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M5568

Sigma-Aldrich

MS-275

≥98% (HPLC), solid

Synonym(s):

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
MDL number:
MFCD03453552
UNSPSC Code:
12352203

assay

≥98% (HPLC)

form

solid

solubility

DMSO: soluble 38 mg/mL

shipped in

wet ice

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

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Biochem/physiol Actions

HDAC inhibitor; antiproliferative.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H360

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
077K4625
076K46222
076K46221
076K4622
034K4624

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H Ottosson et al.
Scientific reports, 6, 36692-36692 (2016-11-09)
A new concept for treatment of infections is induction of our own antimicrobial peptides and the presented novel class of inducer, aroylated phenylenediamines (APDs), gives up to 20 to 30-fold induction of the human antimicrobial peptide LL-37, in vitro. In
Yun Song et al.
Cell reports, 30(8), 2699-2711 (2020-02-27)
The transcriptional corepressor complex CoREST is one of seven histone deacetylase complexes that regulate the genome through controlling chromatin acetylation. The CoREST complex is unique in containing both histone demethylase and deacetylase enzymes, LSD1 and HDAC1, held together by the
France-Hélène Paradis et al.
Toxicological sciences : an official journal of the Society of Toxicology, 148(1), 220-228 (2015-08-08)
Histone deacetylases (HDACs) play a major role in chromatin remodeling, gene regulation, and cellular signaling. While the role of each class of HDAC during normal development is unclear, several HDAC inhibitors are embryotoxic; the mechanisms leading to the teratogenicity of

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