M344 (D237; MS344)

Alias: M344; D 237; MS 344; M-344; D-237; MS-344; M-344; D237; MS344
Cat No.:V0278 Purity: ≥98%
M344(D-237; MS-344),an amide analogue of Trichostatin A, is a novel and potent pan-HDAC (histone deacetylase) inhibitor with potential anticancer activity.
M344 (D237; MS344) Chemical Structure CAS No.: 251456-60-7
Product category: HDAC
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

M344 (D-237; MS-344), an amide analogue of Trichostatin A, is a novel and potent pan-HDAC (histone deacetylase) inhibitor with potential anticancer activity. It exhibits strong anti-proliferative activity in vitro against a variety of cancer cell lines, including MCF-7 cells, and inhibits HDAC with an IC50 of 100 nM. Moreover, it can cause cell differentiation.

Biological Activity I Assay Protocols (From Reference)
Targets
HDAC ( IC50 = 100 nM )
ln Vitro

M344 has a greater impact on cell division than on cell proliferation in MEL DS19 cells. At concentrations greater than 10 μM, M344 becomes toxic, and only 20% of the remaining cell population is stimulated to differentiate.[1] With EC50 values of 2.3 μM and 5.1 μM, respectively, M344 exhibits strong anti-proliferative properties against the endometrial cancer cell line Ishikawa and the ovarian cancer cell line SK-OV-3 in vitro. However, M344 has little effect on normal human endometrial epithelial cells. Furthermore, M344 induces apoptosis, lowers the transmembrane potential of mitochondria, and results in a decrease in the proportion of cells in the S-phase and an increase in the G0/G1 phases of the cell cycle.[2] M344 has a strong inhibitory effect on the growth of tumor cells related to the embryonic nervous system, such as medulloblastoma cells (D341 Med, Daoy) and neuroblastoma cells (CH-LA 90, SHSY-5Y), with GI50 values of 0.65 μM, 0.63 μM, 0.67 μM, and 0.65 μM, respectively.[3]

ln Vivo

Enzyme Assay
The substrate for the enzyme is chicken core histones that have been radioactively labeled. Tritium acetic acid was released by the enzyme from the substrate, and scintillation counting is used to measure it. The outcomes of triple determinations are the IC50 values. For thirty minutes, 10 μL of total [3H]acetate-prelabeled chicken reticulocyte histones (1 mg/mL) are incubated with 50 μL of maize enzyme at 30 °C. 800 μL of ethyl acetate and 36 μL of 1 M HCl/0.4 M acetate are added to stop the reaction. An aliquot of 600 μL of the upper phase is centrifuged at 10,000 g for five minutes, and its radioactivity is measured in three milliliters of liquid scintillation cocktail. M344 is examined at a 40 μM initial concentration before the active ingredients are further diluted.
Cell Assay
The MEL DS19 cells, also known as murine erythroleukemia cells, are kept in D-MEM supplemented with 10% fetal bovine serum and 100 units/mL penicillin G sodium and 100 μg/mL streptomycin sulfate at 37 °C and 5% CO2. Log-phase cells with a population doubling time of 11–13 hours are used to test M344's ability to induce cell differentiation. M344 serial dilutions are made in 24-well plates with one milliliter (mL) of D-MEM per well. The same amount of solvent (usually 2 μL/mL of medium) is present in control wells if M344 are dissolved in DMSO. Then the wells are filled with the cell suspension. The experiment is assessed after seventy-two hours. With the use of a Casy 1 TTC flow cytometer, cell counts are determined. Percentage proliferation of treated cells compared to the solvent control is used to express the proliferation. Hemoglobin is accumulated by differentiated MEL cells. According to the literature, benzidine staining thus determines the induction of cell differentiation. Add 10 μL of a 0.4% benzidine solution in 12% acetic acid with 2% H2O2 to 100 μL of cell suspension. Hemoglobin-containing cells stain blue in five minutes. The percentage of positive cells is computed by counting both benzidine-positive and -negative cells in a hemocytometer under a microscope. Initially, M344 is examined at final concentrations of 10 μM and 50 μM. For a dose-response analysis, a range of concentrations is selected based on the activity/toxicity profile.
Animal Protocol


References

[1]. J Med Chem . 1999 Nov 4;42(22):4669-79.

[2]. Gynecol Oncol . 2006 Apr;101(1):108-13.

[3]. Int J Cancer . 2007 Apr 15;120(8):1787-94.

[4]. Cancer Cell Int . 2010 Sep 9:10:32.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H25N3O3
Molecular Weight
307.39
Exact Mass
307.19
CAS #
251456-60-7
Appearance
Powder
SMILES
CN(C)C1=CC=C(C=C1)C(=O)NCCCCCCC(=O)NO
InChi Key
MXWDSZWTBOCWBK-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H25N3O3/c1-19(2)14-10-8-13(9-11-14)16(21)17-12-6-4-3-5-7-15(20)18-22/h8-11,22H,3-7,12H2,1-2H3,(H,17,21)(H,18,20)
Chemical Name
4-(dimethylamino)-N-[7-(hydroxyamino)-7-oxoheptyl]benzamide
Synonyms
M344; D 237; MS 344; M-344; D-237; MS-344; M-344; D237; MS344
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~62 mg/mL (~201.7 mM)
Water: <1 mg/mL
Ethanol: ~4 mg/mL (~13.0 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2532 mL 16.2660 mL 32.5320 mL
5 mM 0.6506 mL 3.2532 mL 6.5064 mL
10 mM 0.3253 mL 1.6266 mL 3.2532 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT01281176 Active
Recruiting
Drug: Carboplatin
Drug: Vorinostat
Adult Solid Neoplasm National Cancer Institute
(NCI)
February 9, 2011 Phase 1
NCT00555399 Active
Recruiting
Drug: Vorinostat
Drug: Isotretinoin
Glioblastoma Multiforme
Anaplastic Glioma
M.D. Anderson Cancer Center November 28, 2007 Phase 1
Phase 2
NCT00616967 Active
Recruiting
Drug: vorinostat
Other: placebo
Breast Cancer Sidney Kimmel Comprehensive
Cancer Center at Johns
Hopkins
May 2008 Phase 2
NCT03382834 Active
Recruiting
Drug: Tamoxifen
Drug: Vorinostat
HIV Infections National Institute of Allergy
and Infectious Diseases
(NIAID)
April 26, 2018 Phase 2
NCT01236560 Active
Recruiting
Drug: Vorinostat
Drug: Temozolomide
Brain Stem Glioma
Cerebral Astrocytoma
National Cancer Institute
(NCI)
November 15, 2010 Phase 2
Phase 3
Biological Data
  • M344

    M344 induces ATF3 and enhances its expression in combination with cisplatin treatment.Cancer Cell Int.2010 Sep 9;10:32.
  • M344
    M344 enhances the cytotoxicity of cisplatin.Cancer Cell Int.2010 Sep 9;10:32.
  • M344
    ATF3 induction by M344 is independent of MAPKinase pathways.Cancer Cell Int.2010 Sep 9;10:32.
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