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Merck
CN

SML2224

MS436

≥98% (HPLC)

Synonym(s):

(E)-4-[2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide, 4-[(1E)-2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide, MS 436, MS-436

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About This Item

Empirical Formula (Hill Notation):
C18H17N5O3S
CAS Number:
Molecular Weight:
383.42
UNSPSC Code:
12352200
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

faint brown to dark red

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=S(C(C=C1)=CC=C1/N=N/C2=C(N)C=C(O)C(C)=C2)(NC3=NC=CC=C3)=O

InChI

1S/C18H17N5O3S/c1-12-10-16(15(19)11-17(12)24)22-21-13-5-7-14(8-6-13)27(25,26)23-18-4-2-3-9-20-18/h2-11,24H,19H2,1H3,(H,20,23)

InChI key

DZTGIRNXWSZBIM-UHFFFAOYSA-N

Biochem/physiol Actions

BRD4 inhibitor with selective affinity toward the first bromodomain (BrD1) over BRD4 BrD2, CBP BrD, PCAF BrD.
MS436 is a diazobenzene-based potent BRD4 inhibitor with selective affinity toward the first bromodomain (BrD) of BRD4 (BRD4 BrD1 Ki <85 nM vs. BRD4 BrD2 Ki = 340 nM; IC50 = 460 nM/BRD4 BrD1 vs. 1.29 μM/BRD4 BrD2, 4.95 μM/CBP BrD, 20.29 μM/PCAF BrD). MS436 is a useful tool for probing BRD4-dependent cellular functions, including NF-κB-mediated proinflammatory response in RAW264.7 murine macrophages (IC50 in μM = 4.9/3.8 against LPS-induced IL-6/NO production), human and murine embryonic stem cell (ESC) pluripotency maintenance (10 μM), telomere elongation in mTERT/mTR-overexpressing murine fibroblasts (5 μM), and bioenergetic deficiency caused by mitochondrial complex I (CI)-mutation in human cybrid cells (0.9 μM).


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Gurkan Mollaoglu et al.
Cancer cell, 31(2), 270-285 (2017-01-17)
Loss of the tumor suppressors RB1 and TP53 and MYC amplification are frequent oncogenic events in small cell lung cancer (SCLC). We show that Myc expression cooperates with Rb1 and Trp53 loss in the mouse lung to promote aggressive, highly
Rosalia Fernandez-Alonso et al.
EMBO reports, 18(7), 1108-1122 (2017-06-08)
Pluripotent stem cells (PSCs) hold great clinical potential, as they possess the capacity to differentiate into fully specialised tissues such as pancreas, liver, neurons and cardiac muscle. However, the molecular mechanisms that coordinate pluripotent exit with lineage specification remain poorly
Steven Wang et al.
Nucleic acids research, 45(14), 8403-8410 (2017-09-01)
Cancer cells maintain telomere length equilibrium to avoid senescence and apoptosis induced by short telomeres, which trigger the DNA damage response. Limiting the potential for telomere maintenance in cancer cells has been long been proposed as a therapeutic target. Using



Global Trade Item Number

SKUGTIN
SML2224-5MG04061835494736
SML2224-25MG04061835494729