ChemicalBook--->CAS DataBase List--->251456-60-7

251456-60-7

251456-60-7 Structure

251456-60-7 Structure
IdentificationBack Directory
[Name]

M344
[CAS]

251456-60-7
[Synonyms]

M344
CS-661
MS 344
MS 344, D237
M344 (D 237)
M344 USP/EP/BP
M 344 (enzyme inhibitor)
HISTONE DEACETYLASE INHIBITOR III
Histone Deacetylase Inhibitor III(M344)
N-HYDROXY-7-(4-DIMETHYLAMINOBENZOYL)AMINOHEPTANAMIDE
4-DIMETHYLAMINO-N-(6-HYDROXYCARBAMOYLHEXYL)-BENZAMIDE
4-(Diethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
4-(Dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]-benzamide
HISTONE DEACETYLASE INHIBITOR III;D237;D 237;D-237;M-344;M344
4-(Dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide>
Benzamide, 4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]-
4-(Dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]-benzamide, MS 344, D237, N-Hydroxy-7-(4-dimethylaminobenzoyl)-aminoheptanamide
[Molecular Formula]

C16H25N3O3
[MDL Number]

MFCD03453554
[MOL File]

251456-60-7.mol
[Molecular Weight]

307.39
Chemical PropertiesBack Directory
[Melting point ]

161℃
[density ]

1.137±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble10mg/mL, clear
[form ]

White solid
[pka]

9.48±0.20(Predicted)
[color ]

white to beige
[Sensitive ]

Light Sensitive
[CAS DataBase Reference]

251456-60-7
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P302+P352-P305+P351+P338-P321-P405-P501
[WGK Germany ]

3
[HS Code ]

2928.00.2500
Hazard InformationBack Directory
[Uses]

Histone deacetylase inhibitor III. A cell-permeable amide analog of Trichostatin A that potently inhibits HDACs.
[Uses]

M 344 is an inhibitor of histone deacetylases (HDACs), inhibiting maize HDAC (IC50 = 100 nM) as well as human HDAC1 (IC50 = 46 nM). It shows a three-fold selectivity for inhibition of HDAC6 over HDAC1. M 344 enhances the sensitivity of human squamous carcinoma cells to radiation and promotes cell cycle arrest and apoptosis in human endometrial cancer and ovarian cancer cells (ED50 = 2.3 μM).
[Definition]

ChEBI: 4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide is a benzamide resulting from the formal condensation of the carboxy group of 4-(dimethylamino)benzoic acid with the amino group of 7-amino-N-hydroxyheptanamide. It is a potent inhibitor of histone deacetylases and induces cell cycle arrest and apoptosis in several human cancer cell lines. It has a role as an apoptosis inducer, an antineoplastic agent and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a member of benzamides, a hydroxamic acid, a secondary carboxamide and a tertiary amino compound.
[General Description]

A cell-permeable amide analog of Trichostatin A (Cat. No. 647925) that potently inhibits histone deacetylases (IC50 = 40 nM for rat liver HDAC and IC50 = 100 nM for maize HD). Induces differentiation and inhibits proliferation (~2 μM) of murine erythroleukemia cells.
[Biological Activity]

Histone deacetylase inhibitor (IC 50 = 100 nM). Induces terminal cell differentiation and causes an increase in hyperacetylated histone H4. Antiproliferative agent; suppresses the growth of human endometrial and ovarian cancer cells by inducing cell cycle arrest and apoptosis.
[Biochem/physiol Actions]

Cell permeable: yes
[storage]

Store at -20°C
[References]

[1]. jung m, brosch g , kolle d, et al. amide analogues of trichostatin a as inhibitors of histone deacetylase and inducers of terminal cell differentiation. journal of medicinal chemistry, 1999, 42 (22): 4669-4679.
[2]. yeung a, bhargava rk, ahn, r, et al. hdac inhibitor m344 suppresses mcf-7 breast cancer cell proliferation. biomedicine & pharmacotherapy, 2012, 66 (3): 232-236.
[3]. furchert se, lanvers-kaminsky c , jurgens h , et al. inhibitors of histone deacetylases as potential therapeutic tools for high-risk embryonal tumors of the nervous system of childhood. international journal of cancer, 2007, 120 (8): 1787-1794.
[4]. ying h, zhang yh , zhou x , et al. selective histonedeacetylase inhibitor m344 intervenes in hiv-1 latency through increasing histone acetylation and activation of nf-kappab. plos one, 2012, 7 (11): e48832.
Spectrum DetailBack Directory
[Spectrum Detail]

M344(251456-60-7)1HNMR
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