| Identification | Back Directory | [Name]
LMK-235 | [CAS]
1418033-25-6 | [Synonyms]
LMK-235
CS-1820
LMK235; LMK 235
N-[[6-(Hydroxyamino)-6-oxohexyl]oxy]-3,5-dimethyl-benzamide
Benzamide, N-[[6-(hydroxyamino)-6-oxohexyl]oxy]-3,5-dimethyl-
N-[[6-(Hydroxyamino)-6-oxohexyl]oxy]-3,5-dimethylbenzamide LMK-235 | [EINECS(EC#)]
808-770-7 | [Molecular Formula]
C15H22N2O4 | [MDL Number]
MFCD26522892 | [MOL File]
1418033-25-6.mol | [Molecular Weight]
294.35 |
| Chemical Properties | Back Directory | [Melting point ]
135-138°C | [density ]
1.155±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
DMSO: soluble20mg/mL, clear | [form ]
powder | [pka]
9.46±0.20(Predicted) | [color ]
white to beige | [InChI]
1S/C15H22N2O4/c1-11-8-12(2)10-13(9-11)15(19)17-21-7-5-3-4-6-14(18)16-20/h8-10,20H,3-7H2,1-2H3,(H,16,18)(H,17,19) | [InChIKey]
VRYZCEONIWEUAV-UHFFFAOYSA-N | [SMILES]
N(OCCCCCC(=O)NO)C(=O)c1cc(cc(c1)C)C |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22 | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Description]
Histone deacetylases (HDACs) catalyze the hydrolytic removal of acetyl groups from histone lysine residues, which commonly results in chromatin condensation and transcriptional repression. LMK 235 is an HDAC inhibitor that selectively targets HDACs 4 and 5 (IC50s = 12 and 4 nM, respectively) over other HDACs (IC50s = 56, 320, 850, 880, and 1,280 for HDACs 6, 1, 11, 2, and 8, respectively). It displays enhanced cytotoxic effects against human cancer cell lines, compared to SAHA or trichostatin A . LMK 235 and derivatives inhibit the growth of the malarial parasite P. falciparum at multiple life cycle stages at nanomolar concentrations. | [Uses]
LMK 235 is a histone deacetylase (HDAC)4 and HDAC5 inhibitor and has shown to have enhanced cytotoxic effects against the human cancer cell lines A2780, Cal27, Kyse510, and MDA-MB231. | [Biochem/physiol Actions]
LMK-235 induces the differentiation of odontoblasts in dental pulp cells. It plays an important role in the regeneration of dental tissue. | [in vivo]
LMK235 (5 and 20?mg/kg) restores survival and maturation of postmitotic granule neurons in Cdkl5 -/Y mice. LMK235 also restores synapse development in the dentate gyrus and hippocampus of Cdkl5 -/Y mice. Furthermore, LMK235 restores hippocampus-dependent learning and memory in Cdkl5 -/Y mice[3]. | [IC 50]
HDAC5: 4.22 nM (IC50); HDAC4: 11.9 nM (IC50); HDAC6: 55.7 nM (IC50); HDAC1: 320 nM (IC50); HDAC11: 852 nM (IC50); HDAC2: 881 nM (IC50); HDAC8: 1278 nM (IC50) | [storage]
Store at -20°C | [References]
[1] BRIAN D. STRAHL C. D A. The language of covalent histone modifications[J]. Nature, 2000, 403 6765: 41-45. DOI: 10.1038/47412
[2] WANG L CHEUNG C D A Scott D Briggs. Acetylation and chromosomal functions[J]. Current Opinion in Cell Biology, 2000, 12 3: Pages 326-333. DOI: 10.1016/s0955-0674(00)00096-x
[3] LINDA MAREK. Histone Deacetylase (HDAC) Inhibitors with a Novel Connecting Unit Linker Region Reveal a Selectivity Profile for HDAC4 and HDAC5 with Improved Activity against Chemoresistant Cancer Cells[J]. Journal of Medicinal Chemistry, 2012, 56 2: 427-436. DOI: 10.1021/jm301254q
[4] FINN K. HANSEN . Discovery of HDAC inhibitors with potent activity against multiple malaria parasite life cycle stages[J]. European Journal of Medicinal Chemistry, 2014, 82: Pages 204-213. DOI: 10.1016/j.ejmech.2014.05.050 |
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| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
Shanghai Jingjinchem Co., Ltd.
|
| Telephone: |
021-13817626287 13817626287 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19177/0_EN.htm |
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