| Identification | Back 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 Properties | Back 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 Data | Back Directory | [WGK Germany ]
3 | [HS Code ]
2924297099 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 4
Skin Sens. 1B |
| Hazard Information | Back 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 |
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