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Substance Name: Bisacodyl [USP:INN:BAN:JAN]
RN: 603-50-9
UNII: 10X0709Y6I
InChIKey: KHOITXIGCFIULA-UHFFFAOYSA-N

Note

  • A diphenylmethane stimulant laxative used for the treatment of constipation and for bowel evacuation. (From Martindale, The Extra Pharmacopoeia, 30th ed, p871)

Molecular Formula

  • C22-H19-N-O4

Molecular Weight

  • 361.395
 

Classification Codes

  • Cathartics
  • Gastrointestinal Agents
  • Laxative
  • Laxatives

Names and Synonyms

Name of Substance

  • Bisacodyl
  • Bisacodyl [USP:INN:BAN:JAN]

MeSH Heading

  • Bisacodyl

Synonyms

  • (4,4'-Diacetoxydiphenyl)(2-pyridyl)methane
  • 2-(4,4'-Diacetoxydiphenylmethyl)pyridine
  • 4,4'-(2-Pyridylmethylene)diphenol diacetate
  • 4,4'-(2-Pyridylmethylene)diphenol diacetate (ester)
  • 5-21-05-00415 (Beilstein Handbook Reference)
  • Bicol
  • Bis(p-acetoxyphenyl)-2-pyridylmethane
  • Bisacodilo
  • Bisacodilo [INN-Spanish]
  • Bisacodyl
  • Bisacodylum
  • Bisacodylum [INN-Latin]
  • BRN 0323727
  • Brocalax
  • CCRIS 8864
  • Correctol Tablets, Caplets
  • Deficol
  • Di-(4-acetoxyphenyl)-2-pyridylmethane
  • Di-(p-acetoxyphenyl)-2-pyridylmethane
  • Dulcolan
  • Dulcolax
  • Durolax
  • EINECS 210-044-4
  • Endokolat
  • Eulaxan
  • Evac-Q-Tabs
  • Feen-a-Mint Tablets
  • Fenilaxan
  • Godalax
  • Hillcolax
  • HSDB 3016
  • Ivilax
  • LA96a
  • LACO
  • Laxadin
  • Laxanin N
  • Laxans
  • Laxine
  • Laxorex
  • Modane
  • Neolax
  • Nigalax
  • Perilax
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester)
  • Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate (ester)
  • Pyrilax
  • Sanvacual
  • SK-Bisacodyl
  • Stadalax
  • Telemin
  • Theralax
  • Ulcolax
  • UNII-10X0709Y6I
  • Zetrax

Systematic Names

  • Bisacodyl
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, 1,1'-diacetate
  • Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester)
  • Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate (ester)

Mixture Name

  • Halflytely

Registry Numbers

CAS Registry Number

  • 603-50-9

FDA UNII

  • 10X0709Y6I

System Generated Number

  • 0000603509

Structure Descriptors

InChI

1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3

InChIKey

KHOITXIGCFIULA-UHFFFAOYSA-N

Smiles

C(c1ccc(OC(C)=O)cc1)(c1ccc(OC(C)=O)cc1)c1ccccn1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 40mg/kg (40mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 19, 1953.
dog LD50 oral > 15gm/kg (15000mg/kg)   Drugs in Japan Vol. -, Pg. 854, 1990.
dog LDLo intravenous 40mg/kg (40mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 19, 1953.
mouse LD50 oral 17500mg/kg (17500mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: ATAXIA

BLOOD: HEMORRHAGE
Toxicology and Applied Pharmacology. Vol. 2, Pg. 243, 1960.
mouse LDLo intravenous 80mg/kg (80mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 243, 1960.
rabbit LDLo intravenous 40mg/kg (40mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 3, Pg. 19, 1953.
rat LD50 oral 4320mg/kg (4320mg/kg) BLOOD: CHANGES IN SPLEEN

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toxicology and Applied Pharmacology. Vol. 2, Pg. 243, 1960.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 133.5 deg C   EXP
log P (octanol-water) 3.370 (none)   EST
Atmospheric OH Rate Constant 9.70E-12 cm3/molecule-sec 25 EST

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