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Bisacodyl

CAS No.603-50-9
Chemical Name:Bisacodyl
CBNumber:CB2233693
Molecular Formula:C22H19NO4
Formula Weight:361.39
MOL File:603-50-9.mol

Bisacodyl Property

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)
UNSPSC Code 41116107
NACRES NA.24

Safety

Hazard Codes :Xi
Risk Statements :22-36/37/38
Safety Statements :26-36
WGK Germany :3
RTECS :SM8750000
TSCA :Yes
HS Code :2933399090
Hazardous Substances Data :603-50-9(Hazardous Substances Data)
Toxicity :LD50 orally in rats: >3 g/kg (Schmidt)

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319-H335
Precautionary statements P261-P264-P271-P280-P302+P352-P305+P351+P338

Bisacodyl Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: PHR2794
Product name : Bisacodyl
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 250MG
Price: ₹14473.03
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: B1390
Product name : Bisacodyl
Purity: analytical standard, for drug analysis
Packaging: 10G
Price: ₹12221.43
Updated: 2022/06/14
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Brand: TCI Chemicals (India)
Product number: B5066
Product name : Bisacodyl
Purity:
Packaging: 5G
Price: ₹6400
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: B5066
Product name : Bisacodyl
Purity:
Packaging: 25G
Price: ₹20100
Updated: 2022/05/26
Buy: Buy

Bisacodyl Chemical Properties,Usage,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