25491-47-8

Usage

InChI:InChI=1/C14H18O3/c1-4-17-14(16)12(10(2)3)13(15)11-8-6-5-7-9-11/h5-10,12H,4H2,1-3H3

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 75-26-3 isopropyl bromide 
• 65-85-0 benzoic acid 
• 108-64-5 Ethyl isovalerate 
• 98-88-4 benzoyl chloride 
• 92655-51-1 2-benzoyl-3-methyl-pentanoic acid ethyl ester 
• 613-90-1 benzoyl cyanide 
• 63547-55-7 1-ethoxy-3-methyl-1-trimethylsiloxybut-1-ene 
• 75-30-9 2-iodo-propane 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 92655-51-1 2-benzoyl-3-methyl-pentanoic acid ethyl ester 
• 857413-38-8 C₁₃H₁₅N₃O 
• 1628208-23-0 6-isopropyl-7-oxo-5-phenyl-4,7-dihydropyrazolo[1,5-a]pyrimidine-3-carbonitrile 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 582-62-7 3-methyl-1-phenylbutan-1-one 

Relevant academic research and scientific papers

COMPOUND HAVING KDM5 INHIBITORY ACTIVITY AND PHARMACEUTICAL USE THEREOF

The present invention provides KDM5 inhibitor. The compound disclosed herein represented by the general formula (Z): wherein all symbols have the same meanings as the definitions described in the specification; or a salt thereof is useful as a prophylactic and/or therapeutic agent for cancer, Huntington's disease, or Alzheimer's disease and the like.

Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes

Oxidative stress is implicated in the pathogenesis of a wide variety of neurodegenerative disorders, and accordingly, dietary supplement of exogenous antioxidants or/and upregulation of the endogenous antioxidant defense system are promising for therapeutic intervention or chemoprevention of neurodegenerative diseases. Nrf2, a master regulator of the cellular antioxidant machinery, cardinally participates in the transcription of cytoprotective genes against oxidative/electrophilic stresses. Herein, we report the synthesis of 59 structurally diverse dithiolethiones and evaluation of their neuroprotection against 6-hydroxydopamine-or H2O2-induced oxidative damages in PC12 cells, a neuron-like rat pheochromocytoma cell line. Initial screening identified compounds 10 and 11 having low cytotoxicity but conferring remarkable protection on PC12 cells from oxidative-mediated damages. Further studies demonstrated that both compounds upregulated a battery of antioxidant genes as well as corresponding genes' products. Significantly, silence of Nrf2 expression abolishes cytoprotection of 10 and 11, indicating targeting Nrf2 activation is pivotal for their cellular functions. Taken together, the two lead compounds discovered here with potent neuroprotective functions against oxidative stress via Nrf2 activation merit further development as therapeutic or chemopreventive candidates for neurodegenerative disorders.

Dynamic Kinetic Resolution of Alkenyl Cyanohydrins Derived from α,β-Unsaturated Aldehydes: Stereoselective Synthesis of E-Tetrasubstituted Olefins

A novel dynamic kinetic resolution (DKR) of tetrasubstituted alkenyl cyanohydrins prepared from the corresponding α,β-unsaturated aldehydes is described. The deprotonation of a geometrical mixture of tetrasubstituted alkenyl cyanohydrins with sodium diiso

KDM5 INHIBITORS

The present invention provides a compound of Formula (I) (represented as tautomers Ia and Ib) or the pharmaceutically acceptable salts thereof, which are KDM5 inhibitors.

Identification of potent, selective KDM5 inhibitors

This communication describes the identification and optimization of a series of pan-KDM5 inhibitors derived from compound 1, a hit initially identified against KDM4C. Compound 1 was optimized to afford compound 20, a 10?nM inhibitor of KDM5A. Compound 20

Stereoselective synthesis of 2-aminocyclobutanols via photocyclization of α-amido alkylaryl ketones: Mechanistic implications for the Norrish/Yang reaction

A series of chiral N-acylated α-amino p-methylbutyrophenone derivatives 1a-1h was synthesized from α-amino acids via a three-step procedure. These substrates were photolyzed in benzene and gave Norrish II and Norrish I cleavage products as well as the N-acylated 2-aminocyclobutanols that derive from γ-hydrogen abstraction and 1,4-triplet biradical combination (Yang cyclization). The products were formed with characteristic Yang/cleavage ratios. The quantum yields for the photodecomposition of the N-acetyl-protected substrates 1b,e,f were moderate (12-26%); the diastereoselectivities of the cyclobutanol formation were remarkably high for all substrates. High diastereospecificity was observed for the isoleucine derivatives (2S,3S)-1g and allo-(2S,3R)-1g; the Yang reaction dominated the photochemistry of allo-1g, whereas 1g gave preferentially Norrish II cleavage. The role of hydrogen bonding as one of the stereo-directing effects was demonstrated by comparison of the cyclization efficiency of the valine derivative 1e with 1h,i,j. Also, aromatic β-keto esters gave the Yang cyclization products in low yields. The diastereoselectivity of the cyclobutanol formation was rationalized by a three-step mechanism where every step is connected with one distinct stereochemical induction mechanism: (a) diastereoselective hydrogen abstraction, (b) conformational equilibration of the 1,4-tetramethylene biradicals (as calculated by semiempiric methods) controlled by hydrogen bonding, and (c) diastereoselective biradical combination (versus cleavage) influenced by spin-orbit coupling controlled intersystem crossing geometries.

Reactions of Trimethylsilyl Ketene Acetals with Benzoyl Cyanide and with α-Keto Esters

Trimethylsilyl ketene acetals reacted with benzoyl cyanide in the absence of a catalyst to give N-trimethylsilyl-β-benzoyl-β-iminopropionates.In the presence of a Lewis acid catalyst they gave the corresponding α-benzoylcarboxylates in moderate yields.Sev