Tag: M.W:100-200

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Vitamin B6. II. Reactions and derivatives》. Authors are Harris, Stanton A..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).Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Vitamin B6-HCl (I) in an equal mixture of C5H5N and Ac2O, allowed to stand overnight and then heated on a steam bath for 20 min., gives vitamin B6 triacetate-HCl [2-methyl-3-acetoxy-4,5-bis(acetoxymethyl)-pyridine-HCl], m. 157°; it is stable in 0.01 N HCl but is slowly hydrolyzed in 0.01 N alkali at 37°. Vitamin B6 dibromide-HBr (II) and 3 equivalents AcOAg in a 22% solution of AcOK in AcOH, heated on the steam bath for 0.5 hrs., give 25% of vitamin B6 diacetate-HCl [2-methyl-3-hydroxy-4,5-bis(acetoxymethyl) pyridine-HCl], m. 160-1°; the aqueous solution gives a good FeCl3 test; it has the same relative stability as the tri-Ac derivative Reduction of II with a PdBaSO4 catalyst in EtOH gives 40% of 2,4,5-trimethyl-3-hydroxypyridine, m. 178°; HCl salt, m. 216°. Catalytic reduction of I with the Adams catalyst gives 2,4-dimethyl-3-hydroxy-5-hydroxymethylpyridine-HCl, m. 267-8°; this is weakly active for the growth and promotion of acid formation by Streptobacterium plantarum, whereas III is inactive. I, exactly neutralized with 1 equivalent of MeONa in MeOH and heated at 125° for 4 hrs., gives a small yield of 2-methyl-3-hydroxy-4-methoxymethyl-5-hydroxymethylpyridine-HCl (III), m. 181°.

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Reference:
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 2,4-dimethyl-3-hydroxy-5-hydroxymethylpyridine》. Authors are Balyakina, M. V.; Rubtsov, I. A.; Zhdanovich, E. S.; Preobrazhenskii, N. A..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.

2,4-Dimethyl- 3 – hydroxy-5- hydroxymethylpyridine (4- deoxypyridoxine) (I) was synthesized via the following intermediates: 2,4-dimethyl-5-cyano-6-pyridone (II), 2,4-dimethyl-3-nitro-5-cyano-6-pyridone (III), and 2,4-dimethyl-3-nitro-5-cyano-6-chloropyridine (IV). Reduction of IV was carried out in 1 step in dilute HCl over Pd-C. 2,4-Dimethyl-3-amino-5-aminomethylpyridine was converted without isolation to I by treatment with NaNO2. Thus, 33 ml. NH4OH (d20 0.9) was added with stirring to 40 g. EtO2CCH2CN, the mixture cooled with ice to 0-2° and the precipitate filtered off, washed at 0° with 20 ml. cold EtOH, and dried to yield 23.8 g. cyanoacetamide (V), m. 120-2°. The filtrate was evaporated to dryness to yield an addnl. 3.95 g. Acetylacetone (10.0 g.) was added at 70° to 8.4 g. V in 50 ml. MeOH and 1.12 ml. Me2NH to precipitate 88.1% II, m. 293.1-4.2°. A suspension of 4.44 g. II in 15 ml. Ac2O is treated with stirring with 2.3 ml. HNO3 (d20 1.4) and 2.3 ml. Ac2O at 35-40°, and the mixture stirred 2 hrs. at 18-20° and poured upon 23 g. crushed ice, to precipitate 56.4% yellow III, m. 272.0-2.6° (alc.). P2O5 (5.3 g.) is added to a suspension of 3.6 g. III in 36 ml. PhCl, the mixture heated with stirring 3 hrs. at 118-120° the solvent removed at 45-50°/10 mm., the residue treated with 3.6 ml. absolute alc., stirred, and left 8 hrs. at 0-4°, the precipitate filtered off, washed at 0° with 2 ml. alc., and dried, and the residue extracted with petr. ether (b. 60-70°) to give 62.2% yellow IV, m. 114-15°. IV (2.4 g.) in 25 ml. ice water was added to a pre-hydrogenated mixture of 0.10 g. PdCl2 with H2O, HCl, and C, the hydrogenation continued until the theoretical H absorption, the catalyst separated and washed with 2 ml. H2O, 2.4 ml. HCl (d20 1.18) added to the solution and washings, and the solution heated 1.5 hrs. at 80-5° during which 1.6 g. NaNO2 in 5 ml. H2O was added, the heating continued 30 more min. (neg. starch-iodide test), the solution evaporated in vacuo, the residue extracted with absolute alc., the extracts treated with activated C and concentrated until the appearance of crystals, the mixture kept 8 hrs. at 0-4°, and the precipitate filtered off, washed at 0° with 1 ml. alc., and dried to give 42.2% I, m. 256.1-7.2°.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.Lee, Hyunji; Kim, Dong-Guk; Banskota, Suhrid; Lee, You Kyoung; Nam, Tae-gyu; Kim, Jung-Ae; Jeong, Byeong-Seon researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.They published the article 《Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities》 about this compound( cas:148-51-6 ) in Organic & Biomolecular Chemistry. Keywords: pyridinol fused preparation antiangiogenic activity. We’ll tell you more about 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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Reference:
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 Tricyclic heteroaromatic ring systems. II. A convenient synthesis of 1H-pyrrolo[3,2-c]quinolines, published in 1978-09-30, which mentions a compound: 18436-73-2, mainly applied to pyrroloquinoline; quinolinyl hydrazone cyclization, Reference of 4-Chloro-8-methylquinoline.

Quinol-4-yl hydrazones I (R = H, Me, Et; R1 = Me, Ph, Et; RR1 = (CH2)n, n = 3, 4; R2 = H, Me; R3 = H, 6-, 7-, 8-Cl, 6-, 7-, 8-Me, 6-, 7-, 8-MeO) on heating in high boiling solvents undergo cyclizations to give 1H-pyrrolo[3,2-c]quinolines II in good yields. Some of these I were alkylated to provide their N-alkyl derivatives

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.Denny, William A.; Atwell, Graham J.; Roberts, Peter B.; Anderson, Robert F.; Boyd, Maruta; Lock, Colin J. L.; Wilson, William R. researched the compound: 4-Chloro-8-methylquinoline( cas:18436-73-2 ).Category: pyrimidines.They published the article 《Hypoxia-selective antitumor agents. 6. 4-(Alkylamino)nitroquinolines: a new class of hypoxia-selective cytotoxins》 about this compound( cas:18436-73-2 ) in Journal of Medicinal Chemistry. Keywords: methylaminopropylaminonitroquinoline preparation hypoxia selective antitumor; quinoline alkylaminonitro hypoxia selective antitumor. We’ll tell you more about this compound (cas:18436-73-2).

A series of isomeric 4-[[3-(dimethylamino)propyl]amino]nitroquinolines, e.g., I [Rn = H, 3-, 5-, 6-, 7-, 8-NO2, 2,5-Me(O2N), 3,5-Me(O2N), 6,5-Me(O2N), 8,5-Me(O2N), 7,8-Me(O2N), 7,6-Me(O2N), 2,3-Me(O2N)], has been synthesized and evaluated as hypoxia-selective cytotoxins and as radiosensitizers of hypoxic cells. The compounds showed widely-differing hypersensitivity factors (ratios of cytotoxicity against wild-type and repair-deficient mammalian cells). Many compounds showed oxygen-sensitive bioreduction resulting in DNA alkylation, while others show oxygen-insensitive modes of action. Of the nitro isomers studied, the 5-nitro showed the greatest hypoxic selectivity. A series of ring-substituted analogs were then prepared, in an effort to lower its reduction potential of -286 mV. Structure-activity studies showed that the effects of substitution on reduction potential were complex, being mediated by electronic and steric effects on the nitro group, as well as by effects on quinoline pKa. Two compounds of lower reduction potential, the 3- and 8-Me analogs, showed improved selectivity (47- and 60-fold in a clonogenic assay). These two compounds also showed the highest in vitro therapeutic indexes of the series as hypoxic cell radiosensitizers. Despite these favorable in vitro properties, neither compound had activity against hypoxic cells in SCCVII tumors when administered at 60% of the maximum tolerated dose.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Meldrum, B. S. published the article 《Convulsive effects of 4-deoxypyridoxine in photosensitive baboons》. Keywords: photosensitivity deoxypyridoxine convulsion; myoclonus deoxypyridoxine.They researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).Recommanded Product: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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:148-51-6) here.

In baboons (Papio papio) which when exposed to intermittent light stimulation (ILS) showed myoclonus and electroencephalographic signs of epilepsy, deoxypyridoxine-HCl (I) (10-20 mg/kg, i.v.) did not modify the responses, while 15 min-2 hr after 40-60 mg I/kg, the myoclonic responses to ILS were enhanced. Animals normally giving transient myoclonic responses showed rhythmic myoclonus of the eyelids and face continuing for several sec after the end of ILS. In 4 out of 6 baboons after 80-100 mg I/kg this self-sustaining myoclonus developed into a full tonic-clonic seizure at least once 45-180 min after the drug injection. The injection of 105-150 mg I/kg not only enhanced myoclonic responses to ILS but also led to the appearance after 46-67 min of spontaneous seizures. These recurred every 10-15 min, were often only partial, and commonly originated in, and were sometimes confined to, the occipital cortex. An excess of pyridoxine, given i.v. a few minutes before and after the I, blocked both the enhancement of photosensitivity produced by 100 mg I/kg and spontaneous seizures produced by 150 mg/kg. I may produce these convulsive effects by interfering with the formation or action of pyridoxal phosphate.

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Reference:
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 《Barriers to Cervical Cancer Screening in Geneva (DEPIST Study).》. Authors are Catarino, Rosa R; Vassilakos, Pierre P; Royannez-Drevard, Isabelle I; Guillot, Cécile C; Alzuphar, Stéphanie S; Fehlmann, Aurore A; Meyer-Hamme, Ulrike U; Petignat, Patrick 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).Application In Synthesis of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

OBJECTIVES: Cervical screening is only efficient if a large part of eligible women participate. Our aim was to identify sociodemographic barriers to cervical screening and consider self-reported reasons to postpone screening. METHODS: Between September 2011 and June 2015, a questionnaire addressing reasons for nonparticipation in cervical screening was completed by 556 women who had not undergone a Pap test in the preceding 3 years. Pearson χ test was used to analyze differences between subgroups. Logistic regression was used to explore the association between sociodemographic characteristics and reasons for nonparticipation. RESULTS: The main reasons for nonparticipation in cervical cancer screening were practical barriers, such as lack of time and the cost of screening. These barriers were more likely to be reported by working women, women who were not sexually active, and those without health insurance. Younger women, non-European women living in Switzerland, and childless women were more likely to have never participated in a screening program before (adjusted odds ratio [aOR], 3.15; 95% CI, 1.41-6.98; aOR, 2.76; 95% CI, 1.48-5.16; aOR, 1.74; 95% CI, 1.03-2.99, respectively). CONCLUSIONS: Practical considerations seem to play a more important role in screening participation than emotional reasons and other beliefs. Particular attention should be paid to immigrant communities, where women seem more likely to skip cervical screening.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 148-51-6, is researched, Molecular C8H12ClNO2, about Quantitative determination of the biological antivitamin B6 effect of pyridoxol antagonists, the main research direction is PYRIDOXOL DEOXY VITAMIN B6; DEOXYPYRIDOXOL VITAMIN B6; ANTIVITAMIN B6 PYRIDOXOLS; VITAMIN B6 PYRIDOXOLS.Product Details of 148-51-6.

Rats were fed a vitamin B6-free diet for 20 days; however, during the last 10 days the diets were supplemented with 30 γ pyridoxol-HCl. During the next 5 days, the animals were loaded with daily oral doses of 200 mg. L-tryptophan/kg., and during days 26-30 of the experiment 4′-deoxypyridoxol-HCl (0.1-100 mg./kg.) was given i.p. 4′-Deoxypyridoxol-HCl had an antivitamin B6 activity (measured by xanthinuric acid excretion) beginning at the 0.3 mg./kg. dose. The antivitamin B6 activity of pyramin-HCl (10-100 mg./kg.) was 60% that of 4′-deoxypyridoxol-HCl.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Seizures induced by allylglycine, 3-mercaptopropionic acid, and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase.Category: pyrimidines.

The title drugs caused seizures in mice (i.p.) and baboons (i.v.) and, at subconvulsant levels, enhanced photo-induced seizures in baboons. Addition of pyridoxal phosphate [54-47-7] to mouse brain homogenate relieved inhibition of L-glutamate 1-carboxylase [9074-87-7] by 4-deoxypyridoxine-HCl [148-51-6] but not by DL-allylglycine [7685-44-1]. 3-Mercaptopropionic acid [107-96-0] was the most powerful competitive inhibitor of the enzyme.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ) is researched.Computed Properties of C8H12ClNO2.Sanders, L. B.; Cetorelli, J. J.; Winefordner, James D. published the article 《Phosphorescence characteristics of several antimetabolites》 about this compound( cas:148-51-6 ) in Talanta. Keywords: phosphorescence antimetabolites; antimetabolites phosphorescence. Let’s learn more about this compound (cas:148-51-6).

Phosphorescence excitation and emission wavelength peaks, lifetimes, limits of detection, and concentration ranges of anal. usefulness of 37 antimetabolites in rigid (77°K.) ethanolic solution were determined Seventeen of the metabolites produced anal. useful phosphorescence, whereas the remaining 20 were of limited or no anal. use.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia