| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back 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. |
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