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Merck

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
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

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)

InChI key

YYTHPXHGWSAKIZ-UHFFFAOYSA-N

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This Item
SML1046SML1524D5919
assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

DMSO: >10 mg/mL

solubility

DMSO: 2 mg/mL, clear (warmed)

solubility

DMSO: 20 mg/mL, clear

solubility

0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H2O: insoluble, ethanol: soluble, ethyl acetate: soluble

color

white to beige

color

white to light brown

color

white to beige

color

pale yellow

General description

CPTH2 ((3-methylcyclopentylidene-[4-(4′-chlorophenyl)thiazol-2-yl]hydrazone)) inhibits histone acetyltransferase functionality and reduces acetylation of histone H3 [1] and H4.[2] CPTH2 promotes apoptosis in lymphoma cell lines.[2] It may serve as an anticancer agent. CPTH2 inhibits α-tubulin acetylation and modulates autophagic pathway in human acute myeloid leukemia cell lines.[3]

Application

CPTH2 has been used for the inhibition of histone acetyltransferase in cortical cultures,[4] bud cells[5] and natural killer T cells (iNKT).[6]

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.

Storage Class Code

11 - Combustible Solids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Epigenetic profiling reveals a developmental decrease in promoter accessibility during cortical maturation in vivo
Venkatesh I, et al.
Neuroepigenetics, 8, 19-26 (2016)
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)
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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We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

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