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Home > Encyclopedia > [4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate

[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate

[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate structure

[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate 

structure
  • CAS No:

    10040-34-3

  • Formula:

    C18H15NO8S2

  • Chemical Name:

    [4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate

  • Synonyms:

    Picosulfuric acid;Picosulfate;UNII-95D580798S;10040-34-3;95D580798S;Picosulphate;sodium-picosulfate;CHEMBL1741134;SCHEMBL18552552;DTXSID70143251;ZINC3873921;[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate;Phenol, 4,4'-(2-pyridinylmethylene)bis-, 1,1'-bis(hydrogen sulfate);DB09268;Bis(sulfuric acid)2-pyridinylmethylenebis(1,4-phenylene) ester

Description

Picosulfuric acid is found in laxative products. Sodium picosulfate is a used to treat constipation or induce colon cleansing to prepare the large bowels before colonoscopy or surgery. The combination product containing sodium picosulfate and magnesium citrate was introduced to the Canadian market in 2005 and has been used in European countries for many years.

[4-[pyridin-2-yl-(4-sulfooxyphenyl)methyl]phenyl] hydrogen sulfate Basic Attributes

437.4 g/mol

437.02390878 g/mol

95D580798S

DTXSID70143251

Characteristics

157 Ų

Toxicity

Overdosage of laxative preparations containing sodium picosulfate may lead to severe electrolyte disturbances, in addition to dehydration and hypovolemia, with signs and symptoms of these disturbances. In case of overdose, monitor for fluid and electrolyte disturbances with symptomatic treatment. In vitro, 800 and 1600 mg/mL of sodium picosulfate exerted cytotoxic effects on cultured liver cells by inducing dose-dependent vacuolic and fatty change, as well as necrosis combined with a lowered mitotic activity and a slight increase in LDH values of the rapidly growing cultured liver cells of rabbit.

No pharmacokinetic data is available for picosulfuric acid.

Drug Information

Indicated for cleansing of the colon as a preparation for colonoscopy in adults.|FDA Label

Sodium picosulfate is a stimulant laxative that in conjunction with magnesium citrate, produces a purgative effect on stools. In a multicentre, observational study comprising of patients undergoing colonoscopy, more than 93.0% of the patients receiving sodium picosulfate-containing preparations reported the colon cleansing effect to be effective.

In healthy volunteers receiving 2 packets of sodium picosulfate in combination with magnesium oxide and anhydrous citric acid every 6 hours, the mean peak plasma concentrations (Cmax) of sodium picosulfate was achieved within 7 hours (Tmax). The mean Cmax of its active metabolite, BHPM, was 0.05 ng/mL.|Sodium picosulfate and its metabolite BHPM are mainly excreted in urine. The fraction of the absorbed sodium picosulfate dose excreted in urine as unchanged parent compound was 0.19%. Urinary recovery of BHPM was 0.01% of total administered drug. A small amount absorbed picosulfate is reported to be excreted in the urine as a glucuronide-conjugate of BHPM.|No pharmacokinetic data is available for picosulfuric acid.

Sodium picosulfate is hydrolyzed by colonic bacteria to form an active metabolite bis-(p-hydroxy-phenyl)-pyridyl-2-methane (BHPM).

The terminal half-life of sodium picosulfate was 7.4 hours.

Picosulfuric acid, as sodium picosulfate, is a contact laxative. Sodium picosulfate inhibits the absorption of water and electrolytes, and increases their secretion into the intestinal lumen. It is hydrolyzed by colonic bacterial enzyme, sulfatase, to form an active metabolite bis-(p-hydroxy-phenyl)-pyridyl-2-methane (BHPM), which acts directly on the colonic mucosa to stimulate colonic peristalsis.

Computed Properties

Molecular Weight:437.4
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:437.02390878
Monoisotopic Mass:437.02390878
Topological Polar Surface Area:157
Heavy Atom Count:29
Complexity:660
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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