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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

MC1568 is a selective inhibitor of class IIa histone deacetylases (HDACs), which are enzymes that regulate gene expression by removing acetyl groups from an ε-N-acetyl lysine amino acid on a histone. It has greater than 170-fold selectivity over class I HDACs, including HDAC1. MC1568 has been used in cells and in mice to study the roles of class IIa HDACs in various cellular processes.

Uses

Used in Pharmaceutical Industry:
MC1568 is used as a selective class II (IIa) histone deacetylase (HDAC II) inhibitor for elucidating the roles of class IIa HDACs in cell proliferation and differentiation, apoptosis, myogenesis, adipogenesis, and fibrosis.
Used in Research Applications:
MC1568 is used as a research tool for studying the tissue-selective inhibition between members of class II acetylases in vivo, particularly in skeletal muscle and the heart. It helps in understanding the mechanisms of myogenesis arrest through the stabilization of myocyte enhancer factor 2D (MEF2D)-HDAC3/4 complex.

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

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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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