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EPS002

MS-275

Name: MS-275
Brand: SIGMA

A HDAC1 and HDAC3 inhibitor

Synonym(s):

MS-275 (Entinostat, SNDX-275), 3-pyridinylmethyl [[4-[[(2-aminophenyl)amino]carbonyl]phenyl]methyl]carbamate, N-(2-Aminophenyl)-4-[N-(pyridine-3ylmethoxycarbonyl)aminomethyl]benzamide

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₀N₄O₃

CAS Number:

209783-80-2

Molecular Weight:

376.41

NACRES:

NA.41

PubChem Substance ID:

329799578

UNSPSC Code:

12352200

MDL number:

MFCD03453552

Assay:

≥99%

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assay

≥99%

solubility

DMSO: 38 mg/mL

storage temp.

−20°C

SMILES string

Nc1ccccc1NC(=O)c2ccc(CNC(=O)OCc3cccnc3)cc2

InChI

1S/C21H20N4O3/c22-18-5-1-2-6-19(18)25-20(26)17-9-7-15(8-10-17)13-24-21(27)28-14-16-4-3-11-23-12-16/h1-12H,13-14,22H2,(H,24,27)(H,25,26)

InChI key

INVTYAOGFAGBOE-UHFFFAOYSA-N

Gene Information

human ... HDAC1(3065), HDAC10(83933), HDAC11(79885), HDAC2(3066), HDAC3(8841), HDAC4(9759), HDAC5(10014), HDAC6(10013), HDAC7(51564), HDAC8(55869), HDAC9(9734)

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General description

Preferentially inhibits HDAC1 (IC₅₀=300 nM) over HDAC3 (IC₅₀=8 μM). Has no inhibitory activity towards HDAC8 (IC₅₀>100 μM).

Application

MS-275 has been used as a histone deacetylase-1 inhibitor.

Biochem/physiol Actions

HDAC inhibitor; antiproliferative.

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H301,H360

pcodes

P202 - P264 - P280 - P301 + P310 - P405 - P501

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

7F25L15900

7E06L15900

4K011590

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HoxC5 and miR-615-3p target newly evolved genomic regions to repress hTERT and inhibit tumorigenesis

TingDong Y et al.

Nature Communications, 100 (2018)

Enhanced proliferation of pancreatic acinar cells in MRL/MpJ mice is driven by severe acinar injury but independent of inflammation.

Marta Bombardo et al.

Scientific reports, 8(1), 9391-9391 (2018-06-22)

Adult pancreatic acinar cells have the ability to re-enter the cell cycle and proliferate upon injury or tissue loss. Despite this mitotic ability, the extent of acinar proliferation is often limited and unable to completely regenerate the injured tissue or

Enhancement of vaccinia virus based oncolysis with histone deacetylase inhibitors.

Heather MacTavish et al.

PloS one, 5(12), e14462-e14462 (2011-02-02)

Histone deacetylase inhibitors (HDI) dampen cellular innate immune response by decreasing interferon production and have been shown to increase the growth of vesicular stomatitis virus and HSV. As attenuated tumour-selective oncolytic vaccinia viruses (VV) are already undergoing clinical evaluation, the

HDAC inhibitors repress BARD1 isoform expression in acute myeloid leukemia cells via activation of miR-19a and/or b.

Ilaria Lepore et al.

PloS one, 8(12), e83018-e83018 (2013-12-19)

Over the past years BARD1 (BRCA1-associated RING domain 1) has been considered as both a BRCA1 (BReast Cancer susceptibility gene 1, early onset) interactor and tumor suppressor gene mutated in breast and ovarian cancers. Despite its role as a stable

Inhibition of histone deacetylases 1 and 6 enhances cytarabine-induced apoptosis in pediatric acute myeloid leukemia cells.

Xuelian Xu et al.

PloS one, 6(2), e17138-e17138 (2011-03-02)

Pediatric acute myeloid leukemia (AML) remains a challenging disease to treat even with intensified cytarabine-based chemotherapy. Histone deacetylases (HDACs) have been reported to be promising therapeutic targets for treating AML. However, HDAC family members that are involved in chemotherapy sensitivities

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Global Trade Item Number

SKU	GTIN
EPS002-1MG	04061833609569
EPS002-5MG	04061833609576

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