ChemicalBook > CAS DataBase List > MS436

MS436

Product Name
MS436
CAS No.
1395084-25-9
Chemical Name
MS436
Synonyms
MS436;CS-1882;MS436(95%);MS 436, >=98%;MS-436; MS 436;MS436 USP/EP/BP;MS436, 10 mM in DMSO;5-Dimethoxy-4-hydroxy cinnamaldehyde;(E)-4-[2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide;(E)-4-((2-AMINO-4-HYDROXY-5-METHYLPHENYL)DIAZENYL)-N-(PYRIDIN-2-YL)BENZENESULFONAMIDE
CBNumber
CB12677056
Molecular Formula
C18H17N5O3S
Formula Weight
383.42
MOL File
1395084-25-9.mol
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MS436 Property

Boiling point:
673.7±65.0 °C(Predicted)
Density 
1.42±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
insoluble in H2O; insoluble in EtOH; ≥19.15 mg/mL in DMSO
form 
solid
pka
9.25±0.36(Predicted)
color 
Pink to red
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Tocris
Product number
5173
Product name
MS436
Purity
≥98%(HPLC)
Packaging
10
Price
$184
Updated
2021/12/16
Tocris
Product number
5173
Product name
MS436
Purity
≥98%(HPLC)
Packaging
50
Price
$753
Updated
2021/12/16
TRC
Product number
A612095
Product name
4-[(1E)-2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide
Packaging
10mg
Price
$185
Updated
2021/12/16
ChemScene
Product number
CS-1729
Product name
MS436
Purity
99.13%
Packaging
5mg
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-1729
Product name
MS436
Purity
99.13%
Packaging
10mg
Price
$125
Updated
2021/12/16
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MS436 Chemical Properties,Usage,Production

Description

MS436, through a set of water-mediated interactions, exhibits low nanomolar affinity (estimated Ki of 30-50 nM) with preference for the first bromodomain over the second. MS436 effectively blocks BRD4 transcriptional activity in lipopolysaccharide-induced production of both nitric oxide and IL-6 in mouse macrophages (IC50 values are 3.8 and 4.9 ?M, respectively). MS436 represents a new class of bromodomain inhibitors and will facilitate further investigation of the biological functions of the two bromodomains of BRD4 in gene expression.

Uses

MS 436 is a potent bromodomain inhibitor, binding to BRD4 and more tightly to subdomain BD1 than BD2. These domains play a key role in inflammatory gene expression, mitosis and viral/host interaction. Applications involving innhibition of bromodomains include decrease in cell proliferation for leukemia and destruction of tumor cells.

Biological Activity

ms436 is a potent and selective small-molecule inhibitor of brd4 with ki values of <0.085μm and 0.34μm, respectively for brd1 and brd2 [1].brd4 plays a role in gene transcription and is a drug target for cancer and inflammation. it has two bromodomains. ms436 is a diazobenzene compound, it is designed from the sar studies to have higher selectivity. in vitro fluorescent anisotropy assay shows ms436 has about 10-fold higher affinity of brd1 over brd2. ms436 binds to brd4 through a set of water-mediated interaction and this is the molecular basis for the binding affinity. ms436 also has activity to cbp brd. in raw264.7 cells, ms436 can block nf-κb-directed no production and block the expression of proinflammatory cytokine interleukin (il)-6 induced by lps [1].

Synthesis

144-83-2

2835-95-2

1395084-25-9

B. Synthesis of (E)-4-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)-N-(pyridin-2-yl)benzenesulfonamide: To a stirred solution of 4-amino-N-(pyridin-2-yl)benzenesulfonamide (12 g, 0.048 mol) in a mixture of methanol and acetonitrile (1:1, 240 mL) was slowly added concentrated hydrochloric acid (20.4 mL), keeping the reaction temperature at 0 °C to -2 °C and stirred for 5 min. Subsequently, isoamyl nitrite (6.48 mL, 0.553 mol) was added dropwise under the protection of inert atmosphere, the dropwise addition time was controlled within 10 min, and after the dropwise addition was completed, the reaction mixture was continued to be stirred at 0 °C for 45 min. Meanwhile, a homogeneous solution of 2-methyl-5-aminophenol (5.92 g, 0.0481 mol) and potassium carbonate (33.2 g, 0.24067 mol) in water (500 mL) was prepared and degassed by nitrogen purging for 15 min. Upon completion of degassing, the solution was added to a pre-prepared and maintained at 0-5 °C diazonium salt solution through a cannula and the resulting reaction mixture was stirred for 1 h at 0-5 °C. After completion of the reaction, the pH of the reaction mixture was adjusted to 6 with 1N hydrochloric acid and the reaction mixture was filtered. The filtrate was extracted with ethyl acetate (2 x 300 mL), the organic phases were combined and the solvent was removed by distillation under reduced pressure to give an orange-red crude product. The crude product was purified by column chromatography (two purifications using methanol/dichloromethane as eluent) to give the final target compound (E)-4-((2-amino-4-hydroxy-5-methylphenyl)diazenyl)-N-(pyridin-2-yl)benzenesulphonamide (2.6 g, 14% yield).TLC conditions: 5% methanol/dichloromethane, Rf value: 0.5.HPLC Purity: 98.63%, Batch No.: IP 10041325. melting point: 217.2 °C. Mass spectrum: 383 (M + 1). 1H NMR (500MHz, DMSO-d6) δ: 9.22 (broad peak, 1H), 8.0 (multiple peaks, 3H), 7.9 (double peaks, 2H), 7.72 (triple peaks, 1H), 7.54 (single peak, 2H), 7.2 (double peaks, 1H), 6.8 (triple peaks, 1H), 2.21 (single peaks, 6H).

storage

-20°C

References

[1] zhang g, plotnikov an, rusinova e, shen t, morohashi k, joshua j, zeng l, mujtaba s, ohlmeyer m, zhou mm. structure-guided design of potent diazobenzene inhibitors for the bet bromodomains. j med chem. 2013 nov 27;56(22):9251-64.

MS436 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from MS436 manufacturers

Career Henan Chemical Co
Product
(E)-4-((2-AMINO-4-HYDROXY-5-METHYLPHENYL)DIAZENYL)-N-(PYRIDIN-2-YL)BENZENESULFONAMIDE 1395084-25-9
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20kg
Release date
2019-09-03

1395084-25-9, MS436Related Search:


  • (E)-4-[2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide
  • MS-436; MS 436
  • 4-[(2Z)-2-(2-amino-5-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-N-pyridin-2-ylbenzenesulfonamide
  • CS-1882
  • MS436(95%)
  • 4-[(1E)-2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide
  • 4-[(1E)-2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide MS436
  • MS436 4-[(1E)-2-(2-Amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinylbenzenesulfonamide
  • MS 436, >=98%
  • MS436
  • (E)-4-((2-AMINO-4-HYDROXY-5-METHYLPHENYL)DIAZENYL)-N-(PYRIDIN-2-YL)BENZENESULFONAMIDE
  • Benzenesulfonamide, 4-[(1E)-2-(2-amino-4-hydroxy-5-methylphenyl)diazenyl]-N-2-pyridinyl-
  • MS436 USP/EP/BP
  • 5-Dimethoxy-4-hydroxy cinnamaldehyde
  • MS436, 10 mM in DMSO
  • 1395084-25-9
  • 395084-25-9
  • Inhibitors