Bisacodyl
Active form: Dihydroxydiphenyl-Pyridyl Methane.
JFDA label: Laxadyl Adult Supp
Mechanism of Action
— Unknown
Indications
Approved
- Bowel cleansing (enema only)
- Constipation
Dosing
Source: Lexicomp
Warnings & Precautions
Source: Lexicomp
Benzyl alcohol and derivatives
Some dosage forms may contain sodium benzoate/benzoic acid; benzoic acid (benzoate) is a metabolite of benzyl alcohol; large amounts of benzyl alcohol (≥99 mg/kg/day) have been associated with a potentially fatal toxicity (“gasping syndrome”) in neonates; the “gasping syndrome” consists of metabolic acidosis, respiratory distress, gasping respirations, CNS dysfunction (including convulsions, intracranial hemorrhage), hypotension, and cardiovascular collapse (AAP ["Inactive" 1997]; CDC, 1982); some data suggests that benzoate displaces bilirubin from protein binding sites (Ahlfors, 2001); avoid or use dosage forms containing benzyl alcohol derivative with caution in neonates. See manufacturer’s labeling. Other warnings/precautions:
Appropriate use
Tablets: Do not chew or crush; do not use if you cannot swallow without chewing. Do not administer within 1 hour after taking an antacid, milk, or any dairy products.
Appropriate use
Enema/Suppositories: For rectal use only, discontinue use and consult a health care provider if rectal bleeding occurs or if no bowel movement is produced after use.
Self-medication (OTC use)
Consult a health care provider prior to use if stomach pain, nausea, vomiting, or a sudden change in bowel movements lasting >2 weeks occurs, or if you have already used a laxative, including bisacodyl, for >1 week. Use may cause stomach discomfort, faintness, rectal burning, and mild cramps. Discontinue use and consult a health care provider if use >1 week is needed.
Pregnancy & Lactation
Pregnancy
Systemic exposure following maternal use of bisacodyl is limited. Plasma concentrations of BHPM (the active metabolite of bisacodyl) are low (median: 61 ng/mL; range: 20 to 118 ng/mL) and the pharmacokinetics are highly variable following oral doses of 10 mg/day for 7 days to women immediately postpartum (Friedrich 2011). Treatment of constipation in pregnant women is similar to that of nonpregnant patients and medications may be used when diet and lifestyle modifications are not effective. Agents other than bisacodyl are preferred as initial treatment. Stimulant laxatives, including bisacodyl, are not recommended for chronic use, but may be used intermittently when needed (ACG [Christie 2007]).
Lactation
It is not known if bisacodyl is present in breast milk. Systemic exposure following maternal use is limited. Neither bisacodyl nor its active metabolite (BHPM) were detectable in breast milk following administration of bisacodyl 10 mg once daily for 7 days to eight breastfeeding women (lower limit of detection: 1 ng/mL) (Friedrich 2011).
Chemistry & Properties
| Formula | C22H19NO4 |
|---|---|
| Molecular weight | 361.4 g/mol |
| IUPAC name | [4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate |
| CAS | 603-50-9 |
| PubChem CID | 2391 |
| InChIKey | KHOITXIGCFIULA-UHFFFAOYSA-N |
| logP | 4.11 (XLogP 3.8) |
| Polar surface area | 65.49 Ų |
| H-bond acceptors / donors | 5 / 0 |
| Drug-likeness (QED) | 0.51 |
| Lipinski violations | 0 |
SMILES
CC(=O)Oc1ccc(C(c2ccc(OC(C)=O)cc2)c2ccccn2)cc1Biology & Pharmacokinetics
Pharmacokinetics
| BBB penetrant | No |
|---|
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP1A2 | Substrate | — |
| CYP2C9 | Inhibitor | IC₅₀ 10.0 µM |
| CYP3A4 | Substrate | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)MRP2 (Inhibitor)MRP3 (Inhibitor)MRP4 (Inhibitor)OATP1B1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Drug–drug interactions (100+, DDInter)
| Interacting drug | Severity | Management |
|---|---|---|
| Abarelix | moderate | |
| Abiraterone | moderate | |
| Acetazolamide | moderate | |
| Alfuzosin | moderate | |
| Alimemazine | moderate | |
| Aluminum hydroxide | moderate | |
| Amiloride | moderate | |
| Amiodarone | moderate | |
| Amisulpride | moderate | |
| Anagrelide | moderate | |
| Apalutamide | moderate | |
| Apomorphine | moderate | |
| Arsenic trioxide | moderate | |
| Asenapine | moderate | |
| Astemizole | moderate | |
| Atomoxetine | moderate | |
| Azithromycin | moderate | |
| Bedaquiline | moderate | |
| Bendroflumethiazide | moderate | |
| Benzthiazide | moderate | |
| Bepridil | moderate | |
| Betamethasone | moderate | |
| Bicalutamide | moderate | |
| Bosutinib | moderate | |
| Bumetanide | moderate | |
| Buprenorphine | moderate | |
| Cabozantinib | moderate | |
| Calcium carbonate | moderate | |
| Ceritinib | moderate | |
| Chlorothiazide | moderate | |
| Chlorpromazine | moderate | |
| Chlorthalidone | moderate | |
| Cilostazol | moderate | |
| Ciprofloxacin | moderate | |
| Cisapride | moderate | |
| Citalopram | moderate | |
| Clarithromycin | moderate | |
| Clofazimine | moderate | |
| Clozapine | moderate | |
| Corticotropin | moderate |
Showing 40 of 100+.
Registered Products (6)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Laxadyl Pediatric Suppositories | Suppository 5 mg | 5 pack varies | The Arab Pharmaceutical Manufacturing PSC/Salt | 0.820 |
| Laxadyl Adult Supp | Suppository 10 mg | 5 pack varies | The Arab Pharmaceutical Manufacturing PSC/Salt | 0.900 |
| Dulcolax Tab | Tablet 5 mg | 40 tab | THE ARAB DRUG STORE P.S.C | 2.010 |
| DULCOLAX Tab. | Tablet 5 mg | 100 tab | THE ARAB DRUG STORE P.S.C | 4.770 |
| Laxadyl Pediatric Suppositories | Suppository 5 mg | 100 pack varies | The Arab Pharmaceutical Manufacturing PSC/Salt | 13.940 |
| Laxadyl Adult Supp | Suppository 10 mg | 100 pack varies | The Arab Pharmaceutical Manufacturing PSC/Salt | 15.300 |