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C9873

Sigma-Aldrich

CPTH2

≥98% (HPLC), powder

Synonyme(s) :

Cyclopentylidene-[4-(4-chlorophenyl)thiazol-2-yl)hydrazone

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About This Item

Formule empirique (notation de Hill):
C14H14ClN3S
Numéro CAS:
357649-93-5
Poids moléculaire :
291.80
Numéro MDL:
MFCD02307488
Code UNSPSC :
12352200
ID de substance PubChem :
329775211
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: >10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

YYTHPXHGWSAKIZ-UHFFFAOYSA-N

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

nwg

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Butyrate de sodium ≥98.5% (GC)

Sigma-Aldrich

B5887

Butyrate de sodium

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)
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)
Interactive histone acetylation and methylation in regulating transdifferentiation-related genes during tunicate budding and regeneration
Shibuya M, et al.
Developmental Dynamics, 244(1), 10-20 (2015)
The thiazole derivative CPTH6 impairs autophagy
Ragazzoni Y, et al.
Cell Death & Disease, 4(3), e524-e524 (2013)
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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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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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