Month: March 2022

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, Article, Dalton Transactions called Well-defined palladium(II) complexes for ligand-enabled C(sp3)-alkynylation, Author is Landge, Vinod G.; Sahoo, Manoj K.; Midya, Siba P.; Jaiswal, Garima; Balaraman, Ekambaram, which mentions a compound: 18436-73-2, SMILESS is CC1=C2N=CC=C(Cl)C2=CC=C1, Molecular C10H8ClN, Reference of 4-Chloro-8-methylquinoline.

The first example of ligand-enabled C(sp3)-alkynylation of 8-methylquinoline is reported. The reaction is catalyzed by well-defined Pd(II) complexes. The present C(sp3)-alkynylation has a broad substrate scope as well as functional group tolerance and proceeds efficiently under mild conditions.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

HPLC of Formula: 591-12-8. 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: 5-Methylfuran-2(3H)-one, is researched, Molecular C5H6O2, CAS is 591-12-8, about Conversion of levulinic acid using CuO/WO3(x)-Al2O3 catalysts.

The CuO/WO3(x)-Al2O3 catalysts were tested for the conversion of levulinic acid into chems. of high added-value compounds The WO3(x)-Al2O3 modified supports with 5 different WO3 contents (2, 4, 6, 8, and 10 wt%) were prepared by the wet impregnation method, consequently 5 wt% CuO was impregnated on the modified supports. The optimum catalytic activity was obtained with CuO/WO3(6%)-Al2O3 catalyst, which was directly related to the highest acidity of the catalyst showed by NH3-TPD and acid strength by titration anal. The distribution of products observed on CuO/WO3(x)-Al2O3, was correlated with a change in acid site type and acid strength. The changes in the acidity by the addition of CuO over modified support was attributed to structural changes (distortions) stabilizing the active phase. This distortion is increasing the acidity strength, and favoring a higher catalytic activity with changes in the selectivity in function of CuO content over WO3(x)-Al2O3 modified support, obtaining the maximum formation of 2-MTHF and possibly other higher value-added chems. from GVL such as: 1,4-pentanediol, pentenoic acid, pentanoic acid, 2-pentanol, and gaseous products were on CuO/WO3(6%)-Al2O3 catalyst.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 5-Methylfuran-2(3H)-one. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Methylfuran-2(3H)-one, is researched, Molecular C5H6O2, CAS is 591-12-8, about Effect of processing and storage on the volatile profile of sugarcane honey: A four-year study. Author is Silva, Pedro; Freitas, Jorge; Nunes, Fernando M.; Camara, Jose S..

Sugarcane honey (SCH) is a syrup from Madeira Island recognized by its unique and excellent aroma, associated to volatile organic compounds (VOCs) generated during the well-defined five stages of its traditional making process. The establishment of volatile profile throughout all SCH-making stages during four years, allowed the evaluation of the influence of each stage in the typical characterisitcs of SCH. One hundred eighthy seven VOCs were identified, being associated to several origins and formation pathways. VOCs formed during stage 1 and 2 were originate from raw material, and its oxidation (i.e. enzymic browning) and thermal degradation (i.e. lipid oxidation, Maillard reactions, Strecker degradation). In stage 3 and 4, the caramelization and melanoidin degradation also occurred, while in stage 5, the thermal degradation continues, followed by microbial activity. Chemometric anal. allowed to identify 35 VOCs as potential markers for processing control by the producers and as guarantee of the typicality and authenticity of SCH. Based on the obtained results, we propose for the first time an innovative schematic diagram explaining the potential reactions and pathways for VOCs formation during the different steps of the SCH production

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《β-Amino acids. IV. β-Methionine and β-ethionine》. Authors are Birkofer, Leonhard; Storch, Ingeborg.The article about the compound:2-Bromo-3-methoxypropanoic acidcas:65090-78-0,SMILESS:O=C(O)C(Br)COC).Safety of 2-Bromo-3-methoxypropanoic acid. Through the article, more information about this compound (cas:65090-78-0) is conveyed.

cf. C.A. 49, 2317d. HO2CCHAcCH2CO2Et and NaH gave the Na salt, which with ClCH2SMe yielded EtO2CAc(CH2SMe)CH2CO2Et (I), b3 153° (2,4-dinitrophenylhydrazone, m. 92-3°). Refluxed 10 hrs. with 18% HCl I gave AcCH(CH2SMe)CH2CO2H, isolated as the Et ester (II), b3 123° (2,4-dinitrophenylhydrazone, m. 62-3°), as well as AcC(:CH2)CH2CO2H (2,4-dinitrophenylhydrazone, m. 210°), and 3-acetyl-γ-butyrolactone (2,4-dinitrophenylhydrazone, m. 193°). I refluxed with HCl only 4 hrs. gave mono-Et 2-acetyl-2-(methylthiomethyl)succinate, b0.001 115-17° (2,4-dinitrophenylhydrazone, m. 169-70°). I was saponified with Ba(OH)2 to HO2CCH(CH2SMe)CH2CO2H, m. 114-15°. II and HN3 in the presence of HCl gave β-methionine (III), m. 197-8° (picrolonate, m. 190-2°; 3,5-dinitrobenzoyl derivative, m. 200°). MeSCH2CH:CHCO2H, m. 58.5°, obtained from MeSCH2CHO and CH2(CO2H)2 (IV), gave III with NH3 in a sealed tube at 150-60°. EtSNa, obtained from EtSH with Na, and bromoacetal gave EtSCH2CH(OEt)2, converted by HCl to the aldehyde, b14 45-6°, which with IV gave EtSCH2CH:CHCO2H, which with NH3 in a sealed tube yielded β-ethionine (V), m. 198° (picrolonate, m. 180-3°). III and V do not react with aqueous ninhydrin, but give a blue color with it in 95% BuOH-5% 2N HOAc.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sugiura, Kanematsu published an article about the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl ).Recommanded Product: 148-51-6. 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:148-51-6) through the article.

Ehrlich ascites, Krebs 2 ascites carcinomas, and sarcoma 180 ascites tumor were used in the present study. Fresh ascites fluid containing 106 cancer cells were injected into mice and the recipient regularly developed large amounts of milky ascites (5 to 20 cc.) in 1 to 2 wk and died in 1 to 3 wk. The tumors had 100% takes and there were generally no spontaneous regressions. The exudates contained 5 to 10% normal cells. For the chemotherapy test, a donor mouse was selected 1 to 2 wk, after inoculation and 2 to 5 mL. of milky fluid withdrawn, the cells counted in a hemocytometer, and a proper dilution made with 0.9% NaCl solution I.p. injections of 0.1 mL. of fluid containing 106 cells was made. Each group of animals was divided into a control and treatment group. The progress of the tumors was recorded by daily weight measurement and by measuring the amount of ascitic fluid 10 days after the inoculation. The inhibition effect was then estimated from the effects on the ascites and the survival. Chemotherapeutic agents were injected in solvents as necessary; 0.5 cc. CM-cellulose, 0.5 cc. peanut oil, 0.1 cc. sesame oil were used. One hundred compounds were tested on all 3 tumors; these consisted of nitrogen mustards, ethyleneimines, phosphoramides, folic acid analogs and other pteridines, carbamates, purines, pyrimidines, formamides, steroids, hormones, enzymes, antibiotics, antivitamins, inorganic salts, and others. In 64% of the tests the response to agents was identical in all 3 tumors. A similar study was made of 54 agents on the solid and ascites form of the Ehrlich carcinoma and sarcoma 180. The ascites form usually showed the greater sensitivity to the carcinostatic agent.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of 3-pyridinols. III. Synthesis of pyridoxine skeletons from 4-methyloxazole》. Authors are Yoshikawa, Toru; Ishikawa, Fumiyoshi; Naito, Takeo.The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).Category: pyrimidines. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Pyridoxine dimethyl ether (I) and 4-deoxypyridoxine (II) were synthesized from 4-methyloxazole (III). 3-Cyano-5-hydroxy-6-methylpyridine (IV) was converted via the 4-CN derivative (V) to pyridoxine by the method of Okamoto and Tani (CA 54, 22644d). (MeOCH2CHBr)2 (5.5 g.) refluxed 1 hr. with 1.23 g. KOH in 12 cc. MeOH gave 2.2 g. MeOCH2CBr:CHCH2OMe (VI), b12 75-8°. VI (5.5 g.) and 3.5 g. CuCN heated 7 hrs. at 150° in an autoclave yielded 2.9 g. MeOCH2CH:C(CN)CH2OMe (VII), b8 84-6°. III (0.8 g.), 2.1 g. VII, 0.2 cc. H2O, and 4 cc. AcOH heated 40 hrs. at 95°, and the crude product chromatographed on Al2O3 yielded 2-methyl-4,5-bis(methoxymethyl)-3-pyridinol-HCl (VIII.HCl), m. 143-4° (iso-PrOH); picrate m. 168°. III (0.80 g.), 2.3 g. MeCH:CHCO2Et, 0.18 cc. H2O, and 3 cc. AcOH heated 20 hrs. at 90° in a sealed tube gave 0.2 g. (crude) Et 5-hydroxy-4,6-dimethylnicotinate, m. 146-8° (Me2CO). VIII (80 mg.) in 15 cc. dry tetrahydrofuran treated 72 hrs. at room temperature with 50 mg. LiAlH4 in 15 cc. dry tetrahydrofuran, and the filtered mixture acidified to pH 2 with dilute HCl and evaporated gave II.HCl, m. 255-7° (decomposition) (EtOH). IV (4.0 g.) in 90 cc. AcOH heated 1 hr. at 100° with 6 cc. 30% H2O2, treated twice with addnl. 6 cc. 30% H2O2 each time 1 and 4 hrs. gave 3.3 g. 5hydroxy-6-methylnicotinonitrile 1-oxide (IX), m. 278-80° (decomposition). IX (0.7 g.) and 0.7 g. Et2SO4 heated 2 hrs. at 100-10° gave 0.31 g. 1-ethoxy-2-methyl-3-hydroxy-5-cyanopyridinium ethosulfate, m. 129-30°. IX (0.6 g.) and 0.55 g. Me2SO4 heated 2 hrs. at 100-10°, and the resulting sirup added in 5 cc. H2O dropwise with shaking at 5-7° to 0.65 g. KCN in 8 cc. H2O and kept 1.5 hr. at room temperature gave 0.55 g. V, m. 189-90°.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Pyridoxine chemistry. IV. Proton magnetic resonance spectra of compounds in the vitamin B6 group》. Authors are Korytnyk, W.; Singh, R. P..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).Computed Properties of C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

cf. CA 58, 5622h. The proton magnetic resonance (p.m.r.) spectra of compounds in the vitamin B6 group have been determined in D2O solution, and the proton peaks have been assigned on the basis of comparison with several analogs of pyridoxol (I). Considerable changes in p.m.r. spectra have been observed in acid, neutral, and alk. solutions and have been rationalized on the basis of the electronic properties of the various ionic forms. A facile base-catalyzed deuterium exchange has been observed in I derivatives in which the heterocyclic N is quaternized. The nature of the aldehyde group in pyridoxal and in pyridoxal phosphate has been elucidated.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Liu, Zhenghui; Yang, Zhenzhen; Wang, Peng; Yu, Xiaoxiao; Wu, Yunyan; Wang, Huan; Liu, Zhimin published the article 《Co-catalyzed Hydrogenation of Levulinic Acid to γ-Valerolactone under Atmospheric Pressure》. Keywords: cobalt catalyzed hydrogenation levulinate gamma valerolactone atm pressure.They researched the compound: 5-Methylfuran-2(3H)-one( cas:591-12-8 ).COA of Formula: C5H6O2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:591-12-8) here.

A cobalt-based catalytic system composed of Co(BF4)2·6H2O and ligand P(CH2CH2PPh2)3 was developed for hydrogenation of levulinic acid to γ-valerolactone (GVL), which showed high efficiency for this reaction, affording a GVL yield of 95% under atm. pressure and 100 °C. Co(BF4)2·6H2O combined with P(CH2CH2PPh2)3 is highly efficient for hydrogenation of levulinic acid to γ-valerolactone under atm. pressure.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Compounds affecting fertility in adult houseflies》. Authors are LaBrecque, G. C.; Gouck, H. K..The article about the compound:5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloridecas:148-51-6,SMILESS:OC1=C(C)C(CO)=CN=C1C.[H]Cl).COA of Formula: C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Of 1100 compounds that were tested, 20 caused sterility in adult Musca domestica when given in the food. P,P-Bis(1-aziridinyl)-N-(p-methoxyphenyl)phosphinic amide, 5-fluoroorotic acid, and 1,4-piperazinediylbis[bis(1-aziridinyl)phosphinic oxide] induced sterility without apparent toxic effect over the broadest range of concentrations, from 5% to 0.1% or 0.25%.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities, published in 2014, which mentions a compound: 148-51-6, mainly applied to pyridinol fused preparation antiangiogenic activity, Product Details of 148-51-6.

We recently developed an efficient and practical synthesis for a novel series of pyridoxine-derived 6-amido-2,4,5-trimethylpyridin-3-ols and found that this novel scaffold has outstanding activity to inhibit angiogenesis measured by the quant. chick embryo chorioallantoic membrane (CAM) assay. As an effort to extend the scope of the amidopyridinol scaffold, we here report the synthesis and antiangiogenic activities of a series of bicyclic versions of the amidopyridinol including five- and six-membered cyclic amide-, cyclic urea-, and cyclic carbamate-fused pyridinols. The six membered bicyclic derivatives were prepared by the reported procedures, and the five-membered ring-fused ones were synthesized by new synthetic methods developed in this study. CAM assays showed that both six- and five-membered lactam-fused pyridinols have activities comparable to sunitinib malate, the pos. control, in inhibition of vascular endothelial growth factor-induced angiogenesis. On the other hand, the urea and the carbamate derivatives showed modest to moderate antiangiogenic activities. In summary, some bicyclic aminopyridinols can provide a good platform for structural exploitation in future medicinal chem. work.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia