38168-18-2

Basic information

• Product Name: Spiro[3H-indole-3,2'-[1,3]dithiolan]-2(1H)-one
• Synonyms: Spiro[3H-indole-3,2'-[1,3]dithiolan]-2(1H)-one
• CAS NO: 38168-18-2
• Molecular Formula: C₁₀H₉NOS₂
• Molecular Weight: 223.31
• Mol File: 38168-18-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Spiro[3H-indole-3,2'-[1,3]dithiolan]-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: Spiro[3H-indole-3,2'-[1,3]dithiolan]-2(1H)-one(38168-18-2)
• EPA Substance Registry System: Spiro[3H-indole-3,2'-[1,3]dithiolan]-2(1H)-one(38168-18-2)

Safety Data

• Hazardous Substances Data: 38168-18-2(Hazardous Substances Data)

Upstream product

• 91-56-5 indole-2,3-dione 
• 540-63-6 ethane-1,2-dithiol 

Downstream Products

• 108665-93-6 3-isopropyl-1,3-dihydroindol-2-one 
• 59-48-3 2-oxoindole 
• 1504-06-9 3-methylindolin-2-one 
• 15379-45-0 3-ethyloxindole 
• 7511-08-2 3-benzyl-2-oxindole 
• 4717-90-2 3-(α-methylbenzylidene)oxidole 
• 3359-49-7 3-benzylideneoxindole 

Relevant articles and documents

Novel 2-oxoindoline-based hydroxamic acids: Synthesis, cytotoxicity, and inhibition of histone deacetylation

In a continuation of a research program to discover novel small molecules targeting histone deacetylases, a series of 2′-oxospiro[1,3]dioxolane/dithiolane-2,3′-indoline-based hydroxamic acids have been designed and synthesized. These 2-oxoindoline-based hydroxamic acids displayed potent cytotoxicity against three human cancer cell lines, including SW620 (colon cancer), PC-3 (prostate cancer) and AsPC-1 (pancreatic cancer), with IC50 values as low as 0.05-0.07 μM, 74-fold lower than that of SAHA (1.64-3.70 μM). Additionally, compounds in this series exhibited good inhibition against histone-H3 and histone-H4 deacetylation, as evaluated by Western blot assay. These compounds also strongly inhibited HDAC2 with IC50 values as low as 0.03 μM. Docking studies performed using Autodock Vina showed all compounds bound to HDAC2 with relatively higher affinities (from -7.7 to -8.0 kcal/mol) compared to SAHA (-7.4 kcal/mol).

Raney Nickel-induced Alkylation Reactions

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