structure of Droxinostat

Droxinostat

CAS No.: 99873-43-5
M. Wt: 243.68700
M. Fa: C11H14ClNO3
InChI Key: JHSXDAWGLCZYSM-UHFFFAOYSA-N
Appearance: Off white solid

Names and Identifiers of Droxinostat

CAS Number

99873-43-5

EC Number

662-725-4

MDL Number

MFCD01326592

IUPAC Name

4-(4-chloro-2-methylphenoxy)-N-hydroxybutanamide

InChI

InChI=1S/C11H14ClNO3/c1-8-7-9(12)4-5-10(8)16-6-2-3-11(14)13-15/h4-5,7,15H,2-3,6H2,1H3,(H,13,14)

InChIKey

JHSXDAWGLCZYSM-UHFFFAOYSA-N

Canonical SMILES

CC1=C(C=CC(=C1)Cl)OCCCC(=O)NO

UNSPSC Code

12352100

Physical and chemical properties of Droxinostat

Appearance of Characters

white to off-white

Density

1.252 g/cm3

Exact Mass

243.06600

H Bond Acceptors

3

H Bond Donors

2

LogP

3.15310

Molecular Formula

C11H14ClNO3

Molecular Weight

243.68700

PSA

62.05000

Solubility

DMSO: ≥20mg/mL

Storage condition

2-8°C

Water Solubility

DMSO: ≥20mg/mL

Safety Information of Droxinostat

Pictograms

Signal Word

 Danger

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of Droxinostat

Droxinostat is primarily explored for its applications in cancer therapy due to its ability to induce apoptosis and sensitize cancer cells to treatment. Its potential uses include:

  • Cancer Treatment: As an adjunct therapy in various cancers, particularly those resistant to conventional treatments.
  • Research Tool: Used in studies investigating the role of histone acetylation in gene regulation and cancer biology.

Interaction Studies of Droxinostat

Studies have shown that droxinostat interacts with several cellular pathways:

  • It enhances the expression of acetylated histones, leading to altered gene transcription.
  • Droxinostat's induction of ROS has been linked to mitochondrial dysfunction and apoptosis.
  • The compound also affects the expression levels of various antioxidant enzymes, indicating its role in oxidative stress modulation.

Biological Activity of Droxinostat

Droxinostat exhibits significant biological activity by inducing apoptosis in various cancer cell lines, including human colon cancer cells and hepatoma cell lines. It has been shown to increase the production of reactive oxygen species (ROS), which contributes to its pro-apoptotic effects. The compound's ability to downregulate anti-apoptotic factors like FLIP further enhances its efficacy as an anticancer agent. Notably, droxinostat has been demonstrated to sensitize cells to death receptor ligands, thereby restoring sensitivity in cancer cells that typically evade apoptosis.

Physical sample testing spectrum (NMR) of Droxinostat

Physical sample testing spectrum (NMR) of Droxinostat