221218-66-2

Usage

InChI:InChI=1/C13H13NO3S/c1-9(15)18-8-4-7-14-12(16)10-5-2-3-6-11(10)13(14)17/h2-3,5-6H,4,7-8H2,1H3

Upstream product

• 5428-09-1 3-phthalimido-1-propene 
• 507-09-5 tiolacetic acid 
• 42251-84-3 N-(3-chloropropyl)phthalimide 
• 10387-40-3 potassium thioacetate 
• 85-44-9 phthalic anhydride 
• 1074-82-4 potassium phtalimide 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 

Downstream Products

• 52096-83-0 2-<3-(Benzylthio)propyl>-1H-isoindole-1,3(2H)-dione 
• 39801-32-6 2-(3-mercaptopropyl)isoindoline-1,3-dione 

Relevant academic research and scientific papers

Squaryl group modified phosphoglycolipid analogs as potential modulators of GPR55

Lysophosphatidyl glucoside (LPGlc) is a structurally unique glycolipid that acts as a guidance cue for extending axons during central nervous system development by activating the class A G protein coupled receptor (GPR) 55 of spinal cord sensory axons. GPR55 not only plays an important role during development, but is also implicated in many disease states, rendering molecules that target GPR55 of widespread interest. In this study, we developed synthetic access to a novel class of LPGlc analogues featuring a squaryl diamide group as surrogate for the phosphodiester. We report the facile synthesis of a series of LPGlc analogues, their GPR dependent biological activity and a systematic analysis of the structure-activity relationship in regards to GPR55 modulation. The lead compound featuring identical configuration at all stereocenters compared to natural LPGlc exhibits an activity to repel axons of dorsal root ganglion (DGR) nociceptive neurons.

Novel CDKs inhibitors for the treatment of solid tumour by simultaneously regulating the cell cycle and transcription control

A novel series of cyclin-dependent kinases (CDKs) inhibitors, which play critical roles in the cell cycle control and regulation of cell transcription, were synthesised. A systematic study of enzymatic and cellular assays led to the identification of compound X22 with a nanomolar potency against CDK4 and CDK9 and potent antiproliferative activities against a panel of tumour cell lines. X22 could induce cell cycle arrest and cell apoptosis in cancer cell lines. X22 dose-dependently inhibits signalling pathways downstream of CDKs in cancer cells. In vivo antitumor activity assays, oral administration of X22 led to significant tumour regression in mouse model without obvious toxicity. Superior anti-cancer efficacy in vitro and in vivo of X22 demonstrated combined depletion of cell cycle and transcriptional CDK all contributed to antitumor activity. Taken together, concomitant inhibition of cell cycle and transcriptional CDK activities provided valuable guide for further structural optimisation.

Visible-Light-Mediated Organocatalyzed Thiol-Ene Reaction Initiated by a Proton-Coupled Electron Transfer

A convenient method for performing a thiol-ene reaction is described. The reaction is performed under blue-light irradiation and catalyzed by photoactive Lewis basic molecules such as acridine orange or naphthalene-fused N-acylbenzimidazole. It is believed that the process is initiated by a proton-coupled electron transfer process within the complex between the thiol and the Lewis basic catalyst.

Integrating amino groups within conjugated microporous polymers by versatile thiol-yne coupling for light-driven hydrogen evolution

Conjugated microporous polymers (CMPs) are emerging as promising catalysts for photocatalytic hydrogen evolution, but hydrophobic surfaces and less active site exposure severely limit their efficiency. Herein, we contribute an effective and versatile strategy to functionalize CMPs with abundant amino groups via the radical thiol-yne reaction. As a result, the modified CMPs retain their light absorption ability and morphology, and the better water compatibility along with increased active site exposure may accelerate subsequent proton reduction under visible light irradiation (λ > 420 nm). The hydrogen evolution rate (HER) and apparent quantum yield (AQY) at 420 nm of modified CMPs were increased up to 27.2 times and 47.1 times in comparison to those of original CMPs. Photocatalytic H2 evolution activity evaluation of BBT-SC2CH3, BBT-SC2N(CH3)2 and SC2NHAc in which amino groups were replaced with methyl, dimethyl amino or N-acetyl groups revealed the crucial role of nitrogen, and the aliphatic chain length between sulfur and nitrogen also proved important. Therefore, this protocol provides good opportunities for designing advanced CMPs and expands their application as photocatalysts for energy conversion.

Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents

A series of sulforaphane derivatives were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacological results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative 85 could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and 85 exhibited time- and dose-dependent activation on Nrf2 transcription factor, and 85 acted as a more potent Nrf2 inducer than SFN.

MODULATORS OF HISTONE METHYLTRANSFERASE, AND METHODS OF USE THEREOF

Disclosed are compounds, pharmaceutical compositions containing the compounds, and the uses of the compounds and compositions as modulators of histone methyltransferases, and for treating diseases influenced by modulation of histone methyltransferase activity.

A general and mild synthesis of thioesters and thiols from halides

The conversion of a wide variety of halides to thioesters by reaction with potassium thiocetate under mild conditions is described, and the generality of the method is demonstrated.