183720-28-7

Basic information

• Product Name: (+/-)-BMS 204352
• Synonyms: (+/-)-BMS 204352;2H-INDOL-2-ONE, 3-(5-CHLORO-2-METHOXYPHENYL)-3-FLUORO-1,3-DIHYDRO-6-(TRIFLUOROMETHYL)-;3-(5-CHLORO-2-METHOXY-PHENYL)-3-FLUORO-6-TRIFLUOROMETHYL-1,3-DIHYDRO-INDOL-2-ONE;3-(5-Chloro-2-methoxyphenyl)-3-fluoro-6-(trifluoromethyl)indolin-2-one
• CAS NO: 183720-28-7
• Molecular Formula: C₁₆H₁₀ClF₄NO₂
• Molecular Weight: 359.7
• Mol File: 183720-28-7.mol

Chemical Properties

• Boiling Point: 436.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• PKA: 10.43±0.40(Predicted)
• CAS DataBase Reference: (+/-)-BMS 204352(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-BMS 204352(183720-28-7)
• EPA Substance Registry System: (+/-)-BMS 204352(183720-28-7)

Safety Data

• Hazardous Substances Data: 183720-28-7(Hazardous Substances Data)

Upstream product

• 206194-00-5 5-chloro-α-fluoro-2-methoxy-α-[2-nitro-4-(trifluoromethyl)-phenyl]benzeneacetic acid,methyl ester 
• 367-86-2 1-fluoro-2-nitro-4-trifluoromethyl-benzene 
• 26939-01-5 5-chloro-2-methoxyphenylacetic acid,methyl ester 
• 183720-52-7 methyl 2-(5-chloro-2-methoxyphenyl)-2-(2-nitro-4-(trifluoromethyl)phenyl)acetate 
• 89694-48-4 5-chloro-2-methoxyphenyl boronic acid 
• 635305-45-2 2-(5-chloro-2-(methoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 607740-72-7 3-(5-chloro-2-methoxy-phenyl)-3-fluoro-1-methylsulfanylmethyl-6-trifluoromethyl-1,3-dihydro-indol-2-one 
• 187523-36-0 (-)-BMS-204352 
• 187523-35-9 (S)-(+)-3-(5-chloro-2-methoxyphenyl)-3-fluoro-1,3-dihydro-6-(trifluoromethyl)-2H-indol-2-one 

Relevant articles and documents

Novel synthesis method for Flindokalner raceme

The invention discloses a novel synthesis method for a Flindokalner raceme. The method comprises the steps: subjecting 3-fluoro-3-(2,2,2-trifluoro-1,1-dihydroxyethyl)-6(trifluoromethyl)2H-indol-2-one, which serves as a raw material, to a bromation reactio

Ionic Liquid-Mediated Hydrofluorination of o-Azaxylylenes Derived from 3-Bromooxindoles

The hydrofluorination reaction of 3-bromooxindole using mild HF reagents in an ionic liquid is described. This transformation can operate at room temperature to give a series of 3-substituted 3-fluorooxindole derivatives including racemic BMS 204352 (MaxiPost). The mechanistic study about interactions between HF and 3-butyl-1-methylimidazolium tetrafluoroborate [bmim][BF4] is also discussed on the basis of energy calculations.

PREPARATION OF 3-FLUORO OXINDOLE DERIVATIVES

The present invention relates to novel itermediates of formula (1) wherein the wavy bond ( SIMILAR SIMILAR ) represents the racemate, the (R)-enantiomer or the (S)-enantiomer; and R is hydrogen, a carboxyl-protecting group or a cation of an addition salt;

Use of 3-substituted oxindole derivatives as kcnq potassium channel modulators

The present invention relates to a novel method of treating of pain or anxiety, using compounds that modulate KCNQ potassium channels and currents.

Methods for treating hyperactive gastric motility

This invention provides methods and pharmaceutical compositions for treating, inhibiting or preventing hyperactive gastric motility in a mammal utilizing agonists of KCNQ potassium channels, including KCNQ2, KCNQ3, KCNQ4 and KCNQ5 potassium channels, alone or in combination. The hyperactive gastric motility may be associated with maladies including, colitis, irritable bowel syndrome and Crohn's disease. Compounds useful in these methods include the 1,2,4-triamino-benzene derivatives described in U.S. Pat. No. 5,384,330 (Dieter et al.) and the substituted 3-phenyl oxindole compounds described in U.S. Pat. No. 5,565,483 (Hewawasam et al.). Among the preferred compounds of this invention is N-[2-amino-4-(4-fluorobenzylamino)-phenyl]carbamic acid ethyl ester, also referred to as retigabine.

Methods for modulating bladder function

This invention provides methods and pharmaceutical compositions for maintaining bladder control or treating urinary incontinence in a mammal utilizing agonists of KCNQ potassium channels, including KCNQ2, KCNQ3, KCNQ4 and KCNQ5 potassium channels, alone or in combination. Compounds useful in these methods include the 1,2,4-triamino-benzene derivatives described in U.S. Pat. No. 5,384,330 (Dieter et al.) and the substituted 3-phenyl oxindole compounds described in U.S. Pat. No. 5,565,483 (Hewawasam et al.). Among the preferred compounds of this invention is N-[2-amino-4-(4-fluorobenzylamino)-phenyl]carbamic acid ethyl ester, also referred to as retigabine.

Preparation of 3-fluoro oxindole derivatives

The present invention relates to novel intermediates of the formula STR1 wherein the wavy bond () represents the racemate, the (R)-enantiomer or the (S)-enantiomer; and R is hydrogen, a carboxyl-protecting group or a cation of an addition salt; or solvate