195533-53-0
195533-53-0 structure
- Name: Batabulin
- Chemical Name: 2,3,4,5,6-pentafluoro-N-(3-fluoro-4-methoxyphenyl)benzenesulfonamide
- CAS Number: 195533-53-0
- Molecular Formula: C13H7F6NO3S
- Molecular Weight: 371.25500
- Catalog: Signaling Pathways Cell Cycle/DNA Damage Microtubule/Tubulin
- Create Date: 2017-01-20 06:51:08
- Modify Date: 2024-01-08 19:30:19
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Batabulin (T138067) is an antitumor agent, which binds covalently and selectively to a subset of the β-tubulin isotypes, thereby disrupting microtubule polymerization. Batabulin affects cell morphology and leads to cell-cycle arrest ultimately induce apoptotic cell death. Batabulin has efficacy against multidrug-resistant (MDR) tumors[1].
| Name | 2,3,4,5,6-pentafluoro-N-(3-fluoro-4-methoxyphenyl)benzenesulfonamide |
|---|---|
| Synonyms |
Batabulin [INN]
2,3,4,5,6-pentafluoro-N-(3-fluoro-4-methoxyphenyl)benzene sulfonamide Batabulin (USAN/INN) Batabulin [USAN] Batabulin 2-fluoro-1-methoxy-4-pentafluorophenyl-sulfonamidobenzene N-(3-fluoro-4-methoxyphenyl)-2,3,4,5,6-pentafluorobenzenesulfonamide T67 |
| Description | Batabulin (T138067) is an antitumor agent, which binds covalently and selectively to a subset of the β-tubulin isotypes, thereby disrupting microtubule polymerization. Batabulin affects cell morphology and leads to cell-cycle arrest ultimately induce apoptotic cell death. Batabulin has efficacy against multidrug-resistant (MDR) tumors[1]. |
|---|---|
| Related Catalog | |
| Target |
β-tubulin[1] |
| In Vitro | Batabulin (T138067; 30-300 nM; 24 hours; MCF7 cells) treatment shows approximately 25-30% tetraploid (4n) DNA content in cells, indicating an arrest at the G2/M cell-cycle boundary[1]. Batabulin (T138067; 30-300 nM; 24-48 hours; MCF7 cells) treatment shows 25-30% apoptosis. After a 48-hr exposure to 100 nM Batabulin, approximately 50-80% of the cell population is undergoing apoptosis[1]. Batabulin (T138067) binds covalently and selectively to a subset of the β-tubulin isotypes, thereby disrupting microtubule polymerization. Covalent modification occurs at a conserved Cys-239 shared by the β1, β2, and β4 tubulin isotypes. Cells exposed to Batabulin become altered in shape, indicating a collapse of the cytoskeleton, and show an increase in chromosomal ploidy[1]. Cell Cycle Analysis[1] Cell Line: MCF7 cells Concentration: 30 nM, 100 nM and 300 nM Incubation Time: 24 hours Result: Showed an arrest at the G2/M cell-cycle boundary. Apoptosis Analysis[1] Cell Line: MCF7 cells Concentration: 30 nM, 100 nM and 300 nM Incubation Time: 24 hours or 48 hours Result: 25-30% of cells showed the reduced DNA content characteristic of apoptotic cells. |
| In Vivo | Batabulin (T138067; 40 mg/kg; intraperitoneal injection; once per week; on days 5, 12, and 19; male athymic nude mice) treatment impairs the growth of the drug-sensitive CCRF-CEM tumors[1]. Animal Model: Male athymic nude mice (nu/nu) (6-8 week-old, 20-25 g) injected withCCRF-CEM cells[1] Dosage: 40 mg/kg Administration: Intraperitoneal injection; once per week; on days 5, 12, and 19 Result: Impaired the growth of the drug-sensitive CCRF-CEM tumors. |
| References |
| Density | 1.629g/cm3 |
|---|---|
| Boiling Point | 403.3ºC at 760mmHg |
| Molecular Formula | C13H7F6NO3S |
| Molecular Weight | 371.25500 |
| Flash Point | 197.7ºC |
| Exact Mass | 371.00500 |
| PSA | 63.78000 |
| LogP | 4.48440 |
| Vapour Pressure | 1.03E-06mmHg at 25°C |
| Index of Refraction | 1.535 |
