6488-01-3

Basic information

• Product Name: 2-[2-(3-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
• Synonyms: 2-[2-(3-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione
• CAS NO: 6488-01-3
• Molecular Formula: C₁₆H₁₂ClNO₃
• Molecular Weight: 301.72438
• Mol File: 6488-01-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[2-(3-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(3-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione(6488-01-3)
• EPA Substance Registry System: 2-[2-(3-chlorophenoxy)ethyl]-1H-isoindole-1,3(2H)-dione(6488-01-3)

Safety Data

• Hazardous Substances Data: 6488-01-3(Hazardous Substances Data)

Upstream product

• 6487-84-9 2-bromoethyl 3-chlorophenyl ether 
• 1074-82-4 potassium phtalimide 
• 108-43-0 3-monochlorophenol 
• 3891-07-4 N-(2-Hydroxyethyl)phthalimide 

Downstream Products

• 6488-00-2 2-(3-Chloro-phenoxy)-ethylamine 

Relevant articles and documents

Design, synthesis, crystal structure, and herbicidal activity of novel pyrrolidine-2,4-dione derivatives incorporating an alkyl ether pharmacophore with natural tetramic acids as lead compounds

In order to discover green herbicides with novel molecular scaffolds, natural tetramic acids were used as lead compounds to design and synthesize four pyrrolidine-2,4-dione derivatives incorporating a chainlike alkoxyalkyl moiety (4a-4d) and nineteen pyrrolidine-2,4-dione derivatives incorporating a substituted phenoxyethyl moiety (10a-10s)viasubstitution, acylation, cyclization, and acidification reactions. The synthesized target compounds were confirmed by FT-IR,1H NMR,13C NMR and HRMS spectral analyses. The single-crystal structure of compound10awas analyzed by X-ray diffraction, which revealed that the 1-hydroxyethylidene group links the third position of the pyrrolidine heterocycle through a double bond with theZ-configuration. The herbicidal activity was evaluated using barnyard grass (Echinochloa crus-galli) and rape (Brassica campestris) as model plants by a Petri dish culture method. Most target compounds were found to possess moderate to good inhibitory activities against the plant growth at 100 μg mL?1. Among them, the compounds10qand10nshowed the highest herbicidal activities against the roots of barnyard grass and rape seedlings with the corresponding inhibition rates of 65.6% and 84.0%, respectively. This result indicated that pyrrolidine-2,4-dione derivatives incorporating a substituted phenoxyethyl moiety are worthy of further structural optimization.

Synthesis and anticonvulsant evaluation of some N-substituted phthalimides

Two series of phthalimides - one possessing an N-phenoxyalkyl moiety substituted at position 3 or 4 of the phenyl ring (1-9) and the other of N-alkenyl or alkinyl phthalimides (10-18) - were synthesized, evaluated for anticonvulsant activity and had their in silico lipophilicity estimated using computer programs. The anticonvulsant activity of phthalimides containing an unsaturated substituent at the phthalimide nitrogen was superior to that of the N-phenoxyalkyl phthalimides. Alkinyl derivative 10 emerged as the most active (in MES and ScMet tests) of all the compounds tested. A correlation between anticonvulsant activity and in silico estimated lipophilicity was not observed.