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208260-29-1

208260-29-1 Structure

208260-29-1 Structure
IdentificationBack Directory
[Name]

ZM 336372
[CAS]

208260-29-1
[Synonyms]

CS-44
ZM 336372
Zinc00581684
ZM 336372, >=98%
ZM 336372;ZM-336372
ZM 336372 USP/EP/BP
ZM 336372; ZM-336372;ZINC00581684
ZM 336372 - CAS 208260-29-1 - Calbiochem
N-[5-(3-DIMETHYLAMINOBENZAMIDO)-2-METHYLPHENYL]-4-HYDROXYBENZAMIDE
3-(diMethylaMino)-N-(3-(4-hydroxybenzaMido)-4-Methylphenyl)benzaMide
3-(DIMETHYLAMINO)-N-[3-[(4-HYDROXYBENZOYL)-AMINO]-4-METHYLPHENYL]BENZAMIDE
Benzamide, 3-(dimethylamino)-N-[3-[(4-hydroxybenzoyl)amino]-4-methylphenyl]-
ZM 336372 3-(Dimethylamino)-N-[3-[(4-hydroxybenzoyl)amino]-4-methylphenyl]benzamide
[Molecular Formula]

C23H23N3O3
[MDL Number]

MFCD02683971
[MOL File]

208260-29-1.mol
[Molecular Weight]

389.45
Chemical PropertiesBack Directory
[Boiling point ]

484.4±45.0 °C(Predicted)
[density ]

1.298
[storage temp. ]

-20°C
[solubility ]

DMSO: >5mg/mL (warmed)
[form ]

powder
[pka]

8.31±0.15(Predicted)
[color ]

white to beige
[Sensitive ]

Light Sensitive
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
[InChI]

1S/C23H23N3O3/c1-15-7-10-18(24-23(29)17-5-4-6-19(13-17)26(2)3)14-21(15)25-22(28)16-8-11-20(27)12-9-16/h4-14,27H,1-3H3,(H,24,29)(H,25,28)
[InChIKey]

PYEFPDQFAZNXLI-UHFFFAOYSA-N
[SMILES]

N(C)(C)c1cc(ccc1)C(=O)Nc2cc(c(cc2)C)NC(=O)c3ccc(cc3)O
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

2924297099
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Skin Sens. 1B
Hazard InformationBack Directory
[Description]

The Ras/Raf-1 signalling pathway is a well-characterized system that links receptor tyrosine kinase (RTK) activation with changes in gene expression and cell behavior. Raf-1 is a serine/threonine protein kinase that phosphorylates and activates MAPK-kinase (MEK) in response to activation by Ras. ZM 336372 is a potent ATP-competitive inhibitor of Raf-1 in vitro (IC50 = 70 nM) with the paradoxical effect of inducing >100-fold activation of Raf-1 in whole cells. Activation of the Raf-1 signalling pathway using ZM 336372 in human carcinoid tumor cells results in induction of cell cycle inhibitors and suppression of cellular proliferation.
[Uses]

It is small molecule tyrosine kinase modulator.
[Definition]

ChEBI: 3-(dimethylamino)-N-[3-[[(4-hydroxyphenyl)-oxomethyl]amino]-4-methylphenyl]benzamide is a member of benzamides.
[Biological Activity]

Potent and specific inhibitor of the protein kinase c-Raf (IC50=70nM). Has no significant effect on many other protein kinases tested (even at 50μM) with the exception of p38 (SAPK2a) (IC50=2μM) and SAPK2b (p38β) (IC50=2μM). Induces a paradoxical >100-fold activation of c-Raf in whole cells.
[IC 50]

c-Raf: 0.07 μM (IC50, 0.1 mM ATP)
[References]

1) Hall-Jackson et al. (1999), Paradoxical activation of Raf by a novel Raf inhibitor; Chem. Biol., 6 559 2) Deming et al. (2010), ZM336372 induces apoptosis associated with phosphorylation of GSK-3beta in pancreatic adenocarcinoma cell lines; J. Surg. Res., 161 28
Spectrum DetailBack Directory
[Spectrum Detail]

ZM 336372(208260-29-1)1HNMR
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