Batabulin sodium

Modify Date: 2024-01-07 13:15:53

Batabulin sodium Structure
Batabulin sodium structure
Common Name Batabulin sodium
CAS Number 195533-98-3 Molecular Weight 393.23700
Density N/A Boiling Point 403.3ºC at 760 mmHg
Molecular Formula C13H6F6NNaO3S Melting Point N/A
MSDS N/A Flash Point 197.7ºC

 Use of Batabulin sodium


Batabulin sodium (T138067 sodium) is an antitumor agent, which binds covalently and selectively to a subset of the β-tubulin isotypes, thereby disrupting microtubule polymerization. Batabulin sodium affects cell morphology and leads to cell-cycle arrest ultimately induce apoptotic cell death. Batabulin sodium has efficacy against multidrug-resistant (MDR) tumors[1].

 Names

Name sodium,(3-fluoro-4-methoxyphenyl)-(2,3,4,5,6-pentafluorophenyl)sulfonylazanide
Synonym More Synonyms

 Batabulin sodium Biological Activity

Description Batabulin sodium (T138067 sodium) is an antitumor agent, which binds covalently and selectively to a subset of the β-tubulin isotypes, thereby disrupting microtubule polymerization. Batabulin sodium affects cell morphology and leads to cell-cycle arrest ultimately induce apoptotic cell death. Batabulin sodium 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

[1]. Shan B, et al. Selective, covalent modification of beta-tubulin residue Cys-239 by T138067, an antitumor agent with in vivo efficacy against multidrug-resistant tumors. Proc Natl Acad Sci U S A. 1999 May 11;96(10):5686-91.

 Chemical & Physical Properties

Boiling Point 403.3ºC at 760 mmHg
Molecular Formula C13H6F6NNaO3S
Molecular Weight 393.23700
Flash Point 197.7ºC
Exact Mass 392.98700
PSA 51.75000
LogP 5.00470
Vapour Pressure 1.03E-06mmHg at 25°C

 Synonyms

Batabulin sodium
sodium(3-fluoro-4-methoxyphenyl)[(pentafluorophenyl)sulfonyl]azanide
Batabulin sodium (USAN)