166883-20-1

Basic information

• Product Name: 1-Methyl-2-oxo-5-indolinesulfonyl chloride
• Synonyms: 1-Methyl-2-oxo-5-indolinesulfonyl chloride;1-Methyl-2-oxoindoline-5-sulphonyl chloride;1-Methyl-2-oxoindoline-5-sulphonyl chloride 95%;1-Methyl-2-oxindole-5-sulphonyl chloride 95%;2,3-Dihydro-1-methyl-2-oxo-1H-indole-5-sulphonyl chloride, 5-(Chlorosulphonyl)-1-methylindolin-2-one;2,3-Dihydro-1-Methyl-2-oxo-1H-indol-5-sulfonyl chloride;1H-Indole-5-sulfonylchloride, 2,3-dihydro-1-Methyl-2-oxo-;1-Methyl-2-oxindole-5-sulphonylchloride95%
• CAS NO: 166883-20-1
• Molecular Formula: C9H8ClNO3S
• Molecular Weight: 245.68272
• Mol File: 166883-20-1.mol

Chemical Properties

• Melting Point: 154 °C
• Boiling Point: 496.021 °C at 760 mmHg
• Flash Point: 253.785 °C
• Appearance: /
• Density: 1.509g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.608
• PKA: -4.27±0.20(Predicted)
• CAS DataBase Reference: 1-Methyl-2-oxo-5-indolinesulfonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-2-oxo-5-indolinesulfonyl chloride(166883-20-1)
• EPA Substance Registry System: 1-Methyl-2-oxo-5-indolinesulfonyl chloride(166883-20-1)

Safety Data

• Hazard Codes: C
• HazardClass: IRRITANT
• Hazardous Substances Data: 166883-20-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Methyl-2-oxo-5-indolinesulfonyl chloride is used as a building block in organic synthesis for its ability to form diverse chemical compounds. Its functional group compatibility allows for the creation of a wide range of molecules with potential applications in various fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-Methyl-2-oxo-5-indolinesulfonyl chloride is used as a key intermediate in the development of new drugs. Its reactivity and structural features make it a promising candidate for the synthesis of bioactive molecules with therapeutic potential.
Used in Drug Discovery and Development:
1-Methyl-2-oxo-5-indolinesulfonyl chloride is utilized by researchers and chemists in drug discovery and development due to its potential to contribute to the creation of novel pharmaceuticals. Its unique properties and reactivity are of significant interest in the advancement of medicinal chemistry.

InChI:InChI=1/C9H8ClNO3S/c1-11-8-3-2-7(15(10,13)14)4-6(8)5-9(11)12/h2-4H,5H2,1H3

Upstream product

• 61-70-1 N-methyl-2-indolinone 

Downstream Products

• 851724-01-1 1-methyl-5-thiocyanato-1,3-dihydro-indol-2-one 
• 406463-50-1 (2S,4S)-4-hydroxy-2-methyl-4-[2-(1-methyl-2-oxoindolin-5-ylthio)thien-4-yl]-tetrahydropyran 
• 166882-70-8 5-[[4-[(2S,4R)-4-hydroxy-2-methyl-tetrahydropyran-4-yl]-2-thienyl]sulfanyl]-1-methyl-indolin-2-one 
• 166883-22-3 5-mercapto-1-methylindolin-2-one 

Relevant articles and documents

Efficient syntheses of AZD4407 via thioether formation by nucleophilic attack of organometallic species on sulphur

The development of two efficient strategies for the synthesis of AZD4407 is reported, both of which are considered suitable for large-scale manufacture. In the first approach, 3-bromothiophene is coupled with (2S)-2- methyltetrahydropyran-4-one using Grignard chemistry. Following hydroxyl protection and lithiation at thiophene C-2, reaction with a protected 5-mercapto-1-methyl-1,3-dihydro-indol-2-one derivative bearing a leaving group on sulphur provides AZD4407 after acid-catalysed deprotection and epimerisation. The second approach starts from 2,4-dibromothiophene, which undergoes a selective Grignard exchange reaction at C-2 followed by reaction with similar protected mercapto-oxindole derivatives. Reprotection of the oxindole ring, followed by a second Grignard exchange, and reaction with (2S)-2- methyltetrahydropyran-4-one provides AZD4407 after acid-catalysed deprotection and epimerisation.

ETHER DERIVATIVES HAVING 5-LIPOXYGENASE INHIBITORY ACTIVITY

The invention concerns ether derivatives of the formula I Q1?X?Ar?Q2 wherein Q1 is an optionally substituted 9-, 10- or 11-membered bicyclic heterocyclic moiety containing one or two nitrogen heteroatoms and optionally containing a further heteroatom selected from nitrogen, oxygen and sulphur; X is oxy, thio, sulphinyl or sulphonyl; Ar is optionally substituted phenylene, pyridinediyl, pyrimidinediyl, thiophenediyl, furandiyl, thiazolediyl, oxazoiediyl, thiadiazoiediyl or oxadiazolediyl; and Q2 is selected from the groups of the formulae II and III: wherein R1 is hydrogen, (2-5C)alkanoyl or optionally substituted benzoyl; R2 is (l-4C)alkyl; and R3 is hydrogen or (l-4C)alkyl; or R2 and R3 are linked to form a methylene, vinylene, ethylene or trimethylene group; or a pharmaceutically-acceptable salt thereof; processes for their preparation; pharmaceutical compositions containing them and their use as 5-lipoxygenase inhibitors.