Bisacodyl

A stimulant laxative used for the short-term treatment of constipation and bowel evacuation before diagnostic or surgical procedures. Bisacodyl is a prodrug hydrolyzed in the intestine to its active metabolite, bis-(p-hydroxyphenyl)-pyridyl-2-methane (BHPM). The active metabolite stimulates colonic motility and promotes the secretion of water and electrolytes into the intestinal lumen, facilitating bowel movements. Bisacodyl is administered orally or rectally. Common adverse effects include abdominal cramping, diarrhea, and fluid or electrolyte disturbances with excessive use

CAS Number: 603-50-9

Molecular Mass: 361.4 g/mol

Formula: C₂₂H₁₉NO₄

Smiles: CC(=O)Oc1ccc(C(c2ccc(OC(C)=O)cc2)c2ccccn2)cc1

Synonymes:

Bisacodyl, bisacodyl, 603-50-9, Dulcolax, Theralax, Sk-bisacodyl, Brocalax, Dulcolan, Fenilaxan, Laxans, Pyrilax, Telemin, Endokolat, Eulaxan, Godalax, Hillcolax, Laxadin, Laxorex, Nigalax, Stadalax, Ivilax, Laxine, Neolax, Zetrax, Bisacodilo, Deficol, Modane, LACO, Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate (ester), Evac-Q-Tabs, LA96a, Bisacodylum, Feen-a-Mint Tablets, Bis(p-acetoxyphenyl)-2-pyridylmethane, Di-(p-acetoxyphenyl)-2-pyridylmethane, Di-(4-acetoxyphenyl)-2-pyridylmethane, 2-(4,4'-Diacetoxydiphenylmethyl)pyridine, Correctol Tablets, Caplets, (4,4'-Diacetoxydiphenyl)(2-pyridyl)methane, 4,4'-(2-Pyridylmethylene)diphenol diacetate, NSC-755914, DTXSID1022681, Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate (ester), 10X0709Y6I, DTXCID202681, 5-21-05-00415 (Beilstein Handbook Reference), 4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate, bisacodil, Bisacody, Dulcodos, Entrolax, 4-((4-(acetyloxy)phenyl)(pyridin-2-yl)methyl)phenyl acetate, Biolax, Conlax, BIisacodyl, Dulcolax perles, ratio Bisacodyl, Laxative Gentle, Laxative Women, Womans Laxative, Womens Laxative, Apo Bisacodyl, Bisco Zitron, Proctozone-B, Publix Women, Bisac Evac, Bisacodyl 5mg, Laxans ratiopharm, Bisco Lax, C-lax Laxative, Dulco Lax, Dulco lax perles, Dulco-Lax, Dulcolax Laxative, Bisacodyl, Fleet, The Magic Bullet, Bisacodyl Laxative, Stimulant Laxative, Tannex, Bisacodyl, Bisacodyl, Bekunis, Laxative for Women, Uniserts, Bisacodyl, Cvs Gentle Laxative, Unit Dose Bisacodyl, Bisacodyl Suppository, Stratuscare Bisacodyl, BISCODYL, HEB Gentle Laxative, P Lax Dr, Y Lax Dr, Extra Gentle Laxative, Publix Women Laxative, Leader Womens Laxative, Meijer Gentle Laxative, Womens Gentle Laxative, Avedana Gentle Laxative, Bisacody Enteric Coated, Laxative Enteric Coated, RefChem:5607, TopCare Gentle Laxative, Bisacodyl Enteric Coated, GaviLyte-H and Bisacodyl, Gentle Laxative Bisacodyl, Gentle Overnight Laxative, Publix Stimulant Laxative, Rite-Aid Gentle Laxative, Simpex Bisacodyl Laxative, Walgreens Gentle Laxative, up and up gentle laxative, Dulcolax Simulant Laxative, Dulcolax Stimulant Laxative, Bisacodyl Stimulant Laxative, Rite Aid fast relief laxative, Dollar General Gentle Laxative, Dulcolax Pink Stimulant Laxative, Premier Value Bisacodyl Laxative, A06AB02, A06AG02, Discount Drugmart Gentle Laxative, Enteric Coated Stimulant Laxative, Stimulant Laxative Enteric Coated, Foster and Thrive Gentle Laxative, GOOD REMEDIES GENTLE Laxative, Gentle Laxative Stimulant Laxative, The Medicine Shoppe Gentle Laxative, WOMENS LAXATIVE ENTERIC COATED, Good Neighbor Pharmacy Gentle Laxative, BISAC-10 Bisacodyl Stimulant Laxative, DELAYED RELEASE LAXATIVE BISACODYL, 4,4'-(Pyridin-2-ylmethylene)bis(phenyl acetate), 210-044-4, Polyethylene Glycol 3350, Sodium Chloride, Sodium Bicarbonate, Potassium Chloride and Bisacodyl Delayed-release Tablet, Bicol, Sanvacual, (Pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate, Durolax, Laxanin N, Phenol, 4,4'-(2-pyridinylmethylene)bis-, 1,1'-diacetate, [4-[(4-acetyloxyphenyl)-pyridin-2-ylmethyl]phenyl] acetate, MLS000069729, 4,4'-(2-Pyridylmethylene)diphenol diacetate (ester), MFCD00038039, 4,4'-Diacetoxydiphenylpyridyl-2-methane, SMR000058226, MLS002701749, 4,4'-(2-pyridylmethylene)bisphenol diacetate, NSC614826, NCGC00016522-05, NCGC00016522-10, CAS-603-50-9, Ulcolax, HalfLytely, Bisacodylum [INN-Latin], Bisacodilo [INN-Spanish], HSDB 3016, SR-01000000233, EINECS 210-044-4, 4-[(4-acetyloxyphenyl)-2-pyridylmethyl]phenyl acetate, BRN 0323727, Eufrecton, Horton, CCRIS 8864, Bisacodyl CRS, UNII-10X0709Y6I, Bisacodyl [USP:INN:BAN:JAN], Acetphenolpicoline, , Dulcolax (TN), Prestwick_780, Bisacodyl (Standard), Spectrum_000086, HalfLytely (Salt/Mix), BISACODYL [INN], BISACODYL [JAN], Opera_ID_884, BISACODYL [MI], BISACODYL [HSDB], Prestwick0_000419, Prestwick1_000419, Prestwick2_000419, Prestwick3_000419, Spectrum2_000149, Spectrum3_000318, Spectrum4_000256, Spectrum5_000898, BISACODYL [VANDF], BISACODYL [MART.], CHEMBL942, NCIChal_000004, NCIMech_000456, BISACODYL [USP-RS], BISACODYL [WHO-DD], cid_2391, REGID_for_CID_2391, SCHEMBL21044, BSPBio_000378, BSPBio_001916, KBioGR_000692, KBioSS_000506, DivK1c_000347, SPECTRUM1500147, SPBio_000258, SPBio_002317, Bisacodyl (JP18/USP/INN), BPBio1_000416, CHEBI:3125, orb1300788, orb3139351, BISACODYL [ORANGE BOOK], BISACODYL [EP MONOGRAPH], SCHEMBL29631809, BDBM61400, HMS501B09, HY-B0557R, KBio1_000347, KBio2_000506, KBio2_003074, KBio2_005642, KBio3_001416, [4-[(4-acetoxyphenyl)-(2-pyridyl)methyl]phenyl] acetate, BISACODYL [USP MONOGRAPH], NINDS_000347, GLXC-08181, HMS1569C20, HMS1920G21, HMS2090K15, HMS2091O03, HMS2096C20, HMS2235I11, HMS3373L17, HMS3652E04, HMS3713C20, HMS5082N21, Pharmakon1600-01500147, HY-B0557, MSK10527, Tox21_110472, Tox21_200338, CCG-35661, CCG-36442, EBC-26793, HALFLYTELY COMPONENT BISACODYL, NSC755914, s4047, SBB057015, STK293202, Bisacodyl for peak identification CRS, AKOS001599884, Tox21_110472_1, Bisacodyl for system suitability A CRS, DB09020, FB18804, NSC 755914, NSC-614826, IDI1_000347, 4,4'-Diacetoxydiphenylpyrid-2-ylmethane, Bisacodyl 100 microg/mL in Acetonitrile, Bisacodyl, active ingredient of Viraplex, NCGC00016522-01, NCGC00016522-02, NCGC00016522-03, NCGC00016522-04, NCGC00016522-06, NCGC00016522-07, NCGC00016522-08, NCGC00016522-09, NCGC00016522-11, NCGC00016522-12, NCGC00023260-03, NCGC00023260-04, NCGC00023260-05, NCGC00023260-06, NCGC00257892-01, AC-24284, AS-15820, NCI60_004954, ST024745, SBI-0051297.P003, AB00051928, B5066, NS00006175, SW196918-3, D00245, D81813, AB00051928-17, AB00051928_18, AB00051928_19, Bisacodyl, analytical standard, for drug analysis, EN300-7405275, (pyridin-2-ylmethylene)di-4,1-phenylene diacetate, F242491, Phenol, 4,4'-(2-pyridylmethylene)di-, diacetate, Q417874, SR-01000000233-2, SR-01000000233-3, (pyridin-2-ylmethanediyl)dibenzene-4,1-diyl diacetate, [(Pyridin-2-yl)methylene]di(4,1-phenylene) diacetate, BRD-K39987650-001-05-0, BRD-K39987650-001-15-9, BRD-K39987650-001-23-3, BRD-K39987650-001-24-1, Phenol, 4,4'-(2-pyridinylmethylene)bis-, diacetate, Phenol,4'-(2-pyridinylmethylene)bis-, diacetate (ester), 4,4'-(pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate, Bisacodyl Working Standard (Secondary Reference Standard), Bisacodyl, European Pharmacopoeia (EP) Reference Standard, 4-[[4-(Acetyloxy)phenyl](2-pyridinyl)methyl]phenyl acetate #, Bisacodyl, United States Pharmacopeia (USP) Reference Standard, Bisacodyl for peak identification, European Pharmacopoeia (EP) Reference Standard, Bisacodyl for system suitability, European Pharmacopoeia (EP) Reference Standard

Bioactivity: Stimulant laxative; diphenylmethane derivative; locally acting colonic secretagogue and motility stimulant

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1,4-Dioxane	288.15	-	10.32	[155]
1,4-Dioxane	293.15	-	11.64	[155]
1,4-Dioxane	298.15	-	12.99	[155]
1,4-Dioxane	303.15	-	14.43	[155]
1,4-Dioxane	308.15	-	15.84	[155]
1,4-Dioxane	313.15	-	17.65	[155]
1-Butanol	273.15	-	0.286	[155]
1-Butanol	278.15	-	0.352	[155]
1-Butanol	283.15	-	0.4224	[155]
1-Butanol	288.15	-	1.559	[154]
1-Butanol	288.15	-	0.5196	[155]
1-Butanol	293.15	-	2.121	[154]
1-Butanol	293.15	-	0.632	[155]
1-Butanol	298.15	-	2.827	[154]
1-Butanol	298.15	-	0.747	[155]
1-Butanol	303.15	-	3.789	[154]
1-Butanol	303.15	-	0.8722	[155]
1-Butanol	308.15	-	4.988	[154]
1-Butanol	308.15	-	1.047	[155]
1-Butanol	313.15	-	1.255	[155]
1-Propanol	273.15	-	0.276	[155]
1-Propanol	278.15	-	0.358	[155]
1-Propanol	283.15	-	0.449	[155]
1-Propanol	288.15	-	2.245	[154]
1-Propanol	288.15	-	0.5585	[155]
1-Propanol	293.15	-	2.94	[154]
1-Propanol	293.15	-	0.6814	[155]
1-Propanol	298.15	-	3.792	[154]
1-Propanol	298.15	-	0.818	[155]
1-Propanol	303.15	-	4.886	[154]
1-Propanol	303.15	-	0.9524	[155]
1-Propanol	308.15	-	6.244	[154]
1-Propanol	308.15	-	1.152	[155]
1-Propanol	313.15	-	1.44	[155]
Acetone	273.15	-	6.407	[155]
Acetone	278.15	-	7.673	[155]
Acetone	283.15	-	9.064	[155]
Acetone	288.15	-	62.22	[154]
Acetone	288.15	-	10.54	[155]
Acetone	293.15	-	76.9	[154]
Acetone	293.15	-	12.13	[155]
Acetone	298.15	-	94.08	[154]
Acetone	298.15	-	13.77	[155]
Acetone	303.15	-	114.6	[154]
Acetone	303.15	-	15.47	[155]
Acetone	308.15	-	139.1	[154]
Acetone	308.15	-	17.32	[155]
Acetone	313.15	-	19.34	[155]
Acetonitrile	273.15	-	6.967	[155]
Acetonitrile	278.15	-	8.125	[155]
Acetonitrile	283.15	-	9.525	[155]
Acetonitrile	288.15	-	78.56	[154]
Acetonitrile	288.15	-	11.09	[155]
Acetonitrile	293.15	-	94.24	[154]
Acetonitrile	293.15	-	12.79	[155]
Acetonitrile	298.15	-	112.6	[154]
Acetonitrile	298.15	-	14.72	[155]
Acetonitrile	303.15	-	133.6	[154]
Acetonitrile	303.15	-	16.51	[155]
Acetonitrile	308.15	-	158.0	[154]
Acetonitrile	308.15	-	18.5	[155]
Acetonitrile	313.15	-	20.68	[155]
Diethylene Glycol Monoethyl Ether	288.15	-	20.49	[154]
Diethylene Glycol Monoethyl Ether	293.15	-	24.7	[154]
Diethylene Glycol Monoethyl Ether	298.15	-	29.5	[154]
Diethylene Glycol Monoethyl Ether	303.15	-	34.99	[154]
Diethylene Glycol Monoethyl Ether	308.15	-	41.58	[154]
Dimethylacetamide	288.15	-	159.6	[154]
Dimethylacetamide	293.15	-	183.1	[154]
Dimethylacetamide	298.15	-	209.6	[154]
Dimethylacetamide	303.15	-	239.3	[154]
Dimethylacetamide	308.15	-	271.3	[154]
Dimethylformamide	273.15	-	9.621	[155]
Dimethylformamide	278.15	-	10.86	[155]
Dimethylformamide	283.15	-	12.1	[155]
Dimethylformamide	288.15	-	182.2	[154]
Dimethylformamide	288.15	-	13.77	[155]
Dimethylformamide	293.15	-	210.3	[154]
Dimethylformamide	293.15	-	15.31	[155]
Dimethylformamide	298.15	-	241.6	[154]
Dimethylformamide	298.15	-	17.24	[155]
Dimethylformamide	303.15	-	275.9	[154]
Dimethylformamide	303.15	-	18.96	[155]
Dimethylformamide	308.15	-	314.8	[154]
Dimethylformamide	308.15	-	20.75	[155]
Dimethylformamide	313.15	-	22.89	[155]
Ethanol	273.15	-	0.285	[155]
Ethanol	278.15	-	1.505	[153]
Ethanol	278.15	-	0.365	[155]
Ethanol	283.15	-	2.081	[153]
Ethanol	283.15	-	0.469	[155]
Ethanol	288.15	-	2.816	[153]
Ethanol	288.15	-	2.933	[154]
Ethanol	288.15	-	0.566	[155]
Ethanol	293.15	-	3.829	[153]
Ethanol	293.15	-	3.96	[154]
Ethanol	293.15	-	0.681	[155]
Ethanol	298.15	-	5.149	[153]
Ethanol	298.15	-	5.254	[154]
Ethanol	298.15	-	0.801	[155]
Ethanol	303.15	-	6.771	[153]
Ethanol	303.15	-	6.93	[154]
Ethanol	303.15	-	0.9742	[155]
Ethanol	308.15	-	8.85	[153]
Ethanol	308.15	-	9.089	[154]
Ethanol	308.15	-	1.182	[155]
Ethanol	313.15	-	11.66	[153]
Ethanol	313.15	-	1.45	[155]
Ethanol	318.15	-	15.12	[153]
Ethanol	323.15	-	19.35	[153]
Ethyl acetate	273.15	-	2.75	[155]
Ethyl acetate	278.15	-	3.333	[155]
Ethyl acetate	283.15	-	4.026	[155]
Ethyl acetate	288.15	-	4.695	[155]
Ethyl acetate	293.15	-	5.486	[155]
Ethyl acetate	298.15	-	6.284	[155]
Ethyl acetate	303.15	-	7.226	[155]
Ethyl acetate	308.15	-	8.273	[155]
Ethyl acetate	313.15	-	9.463	[155]
Isopropanol	273.15	-	0.184	[155]
Isopropanol	278.15	-	0.5447	[153]
Isopropanol	278.15	-	0.25	[155]
Isopropanol	283.15	-	0.7725	[153]
Isopropanol	283.15	-	0.311	[155]
Isopropanol	288.15	-	1.067	[153]
Isopropanol	288.15	-	1.131	[154]
Isopropanol	288.15	-	0.385	[155]
Isopropanol	293.15	-	1.472	[153]
Isopropanol	293.15	-	1.545	[154]
Isopropanol	293.15	-	0.463	[155]
Isopropanol	298.15	-	1.997	[153]
Isopropanol	298.15	-	2.082	[154]
Isopropanol	298.15	-	0.5543	[155]
Isopropanol	303.15	-	2.705	[153]
Isopropanol	303.15	-	2.8	[154]
Isopropanol	303.15	-	0.6636	[155]
Isopropanol	308.15	-	3.615	[153]
Isopropanol	308.15	-	3.739	[154]
Isopropanol	308.15	-	0.7715	[155]
Isopropanol	313.15	-	4.828	[153]
Isopropanol	313.15	-	0.9426	[155]
Isopropanol	318.15	-	6.393	[153]
Isopropanol	323.15	-	8.207	[153]
Methanol	273.15	-	0.448	[155]
Methanol	278.15	-	5.004	[153]
Methanol	278.15	-	0.599	[155]
Methanol	283.15	-	6.467	[153]
Methanol	283.15	-	0.731	[155]
Methanol	288.15	-	8.361	[153]
Methanol	288.15	-	8.633	[154]
Methanol	288.15	-	0.9065	[155]
Methanol	293.15	-	10.61	[153]
Methanol	293.15	-	10.99	[154]
Methanol	293.15	-	1.098	[155]
Methanol	298.15	-	13.3	[153]
Methanol	298.15	-	13.77	[154]
Methanol	298.15	-	1.304	[155]
Methanol	303.15	-	16.81	[153]
Methanol	303.15	-	17.31	[154]
Methanol	303.15	-	1.508	[155]
Methanol	308.15	-	20.98	[153]
Methanol	308.15	-	21.52	[154]
Methanol	308.15	-	1.814	[155]
Methanol	313.15	-	25.54	[153]
Methanol	313.15	-	2.213	[155]
Methanol	318.15	-	31.6	[153]
Methanol	323.15	-	38.76	[153]
N-Methyl-2-pyrrolidone	273.15	-	7.162	[155]
N-Methyl-2-pyrrolidone	278.15	-	8.043	[155]
N-Methyl-2-pyrrolidone	283.15	-	9.001	[155]
N-Methyl-2-pyrrolidone	288.15	-	259.9	[154]
N-Methyl-2-pyrrolidone	288.15	-	10.0	[155]
N-Methyl-2-pyrrolidone	293.15	-	284.9	[154]
N-Methyl-2-pyrrolidone	293.15	-	11.15	[155]
N-Methyl-2-pyrrolidone	298.15	-	311.9	[154]
N-Methyl-2-pyrrolidone	298.15	-	12.4	[155]
N-Methyl-2-pyrrolidone	303.15	-	341.2	[154]
N-Methyl-2-pyrrolidone	303.15	-	13.93	[155]
N-Methyl-2-pyrrolidone	308.15	-	371.7	[154]
N-Methyl-2-pyrrolidone	308.15	-	15.61	[155]
N-Methyl-2-pyrrolidone	313.15	-	17.64	[155]
Tetrahydrofuran	288.15	-	87.64	[154]
Tetrahydrofuran	293.15	-	108.0	[154]
Tetrahydrofuran	298.15	-	132.5	[154]
Tetrahydrofuran	303.15	-	161.7	[154]
Tetrahydrofuran	308.15	-	196.6	[154]
Toluene	273.15	-	1.53	[155]
Toluene	278.15	-	1.843	[155]
Toluene	283.15	-	2.228	[155]
Toluene	288.15	-	2.6	[155]
Toluene	293.15	-	3.046	[155]
Toluene	298.15	-	3.565	[155]
Toluene	303.15	-	4.115	[155]
Toluene	308.15	-	4.734	[155]
Toluene	313.15	-	5.382	[155]
Water	278.15	-	0.0019	[153]
Water	283.15	-	0.0023	[153]
Water	288.15	-	0.0027	[153]
Water	288.15	-	0.0026	[154]
Water	293.15	-	0.0032	[153]
Water	293.15	-	0.0031	[154]
Water	298.15	-	0.0038	[153]
Water	298.15	-	0.00366	[154]
Water	303.15	-	0.0045	[153]
Water	303.15	-	0.0043	[154]
Water	308.15	-	0.0053	[153]
Water	308.15	-	0.005	[154]
Water	313.15	-	0.0061	[153]
Water	318.15	-	0.0071	[153]
Water	323.15	-	0.0082	[153]

Molecule 3D descriptors

Descriptor	Value
PMI1	2394.4901
PMI2	4950.1778
PMI3	6800.9549
NPR1	0.3521
NPR2	0.7279
RadiusOfGyration	4.4239
InertialShapeFactor	0.0003
Eccentricity	0.9360
Asphericity	0.2936
SpherocityIndex	0.1999
PBF	1.0179