4933-14-6

Basic information

• Product Name: SPIRO[CYCLOHEXANE-1,3'-[3H]INDOL]-2'(1'H)-ONE
• Synonyms: SPIRO[CYCLOHEXANE-1,3'-[3H]INDOL]-2'(1'H)-ONE;spiro[cyclohexane-1,3'-indolin]-2'-one;1',3'-dihydrospiro[cyclohexane-1,3'-(2'H)-indole]-2'-one
• CAS NO: 4933-14-6
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.26
• Mol File: 4933-14-6.mol
• Article Data: 18

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: SPIRO[CYCLOHEXANE-1,3'-[3H]INDOL]-2'(1'H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: SPIRO[CYCLOHEXANE-1,3'-[3H]INDOL]-2'(1'H)-ONE(4933-14-6)
• EPA Substance Registry System: SPIRO[CYCLOHEXANE-1,3'-[3H]INDOL]-2'(1'H)-ONE(4933-14-6)

Safety Data

• Hazardous Substances Data: 4933-14-6(Hazardous Substances Data)

Upstream product

• 59-48-3 2-oxoindole 
• 111-24-0 1,5-dibromo-pentane 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 628-77-3 1,5-diiodopentane 
• 106795-58-8 (o-fluorobenzyl)triphenylphosphonium chloride 
• 106795-74-8 1-(2-bromophenyl)cyclohexane-1-carbonitrile 
• 106795-73-7 1-(2-chlorophenyl)cyclohexane-1-carbonitrile 
• 106795-72-6 1-(2-fluorophenyl)cyclohexane-1-carbonitrile 
• 345-35-7 2-fluorobenzyl chloride 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 326-62-5 2-fluorophenyl acetonitrile 
• 106795-66-8 1-(o-fluorophenyl)cyclohexane-1-carboxylic acid 
• 82757-29-7 C₁₄H₁₅FO 
• 106795-64-6 1-(2-Fluoro-phenyl)-cyclohexanecarbaldehyde 

Downstream Products

• 870072-67-6 1′-(2-nitrophenyl)spiro[cyclohexane-1,3′-indoline] 
• 870072-66-5 1′-(2-nitrophenyl)spiro[cyclohexane-1,3′-indoline] 
• 929564-55-6 1'-[3-(tert-butoxycarbonyl-methylamino)-1-phenylpropyl]spiro[cyclohexane-1,3'-indol]-2'(1'H)-one 
• 929564-62-5 1'-(3-fluorobenzyl)spiro[cyclohexane-1,3'-indol]-2'(1'H)-one 
• 304875-03-4 3-(1',2'-dihydro-2'-oxospiro[cyclohexane-1,3'-[3H]indol]-5'-yl)-5-fluorobenzonitrile 
• 304875-02-3 3-(1',2'-Dihydro-2'-oxospiro[cyclohexane-1,3'-[3H]indol]-5'-yl)benzonitrile 
• 304874-75-7 5'-(3-chlorophenyl)spiro[cyclohexane-1,3'-[3H]indole]-2'(1'H)-one 
• 304468-42-6 5'-bromospiro[cyclohexane-1,3'-[3H]indol]-2'(1'H)-one 

Relevant articles and documents

Synthesis of 3,3-disubstituted oxindoles

A novel and efficient two-step synthetic sequence for the preparation of 3,3-disubstituted oxindoles was developed starting from arylhydrazines and α-branched aldehydes via Fischer indole type synthesis followed by imine oxidation.

Conformationally constrained ortho- Anilino diaryl ureas: Discovery of 1-(2-(1′-Neopentylspiro[indoline-3,4′-piperidine]-1-yl)phenyl) -3-(4-(trifluoromethoxy)phenyl)urea, a potent, selective, and bioavailable P2Y1 antagonist

Preclinical antithrombotic efficacy and bleeding models have demonstrated that P2Y1 antagonists are efficacious as antiplatelet agents and may offer a safety advantage over P2Y12 antagonists in terms of reduced bleeding liabilities. In this article, we describe the structural modification of the tert-butyl phenoxy portion of lead compound 1 and the subsequent discovery of a novel series of conformationally constrained ortho-anilino diaryl ureas. In particular, spiropiperidine indoline-substituted diaryl ureas are described as potent, orally bioavailable small-molecule P2Y1 antagonists with improved activity in functional assays and improved oral bioavailability in rats. Homology modeling and rat PK/PD studies on benchmark compound 3l will also be presented. Compound 3l was our first P2Y1 antagonist to demonstrate a robust oral antithrombotic effect with mild bleeding liability in the rat thrombosis and hemostasis models.

Copper-catalyzed domino coupling reaction: An efficient method to synthesize oxindoles

An efficient and novel procedure for a copper catalyzed domino coupling reaction has been developed, which afforded various oxindoles in good to excellent yields with tolerance of various substituents. In addition, this method could be applied to synthesize horsfiline and coerulescine in few steps with high total yields. The Royal Society of Chemistry 2012.