41295-65-2

Upstream product

• 68747-27-3 (6-methyl-2-oxo-2H-chromen-4-yl)-acetic acid 
• 106-44-5 p-cresol 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 84096-84-4 6-methyl-2-oxo-2H-chromene-4-carbaldehyde 
• 14002-89-2 4,6-dimethyl-chromen-2-one 
• 84105-42-0 4-Hydroxymethyl-6-methylcoumarin 

Downstream Products

• 79344-61-9 4-Anilinomethyl-6-methylcoumarin 
• 79344-53-9 4-Anilinomethyl-7-methoxycoumarin 
• 1011625-78-7 C₃₀H₂₆N₂O₂S 
• 129354-89-8 2-(5-methylbenzofuran-3-yl)acetic acid 

Relevant academic research and scientific papers

Synthesis of Coumarin-4-Ylmethyl Phosphonic Acids

New coumarin-4-ylmethylphosphonates and coumarin-4-ylmethylphosphonic acids were synthesized and tested for antiviral activity.

Cytotoxic effects of coumarin substituted benzimidazolium salts against human prostate and ovarian cancer cells

Abstract: Coumarin and benzimidazole derivatives have individual biological activities including anticancer. In this study, we aimed to synthesize coumarin-benzimidazole hybrids in order to investigate their anticancer properties. For this purpose, six 6-substituted-4-chloromethylene coumarin derivatives were synthesized. Sixteen coumarin substituted benzimidazolium chlorides were synthesized by the reaction of 4-chloromethylene coumarin and N-benzylbenzimidazole derivatives. All of the synthesized compounds were characterized by 1H and 13C NMR, IR spectroscopic techniques and elemental analyses. Cytotoxicities of all compounds were tested by [3-(4,5-dimethylthiazole)-2-yl]-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay against human prostate (PC-3) and ovarian (A2780) cancer cells. All compounds performed significant cytotoxicities at 100μM against both cancer cell lines. Moreover, some compounds performed significant activities at 1μM against both cancer cell lines and the obtained results suggest that this type of compounds are promising candidates for the treatment of human prostate and ovarian cancers. Graphic abstract: Six 4-chloromethylenecoumarin derivatives and sixteen coumarin substituted benzimidazolium chlorides were synthesized and characterized. Cytotoxic properties of all compounds were tested against human prostate and ovarian cancer cell lines.[Figure not available: see fulltext.].

Design, synthesis, and mechanism of dihydroartemisinin-coumarin hybrids as potential anti-neuroinflammatory agents

Cancer patients frequently suffer from cancer-related fatigue (CRF), which is a complex syndrome associated with weakness and depressed mood. Neuroinflammation is one of the major inducers of CRF. The aim of this study is to find a potential agent not only on the treatment of cancer, but also for reducing CRF level of cancer patients. In this study, total-thirty new Dihydroartemisinin-Coumarin hybrids (DCH) were designed and synthesized. The in vitro cytotoxicity against cancer cell lines (HT-29, MDA-MB-231, HCT-116, and A549) was evaluated. Simultaneously, we also tested the anti-neuroinflammatory activity of DCH. DCH could inhibit the activated microglia N9 release of NO, TNF-α, and IL-6. The docking analysis was shown that MD-2, the coreceptor of TLR4, might be one of the targets of DCH.

Design and synthesis of tailored human caseinolytic protease P inhibitors

Human caseinolytic protease P (hClpP) is important for degradation of misfolded proteins in the mitochondrial unfolded protein response. We here introduce tailored hClpP inhibitors that utilize a steric discrimination in their core naphthofuran scaffold to selectively address the human enzyme. This novel inhibitor generation exhibited superior activity compared to previously introduced beta-lactones, optimized for bacterial ClpP. Further insights into the bioactivity and binding to cellular targets were obtained via chemical proteomics as well as proliferation- and migration studies in cancer cells.

Synthesis and biological evaluation of coumarin-1,2,3-triazole- dithiocarbamate hybrids as potent LSD1 inhibitors

Two series of coumarin-1,2,3-triazole-dithiocarbamate hybrids were designed, synthesized and evaluated for their inhibitory activity towards lysine specific demethylase 1 (LSD1). Compounds 8a, 8d-8f, 8i-8l presented potent activity against lysine specific demethylase 1. Among them, compound 8k showed potent and reversible inhibition against lysine specific demethylase 1 with an IC50 value of 0.39 μM, which was 74-fold more potent than that of tranylcypromine (2-PCPA). Besides, compound 8k displayed excellent selectivity against lysine specific demethylase 1 without inhibition against monoamine oxidases (MAOs) A and B. Further investigation revealed that compound 8k was active at both recombinant and cell levels by upregulating the expression of H3K4me1, H3K4me2 and H3K9me2. This journal is the Partner Organisations 2014.

INDOLYLMALEIMIDE DERIVATIVES

A compound of formula (I) wherein R denotes another heterocylic residue and wherein Ra, Rb, Rc, Rd and Re, are as defined in the specification, processes for their production, their uses, in particular in transplantation, and pharmaceutical compositions containing them.

A CONVENIENT SYNTHESIS OF BENZOFURAN-3-ACETIC ACIDS

We describe a two-step synthesis of benzofuran-3-acetic acids (1) from phenols (2) involving alkali-mediated rearrangement of 4-halomethylcoumarins (3) via α,β-unsaturated acids (4).Electron-donating substituents at the meta position of the phenol favour high yields of the coumarin, which in all cases rearranges to afford benzofuran-3-acetic acids in near quantitative yields.

FURAN DERIVATIVES HAVING ANTI-ULCER ACTIVITY

Compounds of formula (I): STR1 wherein: A represents a CH-NO 2 group or a N-CN group;B represents CH 2, O, S or a direct bond;R represents a bicyclic or polycyclic residue, variously substituted and functionalized;R 1 and R 2, which may be the same or different, are hydrogen or C 1-C 4 alkyl groups; andn and m, which may be the same or different, are 0, 1, 2, 3 or 4; are valuable pharmacological agents.

Synthesis of 4-Substituted Coumarins, 3a,8a-Dihydrofurobenzofuran-2(3H)-ones and 2,3,3a,8a-Tetrahydrobenzofuropyrrol-2(1H)-ones

Oxidation of methylcoumarins (I) with SeO2 shows that the methyl group in position-4 is selectively oxidised to CHO but methyl groups in other positions remain unaffected.However, a bulky substituent in position-3 hampers oxidation of CH3 in position-4.A large number of derivatives (III to XIV) of II have been prepared by making use of the reactivity of CHO function. 3a,8a-Dihydrofurobenzofuran-2(3H)-ones (XVa-c) and 2,3,3a,8a-tetrahydrobenzofuropyrrol-2(1H)-ones (XVIa-c) have been synthesised by the action of zinc and acetic acid on II and III, respectively.