75039-59-7

Upstream product

• 1186-70-5 bis(dimethylamino)methoxymethane 
• 126-81-8 dimedone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 84018-62-2 2-(1-piperidinomethylene)-5,5-dimethylcyclohexane-1,3-dione 
• 125812-05-7 3-(benzoyl)amino-7,7-dimetyl-5-oxo-5,6,7,8-tetrahydro-2H-1-benzopyran-2-one 
• 29974-42-3 7,7-dimethyl-2-phenyl-5,6,7,8-tetrahydro-5-quinazolone 
• 85302-17-6 1,5,6,7-tetrahydro-1,6,6-trimethyl-4H-indazol-4-one 
• 64500-71-6 2-(N-benzylaminomethylene)-5,5-dimethylcyclohexane-1,3-dione 
• 105244-30-2 2-(3,3-Bis-dimethylamino-allylidene)-5,5-dimethyl-cyclohexane-1,3-dione 
• 134894-88-5 2-(N-methyl-2-dimethylamino-4,5,6,7-tetrahydroazepin-3-yl)methylene-5,5-dimethylcyclohexane-1,3-dione 
• 303013-99-2 7,7-dimethyl-5-oxo-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 849829-34-1 (S)-2-[(4,4-Dimethyl-2,6-dioxo-cyclohexylidenemethyl)-amino]-3-hydroxy-propionic acid 
• 849829-35-2 (2S,3R)-2-[(4,4-Dimethyl-2,6-dioxo-cyclohexylidenemethyl)-amino]-3-hydroxy-butyric acid 
• 849829-33-0 N^α-(4,4-dimethyl-2,6-dioxocyclohexylidenemethylene)-L-homoserine tert-butyl ester 
• 912259-11-1 6,6-dimethyl-1⁽²⁾,5,6,7-tetrahydro-4H-indazole-4-one 

Relevant academic research and scientific papers

A one-pot pseudo nine-component isocyanide-based reaction: Synthesis of a new class of zinc 1,5-disubstituted 1H-tetrazol-5-yl coordination complexes

A novel one-pot pseudo nine-component synthesis of zinc 1,5-disubstituted 1H-tetrazol-5-yl coordination complexes in good yields starting from simple and readily available substrates, including a 1,3-dicarbonyl compound, an isocyanide, N,N-dimethylformami

Tetrahydroquinazole-based secondary sulphonamides as carbonic anhydrase inhibitors: synthesis, biological evaluation against isoforms I, II, IV, and IX, and computational studies

A library of variously decorated N-phenyl secondary sulphonamides featuring the bicyclic tetrahydroquinazole scaffold was synthesised and biologically evaluated for their inhibitory activity against human carbonic anhydrase (hCA) I, II, IV, and IX. Of not

Inhibition studies on carbonic anhydrase isoforms I, II, IV and IX with N-arylsubstituted secondary sulfonamides featuring a bicyclic tetrahydroindazole scaffold

Carbonic Anhydrases (CAs) are pharmaceutically relevant targets for the treatment of several disease conditions. The ubiquitous localization of these enzymes and the high homology shared by the different isoforms represent substantial impediments for the

Ultrasound assisted regioselective synthesis, photophysical and structural studies of 1-substituted indazol-4(5H)-ones and enaminodiketones of dimedone

Enaminodiketone, obtained from reaction of dimedone with DMF-DMA, on reaction with nucleophiles such as amines, guanidine hydrochloride and substituted aromatic hydrazines furnished enaminodiketones, quinazolines and indazole derivatives respectively. The

Discovery and Optimization of 2 H-1λ2-Pyridin-2-one Inhibitors of Mutant Isocitrate Dehydrogenase 1 for the Treatment of Cancer

Neomorphic mutations in isocitrate dehydrogenase 1 (IDH1) are oncogenic for a number of malignancies, primarily low-grade gliomas and acute myeloid leukemia. We report a medicinal chemistry campaign around a 7,7-dimethyl-7,8-dihydro-2H-1λ2-quinoline-2,5(6H)-dione screening hit against the R132H and R132C mutant forms of isocitrate dehydrogenase (IDH1). Systematic SAR efforts produced a series of potent pyrid-2-one mIDH1 inhibitors, including the atropisomer (+)-119 (NCATS-SM5637, NSC 791985). In an engineered mIDH1-U87-xenograft mouse model, after a single oral dose of 30 mg/kg, 16 h post dose, between 16 and 48 h, (+)-119 showed higher tumoral concentrations that corresponded to lower 2-HG concentrations, when compared with the approved drug AG-120 (ivosidenib).

SHP2 INHIBITORS, COMPOSITIONS AND USES THEREOF

Provided are compounds of Formula (I), methods of using the compounds as SHP2 inhibitors, and pharmaceutical compositions comprising such compounds. The compounds are useful in treating SHP2-mediated diseases.

4-Substituted Benzenesulfonamides Incorporating Bi/Tricyclic Moieties Act as Potent and Isoform-Selective Carbonic Anhydrase II/IX Inhibitors

As a part of our efforts to expand chemical diversity in the carbonic anhydrases inhibitors (CAIs), three small series of polyheterocyclic compounds (4-6) featuring the primary benzenesulfonamide moiety linked to bi/tricyclic scaffolds were investigated. Highly effective inhibitors against the target tumor-associated hCA IX (low nanomolar/subnanomolar potency levels) showing significant functional selectivity profile toward hCA I, II, and IV isozymes were identified. Molecular docking studies clarified the reasons behind the activity and selectivity of the new compounds.

Synthesis of some novel pyrazolo[1,5-a]quinazolines and their fused derivatives

New pyrazolo[1,5-a]quinazoline-3-carbonitriles 4a,b were obtained via cyclocondensation of 5-amino-3-cyanomethyl-1H-pyrazole-4-carbonitrile (1) with enaminones of 1,3-cyclohexanedione derivatives 2a,b in refluxing glacial acetic acid. Condensation of compounds 4a,b with various aromatic aldehydes furnished the corresponding arylidene derivatives 6a–j. On the other hand, condensation of 4a,b with o-hydroxybenzaldehydes yielded the polyheterocyclic compounds 10a–h. Coupling of compounds 4a,b with aryldiazonium chlorides led to formation of 2-arylhydrazono derivatives 12a–h. Also, reaction of compounds 4a,b with phenyl isothiocyanate, followed by addition of ethyl chloroacetate and chloroacetonitrile, afforded the polyheterocyclic compounds based on pyrazolo[1,5-a]quinazoline core. The reaction of compounds 4a,b with phenyl isothiocyanate and elemental sulfur gave the thiazole-2-thione derivatives 25a,b. The reaction of enamines of compounds 4a,b with each of hydrazine hydrate and guanidine hydrochloride afforded pyrazolo[4″,3″:5′,6′]pyrido[4′,3′:3,4]pyrazolo[1,5-a]quinazolin-8-ones 30a,b and pyrimido[5″,4″:5′,6′]pyrido[4′,3′:3,4]pyrazolo[1,5-a]quinazolin-9(10H)-ones 33a,b, respectively. The structures of all the newly synthesized compounds were elucidated by elemental analyses and spectral data. The plausible mechanisms have been postulated to account for their formation.

One-pot Synthesis of Benzo[4,5]imidazo[1,2-a]pyridine Derivatives in Aqueous Conditions

One-pot reaction of cyclic 1,3-diketones, dimethylformamide dimethylacetal (DMFDMA) and 2-(1H-benzo[d]imidaz-2-yl)acetonitrile was found to be a highly selective process leading to 4-oxo-1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]quinolin-6-yl cyanides. Op

Multicomponent Dipolar Cycloaddition Strategy: Combinatorial Synthesis of Novel Spiro-Tethered Pyrazolo[3,4-b]quinoline Hybrid Heterocycles

The stereoselective syntheses of a library of novel spiro-tethered pyrazolo[3,4-b]quinoline-pyrrolidine/pyrrolothiazole/indolizine-oxindole/acenaphthene hybrid heterocycles have been achieved through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ from α-amino acids and 1,2-diketones to dipolarophiles derived from pyrazolo[3,4-b]quinoline derivatives.