Category: 148-51-6

Stone, William E. 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 ).HPLC of Formula: 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.

Drugs that alter γ-aminobutyrate (GABA) [56-12-2] metabolism and presumably affect the availability of GABA in synaptic regions were tested for their relative effects on the potencies of 4 convulsants: 3-mercaptopropionate (3-MP) [107-96-0], pentamethylenetetrazole (PTZ) [54-95-5], bicuculline [485-49-4], and picrotoxin [124-87-8] in mice. Aminooxyacetic acid hemichloride [2921-14-4] given prior to the convulsant tended to decrease the potency of 3-MP more than that of PTZ. It decreased the potency of bicuculline more than that of PTZ but less than that of 3-MP, and did not alter that of picrotoxin. Thiocarbohydrazide (TCH) [2231-57-4], DL-C-allylglycine [7685-44-1], and 4-deoxypyridoxine-HCl (DOP) [148-51-6] tended to potentiate 3-MP more than PTZ. The effects of allylglycine on bicuculline and picrotoxin were intermediate. DOP potentiated bicuculline and picrotoxin only to the extent that it potentiated PTZ. TCH resembled DOP in its effect on bicuculline. Valproic acid [99-66-1] decreased the potency of each convulsant; it was most effective against PTZ, slightly less so against 3-MP, and still less effective against bicuculline and picrotoxin. Its anticonvulsive action probably is not primarily via the GABA system. Phenelzine [51-71-8] slightly decreased the potency of bicuculline, but potentiated 3-MP and picrotoxin and did not affect the potency of PTZ. Diacetyl monoxime [57-71-6] was anticonvulsive against PTZ, bicuculline, and picrotoxin, but not against 3-MP. The results do not support the view that bicuculline and picrotoxin induce seizures by blocking GABA-mediated inhibition.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, Journal of Nutritional Science and Vitaminology called Action site of antagonists of vitamin B6 in the central nervous system of frogs and cockroaches, Author is Yamashita, Junko, which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

Treatment with thiosemicarbazide [79-19-6], semicarbazide-HCl [563-41-7], isoniazide [54-85-3], DL-penicillamine [52-66-4], or toxopyrimidine [73-67-6] induced wild leaping or jumping behavior, and tonic or clonic convulsions in the frog (Rana nigromaculata) in which the nervous parts posterior to the optic lobe inclusive remained intact. No convulsions were induced by castrix [535-89-7] or 4-deoxypyridoxine-HCl [148-51-6] in frogs in which the nervous parts anterior to the diencephalon inclusive had been removed. Excessive restlessness and convulsions were induced by thiosemicarbazide in cockroaches (Periplaneta americana) in which the central nerve cord was severed between the subesophageal and prothoracic ganglia.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(SMILESS: OC1=C(C)C(CO)=CN=C1C.[H]Cl,cas:148-51-6) is researched.Synthetic Route of C5H10O3. The article 《Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities》 in relation to this compound, is published in Organic & Biomolecular Chemistry. Let’s take a look at the latest research on this compound (cas: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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Pyrimidine | C4H4N2 – PubChem,
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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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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

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

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 – 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 《The relation between iodine-131 metabolism, tumor growth, and regression》. Authors are Scott, Kenneth G.; Daniels, Marie B..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).Recommanded Product: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Ability of tumors to alter the normal metabolic pathway of I131 and compounds labeled with it (iodide-trapping syndrome) (I) is characterized by higher than normal retention of I131 by skin, muscle, gastrointestinal tract, and plasma, and a lower than normal thyroid uptake and urinary excretion of I131. I was elicited in rats by isografts and homografts of a transmissible fibrosarcoma, but not by homoiografts (which regressed after 5-7 days of growth). The data suggest that local and systemic I parallels progressive tumor growth and is absent in tumor implants destined to regress.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, Research Support, U.S. Gov’t, P.H.S., Journal of Biological Chemistry called Resonance Raman spectroscopy of pyridoxal Schiff bases, Author is Benecky, Michael J.; Copeland, Robert A.; Hays, Thomas R.; Lobenstine, Eric W.; Rava, Richard P.; Pascal, Robert A. Jr.; Spiro, Thomas G., which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, SDS of cas: 148-51-6.

Resonance Raman (RR) spectra are reported for amino acid and amine adducts of pyridoxal 5′-phosphate (PLP) and 5′-deoxypyridoxal (5′-dPL) in aqueous solution For the valine adducts, a detailed study was carried out on solutions at pH and pD 5, 9, and 13, values at which the pyridine and imine protons are successively ionized, and on the adducts formed from [15N]valine, α-deuterovaline, and N-methyl-PLP. Good quality spectra were obtained, despite the strong fluorescence of pyridoxal Schiff bases, by adding KI as a quencher, and by exciting the mols. on the blue side of their absorption bands: 406.7 nm (cw K+ laser) for the pH 5 and 9 species (λmax = 409 and 414 nm), and 354.7 nm (pulsed YAG laser, 3rd harmonic) for the pH 13 species (λmax = 360 nm). A prominent band at 1646 cm-1 was assigned to the imine C:N stretch via its 13 cm-1 15N shift. A 12 cm-1 downshift of the band in D2O confirmed that the Schiff base linkage is protonated at pH 9. Deprotonation at pH 13 shifted νC:N from 1646 to 1629 cm-1, values typical of conjugated Schiff bases. The strongest band in the spectrum, at 1338 cm-1, shifted to 1347 cm-1 upon pyridine protonation at pH 5, and was assigned to a ring mode with a large component of phenolate C-O stretch. A shoulder on its low-frequency side was assigned to the C4-C4′ stretch. Large enhancements of these modes could be understood qual. in terms of the dominant resonance structures contributing to the ground and resonant excited states. A number of weaker bands were observed, and assigned to pyridine ring modes. These modes gained significantly in intensity, and the exocyclic modes diminished, when the spectra were excited at 266 nm (YAG laser, 4th harmonic) in resonance with ring-localized electronic transitions.

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