Topiramate

CAS Number: 97240-79-4

Molecular Mass: 339.36 g/mol

Formula: C₁₂H₂₁NO₈S

Smiles: CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1

Synonymes:

Topiramate, topiramate, 97240-79-4, Topamax, Epitomax, Topamax Sprinkle, Topina, Tipiramate, Topiramato, Topiramatum, Topimax, Topomax, McN-4853, Tipiramato, Epitoma, Topamac, RWJ-17021, RWJ-17021-000, Sincronil, Qudexy, topiramate tablet, Trokendi XR, Qudexy XR, USL255, (-)-topiramate, USL-255, 2,3:4,5-Bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate, EPRONTIA, 2,3:4,5-Di-O-isopropylidene-beta-D-fructopyranose sulfamate, DTXSID8023688, 0H73WJJ391, DTXCID103688, CHEBI:63631, QSYMIA COMPONENT TOPIRAMATE, beta-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, sulfamate, [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl sulfamate, [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^{2,6}]dodecan-6-yl]methyl sulfamate, McN4853, topiramate spinkle, ((1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo(7.3.0.0^(2,6))dodecan-6-yl)methyl sulfamate, ((1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo(7.3.0.02,6)dodecan-6-yl)methyl sulfamate, ((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi(1,3)dioxolo(4,5-a:5',3'-d)pyran-3a-yl)methyl sulfamate, [(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyl-5,5a,8a,8b-tetrahydrodi[1,3]dioxolo[4,5-a:5',3'-d]pyran-3a-yl]methyl sulfamate, RefChem:56737, 2,3-4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose sulfamate, N03AX11, MFCD00865320, C12H21NO8S, ((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl sulfamate, [(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate, Tipiramate [French], Tipiramato [Spanish], Topiramatum [INN-Latin], topiramatum [Latin], Topiramato [INN-Spanish], McN 4853, TPM, Topiragen, Topax, SMR000466325, Topiramate (TPM), TOR, Topamax (TN), CAS-97240-79-4, BRN 5988957, UNII-0H73WJJ391, s1438, Topiramate CRS, HSDB 7531, McN 4853, RWJ 17021, Sulfamate 7, 3hku, 3lxe, USL 255, Topiramate [USAN:USP:INN:BAN], NCGC00095181-01, ((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl)methyl sulfamate, Trokendi xr (TN), KS-1122, Topiramate (Standard), TOPIRAMATE [MI], TOPIRAMATE [INN], TOPIRAMATE [JAN], Spectrum2_001128, TOPIRAMATE [HSDB], TOPIRAMATE [USAN], TOPIRAMATE [VANDF], CBChromo1_000352, TOPIRAMATE [MART.], 2,3:4,5-Di-O-isopropylidene-b-D-fructopyranose sulfamate, TOPIRAMATE [USP-RS], TOPIRAMATE [WHO-DD], BIDD:PXR0127, SCHEMBL34631, BSPBio_002306, Topiramate (JAN/USP/INN), Eprontia (liquid formulation), MLS000759431, MLS001424070, BIDD:GT0854, SPECTRUM1505801, SPBio_000995, CHEMBL220492, GTPL6849, orb1310396, orb3141281, TOPIRAMATE [ORANGE BOOK], BDBM10887, HY-B0122R, TOPIRAMATE [EP MONOGRAPH], TOPIRAMATE [USP IMPURITY], HMS1922H06, HMS2051L09, HMS2093D20, HMS2232H21, HMS3414C15, HMS3678C15, HMS3715I12, HMS3884C17, Pharmakon1600-01505801, TOPIRAMATE [USP MONOGRAPH], [(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate (non-preferred name), ALBB-022457, HY-B0122, MSK10313, Topiramate, 1mg/ml in Acetonitrile, Tox21_111472, Tox21_302401, EBC-07086, HB0618, NSC759251, .beta.-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, sulfamate, AKOS000424547, Topiramate 1.0 mg/ml in Acetonitrile, Topiramate, >=98% (HPLC), solid, Tox21_111472_1, CCG-100940, CS-1885, DB00273, MD03549, NC00190, NSC 759251, NSC-759251, NCGC00178714-01, NCGC00178714-04, NCGC00178714-18, NCGC00255221-01, SY028640, SBI-0206907.P001, NS00010259, SW197570-3, C07502, D00537, EN300-118319, F20536, AB00639961-06, AB00639961-08, AB00639961_09, AB00639961_10, F372976, Q221174, SR-01000759409, W-60376, SR-01000759409-4, BRD-K29653726-001-13-4, BRD-K29653726-001-14-2, BRD-K29653726-001-15-9, Z1511495258, Topiramate, United States Pharmacopeia (USP) Reference Standard, 2,3:4,5-Bis-O-(1-methylethylidene) ?-D-fructopyranose sulfamate, 2,3:4,5-DI-O-ISOPROPYLIDENE-.BETA.-D-FRUCTOPYRANOSE SULFAMATE, Topiramate, Pharmaceutical Secondary Standard, Certified Reference Material, .beta.-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, 1-sulfamate, [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0,2,6]dodecan-6-yl]methyl sulfamate, [(3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-2H,3aH,7H-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate

Bioactivity: -

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Butanol	278.15	-	18.7	[290]
1-Butanol	283.15	-	23.69	[290]
1-Butanol	288.15	-	30.19	[290]
1-Butanol	293.15	-	38.43	[290]
1-Butanol	298.15	-	49.12	[290]
1-Butanol	303.15	-	64.26	[290]
1-Butanol	308.15	-	86.38	[290]
1-Butanol	313.15	-	111.7	[290]
1-Butanol	318.15	-	149.7	[290]
1-Butanol	323.15	-	205.0	[290]
1-Hexanol	278.15	-	8.01	[290]
1-Hexanol	283.15	-	9.995	[290]
1-Hexanol	288.15	-	13.61	[290]
1-Hexanol	293.15	-	17.19	[290]
1-Hexanol	298.15	-	22.03	[290]
1-Hexanol	303.15	-	28.3	[290]
1-Hexanol	308.15	-	37.47	[290]
1-Hexanol	313.15	-	48.87	[290]
1-Hexanol	318.15	-	64.2	[290]
1-Hexanol	323.15	-	85.4	[290]
1-Pentanol	278.15	-	11.9	[290]
1-Pentanol	283.15	-	15.01	[290]
1-Pentanol	288.15	-	19.05	[290]
1-Pentanol	293.15	-	23.6	[290]
1-Pentanol	298.15	-	30.55	[290]
1-Pentanol	303.15	-	39.72	[290]
1-Pentanol	308.15	-	49.22	[290]
1-Pentanol	313.15	-	65.0	[290]
1-Pentanol	318.15	-	85.62	[290]
1-Pentanol	323.15	-	116.2	[290]
1-Propanol	278.15	-	33.18	[290]
1-Propanol	283.15	-	42.71	[290]
1-Propanol	288.15	-	53.66	[290]
1-Propanol	293.15	-	68.26	[290]
1-Propanol	298.15	-	86.28	[290]
1-Propanol	303.15	-	116.3	[290]
1-Propanol	308.15	-	153.9	[290]
1-Propanol	313.15	-	204.2	[290]
1-Propanol	318.15	-	277.9	[290]
1-Propanol	323.15	-	379.6	[290]
2-Butoxyethanol	278.15	-	150.1	[290]
2-Butoxyethanol	283.15	-	167.1	[290]
2-Butoxyethanol	288.15	-	188.5	[290]
2-Butoxyethanol	293.15	-	211.4	[290]
2-Butoxyethanol	298.15	-	238.9	[290]
2-Butoxyethanol	303.15	-	280.2	[290]
2-Butoxyethanol	308.15	-	317.3	[290]
2-Butoxyethanol	313.15	-	360.4	[290]
2-Butoxyethanol	318.15	-	411.2	[290]
2-Butoxyethanol	323.15	-	469.4	[290]
2-Methoxyethanol	278.15	-	763.7	[290]
2-Methoxyethanol	283.15	-	805.7	[290]
2-Methoxyethanol	288.15	-	855.4	[290]
2-Methoxyethanol	293.15	-	919.2	[290]
2-Methoxyethanol	298.15	-	984.4	[290]
2-Methoxyethanol	303.15	-	1052.6	[290]
2-Methoxyethanol	308.15	-	1140.6	[290]
2-Methoxyethanol	313.15	-	1246.3	[290]
2-Methoxyethanol	318.15	-	1366.0	[290]
2-Methoxyethanol	323.15	-	1492.1	[290]
Ethanol	278.15	-	101.9	[290]
Ethanol	283.15	-	121.2	[290]
Ethanol	288.15	-	151.3	[290]
Ethanol	293.15	-	189.1	[290]
Ethanol	298.15	-	234.9	[290]
Ethanol	303.15	-	288.6	[290]
Ethanol	308.15	-	383.2	[290]
Ethanol	313.15	-	488.0	[290]
Ethanol	318.15	-	641.4	[290]
Ethanol	323.15	-	832.8	[290]
Glycol monoethyl ether	278.15	-	441.3	[290]
Glycol monoethyl ether	283.15	-	472.2	[290]
Glycol monoethyl ether	288.15	-	509.2	[290]
Glycol monoethyl ether	293.15	-	556.3	[290]
Glycol monoethyl ether	298.15	-	610.2	[290]
Glycol monoethyl ether	303.15	-	670.6	[290]
Glycol monoethyl ether	308.15	-	724.1	[290]
Glycol monoethyl ether	313.15	-	809.1	[290]
Glycol monoethyl ether	318.15	-	902.1	[290]
Glycol monoethyl ether	323.15	-	1010.3	[290]
Glycol monopropyl ether	278.15	-	236.0	[290]
Glycol monopropyl ether	283.15	-	262.0	[290]
Glycol monopropyl ether	288.15	-	291.5	[290]
Glycol monopropyl ether	293.15	-	323.2	[290]
Glycol monopropyl ether	298.15	-	362.0	[290]
Glycol monopropyl ether	303.15	-	406.0	[290]
Glycol monopropyl ether	308.15	-	454.8	[290]
Glycol monopropyl ether	313.15	-	512.6	[290]
Glycol monopropyl ether	318.15	-	579.7	[290]
Glycol monopropyl ether	323.15	-	662.9	[290]
Heptanol	278.15	-	6.248	[290]
Heptanol	283.15	-	7.948	[290]
Heptanol	288.15	-	10.3	[290]
Heptanol	293.15	-	13.0	[290]
Heptanol	298.15	-	16.52	[290]
Heptanol	303.15	-	21.07	[290]
Heptanol	308.15	-	27.8	[290]
Heptanol	313.15	-	36.02	[290]
Heptanol	318.15	-	46.93	[290]
Heptanol	323.15	-	61.31	[290]
Isoamyl Alcohol	278.15	-	9.752	[290]
Isoamyl Alcohol	283.15	-	12.65	[290]
Isoamyl Alcohol	288.15	-	16.3	[290]
Isoamyl Alcohol	293.15	-	21.43	[290]
Isoamyl Alcohol	298.15	-	28.3	[290]
Isoamyl Alcohol	303.15	-	37.17	[290]
Isoamyl Alcohol	308.15	-	45.72	[290]
Isoamyl Alcohol	313.15	-	61.34	[290]
Isoamyl Alcohol	318.15	-	81.5	[290]
Isoamyl Alcohol	323.15	-	110.8	[290]
Isobutanol	278.15	-	14.02	[290]
Isobutanol	283.15	-	15.0	[290]
Isobutanol	288.15	-	19.47	[290]
Isobutanol	293.15	-	25.29	[290]
Isobutanol	298.15	-	33.58	[290]
Isobutanol	303.15	-	44.54	[290]
Isobutanol	308.15	-	61.19	[290]
Isobutanol	313.15	-	82.9	[290]
Isobutanol	318.15	-	116.0	[290]
Isobutanol	323.15	-	164.2	[290]
Isopropanol	278.15	-	28.96	[290]
Isopropanol	283.15	-	36.81	[290]
Isopropanol	288.15	-	47.97	[290]
Isopropanol	293.15	-	62.76	[290]
Isopropanol	298.15	-	83.55	[290]
Isopropanol	303.15	-	111.3	[290]
Isopropanol	308.15	-	134.6	[290]
Isopropanol	313.15	-	184.7	[290]
Isopropanol	318.15	-	272.2	[290]
Isopropanol	323.15	-	382.2	[290]
Methanol	278.15	-	356.7	[290]
Methanol	283.15	-	423.5	[290]
Methanol	288.15	-	508.3	[290]
Methanol	293.15	-	614.3	[290]
Methanol	298.15	-	734.0	[290]
Methanol	303.15	-	870.5	[290]
Methanol	308.15	-	1040.6	[290]
Methanol	313.15	-	1237.9	[290]
Methanol	318.15	-	1415.3	[290]
Methanol	323.15	-	1699.3	[290]

Molecule 3D descriptors

Descriptor	Value
PMI1	1714.8892
PMI2	2118.0339
PMI3	3293.0911
NPR1	0.5208
NPR2	0.6432
RadiusOfGyration	3.2402
InertialShapeFactor	0.0004
Eccentricity	0.8537
Asphericity	0.1589
SpherocityIndex	0.3128
PBF	0.9525