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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) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BLOOD: CHANGES IN SPLEEN
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.