Category: naphthyridine

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Article, Chemistry & Biodiversity called Synthesis and in vitro antimicrobial activity screening of new 3-acetyl-2,5-disubstituted-1,3,4-oxadiazoline derivatives, Author is Popiolek, Lukasz; Biernasiuk, Anna; Paruch, Kinga; Malm, Anna; Wujec, Monika, the main research direction is synthesis antimicrobial screening acetyloxadiazoline derivative; 1,3,4-oxadiazoline derivatives; antimicrobial activity; biological activity; synthesis design.Synthetic Route of C5H3IO2.

Thirteen new 3-acetyl-2,5-disubstituted-1,3,4-oxadiazoline derivatives were synthesized from corresponding hydrazide-hydrazones of isonicotinic acid in the reaction with acetic anhydride. The obtained compounds were identified with the use of spectral methods (IR, 1H-NMR, 13C-NMR, MS). In vitro antimicrobial activity screening of synthesized compounds against a panel of bacteria and fungi revealed interesting antibacterial and antifungal activity of tested 1,3,4-oxadiazoline derivatives, which is comparable to that of commonly used antimicrobial agents.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Spectral data of substituted naphthyridines. V. The IR spectra of substituted 1,8-naphthyridines, published in 1979, which mentions a compound: 1569-17-1, mainly applied to IR naphthyridine derivative, Category: naphthyridine.

In general the IR spectra of 1,8-naphthyridines show a ring bending (skeletal) vibration at 690-740-cm-1, three adjacent H absorption at 750-795 and 810-885 cm-1, two adjacent H absorptions at 785-855 cm-1 and isolated H absorptions at 795-810 and 885-920 cm-1.

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

Electric Literature of C7H8BrNO. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone, is researched, Molecular C7H8BrNO, CAS is 65438-97-3, about Pyrrole analogues of chloramphenicol. I. Synthesis and antibacterial activity of dl-threo-1-(1-methyl-4-nitro-pyrrole-2-yl)-2-dichloroacetamidopropane-1,3-diol. Author is Krajewska, Dorota; Dabrowska, Marta; Jakoniuk, Piotr; Rozanski, Andrzej.

The seven step synthesis of the title pyrrole analog (I) of chloramphenicol was described. The compound exhibits a significant antibacterial activity, over the 12-50% range of the chloramphenicol activity.

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

Formula: C5H3IO2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about 1H-Indenylfuran and -thiophene derivatives: a new class of singlet-oxygen sensitizers.

Photophys. and photochem. properties of title compounds I (X = O, S; R = H, Me) and II (R = H, inden-2-yl) were studied. All the compounds absorbed UV light at 350-380 nm. The fluorescence spectra of I and II showed bands at 410-470 nm and quantum yields in the range 0.25-0.88. Attempts to calculate the triplet energy failed except for I (X = S, R = Me) and II (R = H), which showed ET = 43-44 kcal mol-1. These compounds are a new class of singlet-oxygen sensitizers. The sensitized reaction of 2,5-dimethylfuran with singlet oxygen was followed. I (X = O, R = H) and II (R = inden-2-yl) are more reactive than α-terthiophene (III), while the other compounds show the same reactivity as III. This behavior can be explained by different intersystem crossing quantum yields. Diazabicyclo[2.2.2]octane is a quencher of singlet oxygen in this reaction. Superoxide ion formation is excluded by photooxidation of α,α’-dimethylstilbene.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 6-Hydroxy-1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid(SMILESS: OC(=O)C1NCCC2=C1C=CC(O)=C2,cas:91523-50-1) is researched.Formula: C5H3IO2. The article 《A biocatalytic redox cascade approach for one-pot deracemization of carboxyl-substituted tetrahydroisoquinolines by stereoinversion》 in relation to this compound, is published in Green Chemistry. Let’s take a look at the latest research on this compound (cas:91523-50-1).

Optically pure 1,2,3,4-tetrahydroisoquinoline carboxylic acids are important chiral building blocks in the pharmaceutical and fine chem. industries. However, the existing chemo-enzymic deracemization method employing D-amino acid oxidase from Fusarium solani M-0718 (FsDAAO) suffers from the requirement for a large excess of a nonselective chem. reducing agent. To explore an alternative method, we envisaged a concurrent biocatalytic oxidation and reduction cascade in one pot. Herein, we report a novel biocatalytic route for the asym. reduction of 3,4-dihydroisoquinoline-1-carboxylic acids employing Δ1-piperidine-2-carboxylate/Δ1-pyrrolidine-2-carboxylate reductase from Pseudomonas putida KT2440 (PpDpkA) as a biocatalyst, yielding the corresponding (S)-1-carboxyl-substituted tetrahydroisoquinolines with high conversions and enantiomeric excess (>99% ee). By combining FsDAAO and PpDpkA in one pot, a fully biocatalytic method was demonstrated for the deracemization of a range of racemic 1-carboxyl substituted tetrahydroisoquinolines to produce the corresponding (S)-enantiomers with >99% conversions and >99% ee. Furthermore, preparative-scale biotransformation of racemic 1,2,3,4-tetrahydroisoquinoline-1-carboxylic acid gave the (S)-enantiomer with 89% isolated yield and >99% ee. Taken together, we provide an enantioselective biocatalytic redox cascade method for the one-pot synthesis of enantiopure 1,2,3,4-tetrahydroisoquinoline carboxylic acids.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Exploiting differences in caspase-2 and -3 S2 subsites for selectivity: Structure-based design, solid-phase synthesis and in vitro activity of novel substrate-based caspase-2 inhibitors, published in 2011, which mentions a compound: 91523-50-1, mainly applied to proline peptide preparation caspase inhibitor Huntington disease, Related Products of 91523-50-1.

Several caspases have been implicated in the pathogenesis of Huntington’s disease (HD); however, existing caspase inhibitors lack the selectivity required to investigate the specific involvement of individual caspases in the neuronal cell death associated with HD. In order to explore the potential role played by caspase-2, the potent but non-selective canonical Ac-VDVAD-CHO caspase-2 inhibitor 1 was rationally modified at the P2 residue in an attempt to decrease its activity against caspase-3. With the aid of structural information on the caspase-2, and -3 active sites and mol. modeling, a 3-(S)-substituted-L-proline along with four addnl. scaffold variants were selected as P2 elements for their predicted ability to clash sterically with a residue of the caspase-3 S2 pocket. These elements were then incorporated by solid-phase synthesis into pentapeptide aldehydes 33a-v. Proline-based compound 33h bearing a bulky 3-(S)-substituent displayed advantageous characteristics in biochem. and cellular assays with 20- to 60-fold increased selectivity for caspase-2 and ∼200-fold decreased caspase-3 potency compared to the reference inhibitor 1. Further optimization of this prototype compound may lead to the discovery of valuable pharmacol. tools for the study of caspase-2 mediated cell death, particularly as it relates to HD.

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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Design and cytotoxic evaluation of new annonaceous acetogenin analogues, published in 2007, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, Synthetic Route of C5H3IO2.

Analogs of annonaceous acetogenins were built up from 5-iodofuran-2-carbaldehyde and undec-10-ynoic acid or undec-10-yn-1-ol by a Sonogashira reaction, followed by a Grignard reaction and a Hg catalyzed hydratization. The cytotoxicity was evaluated with MTT assay (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide colorimetric assay for measuring cellular proliferation) against HL cells and at the National Cancer Institute (NCI) and found the activities only in the micromolar range.

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

Magee, Thomas V.; Ripp, Sharon L.; Li, Bryan; Buzon, Richard A.; Chupak, Lou; Dougherty, Thomas J.; Finegan, Steven M.; Girard, Dennis; Hagen, Anne E.; Falcone, Michael J.; Farley, Kathleen A.; Granskog, Karl; Hardink, Joel R.; Huband, Michael D.; Kamicker, Barbara J.; Kaneko, Takushi; Knickerbocker, Michael J.; Liras, Jennifer L.; Marra, Andrea; Medina, Ivy; Nguyen, Thuy-Trinh; Noe, Mark C.; Obach, R. Scott; O’Donnell, John P.; Penzien, Joseph B.; Reilly, Usa Datta; Schafer, John R.; Shen, Yue; Stone, Gregory G.; Strelevitz, Timothy J.; Sun, Jianmin; Tait-Kamradt, Amelia; Vaz, Alfin D. N.; Whipple, David A.; Widlicka, Daniel W.; Wishka, Donn G.; Wolkowski, Joanna P.; Flanagan, Mark E. published an article about the compound: 4-Methyl-1,8-naphthyridine( cas:1569-17-1,SMILESS:CC1=C2C=CC=NC2=NC=C1 ).Quality Control of 4-Methyl-1,8-naphthyridine. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1569-17-1) through the article.

Respiratory tract bacterial strains are becoming increasingly resistant to currently marketed macrolide antibiotics. The current alternative telithromycin (1) from the newer ketolide class of macrolides addresses resistance but is hampered by serious safety concerns, hepatotoxicity in particular. We have discovered a novel series of azetidinyl ketolides that focus on mitigation of hepatotoxicity by minimizing hepatic turnover and time-dependent inactivation of CYP3A isoforms in the liver without compromising the potency and efficacy of 1.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Thiocyanopyrrole, thiopyrroles and pyrrole disulfides》. Authors are Pratesi, P..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Electric Literature of C5H3IO2. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Thiocyanopyrroles have been prepared by addition of Br2 to pyrrole and NH4SCN in glacial AcOH, theoretical quantities being used according to the scheme RH + 2NH4SCN + Br2 → RSCN + 2NH4Br + HSCN. With ordinary pyrrole, the reaction mix is cooled with ice and salt. The yields are 90-5%. 2,4-Dimethyl-3-carbethoxy-5-thiocyanopyrrole (I), m. 169.5°. The 5-carbethoxy-3-thiocyano derivative (II), m. 198-9°. A dithiocyanopyrrole, C4H3N(SCN)2, m. 114°, was the only product obtained in an attempt to produce the tetrathiocyanate. Thiocyanopyrroles are very stable compounds, indifferent toward alkalies. They crystallize very readily, usually in needle form, and are readily purified and recrystallized from H2O or EtOH. With Zn and AcOH the corresponding thiopyrrole is formed. Thus, 2,4-dimethyl-5-carbethoxy-3-thiopyrrole (III), m. 140°, is formed by the reduction of II; yield, 50%. These compounds resemble the thiophenols, being soluble in alkali and insoluble in alk. bicarbonates. They react readily with Hg salts, giving compounds of the types: RSHgX, and (RS)2Hg [X = halogen]. The thiopyrroles oxidize readily in air, forming the disulfides. Oxidation of III by boiling in the presence of bone black gave bis[2,4-dimethyl-5-carbethoxy-3-pyrryl disulfide. On cooling the disulfide seps. quantitatively, as a white powder, m. 234°, insoluble in alkali, slightly soluble in EtOH. IV was also obtained directly from the NCS derivative by reduction with Na and EtOH.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Khimiya Geterotsiklicheskikh Soedinenii called Studies in the area of furan acetal compounds. VIII. Synthesis of (2-furyl)di(acetamido)methanes, Author is Zelikman, Z. I.; Shkrebets, A. I.; Kul’nevich, V. G., which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Synthetic Route of C5H3IO2.

Furfurylidenebisacetamides (I, R = H, Me, Br) were obtained in 38-50% yields by condensation of AcNH2 with the corresponding 2-furaldehyde in C6H6 containing KU-2. 2-Furyl-1,3-dioxepanes (II, R = H, Me, Br, I, NO2) were obtained in 70-8% yields by boiling HO(CH2)4OH with the corresponding 2-furaldehyde in C6H6 containing KU-2.

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