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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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