Heterocyclic Building Blocks-Naphthyridine

Downfalls of chemical probes acting at the kinase ATP-site: CK2 as a case study was written by Atkinson, Eleanor L.;Iegre, Jessica;Brear, Paul D.;Zhabina, Elizabeth A.;Hyvonen, Marko;Spring, David R.. And the article was included in Molecules in 2021.Formula: C19H12ClN3O2 This article mentions the following:

Protein kinases are a large class of enzymes with numerous biol. roles and many have been implicated in a vast array of diseases, including cancer and the novel coronavirus infection COVID-19. Thus, the development of chem. probes to selectively target each kinase is of great interest. Inhibition of protein kinases with ATP-competitive inhibitors has historically been the most widely used method. However, due to the highly conserved structures of ATP-sites, the identification of truly selective chem. probes is challenging. We use the Ser/Thr kinase CK2 as an example to highlight the historical challenges in effective and selective chem. probe development, alongside recent advances in the field and alternative strategies aiming to overcome these problems. The methods utilized for CK2 can be applied to an array of protein kinases to aid in the discovery of chem. probes to further understand each kinase’s biol., with wide-reaching implications for drug development. In the experiment, the researchers used many compounds, for example, 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6Formula: C19H12ClN3O2).

5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6) belongs to naphthyridine derivatives. The naphthyridines have 10 delocalized π-electrons located in five molecular orbitals, each of which is distorted by the presence of the nitrogen atoms causing an electron drift in that direction. Halogen atoms attached to the naphthyridine moiety can be easily replaced by other nucleophiles such as alkoxides and amines.Formula: C19H12ClN3O2

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Vinpocetine loaded ultradeformable liposomes as fast dissolving microneedle patch: Tackling treatment challenges of dementia was written by Srivastava, Praveen K.;Thakkar, Hetal P.. And the article was included in European Journal of Pharmaceutics and Biopharmaceutics in 2020.Formula: C22H26N2O2 This article mentions the following:

Vinpocetine (VPN) displays poor bioavailability (∼7%) and short half-life (2-3 h) justifying the frequent dosing requirement of currently marketed oral tablets (thrice daily) and thus, posing a great challenge to patient compliance. Present work envisaged to achieve an infusion like delivery through transdermal route so as to tackle aforesaid challenges. With this aim, ultradeformable liposomes (UDL) incorporated fast dissolving microneedle patch (MNP) of VPN was developed and optimized for vesicle size and percent drug entrapment (critical quality attributes, CQA) utilizing the quality by design tool. Fractional factorial design followed by combined D-optimal design were applied to identify critical material attributes and obtain their statistically verified optimum levels (Phospholipon 90G, 15.17 mM; Phospholipon 90H, 4.83 mM; sodium deoxycholate, 15 mol% and Vinpocetine, 5 mol%) showing mean vesicle size of 75.65 nm and mean drug entrapment of 87.44%. An insignificant change in CQA of optimized UDL after incorporation in MNP further represented their phys. compatibility with MNP components. In vitro characterization of these microneedles revealed rapid dissolution (∼2 min) and good skin penetrability with around 0.684 N axial needle fracture force (ANFF). The safety was ascertained in vitro by exposing HaCaT cells to VPN UDL MNP components. A 94.27% cell viability advocated the safe nature of excipients used in formulation. Ex vivo permeation across full thickness pig ear skin revealed a steady state flux of 11.091μg/cm²/h via VPN UDL MNP with around 9-fold enhancement when compared to flux value achieved through VPN suspension. In vivo pharmacokinetic and pharmacodynamic study in Sprague Dawley rats showed a 3-fold rise in relative bioavailability and a comparable mean escape latency via UDL MNP as compared to its oral suspension. In addition, half-life of 14 h and MRT of 21 h further confirmed the controlled release behavior of UDL MNP for prolonged period of time. In nutshell, the developed fast dissolving microneedle patch of VPN showed promising results with the prospect of lowering dose as well as dosing frequency for improved patient compliance. In the experiment, the researchers used many compounds, for example, (41S,13aS)-Ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate (cas: 42971-09-5Formula: C22H26N2O2).

(41S,13aS)-Ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate (cas: 42971-09-5) belongs to naphthyridine derivatives. Six naphthyridine isomers exist, based on the positions of the nitrogen atoms; they can be in the 1,5, 1,6, 1,7, 1,8, 2,6, or 2,7 positions. Imidazonaphthyridines have been prepared through a ‘one-pot’ three-component ‘domino’ reaction between the keto-ester, acrolein, and ethylenediamine in presence of 4 Å molecular sieves.Formula: C22H26N2O2

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Bioactive phytoconstituents as potent inhibitors of casein kinase-2: dual implications in cancer and COVID-19 therapeutics was written by Anjum, Farah;Sulaimani, Nayab Md;Shafie, Alaa;Mohammad, Taj;Ashraf, Ghulam Md.;Bilgrami, Anwar L.;Alhumaydhi, Fahad A.;Alsagaby, Suliman A.;Yadav, Dharmendra Kumar;Hassan, Imtaiyaz Md.. And the article was included in RSC Advances in 2022.Product Details of 1009820-21-6 This article mentions the following:

Casein kinase 2 (CK2) is a conserved serine/threonine-protein kinase involved in hematopoietic cell survival, cell cycle control, DNA repair, and other cellular processes. It plays a significant role in cancer progression and viral infection. CK2 is considered a potential drug target in cancers and COVID-19 therapy. In this study, we have performed a virtual screening of phytoconstituents from the IMPPAT database to identify some potential inhibitors of CK2. The initial filter was the physicochem. properties of the mols. following the Lipinski rule of five. Then binding affinity calculation, PAINS filter, ADMET, and PASS analyses followed by interaction anal. were carried out to discover nontoxic and better hits. Finally, two compounds, stylopine and dehydroevodiamines with appreciable affinity and specific interaction towards CK2, were identified. Their time-evolution analyses were carried out using all-atom mol. dynamics simulation, principal component anal. and free energy landscape. Altogether, we propose that stylopine and dehydroevodiamines can be further explored in in vitro and in vivo settings to develop anticancer and antiviral therapeutics. In the experiment, the researchers used many compounds, for example, 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6Product Details of 1009820-21-6).

5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6) belongs to naphthyridine derivatives. The naphthyridines have 10 delocalized π-electrons located in five molecular orbitals, each of which is distorted by the presence of the nitrogen atoms causing an electron drift in that direction. Halogen atoms attached to the naphthyridine moiety can be easily replaced by other nucleophiles such as alkoxides and amines.Product Details of 1009820-21-6

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Synergistic cytotoxic effects of bortezomib and CK2 inhibitor CX-4945 in acute lymphoblastic leukemia: turning off the prosurvival ER chaperone BIP/Grp78 and turning on the pro-apoptotic NF-κB. was written by Buontempo, Francesca;Orsini, Ester;Lonetti, Annalisa;Cappellini, Alessandra;Chiarini, Francesca;Evangelisti, Camilla;Evangelisti, Cecilia;Melchionda, Fraia;Pession, Andrea;Bertaina, Alice;Locatelli, Franco;Bertacchini, Jessika;Neri, Luca Maria;McCubrey, James A;Martelli, Alberto Maria. And the article was included in Oncotarget in 2016.Recommanded Product: 1009820-21-6 This article mentions the following:

The proteasome inhibitor bortezomib is a new targeted treatment option for refractory or relapsed acute lymphoblastic leukemia (ALL) patients. However, a limited efficacy of bortezomib alone has been reported. A terminal pro-apoptotic endoplasmic reticulum (ER) stress/unfolded protein response (UPR) is one of the several mechanisms of bortezomib-induced apoptosis. Recently, it has been documented that UPR disruption could be considered a selective anti-leukemia therapy. CX-4945, a potent casein kinase (CK) 2 inhibitor, has been found to induce apoptotic cell death in T-ALL preclinical models, via perturbation of ER/UPR pathway. In this study, we analyzed in T- and B-ALL preclinical settings, the molecular mechanisms of synergistic apoptotic effects observed after bortezomib/CX-4945 combined treatment. We demonstrated that, adding CX-4945 after bortezomib treatment, prevented leukemic cells from engaging a functional UPR in order to buffer the bortezomib-mediated proteotoxic stress in ER lumen. We documented that the combined treatment decreased pro-survival ER chaperon BIP/Grp78 expression, via reduction of chaperoning activity of Hsp90. Bortezomib/CX-4945 treatment inhibited NF-κB signaling in T-ALL cell lines and primary cells from T-ALL patients, but, intriguingly, in B-ALL cells the drug combination activated NF-κB p65 pro-apoptotic functions. In fact in B-cells, the combined treatment induced p65-HDAC1 association with consequent repression of the anti-apoptotic target genes, Bcl-xL and XIAP. Exposure to NEMO (IKKγ)-binding domain inhibitor peptide reduced the cytotoxic effects of bortezomib/CX-4945 treatment. Overall, our findings demonstrated that CK2 inhibition could be useful in combination with bortezomib as a novel therapeutic strategy in both T- and B-ALL. In the experiment, the researchers used many compounds, for example, 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6Recommanded Product: 1009820-21-6).

5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6) belongs to naphthyridine derivatives. The naphthyridines have 10 delocalized π-electrons located in five molecular orbitals, each of which is distorted by the presence of the nitrogen atoms causing an electron drift in that direction. 1,6-Naphthyridine and some of its derivatives have been reported to have medicinal, electronic, and catalytic properties. But none of these investigations has yet resulted in any practical applications. Very few metal complexes of naphthyridines other than 1,8-naphthyridine have been described.Recommanded Product: 1009820-21-6

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Improved metabolite characterization by liquid chromatography – Tandem mass spectrometry through electron impact type fragments from adduct ions was written by Ducati, Anita O.;Ruskic, David;Sosnowski, Piotr;Baba, Takashi;Bonner, Ron;Hopfgartner, Gerard. And the article was included in Analytica Chimica Acta in 2021.Related Products of 42971-09-5 This article mentions the following:

Using a chimeric collision cell mounted on a quadrupole time-of-flight platform, collision induced dissociation (CID) and electron induced dissociation (EID) were investigated for the LC-MS anal. of low mol. weight compounds including drugs and endogenous metabolites. Compared to CID, EID fragmentation of the [M+H]⁺ species (10-20 eV) from standard compounds resulted in addnl. specific and informative fragments, mostly due to neutral losses and, in some cases due to ring openings. Some analytes, for example reserpine and vinpocetine, provided characteristic [M+H]^•2+ species. For most analytes for sodium and potassium adducts and multimers a radical cation M^•+ and electron impact type fragments were observed in the EID spectra, providing the opportunity to use EI libraries to support metabolite identification. EID opens the possibility to get structural information from adduct ions which is often not the case with CID. EID enabled the putative characterization of two metabolites in rat urine as glucuronides of 5,6-dihydroxyindole based on EID fragmentation of the potassium adducts. In the experiment, the researchers used many compounds, for example, (41S,13aS)-Ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate (cas: 42971-09-5Related Products of 42971-09-5).

(41S,13aS)-Ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate (cas: 42971-09-5) belongs to naphthyridine derivatives. The naphthyridine ring system, being very π-deficient, is highly vulnerable towards nucleophilic attack, and consequently there has been extensive investigation of reactions involving nitrogen nucleophiles. 1,6-Naphthyridine and some of its derivatives have been reported to have medicinal, electronic, and catalytic properties. But none of these investigations has yet resulted in any practical applications. Very few metal complexes of naphthyridines other than 1,8-naphthyridine have been described.Related Products of 42971-09-5

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

2-Formylpyridyl Ureas as Highly Selective Reversible-Covalent Inhibitors of Fibroblast Growth Factor Receptor 4 was written by Knoepfel, Thomas;Furet, Pascal;Mah, Robert;Buschmann, Nicole;Leblanc, Catherine;Ripoche, Sebastien;Graus-Porta, Diana;Wartmann, Markus;Galuba, Inga;Fairhurst, Robin A.. And the article was included in ACS Medicinal Chemistry Letters in 2018.Name: 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine This article mentions the following:

As part of a project to identify FGFR4 selective inhibitors, scaffold morphing of a 2-formylquinoline amide hit identified series of 2-formylpyridine ureas (2-FPUs) with improved potency and physicochem. properties. In particular, tetrahydronaphthyridine urea analogs with cellular activities below 30 nM have been identified. Consistent with the hypothesized reversible-covalent mechanism of inhibition, the 2-FPUs exhibited slow binding kinetics, and the aldehyde, as the putative electrophile, could be demonstrated to be a key structural element for activity. In the experiment, the researchers used many compounds, for example, 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (cas: 204452-91-5Name: 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine).

7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine (cas: 204452-91-5) belongs to naphthyridine derivatives. Six naphthyridine isomers exist, based on the positions of the nitrogen atoms; they can be in the 1,5, 1,6, 1,7, 1,8, 2,6, or 2,7 positions. Enoxacin, nalidixic acid, and trovafloxacin are 1,8-naphthyridine derivatives with antibacterial properties related to the fluoroquinolones.Name: 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

X-ray Structures and Feasibility Assessment of CLK2 Inhibitors for Phelan-McDermid Syndrome was written by Kallen, Joerg;Bergsdorf, Christian;Arnaud, Bertrand;Bernhard, Mario;Brichet, Murielle;Cobos-Correa, Amanda;Elhajouji, Azeddine;Freuler, Felix;Galimberti, Ivan;Guibourdenche, Christel;Haenni, Simon;Holzinger, Sandra;Hunziker, Juerg;Izaac, Aude;Kaufmann, Markus;Leder, Lukas;Martus, Hans-Joerg;von Matt, Peter;Polyakov, Valery;Roethlisberger, Patrik;Roma, Guglielmo;Stiefl, Nikolaus;Uteng, Marianne;Lerchner, Andreas. And the article was included in ChemMedChem in 2018.Synthetic Route of C19H12ClN3O2 This article mentions the following:

CLK2 inhibition has been proposed as a potential mechanism to improve autism and neuronal functions in Phelan-McDermid syndrome (PMDS). Herein, the discovery of a very potent indazole CLK inhibitor series and the CLK2 x-ray structure of the most potent analog are reported. This new indazole series was identified through a biochem. CLK2 Caliper assay screen with 30k compounds selected by an in silico approach. Novel high-resolution x-ray structures of all CLKs, including the first CLK4 x-ray structure, bound to known CLK2 inhibitor tool compounds (e.g., TG003, CX-4945), are also shown and yield insight into inhibitor selectivity in the CLK family. The efficacy of the new CLK2 inhibitors from the indazole series was demonstrated in the mouse brain slice assay, and potential safety concerns were investigated. Genotoxicity findings in the human lymphocyte micronucleus test (MNT) assay are shown by using two structurally different CLK inhibitors to reveal a major concern for pan-CLK inhibition in PMDS. In the experiment, the researchers used many compounds, for example, 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6Synthetic Route of C19H12ClN3O2).

5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6) belongs to naphthyridine derivatives. Functionalized naphthyridines and their benzo/heterofused analogs are present in numerous marine products and reported to possess wide-ranging activities such as antiproliferative, antiaggressive, and HIV-1 integrase inhibition in addition to their use as anti-HCV agents. 1,6-Naphthyridine and some of its derivatives have been reported to have medicinal, electronic, and catalytic properties. But none of these investigations has yet resulted in any practical applications.Synthetic Route of C19H12ClN3O2

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Intracellular protein kinase CK2 inhibition by ferulic acid-based trimodal nanodevice was written by Zanin, Sofia;Molinari, Simone;Cozza, Giorgio;Magro, Massimiliano;Fedele, Giorgio;Vianello, Fabio;Venerando, Andrea. And the article was included in International Journal of Biological Macromolecules in 2020.HPLC of Formula: 1009820-21-6 This article mentions the following:

Protein kinase CK2, a pleiotropic and constitutively active kinase, is strictly involved in different diseases, especially in cancer. Many efforts have been carried out to develop specific CK2 inhibitors and recently, it has been evidenced that ferulic acid (FA) represents a promising, albeit cell impermeable, CK2 inhibitor. In the present study, the potential of a nanotechnol. approach to cope with intracellular CK2 regulation was explored. Surface-Active Maghemite Nanoparticles (SAMNs), coupling magnetism with photoluminescence, a new feature of SAMNs here described for the first time, were chosen as dual imaging nanocarrier for FA. The self-assembled nanodevice (SAMN@FA) displayed a significant CK2 inhibitory activity in vitro. Moreover, effective cellular internalization of SAMN@FA in cancer cells was proved by direct visualization of the photoluminescent nanocarrier by confocal microscopy and was corroborated by phosphorylation levels of endogenous CK2 targets. The proposed trimodal nanodevice, representing the first example of cellular CK2 nano-inhibition, paves the way for novel active nanocarriers as appealing theranostic tool for future biomedical applications. In the experiment, the researchers used many compounds, for example, 5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6HPLC of Formula: 1009820-21-6).

5-((3-Chlorophenyl)amino)benzo[c][2,6]naphthyridine-8-carboxylic acid (cas: 1009820-21-6) belongs to naphthyridine derivatives. The naphthyridines have 10 delocalized π-electrons located in five molecular orbitals, each of which is distorted by the presence of the nitrogen atoms causing an electron drift in that direction. 1,6-Naphthyridine and some of its derivatives have been reported to have medicinal, electronic, and catalytic properties. But none of these investigations has yet resulted in any practical applications.HPLC of Formula: 1009820-21-6

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Estimation of electron affinity based on structure activity relationships was written by Hilal, S. H.;Carreira, L. A.;Karickhoff, S. W.;Melton, C. M.. And the article was included in Quantitative Structure-Activity Relationships in 1993.Electric Literature of C8H6N2 This article mentions the following:

Electron affinity for a wide range of organic mols. was calculated from mol. structure using the chem. reactivity models developed in SPARC. These models are based on fundamental chem. structure theory applied to the prediction of chem. reactivities for organic mols. strictly from mol. structure. The energy differences between the LUMO state and the HOMO state for a mol. of interest are factored into mechanistic components including the field, sigma induction and resonance contributions to these energy differences. The RMS deviation between observed and calculated electron affinities was found to be less than 0.14 e.v. for a large set of organic mols. In the experiment, the researchers used many compounds, for example, 2,6-Naphthyridine (cas: 253-50-9Electric Literature of C8H6N2).

2,6-Naphthyridine (cas: 253-50-9) belongs to naphthyridine derivatives. The naphthyridine ring system, being very π-deficient, is highly vulnerable towards nucleophilic attack, and consequently there has been extensive investigation of reactions involving nitrogen nucleophiles. 1,6-Naphthyridine and some of its derivatives have been reported to have medicinal, electronic, and catalytic properties. But none of these investigations has yet resulted in any practical applications.Electric Literature of C8H6N2

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Simultaneous determination of 72 veterinary drugs in shrimp by modified QuEChERS and high performance liquid chromatography-tandem mass spectrometry was written by Bu, Ming-nan;Shi, Zhi-hong;Kang, Jian;Fan, Chun-lin;Pang, Guo-fang. And the article was included in Fenxi Ceshi Xuebao in 2012.Application In Synthesis of 1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid sesquihydrate This article mentions the following:

A method was developed for the simultaneous determination of 72 veterinary residues in shrimps by QuEChERS and high performance liquid chromatog.-tandem mass spectrometry. The sample was extracted with 5% acetic acid-acetonitrile, and the supernatant liquid was directly purified with C₁₈, meanwhile, acetonitrile was used for the precipitation of protein. The extract was evaporated under nitrogen stream, and redissolved with 1 mL 0.1% formic acid-acetonitrile(4:1). Prior to the injection into LC-MS/MS, the sample was filtered through a 0.22μm filter membrane. The HPLC separation was performed on ZORBAX SB-C₁₈ column by gradient elution with acetonitrile and 0.1%formic acid as mobile phase. The anal. of target compounds was carried out with electrospray ionization(ESI) under multi-reaction monitoring(MRM) mode. The external standard method was used for quantification. Under the optimal conditions, the correlation coefficients for 97.2% of the veterinaries were larger than 0.95 in the linear range of 0.1-1840μg/kg, and the limits of quantitation ranged from 0.02μg/kg to 33.58μg/kg. The recoveries of 72 veterinary at three spiked levels were between 61% and 119%, except that for di-Bu succinate, cefapirin, cefquinome, ceftiofur, lincomycin ane diazinon were between 38% and 58%, and their relative standard deviations were in the range of 1.6%-20%. The established method was used for the screening and determination of real samples(pteris shrimp, freshwater shrimp and sea shrimp) bought from supermarket. It was shown that no residue was detected in the sea shrimp and pteris shrimp samples, and 4.0μg/kg of sulfadiazine as well as 2.2μg/kg of sulfamethoxazole were found in freshwater shrimp sample, but the concentrations were all lower than the MRLs. In the experiment, the researchers used many compounds, for example, 1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid sesquihydrate (cas: 84294-96-2Application In Synthesis of 1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid sesquihydrate).

1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid sesquihydrate (cas: 84294-96-2) belongs to naphthyridine derivatives. Functionalized naphthyridines and their benzo/heterofused analogs are present in numerous marine products and reported to possess wide-ranging activities such as antiproliferative, antiaggressive, and HIV-1 integrase inhibition in addition to their use as anti-HCV agents. Imidazonaphthyridines have been prepared through a ‘one-pot’ three-component ‘domino’ reaction between the keto-ester, acrolein, and ethylenediamine in presence of 4 Å molecular sieves. The corresponding thiazolonaphthyridine is obtained from a similar reaction using 2-aminoethanethiol and Dowex basic anion-exchange resin.Application In Synthesis of 1-Ethyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid sesquihydrate

Referemce:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem