60434-13-1

Basic information

• Product Name: 5-chloro-1-methyl-1H-indole-2,3-dione
• Synonyms: 5-chloro-1-methyl-1H-indole-2,3-dione;1-Methyl-5-chloroindoline-2,3-dione;5-Chloro-1-methylindoline-2,3-dione;Einecs 262-231-5;5-chloro-1-methyl-1H-indole-2,3-dione(SALTDATA: FREE);5-Chloro-1-methylisatin
• CAS NO: 60434-13-1
• Molecular Formula: C9H6ClNO2
• Molecular Weight: 195.60244
• EINECS: 262-231-5
• Mol File: 60434-13-1.mol
• Article Data: 101

Chemical Properties

• Melting Point: 175.0 to 179.0 °C
• Boiling Point: 344.9 °C at 760 mmHg
• Flash Point: 162.4 °C
• Appearance: /
• Density: 1.454 g/cm³
• Vapor Pressure: 6.39E-05mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-chloro-1-methyl-1H-indole-2,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-1-methyl-1H-indole-2,3-dione(60434-13-1)
• EPA Substance Registry System: 5-chloro-1-methyl-1H-indole-2,3-dione(60434-13-1)

Safety Data

• Hazardous Substances Data: 60434-13-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H6ClNO2/c1-11-7-3-2-5(10)4-6(7)8(12)9(11)13/h2-4H,1H3

Upstream product

• 872305-97-0 N-(4-chloro-phenyl)-N-methyl-2-oxo-acetamide 
• 26663-50-3 5-chloro-1-methylindoline 
• 74-87-3 methylene chloride 
• 17630-76-1 5-chloroindole 2,3-dione 
• 1015230-88-2 N-(4-chlorophenyl)-N-methyl-3-phenylprop-2-ynamide 
• 41192-33-0 5-chloro-1-methylindolin-2-one 
• 131543-46-9 Glyoxal 
• 932-96-7 N-methyl(p-chloroaniline) 
• 74-83-9 methyl bromide 
• 112398-75-1 5-chloro-1-methyl-1H-indole 
• 33280-23-8 N-(4-chlorophenyl)-N-methyl-2-bromoacetamide 
• 872492-58-5 (4-chloro-2-iodophenyl)methylamine 
• 62903-71-3 1-(5-chloro-2-(methylamino)phenyl)ethanone 
• 91-56-5 indole-2,3-dione 

Downstream Products

• 81913-00-0 5-Chloro-3-[(Z)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylimino]-1-methyl-1,3-dihydro-indol-2-one 
• 88114-36-7 3-(3'-Carboxyphenylthiosemicarbazono)-5-chloro-1-methyl-2-indolinone 
• 84496-09-3 ethyl 4-<<4'-(1,2-dihydro-1-methyl-5-chloro-2-oxo-3H-indol-3-ylideneamino)benzoyl>amino>benzoate 
• 84507-77-7 methyl 4-<<4'-(1,2-dihydro-1-methyl-5-chloro-2-oxo-3H-indol-3-ylideneamino)benzoyl>amino>benzoate 
• 84496-10-6 propyl 4-<<4'-(1,2-dihydro-1-methyl-5-chloro-2-oxo-3H-indol-3-ylideneamino)benzoyl>amino>benzoate 
• 84496-11-7 butyl 4-<<4'-(1,2-dihydro-1-methyl-5-chloro-2-oxo-3H-indol-3-ylideneamino)benzoyl>amino>benzoate 
• 106550-97-4 5-Chloro-1-methyl-3-[(Z)-4-((E)-styryl)-phenylimino]-1,3-dihydro-indol-2-one 
• 132558-42-0 5-Chloro-3-[(6-chloro-benzothiazol-2-yl)-hydrazono]-1-methyl-1,3-dihydro-indol-2-one 
• 14529-12-5 6-chloro-N-methylisatoic anhydride 

Relevant articles and documents

New spiroindolinones bearing 5-chlorobenzothiazole moiety

In this study, 5-chloro-3H-spiro-[1,3-benzothiazole-2,3'-indole]-2'(1'H)-one derivatives 3a-l were synthesized by the reaction of 1H-indole-2,3-diones 1a-l with 2-amino-4-chlorothiophenol 2 in ethanol. 3a-l were tested for their abilities to inhibit lipid peroxidation (LP), scavenge DPPH? and ABTS?+ radicals, and to reduce Fe3+ to Fe2+. Most of the tested compounds exhibited potent scavenging activities against ABTS?+ radical, reducing powers and strong inhibitory capacity on LP. 3a, 3d, 3e, 3h, 3j and 3k chosen as prototypes were evaluated in the National Cancer Institute's in vitro primary anticancer assay. The greatest growth inhibitions were observed against a non-small cell lung cancer cell line HOP-92 for R1-fluoro substituted 3d and a renal cancer cell line RXF-393 for R-chloro substituted 3e in the primary screen.

Synthesis, characterization and anticancer activity of (5,1-substituted)-3-(indoline-4-(thiophene- 2-yl-methylene)-2-(p-tolyl)-2-methylene)-4,3-dihydro-1h-imidazole-5-one derivatives

The synthesis of novel imidazole-5-one derivatives (5a-j) was allowed in a conventional method by way of Erlenmeyer and Schiff base mechanism. Compound 2a was synthesized by Erlenmeyer reaction of N-(4-methoxy benzoyl)glycine with 2-thiophene-carboxaldehyde in the presence of acetic anhydride and anhydrous sodium acetate. Finally, it undergoes dehydration reaction with Schiff bases of isatin derivatives (4a-j) to yield final compounds 5a-j. The organic potentials of the newly synthesized imidazole-5-one derivatives have been evaluated for their in vitro anticancer activity by MTT assay method. It against MCF-7 cells as comparison with doxorubicin popular drug. The synthesized compounds 5e, 5f and 5j exhibited excellent anticancer activity against MCF-7 cell lines.

Decarboxylative Organocatalyzed Addition Reactions of Fluoroacetate Surrogates for the Synthesis of Fluorinated Oxindoles

Fluorinated malonic acid half thioesters (F-MAHTs) were used as thioester enolate equivalents in organocatalyzed addition reactions to isatins. The products from a range of different N-protected and nonprotected isatins were obtained under mild reaction conditions in high yields and enantioselectivities. The unique reactivity of the thioester moiety enabled diverse derivatization and allowed for the straightforward access to a fluorinated analogue of the anticancer agent (S)-YK-4-279, a therapeutically active compound against Ewing's sarcoma.