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Bisacodyl

CAS No.
603-50-9
Chemical Name:
Bisacodyl
Synonyms
bisacodil;dulcolax;4,4’-(2-pyridylmethylene)-diphenolacetate;(Pyridin-2-ylMethylene)bis(4,1-phenylene) diacetate;laco;Bicol;LA96A;neolax;ivilax;Laxans
CBNumber:
CB2233693
Molecular Formula:
C22H19NO4
Molecular Weight:
361.39
MDL Number:
MFCD00038039
MOL File:
603-50-9.mol
MSDS File:
SDS
Last updated:2024-11-25 20:05:57

Bisacodyl Properties

Melting point 138°C
Boiling point 493.21°C (rough estimate)
Density 1.2545 (rough estimate)
refractive index 1.5614 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Practically insoluble in water, soluble in acetone, sparingly soluble in ethanol (96 per cent). It dissolves in dilute mineral acids.
pka 4.69±0.10(Predicted)
form Solid
color White to Off-White
Water Solubility Soluble in alcohol (slightly), ether (slightly), chloroform, and acetone. Insoluble in water.
λmax 220nm(MeOH)(lit.)
Merck 14,1242
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey KHOITXIGCFIULA-UHFFFAOYSA-N
LogP 3.453 (est)
CAS DataBase Reference 603-50-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 10X0709Y6I
NCI Drug Dictionary bisacodyl
ATC code A06AB02,A06AB52,A06AG02
NIST Chemistry Reference Bisacodyl(603-50-9)
EPA Substance Registry System Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester) (603-50-9)

Pharmacokinetic data

Protein binding Negligible
Excreted unchanged in urine 30%
Volume of distribution See 'Other information'.(L/kg)
Biological half-life See 'Other information'.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  22-36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  SM8750000
TSCA  Yes
HS Code  2933399090
Toxicity LD50 orally in rats: >3 g/kg (Schmidt)
NFPA 704
0
2 0

Bisacodyl price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2794 Bisacodyl certified reference material, pharmaceutical secondary standard 603-50-9 250MG $158 2024-03-01 Buy
Sigma-Aldrich BP047 Bisacodyl British Pharmacopoeia (BP) Reference Standard 603-50-9 100MG $266 2024-03-01 Buy
Sigma-Aldrich B1390 Bisacodyl analytical standard, for drug analysis 603-50-9 10g $100 2024-03-01 Buy
Sigma-Aldrich B1140000 Bisacodyl European Pharmacopoeia (EP) Reference Standard 603-50-9 b1140000 $88 2024-03-01 Buy
TCI Chemical B5066 Bisacodyl >98.0%(HPLC)(T) 603-50-9 5g $76 2024-03-01 Buy
Product number Packaging Price Buy
PHR2794 250MG $158 Buy
BP047 100MG $266 Buy
B1390 10g $100 Buy
B1140000 b1140000 $88 Buy
B5066 5g $76 Buy

Bisacodyl Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

Originator

Dulcolax,Boehringer Ingelheim,US,1958

Uses

Stimulant laxative.

Uses

Cathartic.

Uses

Bisacodyl is used in the inhibition of (Na+K)ATPase, the increase of mucosal PGE2, and the activation of adenyl cyclase in rat intestine studies. It is used as a laxative drug. It is typically prescribed for relief of constipation.

Definition

ChEBI: Bisacodyl is a diarylmethane.

Manufacturing Process

Preparation of (4,4'-Dihydroxy-Diphenyl)-(Pyridyl-2)-Methane 70.0 grams of α-pyridine aldehyde are fed portionwise with stirring and cooling to a mixture of 200 grams of phenol and 100 cc of concentrated sulfuric acid. The reaction mixture is allowed to stand for a while with repeated stirring, whereby it becomes syrupy, neutralized with sodium carbonate, dissolved in methanol and filtered. The filtrate is introduced into a large quantity of water and the resulting precipitate is recrystallized from a methanol/water mixture. Colorless crystals are obtained of MP 254°C. When using zinc chloride or tin tetrachloride and warming to a temperature of about 50°C, a corresponding result is obtained.
Preparation of Bisacodyl: 5 grams of (4,4'-dihydroxy-diphenyl)-(pyridyl-2)- methane are heated with 5 grams of anhydrous sodium acetate and 20 cc of acetic anhydride for three hours over a boiling water bath. The cooled reaction mixture is poured into water, whereby after a while a colorless substance precipitates, which is filtered off with suction, washed with water and recrystallized from aqueous ethanol. Colorless bright crystals, MP 138°C are obtained.

brand name

Correctol Tablets, Caplets (Schering-Plough HealthCare); Dulcolax (Boehringer Ingelheim); Evac-Q-Tabs (Savage); Feen-a- Mint Tablets (Schering-Plough HealthCare); Modane (Savage); SK-Bisacodyl (SmithKline Beecham); Theralax (SmithKline Beecham).

Therapeutic Function

Laxative

Clinical Use

Laxative

Veterinary Drugs and Treatments

Bisacodyl oral and rectal products are used as stimulant cathartics in dogs and cats.

Metabolism

Bisacodyl is rapidly hydrolysed to the active principle bis-(p-hydroxyphenyl)-pyridyl-2-methane (BHPM), mainly by esterases of the enteric mucosa. After oral and rectal administration, only small amounts of the drug are absorbed and are almost completely conjugated in the intestinal wall and the liver to form the inactive BHPM glucuronide. Following the administration of bisacodyl coated tablets, an average of 51.8% of the dose was recovered in the faeces as free BHPM and an average of 10.5% of the dose was recovered in the urine as BHPM glucuronide. Following the administration as a suppository, an average of 3.1% of the dose was recoveredas BHPM glucuronide in the urine. Stool contained large amounts of BHPM (90% of the total excretion) in addition to small amounts of unchanged bisacodyl

Global( 541)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from Bisacodyl manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bisacodyl pictures 2024-11-28 Bisacodyl
603-50-9
US $1.00 / kg 0.10000000kg 99% 200KG Jinan Million Pharmaceutical Co., Ltd
Bisacodyl pictures 2024-11-28 Bisacodyl
603-50-9
US $30.00 / kg 1kg 99% 1000 hebei hongtan Biotechnology Co., Ltd
Bisacodyl pictures 2024-11-28 Bisacodyl
603-50-9
US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
  • Bisacodyl pictures
  • Bisacodyl
    603-50-9
  • US $1.00 / kg
  • 99%
  • Jinan Million Pharmaceutical Co., Ltd
  • Bisacodyl pictures
  • Bisacodyl
    603-50-9
  • US $30.00 / kg
  • 99%
  • hebei hongtan Biotechnology Co., Ltd
  • Bisacodyl pictures
  • Bisacodyl
    603-50-9
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd

Bisacodyl Spectrum

2-(4,4’-diacetoxydiphenylmethyl)pyridine 2-(4,4'-Diacetoxydiphenylmethyl)pyridine 4,4'-(2-Pyridylmethylene)diphenol diacetate 4,4'-(2-Pyridylmethylene)diphenol diacetate (ester) 4,4’-(2-pyridinylmethylene)bis-phenodiacetate(ester) 4,4’-(2-pyridylmethylene)di-phenodiacetate(ester) 4,4’-(2-Pyridylmethylene)-diphenolace-tate 4,4’-(2-pyridylmethylene)diphenoldiacetate neolax nigalax Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester) Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate phenol,4,4’-(2-pyridinylmethylene)bis-,diacetate(ester) Pyrilax sanvacual Sk-bisacodyl stadalax telemin Theralax BISACODYL AURORA KA-6302 GENTLAX (PURDUE FREDERICK) EX-LAX ULTRA (NOVARTIS) LAXADIN (TEVA) LABOTEST-BB LT00134695 DULCOLAN (BOEHRINGER, ING) DULCOLAX (BOEHRINGER, ING) DUROLAX (BOEHRINGER, ING) CONTALAX (3M PHARMA) CORRECTOL (SCHERING-PLOUGH) STADALAX (STADA) PERILAX (FERRING) PYRILAX (BERLIN-CHEMIE) 4,4'-DIACETOXYDIPHENYLPYRIDYL-2-METHANE [4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate 4,4'-(2-pyridylmethylene)bisphenol diacetate (4,4’-diacetoxydiphenyl)(2-pyridyl)methane (4,4'-Diacetoxydiphenyl)(2-pyridyl)methane 4,4’-diacetoxydiphenylpyrid-2-ylmethane 4,4'-Diacetoxydiphenylpyrid-2-ylmethane 4-[[4-(Acetyloxy)phenyl](2-pyridinyl)methyl]phenyl acetate Bicol bicosacodyl Bis(p-acetoxyphenyl)-2-pyridylmethane brocalax broxalax deficol Di-(4-acetoxyphenyl)-2-pyridylmethane Di-(p-acetoxyphenyl)-2-pyridylmethane Dulcolan durolax endokolat eulaxan fenilaxan godalax hillcolax ivilax