Topiramate

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Names

[ CAS No. ]:
97240-79-4

[ Name ]:
Topiramate

[Synonym ]:
Topamax Sprinkle
2,3:4,5-Bis-O-(1-methylethylidene)-b-D-fructopyranose sulfamate
Topiramate
Topimax
Tipiramato [Spanish]
Epitomax
McN-4853
topiramatum [Latin]
topiramatum
Tipiramate [French]
[(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
Tipiramate
[(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
RWJ 17021-000
Topamax
Topomax
Topiramato [INN-Spanish]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
438.7±55.0 °C at 760 mmHg

[ Melting Point ]:
125ºC

[ Molecular Formula ]:
C12H21NO8S

[ Molecular Weight ]:
339.362

[ Flash Point ]:
219.1±31.5 °C

[ Exact Mass ]:
339.098785

[ PSA ]:
123.92000

[ LogP ]:
2.97

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.497

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LS7083000
CAS REGISTRY NUMBER :
97240-79-4
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C12-H21-N-O8-S
MOLECULAR WEIGHT :
339.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 14,342,1989

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310-P311

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol, solution

[ WGK Germany ]:
3

[ RTECS ]:
LS7083000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Diacetonefructose chlorosulfate
  • Diacetoneglucose
  • 2,3:4,5 Bis-O-(1-Methyl ethylidene)-Fructopyranose azido sulphate
  • N-[(diethylamino)carbonyl]-2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate
  • 4,5-Desisopropylidene Topiramate
  • Triethyl orthoformate
  • 1-Ethoxy-2,2,2-trifluoroethanol

DownStream

  • 4,5-Desisopropylidene Topiramate

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Related Compounds

  • Topiramate D12
  • Topiramate zinc
  • Topiramate-13C6
  • Topiramate sodium
  • Topiramate calcium
  • Topiramate lithium
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • (R)-2,2,3-Trimethylthiomorpholine
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide