1314890-29-3

Basic information

• Product Name: TMP269
• Synonyms: BenzaMide, N-[[tetrahydro-4-(4-phenyl-2-thiazolyl)-2H-pyran-4-yl]Methyl]-3-[5-(trifluoroMethyl)-1,2,4-oxadiazol-3-yl]-;TMP269;N-((4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)Methyl)-3-(5-(trifluoroMethyl)-1,2,4-oxadiazol-3-yl)benzaMide;N-[[Tetrahydro-4-(4-phenyl-2-thiazolyl)-2H-pyran-4-yl]methyl]-3-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide;N-[[Tetrahydro-4-(4-phenyl-2-thiazolyl)-2H-pyran-4-yl]methyl]-3-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide TMP269;TMP269 N-[[Tetrahydro-4-(4-phenyl-2-thiazolyl)-2H-pyran-4-yl]methyl]-3-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide;TMP269, >=98%;N-((4-(4-Phenylthiazol-2-yl)tetrahydro-2H-pyran-4-yl)methyl)-3-(5-(trifluoromethyl)-1,2,4-oxad
• CAS NO: 1314890-29-3
• Molecular Formula: C25H21F3N4O3S
• Molecular Weight: 514.5194496
• Product Categories: Inhibitors
• Mol File: 1314890-29-3.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Density: 1.347±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: ≥23 mg/mL in DMSO; insoluble in H2O; ≥21 mg/mL in EtOH with ultrasonic
• PKA: 13.66±0.46(Predicted)
• CAS DataBase Reference: TMP269(CAS DataBase Reference)
• NIST Chemistry Reference: TMP269(1314890-29-3)
• EPA Substance Registry System: TMP269(1314890-29-3)

Safety Data

• Hazardous Substances Data: 1314890-29-3(Hazardous Substances Data)

Usage

Description

TMP269 is a selective class IIa histone deacetylase (HDAC) inhibitor that operates through a non-chelating zinc-binding group. TMP269 is designed to modulate the activity of specific HDAC enzymes, which play a crucial role in the regulation of gene expression and are implicated in various diseases.

Uses

Used in Pharmaceutical Industry:
TMP269 is used as a therapeutic agent for the treatment of various diseases, including cancer, neurological disorders, and cardiovascular conditions. Its ability to selectively inhibit class IIa HDACs allows for targeted intervention in the epigenetic regulation of gene expression, potentially leading to the development of novel treatments for these conditions.
Used in Cancer Research:
TMP269 is used as a research tool in cancer biology to study the role of class IIa HDACs in tumor growth, progression, and metastasis. By inhibiting these enzymes, researchers can gain insights into the molecular mechanisms underlying cancer development and identify potential therapeutic targets for intervention.
Used in Neurological Research:
In the field of neuroscience, TMP269 is used as a research compound to investigate the involvement of class IIa HDACs in neurodegenerative diseases and cognitive disorders. Its selective inhibition can help elucidate the role of these enzymes in neuronal function and dysfunction, paving the way for the development of new treatments for neurological conditions.
Used in Cardiovascular Research:
TMP269 is also utilized in cardiovascular research to explore the impact of class IIa HDACs on heart disease and vascular health. TMP269's ability to modulate HDAC activity may provide valuable information on the potential for epigenetic therapies in the prevention and treatment of cardiovascular conditions.

Biological Activity

tmp269 is a novel and selective inhibitor of class iia histone deacetylase with ic50 values of 126, 80, 36, 9 nm for hdac 4, 5, 7, 9, respectively [1].histone deacetylases (hadc) are a series of enzymes that remove acetyl groups from an ε-n-acetyl lysine amino acid on a histone and make the histones to wrap the dna more tightly, which prevent transcription.tmp269 is a novel and selective class iia hdac inhibitor. in mm cell lines, tmp269 induced modest cytotoxicity with ic50 values ranging from 22 to 38 μm in a dose-dependent way, which was associated with cleavage of caspase-3, -8, -9 and parp. also, tmp269 enhanced cfz-induced apoptosis and increased the expression of activating transcription factor 4 (atf4) and proapoptotic transcription factor c/ebp homologous protein (chop). in the presence of bmscs or il-6, tmp269 and cfz also showed significant cytotoxicity [2]. in iec-18 intestinal epithelial cells, tmp269 inhibited cell proliferation, cell cycle progression and dna synthesis in response to g protein-coupled receptor/protein kinase d1 (pkd1) activation [3].

references

[1]. lobera m, madauss kp, pohlhaus dt, et al. selective class iia histone deacetylase inhibition via a nonchelating zinc-binding group. nat chem biol, 2013, 9(5): 319-325.[2]. kikuchi s, suzuki r, ohguchi h, et al. class iia hdac inhibition enhances er stress-mediated cell death in multiple myeloma. leukemia, 2015. [3]. sinnett-smith j, ni y, wang j, et al. protein kinase d1 mediates class iia histone deacetylase phosphorylation and nuclear extrusion in intestinal epithelial cells: role in mitogenic signaling. am j physiol cell physiol, 2014, 306(10): c961-71.