N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide - Names and Identifiers
Name | Tubacin
|
Synonyms | Tubacin BML-GR362 Tubacin (BML-GR362) N1-(4-((2R,4R,6S)-4-(((4,5-Diphenyloxazol-2-yl)thio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-di N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-octanediamide N1-[4-[(2R,4R,6S)-4-[[(4,5-diphenyl-2-oxazolyl)thio]methyl]-6-[4-(hydroxymethyl)phenyl]-1,3-dioxan-2-yl]phenyl]-N8-hydroxy-octanediamide Tubacin
|
CAS | 537049-40-4
|
N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide - Physico-chemical Properties
Molecular Formula | C41H43N3O7S
|
Molar Mass | 721.86 |
Melting Point | 155 - 157°C |
Solubility | DMSO: ≥10mg/mL |
Appearance | powder |
Color | white to tan |
Storage Condition | -20°C |
In vitro study | In A549 cells, Tubacin increased α-tubulin acetylation without directly stabilizing microtubules, with an EC50 of 2.5 μm. Tubacin inhibits hdac6-mediated α-tubulin deacetylation and inhibits the migration of wild-type and HDAC6 overexpressing cells. The combined use of paclitaxel and Tubacin significantly increased tubulin acetylation. Tubacin significantly inhibits the growth of drug-sensitive and drug-resistant MM cells with an IC50 of 5-20 μm and induces apoptosis by activating caspases. |
In vivo study | In chicken embryos, Tubacin inhibits HDAC6 activity and reduces the formation of new blood vessels in the artificial basement membrane/polyamide fiber mesh. Tubacin also damaged neovascularization in a mouse model of angioreactors transplantation. |
N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide - Risk and Safety
N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide - Preparation solution concentration reference
| 1mg | 5mg | 10mg |
---|
1 mM | 1.385 ml | 6.927 ml | 13.853 ml |
5 mM | 0.277 ml | 1.385 ml | 2.771 ml |
10 mM | 0.139 ml | 0.693 ml | 1.385 ml |
5 mM | 0.028 ml | 0.139 ml | 0.277 ml |
Last Update:2024-01-02 23:10:35
N1-(4-((2R,4R,6S)-4-((4,5-diphenyloxazol-2-ylthio)methyl)-6-(4-(hydroxymethyl)phenyl)-1,3-dioxan-2-yl)phenyl)-N8-hydroxyoctanediamide - Introduction
Tubacin is a compound with the chemical name N-[[4-(1,4-benzodioxan-2-yl)methyl]phenyl]benzamide. It is a selective histone deacetylase inhibitor that inhibits intracellular HDAC6 (histone deacetylase 6). Tubacin are mainly used in biomedical research, especially in cancer treatment and neurodegenerative diseases.
The preparation method of Tubacin is more complicated, mainly including the synthesis of intermediates of deacetylase inhibitor and aniline, and then nucleophilic substitution reaction to synthesize Tubacin. The preparation process generally needs to be carried out under the conditions of organic synthesis in the chemical laboratory.
Last Update:2024-04-09 01:59:51