanish]
  • C 5473
  • Diethyl(2-hydroxyethyl)methylammonium bromide alpha-phenylcyclohexaneglycolate
  • EINECS 200-010-7
  • Oxifenon
  • Oxyfenon
  • Oxyphenon
  • Oxyphenonii bromidum
  • Oxyphenonii bromidum [INN-Latin]
  • Oxyphenonium bromide
  • Spasmophen
  • Subranyl
  • UNII-S9421HWB3Z

Systematic Names

  • Ammonium, diethyl(2-hydroxyethyl)methyl-, bromide, alpha-phenylcyclohexaneglycolate
  • Diethyl(2-hydroxyethyl)methylammonium bromide alpha-phenylcyclohexaneglycolate
  • Ethanaminium, 2-((cyclohexylhydroxyphenylacetyl)oxy)-N,N-diethyl-N-methyl-, bromide (9CI)
  • Oxyphenonium bromide

Registry Numbers

CAS Registry Number

  • 50-10-2

FDA UNII

  • S9421HWB3Z

Related Registry Number

  • 14214-84-7 (Parent)

System Generated Number

  • 0000050102

Molecular Formulas

Molecular Formula

  • C21-H34-N-O3.Br

Molecular Formula Fragments

  • Br
  • C21-H34-N-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C21H34NO3.BrH/c1-4-22(3,5-2)16-17-25-20(23)21(24,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6,8-9,12-13,19,24H,4-5,7,10-11,14-17H2,1-3H3;1H/q+1;/p-1

InChIKey

UKLQXHUGTKWPSR-UHFFFAOYSA-M

Smiles

[Br-].CC[N+](C)(CC)CCOC(=O)C(O)(C1CCCCC1)c2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 40mg/kg (40mg/kg)   Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 151, Pg. 614, 1957.
human TDLo oral 357ug/kg (0.357mg/kg) CARDIAC: CHANGE IN RATE Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 292, 1953.
mouse LD50 intraperitoneal 95mg/kg (95mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 73, 1954.
mouse LD50 intravenous 30mg/kg (30mg/kg)   Compilation of LD50 Values of New Drugs.
mouse LD50 oral 400mg/kg (400mg/kg)   Compilation of LD50 Values of New Drugs.
mouse LD50 subcutaneous 350mg/kg (350mg/kg)   Compilation of LD50 Values of New Drugs.
rabbit LD50 intravenous 30mg/kg (30mg/kg)   Compilation of LD50 Values of New Drugs.
rabbit LD50 subcutaneous 100mg/kg (100mg/kg)   Compilation of LD50 Values of New Drugs.
rat LD50 intramuscular 400mg/kg (400mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 292, 1953.
rat LD50 intravenous 13200ug/kg (13.2mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 292, 1953.
rat LD50 oral 995mg/kg (995mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 292, 1953.
rat LD50 subcutaneous 786mg/kg (786mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 108, Pg. 292, 1953.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 191.5 deg C   EXP
log P (octanol-water) 0.170 (none)   EST
Atmospheric OH Rate Constant 5.41E-11 cm3/molecule-sec 25 EST

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