27664-09-1

Basic information

• Product Name: 2-Propen-1-one, 3-(1-methyl-1H-indol-3-yl)-1-phenyl-
• CAS NO: 27664-09-1
• Molecular Formula: C18H15NO
• Molecular Weight: 261.323
• Mol File: 27664-09-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(1-methyl-1H-indol-3-yl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(1-methyl-1H-indol-3-yl)-1-phenyl-(27664-09-1)
• EPA Substance Registry System: 2-Propen-1-one, 3-(1-methyl-1H-indol-3-yl)-1-phenyl-(27664-09-1)

Safety Data

• Hazardous Substances Data: 27664-09-1(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 603-76-9 1-methylindole 
• 93-55-0 1-phenyl-propan-1-one 
• 615-36-1 2-bromoaniline 
• 1388630-72-5 (2-bromophenyl)-(5-phenylfuran-2-ylmethyl)amine 
• 1358528-28-5 (2-bromophenyl)(methyl)(5-phenylfuran-2-ylmethyl)amine 
• 13803-39-9 5-phenylfuran-2-carbaldehyde 
• 98-86-2 acetophenone 
• 487-89-8 Indole-3-carboxaldehyde 
• 22883-27-8 trans-3-(1H-Indol-3-yl)-1-phenyl-2-propen-1-one 
• 74-88-4 methyl iodide 
• 19012-03-4 N-methyl-3-formylindole 

Downstream Products

• 140472-62-4 5,5-dimethyl-4-(1'-methylindol-3'-yl)-2-phenyl-1-pyrroline 1-oxide 
• 140472-63-5 5,5-dimethyl-4-(1'-methylindol-3'yl)-2-phenyl-1-pyrroline 
• 140472-56-6 4-methyl-3-(1'-methylindol-3'-yl)-4-nitro-1-phenylpentan-1-one 

Relevant articles and documents

Synthesis and Biological Evaluation of 1-Methyl-1H-indole–Pyrazoline Hybrids as Potential Tubulin Polymerization Inhibitors

A series of 1-methyl-1H-indole–pyrazoline hybrids were designed, synthesized, and biologically evaluated as potential tubulin polymerization inhibitors. Among them, compound e19 [5-(5-bromo-1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide] showed the most potent inhibitory effect on tubulin assembly (IC50=2.12 μm) and in vitro growth inhibitory activity against a panel of four human cancer cell lines (IC50values of 0.21–0.31 μm). Further studies confirmed that compound e19 can induce HeLa cell apoptosis, cause cell-cycle arrest in G2/M phase, and disrupt the cellular microtubule network. These studies, along with molecular docking and 3D-QSAR modeling, provide an important basis for further optimization of compound e19 as a potential anticancer agent.

Pd-catalyzed C-H olefination of (hetero)arenes by using saturated ketones as an olefin source

Tolerant: By using Pd(OAc)2/PCy3 as a catalyst, both electron-rich aromatic heterocycles and electron-deficient fluorobenzenes undergo the dehydrogenative cross-coupling with (hetero)aryl ethyl ketones in good yields. A broad range of functional groups is tolerated, thus providing a general method for the facile syntheses of chalcones or heterocyclic chalcone analogues. Furthermore, dialkyl ketones can also participate in this transformation. Copyright

Nitrones and Oxaziridines. XLII Synthesis of Indol-3-yl Substituted 1-Pyrroline 1-Oxides

The 1-pyrroline 1-oxides (13), (14), (16) and (18) with indol-3-yl substituents attached to the 2- or 4-positions have been synthesized by reductive cyclization of the related γ-nitro ketones.The corresponding 1-pyrrolines (15), (17) and (19) have also be