Repositioning Candidate Details
| Candidate ID: | R1194 |
| Source ID: | DB09020 |
| Source Type: | approved |
| Compound Type: | small molecule |
| Compound Name: | Bisacodyl |
| Synonyms: | Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester) |
| Molecular Formula: | C22H19NO4 |
| SMILES: | CC(=O)OC1=CC=C(C=C1)C(C1=CC=C(OC(C)=O)C=C1)C1=CC=CC=N1 |
| Structure: |
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| DrugBank Description: | Bisacodyl, a diphenylmethane derivative, is a commonly used over the counter stimulant laxative for occasional constipation. Both bisacodyl and are metabolized to the same active metabolite bis-(p-hydroxyphenyl)-pyridyl-2-methane (BHPM). Bisacodyl was patented on 25 September 1956 but has been used as a laxative since 1952. |
| CAS Number: | 603-50-9 |
| Molecular Weight: | 361.3906 |
| DrugBank Indication: | Bisacodyl is indicated to relieve occasional constipation and irregularity. |
| DrugBank Pharmacology: | Patients should be counselled regarding abdominal pain, nausea, vomiting, or a change in bowel function that lasts longer than 2 weeks. It has a wide therapeutic index, as patients can take 5-15 mg orally. Patients taking bisacodyl should be counselled before taking the medication if they are already experiencing abdominal pain, nausea, vomiting, or a change in bowel function lasting longer than 2 weeks. Patients should also be counselled to stop taking the medication if they experience rectal bleeding or no bowel movement in 12 hours. |
| DrugBank MoA: | Bisacodyl is deacetylated to the active bis-(p-hydroxyphenyl)-pyridyl-2-methane (BHPM) by an intestinal deacetylase. BHPM can stimulate parasympathetic nerves in the colon directly to increase motility and secretions. Bisacodyl stimulates adenylate cyclase, increasing cyclic AMP, leading to active transport of chloride and bicarbonate out of cells. Sodium ions, potassium ions, and water passively leave the cell; while sodium and chloride ions are unable to be reabsorbed. Water is also be transported from the luminal side of cells into the vasculature by aquaporin 3. Bisacodyl decreases expression of aquaporin 3, preventing water from moving into the vasculature, which may contribute to increased water in the colon. Bisacodyl directly stimulates parasympathetic nerves in the colon, stimulating contraction of longitudinal smooth muscle but not circular smooth muscle. |
| Targets: | Aquaporin-3 negative modulator; Sodium/Potassium Transporting ATPase subunits inhibitor |
| Inclusion Criteria: | Indication associated |
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