C9873
CPTH2
≥98% (HPLC), powder
Synonym(s):
Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl)hydrazone
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About This Item
Empirical Formula (Hill Notation):
C14H14ClN3S
CAS Number:
Molecular Weight:
291.80
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
CPTH2, ≥98% (HPLC), powder
InChI key
YYTHPXHGWSAKIZ-UHFFFAOYSA-N
SMILES string
Clc1ccc(cc1)-c2csc(N\N=C3\CCCC3)n2
InChI
1S/C14H14ClN3S/c15-11-7-5-10(6-8-11)13-9-19-14(16-13)18-17-12-3-1-2-4-12/h5-9H,1-4H2,(H,16,18)
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: >10 mg/mL
storage temp.
2-8°C
Quality Level
Related Categories
Application
CPTH2 has been used for the inhibition of histone acetyltransferase in cortical cultures, bud cells and natural killer T cells (iNKT).
Biochem/physiol Actions
CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network.
CPTH2 is a histone acetyltransferase (HAT) inhibitor modulating the Gcn5 network. Histone Acetyltransferase (HAT) inhibitor modulating Gcn5 network. Histone acetyltransferases (HATs) act as transcriptional coactivators. Histone acetylation plays an important role in regulating the chromatin structure and is tightly regulated by two classes of enzyme, histone acetyltransferases (HAT) and histone deacetylases (HDAC). Deregulated HAT and HDAC activity plays a role in the development of a range of cancers. Consequently, inhibitors of these enzymes have potential as anticancer agents.
Features and Benefits
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
General description
CPTH2 ((3-methylcyclopentylidene-[4-(4′-chlorophenyl)thiazol-2-yl]hydrazone)) inhibits histone acetyltransferase functionality and reduces acetylation of histone H3 and H4. CPTH2 promotes apoptosis in lymphoma cell lines. It may serve as an anticancer agent. CPTH2 inhibits α-tubulin acetylation and modulates autophagic pathway in human acute myeloid leukemia cell lines.
Storage Class
11 - Combustible Solids
wgk
nwg
flash_point_f
Not applicable
flash_point_c
Not applicable
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A novel histone acetyltransferase inhibitor modulating Gcn5 network: cyclopentylidene-[4-(4?-chlorophenyl) thiazol-2-yl) hydrazone
Chimenti F, et al.
Journal of Medicinal Chemistry, 52(2), 530-536 (2008)
Epigenetic profiling reveals a developmental decrease in promoter accessibility during cortical maturation in vivo
Venkatesh I, et al.
Neuroepigenetics, 8, 19-26 (2016)
The lysine acetyltransferase GCN5 is required for iNKT cell development through EGR2 acetylation
Wang Y, et al.
Cell Reports, 20(3), 600-612 (2017)
The thiazole derivative CPTH6 impairs autophagy
Ragazzoni Y, et al.
Cell Death & Disease, 4(3), e524-e524 (2013)
CPTH6, a thiazole derivative, induces histone hypoacetylation and apoptosis in human leukemia cells
Trisciuoglio D, et al.
Clinical Cancer Research, 18(2), 475-486 (2012)
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