Tag: M.W:100-200

Recommanded Product: 847818-64-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (1-Isobutyl-1H-pyrazol-5-yl)boronic acid, is researched, Molecular C7H13BN2O2, CAS is 847818-64-8, about Synthesis of pinacol esters of 1-alkyl-1H-pyrazol-5-yl- and 1-alkyl-1H-pyrazol-4-ylboronic acids. Author is Ivachtchenko, Alexandre V.; Kravchenko, Dmitry V.; Zheludeva, Valentina I.; Pershin, Dmitry G..

1-Substituted pyrazolylboronic acids and their pinacol esters were prepared by lithiation-borylation reaction sequence starting from bromopyrazoles. Alkylation of 4-bromo-1H-pyrazole gave 1-alkyl-4-bromo-1H-pyrazoles, which were lithiated at -80° and borylated with B(OMe)3 to give 1-R-1H-pyrazole-4-boronic acids [4a-g, R = Me, Et, Pr, (CH2)2CHMe2, (CH2)2OMe, (CH2)3NMe2, (CH2)2CH(OEt)2]. Lithiation of 4-bromo-1-(2-dimethylaminoethyl)-1H-pyrazole (2h) gave 5-lithio-derivative, which on borylation afforded 1-R1-4-Br-1H-pyrazole-5-boronic acid (8). Boronic acids 4a-g are unstable and were deborylated slowly due to hydrolysis by traces of water; the stability of boryl derivatives can be greatly enhanced by converting to corresponding pinacol boronates (10a-g). Direct lithiation of 1-R2-1H-pyrazoles by BuLi at -20° afforded 5-lithio-derivatives, which were converted to corresponding 1-R2-1H-pyrazole-5-boronic acids [17a-e; R2 = Me, iBu, Pr, (CH2)2CHMe2, (CH2)2CH(OEt)2] and their pinacol boronates (18a-e, same R2). The key step in the described methodol. is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.

In addition to the literature in the link below, there is a lot of literature about this compound((1-Isobutyl-1H-pyrazol-5-yl)boronic acid)Recommanded Product: 847818-64-8, illustrating the importance and wide applicability of this compound(847818-64-8).

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, Yakugaku Zasshi called Catalytic dehalogenation reaction, Author is Miyaki, Takaaki; Kataoka, Eisei, which mentions a compound: 1569-17-1, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2, Formula: C9H8N2.

Catalytic dehalogenation of 2,7-dichloro-4-methyl-1,8-naphthyridine with Pd-CaCO3 gave 4-methylnaphthyridine and chloro-4-methylnaphthyridine (the details to be reported later). Catalytic dehalogenation of 2,4-dichloro-6-methylpyrimidine gave a compound whose picrate (m. 130-1°) did not depress the m. p. of 6-methylpyrimidine picrate. In like manner the following compounds were studied with the reaction indicated: 4-phenyl-2,6-dichloropyrimidine → C10H8N2, m. 66-7°; 1-bromo-β-naphthol → β-naphthol; 1-bromo-β-naphthol Me ether → β-naphthol Me ether; bromopiperonal → piperonal; o-BrC6H4NO2 → aniline + o-bromoaniline + 2,2′-dibromoazoxybenzene.

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-1,8-naphthyridine)Formula: C9H8N2, illustrating the importance and wide applicability of this compound(1569-17-1).

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 《Action of Methyl Iodide and of Benzyl Chloride upon 2-Oxy-4-methyl-6-methylmercaptopyrimidine》. Authors are Wheeler, Henry L.; Mcfarland, David F..The article about the compound:4-Methyl-6-(methylthio)pyrimidin-2-olcas:16710-11-5,SMILESS:CSC1=NC(O)=NC(C)=C1).Name: 4-Methyl-6-(methylthio)pyrimidin-2-ol. Through the article, more information about this compound (cas:16710-11-5) is conveyed.

2-Methylmercapto-4-methyl-6-chloropyrimidine, C6H7N2ClS, was made from the oxypyrimidine and PCl5, b32-5 147°, m. 39-40°. This with KSH gave 2-methylmercapto-4-methyl-6-thiopyrimidine, C6H8N2S2, m. 214°, heating at 215-23° gave 2,6-dithio-4-methyluracil. Boiling the mercapto compound with HCl formed 6-thio-4-methyluracil, C6H6ON2S, prisms decompose above 250°, which with NaOH and MeI gives 2-oxy-4-methyl-6-methylmercaptopyrimidine, C6H8ON2S, needles, m. 174-5°. The mercaptopyrimidine with NaOH and PhCH2Cl yielded after treatment with HCl a mixture of 1-benzyl and 3-benzyluracil. The methylation of 2-oxy-4-methyl-6-methylmercaptopyrimidine gave 2-oxy-3,4-dimethyl-6-methylmercaptopyrimidine, C7H10ON2S, m. 170-1° and probably the 1,4-dimethyl product not isolated. 2-Oxy-4-methyl-6-o-nitrobenzylmercaptopyrimidine, m. 205°. 2-Oxy-4-methyl-6-m-dinitrophenylmercaptopyrimidine, m. 208°.

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-6-(methylthio)pyrimidin-2-ol)Name: 4-Methyl-6-(methylthio)pyrimidin-2-ol, illustrating the importance and wide applicability of this compound(16710-11-5).

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: 4-Methyl-1,8-naphthyridine(SMILESS: CC1=C2C=CC=NC2=NC=C1,cas:1569-17-1) is researched.Recommanded Product: 5-Iodo-2-furaldehyde. The article 《The ultraviolet absorption spectra of monosubstituted 1,8-naphthyridines [1]》 in relation to this compound, is published in Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne. Let’s take a look at the latest research on this compound (cas:1569-17-1).

UV absorption spectra of 1,8-naphthyridines were measured in MeOH. The effects of the substituent and its location in the naphthyridine ring on the spectral bands were analyzed. The spectral anal. revealed that 4-hydroxy-, 2-, and 4- mercapto-1,8-naphthyriolines had in MeOH the structures of 1,8-naphthyriolin-4-(1H)-one, 1,8-naphthyridin-2(1H)-thione, and -4(1H)-thione resp.

This literature about this compound(1569-17-1)Quality Control of 4-Methyl-1,8-naphthyridinehas given us a lot of inspiration, and I hope that the research on this compound(4-Methyl-1,8-naphthyridine) can be further advanced. Maybe we can get more compounds in a similar way.

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Identification of 1,5-Naphthyridine Derivatives as a Novel Series of Potent and Selective TGF-β Type I Receptor Inhibitors.Recommanded Product: 1569-17-1.

Optimization of the screening hit I led to the identification of novel 1,5-naphthyridine aminothiazole and pyrazole derivatives, which are potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5. Compounds II and III, which inhibited ALK5 autophosphorylation with IC50 = 6 and 4 nM, resp., showed potent activities in both binding and cellular assays and exhibited selectivity over p38 mitogen-activated protein kinase. The X-ray crystal structure of III in complex with human ALK5 is described, confirming the binding mode proposed from docking studies.

This literature about this compound(1569-17-1)Recommanded Product: 1569-17-1has given us a lot of inspiration, and I hope that the research on this compound(4-Methyl-1,8-naphthyridine) can be further advanced. Maybe we can get more compounds in a similar way.

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 《Nitration of isoquinoline 2-oxide》. Authors are Ochiai, Eiji; Ikehara, Morio.The article about the compound:Isoquinolin-5-amine hydrochloridecas:152814-23-8,SMILESS:NC1=CC=CC2=C1C=CN=C2.[H]Cl).Electric Literature of C9H9ClN2. Through the article, more information about this compound (cas:152814-23-8) is conveyed.

Isoquinoline 2-oxide (I) (5 g.) in 20 g. concentrated H2SO4 and 5 g. KNO3, heated 3 hrs. at 60°, the mixture poured into ice water, made alk. with Na2CO3, and the product recrystallized from Me2CO give 4.5 g. 5-nitroisoquinoline 2-oxide (II), yellow needles, m. 220°. Chromatographic separation of the mother liquor in C6H6 gives 0.1 g. C9H6O3N2 (III), m. 179-80°. III (0.1 g.) in 10 ml. CHCl3 heated 10 min. at 50° with 1 ml. PCl3, let stand 3 hrs., the product poured into ice water, and the mixture made alk. with Na2CO3 and extracted with CHCl3 gives 0.1 g. C9H6O2N2 (IV), needles, m. 70°; catalytic reduction of 70 mg. IV in 10 ml. alc. with Pd-C (1 ml. 1% PdCl2 and 0.2 g. C) gives 70 mg. sirupy product (IVA), which, diazotized in 2 ml. 15% HCl at 0-2° with 20 mg. NaNO2 in 0.5 ml. water, and the solution poured into Cu2Cl2 (0.2 g. CuCl2, 1 ml. water, 0.5 ml. concentrated HCl, and 0.1 g. Zn), made alk. with Na2CO3, and extracted with Et2O, gives 8-chloroisoquinoline (V), needles, m. 55°; picrate, m. 190°. Catalytic reduction of 0.5 g. II in 40 ml. alc. with 0.2 g. Pd-C (60%), 10 ml. 10% HCl, and H gives 0.3 g. 5-aminoisoquinoline (VI), needles, m. 124-5°; picrate, m. 226-8°; VI.HCl, m. 270° (decomposition); VI acetate, m. 145-6°. The mother liquor from VI in C6H6 passed through Al2O3 gives a small amount of 5-amino-1,2,3,4-tetrahydroisoquinoline (VII), prisms, m. 150-1°; HCl salt, m. 308-9°, picrate, m. 205-6° (decomposition). VII (50 mg.) in 1 ml. Ac2O and a small amount of AcONa heated 2 hrs. at 100°, the Ac2O removed in vacuo, and the residue made alk. with Na2CO3 and extracted with Et2O gives 40 mg. 5-acetamido-2-acetyl-1,2,3,4-tetrahydroisoquinoline, needles, m. 155-6° (from C6H6). Catalytic reduction of 0.5 g. II in 40 ml. alc. with 0.2 g. Pd-C (60%) and H 70 min. gives 0.4 g. VI and 0.1 g. 5-aminoisoquinoline 2-oxide (VIII), needles, m. 225°. VIII (0.1 g.) in 10 ml. CHCl3 and 1 ml. PCl3 refluxed 30 min. on a water bath, and the mixture cooled, made alk. with Na2CO3, and extracted with CHCl3 gives 70 mg. VI. VI (0.2 g.) in 5 ml. 20% NaHSO3 heated 6 hrs. at 150° in a sealed tube, the product made alk. with NaOH, extracted with C6H6, the aqueous layer acidified with HCl, evaporated to dryness, the residue taken up with a small amount of water, the solution saturated with Na2CO3, and the precipitate recrystallized from alc. gives 0.1 g. 5-hydroxyisoquinoline, prisms, m. 230° (decomposition).

There are many compounds similar to this compound(152814-23-8)Electric Literature of C9H9ClN2. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

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

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: 1569-17-1, is researched, SMILESS is CC1=C2C=CC=NC2=NC=C1, Molecular C9H8N2Journal, Zeszyty Naukowe Uniwersytetu Jagiellonskiego, Prace Chemiczne called Hydrogen-deuterium exchange in 1,8-naphthyridine and some its monosubstituted derivatives, Author is Wozniak, Marian, the main research direction is naphthyridine derivative hydrogen deuterium exchange; substituent effect hydrogen exchange naphthyridine.Product Details of 1569-17-1.

Hydrogen-deuterium exchange in 1,8-naphthyridine and 10 of its derivatives containing Me, hydroxy, amino, nitro and chloro substituents are reported. A discussion of the factors influencing the relative positional reactivity toward deuterium in these compounds is presented.

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-1,8-naphthyridine)Product Details of 1569-17-1, illustrating the importance and wide applicability of this compound(1569-17-1).

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

Product Details of 847818-64-8. 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: (1-Isobutyl-1H-pyrazol-5-yl)boronic acid, is researched, Molecular C7H13BN2O2, CAS is 847818-64-8, about Synthesis of pinacol esters of 1-alkyl-1H-pyrazol-5-yl- and 1-alkyl-1H-pyrazol-4-ylboronic acids.

1-Substituted pyrazolylboronic acids and their pinacol esters were prepared by lithiation-borylation reaction sequence starting from bromopyrazoles. Alkylation of 4-bromo-1H-pyrazole gave 1-alkyl-4-bromo-1H-pyrazoles, which were lithiated at -80° and borylated with B(OMe)3 to give 1-R-1H-pyrazole-4-boronic acids [4a-g, R = Me, Et, Pr, (CH2)2CHMe2, (CH2)2OMe, (CH2)3NMe2, (CH2)2CH(OEt)2]. Lithiation of 4-bromo-1-(2-dimethylaminoethyl)-1H-pyrazole (2h) gave 5-lithio-derivative, which on borylation afforded 1-R1-4-Br-1H-pyrazole-5-boronic acid (8). Boronic acids 4a-g are unstable and were deborylated slowly due to hydrolysis by traces of water; the stability of boryl derivatives can be greatly enhanced by converting to corresponding pinacol boronates (10a-g). Direct lithiation of 1-R2-1H-pyrazoles by BuLi at -20° afforded 5-lithio-derivatives, which were converted to corresponding 1-R2-1H-pyrazole-5-boronic acids [17a-e; R2 = Me, iBu, Pr, (CH2)2CHMe2, (CH2)2CH(OEt)2] and their pinacol boronates (18a-e, same R2). The key step in the described methodol. is the regioselective lithiation of the pyrazole ring. The synthesized pinacolates are stable under prolonged storage and can be used as convenient reagents in organic synthesis.

In addition to the literature in the link below, there is a lot of literature about this compound((1-Isobutyl-1H-pyrazol-5-yl)boronic acid)Product Details of 847818-64-8, illustrating the importance and wide applicability of this compound(847818-64-8).

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

Computed Properties of C6H8N2OS. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 4-Methyl-6-(methylthio)pyrimidin-2-ol, is researched, Molecular C6H8N2OS, CAS is 16710-11-5, about Thiouracils. 2. Tautomerism and infrared spectra of thiouracils. Matrix-isolation and ab initio studies. Author is Rostkowska, H.; Szczepaniak, K.; Nowak, M. J.; Leszczynski, J.; KuBulat, K.; Person, Willis B..

A study of the IR spectra of thiouracils isolated in low-temperature inert matrixes demonstrated that 2- and 4-thiouracils together with their N1- and N3-methylated derivatives as well as 2,4-dithiouracil exist under these conditions only in the oxothione or dithione tautomeric forms. In contrast, S2- and S4-methylated derivatives exist as a mixture of hydroxy and oxo tautomeric forms under the same conditions. The ratio of concentrations of the oxo and hydroxy tautomers and the free energy differences, were exptl. estimated, from the ratio of the absorbances of the NH and OH stretches. An assignment of the observed IR bands, particularly those related to the C:S stretching vibrations, is proposed on the basis of the comparison of the matrix spectra with those calculated by using ab initio methods (3-21G* basis set).

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-6-(methylthio)pyrimidin-2-ol)Computed Properties of C6H8N2OS, illustrating the importance and wide applicability of this compound(16710-11-5).

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

COA of Formula: C9H8N2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methyl-1,8-naphthyridine, is researched, Molecular C9H8N2, CAS is 1569-17-1, about Identification of 1,5-Naphthyridine Derivatives as a Novel Series of Potent and Selective TGF-β Type I Receptor Inhibitors. Author is Gellibert, Francoise; Woolven, James; Fouchet, Marie-Helene; Mathews, Neil; Goodland, Helen; Lovegrove, Victoria; Laroze, Alain; Nguyen, Van-Loc; Sautet, Stephane; Wang, Ruolan; Janson, Cheryl; Smith, Ward; Krysa, Gaeel; Boullay, Valerie; de Gouville, Anne-Charlotte; Huet, Stephane; Hartley, David.

Optimization of the screening hit I led to the identification of novel 1,5-naphthyridine aminothiazole and pyrazole derivatives, which are potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5. Compounds II and III, which inhibited ALK5 autophosphorylation with IC50 = 6 and 4 nM, resp., showed potent activities in both binding and cellular assays and exhibited selectivity over p38 mitogen-activated protein kinase. The X-ray crystal structure of III in complex with human ALK5 is described, confirming the binding mode proposed from docking studies.

In addition to the literature in the link below, there is a lot of literature about this compound(4-Methyl-1,8-naphthyridine)COA of Formula: C9H8N2, illustrating the importance and wide applicability of this compound(1569-17-1).

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