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852475-26-4

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  • (E)-3-[4-[(E)-3-(3-fluorophenyl)-3-oxoprop-1-enyl]-1-methylpyrrol-2-yl]-N-hydroxyprop-2-enamide

    Cas No: 852475-26-4

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852475-26-4 Usage

Description

While class I HDACs are localized predominantly within the nucleus, class II HDACs shuttle into and out of the nucleus in response to intracellular signaling. Class IIa HDACs, which includes HDAC4, 5, 7, and 9, commonly act as corepressors and play diverse roles in cell biology. MC 1568 is a selective inhibitor of class IIa HDACs, with greater than 170-fold selectivity over class I HDACs, including HDAC1. It has been used in cells (1-10 μM) and in mice to elucidate the roles of class IIa HDACs in cell proliferation and differentiation, apoptosis, myogenesis, adipogenesis, and fibrosis.

Uses

Different sources of media describe the Uses of 852475-26-4 differently. You can refer to the following data:
1. A selective class II (IIa) histone deacetylase (HDAC II) inhibitor. It exhibits tissue-selective inhibition between members of class II acetylases in vivo, particularly in skeletal muscle and the heart. It arrests myogenesis through the stabilization of myocyte enhancer factor 2D (MEF2D)-HDAC3/4 complex.
2. While class I HDACs are localized predominantly within the nucleus, class II HDACs shuttle into and out of the nucleus in response to intracellular signaling. Class IIa HDACs, which includes HDAC4, 5, 7, and 9, commonly act as corepressors and play diverse roles in cell biology. MC 1568 is a selective inhibitor of class IIa HDACs, with greater than 170-fold selectivity over class I HDACs, including HDAC1. It has been used in cells (1-10 μM) and in mice to elucidate the roles of class IIa HDACs in cell proliferation and differentiation, apoptosis, myogenesis, adipogenesis, and fibrosis.[Cayman Chemical]

Biochem/physiol Actions

MC1568 is a selective class II (IIa) histone deacetylas (HDAC II) inhibitor.

Check Digit Verification of cas no

The CAS Registry Mumber 852475-26-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,5,2,4,7 and 5 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 852475-26:
(8*8)+(7*5)+(6*2)+(5*4)+(4*7)+(3*5)+(2*2)+(1*6)=184
184 % 10 = 4
So 852475-26-4 is a valid CAS Registry Number.

852475-26-4 Well-known Company Product Price

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  • Sigma

  • (M1824)  MC1568  ≥97% (HPLC)

  • 852475-26-4

  • M1824-5MG

  • 1,749.15CNY

  • Detail
  • Sigma

  • (M1824)  MC1568  ≥97% (HPLC)

  • 852475-26-4

  • M1824-25MG

  • 7,008.30CNY

  • Detail

852475-26-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-3-[4-[(E)-3-(3-fluorophenyl)-3-oxoprop-1-enyl]-1-methylpyrrol-2-yl]-N-hydroxyprop-2-enamide

1.2 Other means of identification

Product number -
Other names MC1568

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:852475-26-4 SDS

852475-26-4Downstream Products

852475-26-4Relevant articles and documents

MC - 1568 Synthesis method

-

, (2021/08/07)

The invention provides a synthesis method of MC-1568. The preparation method comprises the steps as follows: step 1, tetrahydrofuran, triethyl phosphonoacetate and potassium tert-butoxide are stirredat the room temperature, a suspension of N-methylpyrrole-2-formaldehyde and tetrahydrofuran is added, the reaction solution is stirred, water is added after the reaction, ethyl acetate is added, the mixed solution is stirred and left to stand for layering, a water layer is extracted with ethyl acetate, and an organic phase is distilled under pressure; step 2, (E)-3-(5-formyl-1-methyl-1H-pyrrole-2-yl)ethyl acrylate is synthesized; step 3, a compound 5 is synthesized; step 4, a compound 6 is synthesized; step 5, MC-1568 is synthesized. By means of the synthesis method, purification in traditional technologies is avoided, and industrialization can be realized.

Improved synthesis and structural reassignment of MC1568: A class IIa selective HDAC inhibitor

Fleming, Cassandra L.,Ashton, Trent D.,Gaur, Vidhi,McGee, Sean L.,Pfeffer, Frederick M.

, p. 1132 - 1135 (2014/03/21)

An improved synthesis and structural reassignment of the class IIa selective histone deacetylase (HDAC) inhibitor MC1568 are described.

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