Tag: M.W:100-200

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 Effects of deoxpyridoxine on the formation and development of some experimental neoplasias. I. Ascites tumor in mice, published in 1971, which mentions a compound: 148-51-6, mainly applied to vitamin B6 antagonist tumor; cancer deoxypyridoxine; pyridoxine antagonist tumor, Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

I.p. or i.m. injection of the antivitamin B6 compound 4-deoxypyridoxine-HCl (I) [148-51-6] (0.07 mg/day) did not alter either the percentage of tumor take or the survival time of mice inoculated previously or subsequently with Ehrlich ascites tumor. The mice were not kept on a vitamin B6-deficient diet.

Here is just a brief introduction to this compound(148-51-6)Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, more information about the compound(5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is in the article, you can click the link below.

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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 vitamin B6 derivatives. Catalytic reduction of hydroxymethyl group substituted in pyridine ring》. Authors are Naito, Takeo; Ueno, Katsujiro.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).Electric Literature of C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Catalytic reduction of 1.64 g. pyridoxine triacetate-HCl in 32 mL. H2O with 1 g. 10% Pd-C 1.5 h. at normal pressure of H absorbed 240 mL. H and gave 0.7 g. 3,4,6,5-Me3(OH)C5HN.HCl (I), m. 209-12°. Similarly, pyridoxine 4-Et ether HCl salt yielded 52% I, m. 210-12°. The above reaction with 1 mol absorption of H yielded 18% 4,6,3,5-Me2(HOCH2)(HO)C5HN.HCl (II), m. 250° (decomposition), and the mother liquor yielded 31% 3,6,4,5-Me2(EtOCH2)(HO)C5HN.HCl; picrate m. 138°. Catalytic reduction of 0.56 g. 6,3,4,5-Me(AcOCH2)(EtOCH2)(HO)C5HN.HCl in 20 mL. MeOH with 0.8 g. 10% Pd-C showed no absorption of H, the reduction proceeded well by addition of 20 mL. H2O and absorbed 54 mL. H in 2 h., and the product in 10% HCl heated 30 min. at 100° yielded 48.8% 3,6,4,5-Me2(EtOCH2)(HO)C5HN; picrate, m. 138°. Catalytic reduction of 3.76 g. pyridoxal oxime-HCl in 170 mL. H2O and 88 mL. 10% HCl with 4.8 g. 10% Pd-C absorbed 3050 mL. H in 20 h. and yielded 62% 3,6,4,5-Me2(HCl.H2NCH2)(HO)C5HN.HCl (III), m. 262-3° (decomposition); diacetate, C12H16O3N2, m. 176-7°; ditosylate-HCl, m. 194-5°. Catalytic reduction of 0.29 g. 6,3,4,5-Me(AcOCH2)(AcNHCH2)(AcO)C5HN in 8 mL. MeOH and 2.2 mL. 10% HCl-MeOH showed no absorption H but an addition of 10 mL. H2O absorbed 28 mL. H in 2 h. and yielded 100% diacetate of III, m. 174°. Similarly, 0.51 g. pyridoxal-HCl in 20 mL. H2O and 0.5 g. 10% Pd-C yielded 30% II, m. 246-8°. Catalytic reduction of 0.58 g. pyridoxal Et hemiacetal-HCl (IV) in 20 mL. EtOH and 0.5 g. 10% Pd-C (1 mol H absorbed) yielded 79% 6,5,3,4-Me(HO)(CH2OCH2)C5HN.HCl (V), m. 233-4°; picrate m. 186-7°. Similarly, 0.58 g. IV, 20 mL. H2O and 0.5 g. Pd-C yielded 40% II, m. 248-50°; 0.58 g. IV, 20 mL. HCl, 2.7 mL. 10% HCl and 0.5 g. Pd-C yielded 68% V, m. 225-30°. Catalytic reduction of 1.09 g. 2-HOCH2C5H4 N in 15 mL. MeOH and 51 mL. 5% HCl-MeOH with 1 g. Pd-C (260 mL. H absorbed in 2 h.) yielded 90% 2-MeC5H4N (VI); picrate m. 164-5°. Similarly, 1.23 g. 2-MeOCH2C5H4N in 15 mL. MeOH and 51 mL. 5% HCl-MeOH with 0.1 g. Pd-C (255 mL. H absorbed) yielded 91% 2-MeC5H4N; or, 2-AcOCH2C5H4N, in a similar way, yielded 88% 2-MeC5H4N. 2-HOCH2C5H4N.HCl (8 g.) added dropwise into 40 g. SOCl2 with cooling, refluxed 2 h., cooled, 100 mL. C6H6 added and the product filtered off gave 8.8 g. 2-ClCH2C5H4N (VII); picrate m. 146-7°. MeONa (2.72 g. Na and 55 mL. MeOH) treated dropwise with VII in 20 mL. MeOH, refluxed 1 h., the solvent removed and the residue extracted with Et2O gave 4.7 g. 2-MeOCH2C5H4N, b18 76-8°. Similarly are prepared (product, b.p./mm. and m.p. picrate given): 3-MeOCH2C5H4N, 92-4°/20, 117-18°; 4-MeOCH2C5H4N, 91-2°/19, 108-9°.

Here is just a brief introduction to this compound(148-51-6)Electric Literature of C8H12ClNO2, more information about the compound(5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is in the article, you can click the link below.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Synthesis of aflatoxins by the non-growing mycelia of Aspergillus parasiticus and the effect of inhibitors, the main research direction is aflatoxin formation metabolic inhibitor; Aspergillus aflatoxin formation.Product Details of 148-51-6.

Aflatoxins were synthesized by nongrowing mycelia of A. parasiticus, the amount and type (B or G) being dependent on the buffer used in the suspension medium. Incorporation of acetate-14C into aflatoxin was decreased by compounds that inhibit ATP production or interfere with the utilization of certain amino acids. In contrast, the specific activities of aflatoxins were increased by compounds that diverted acetate from metabolic pathways other than those leading to aflatoxin formation.

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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: (S)-3-Methoxypyrrolidine( cas:120099-61-8 ) is researched.Recommanded Product: 120099-61-8.Sun, Chang’an; Fang, Lei; Zhang, Xiaobing; Gao, Peng; Gou, Shaohua published the article 《Novel 7-formyl-naphthyridyl-ureas derivatives as potential selective FGFR4 inhibitors: Design, synthesis, and biological activity studies》 about this compound( cas:120099-61-8 ) in Bioorganic & Medicinal Chemistry. Keywords: antitumor FGFR4 selectivity pharmacokinetic profile; Antitumor; FGFR4; Pharmacokinetic profile; Selectivity. Let’s learn more about this compound (cas:120099-61-8).

Total twenty-five 7-formyl-naphthyridyl-urea derivatives were designed, synthesized and evaluated for their inhibition of FGFR4 kinase and antitumor activity. The pharmacol. data indicated that most of the tested compounds showed high selectivity towards FGFR4 kinase and could significantly inhibit FGFR4 and the tumor cells lines with the high expression of FGFR4. In particular, compounds 6f, 6g, 6h, 6l, 6m and 6s showed a good performance in pharmacokinetic tests. When tested in mice, the representative compound 6f was found to have good pharmacokinetic parameters, low toxicity, and better tumor inhibiting activity in vivo.

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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 《Derivatives of pyridine and quinoline. LII. Synthesis of 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (4-desoxyadermine)》. Authors are van Wagtendonk, H. M.; Wibaut, J. 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).COA of Formula: C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

cf. C. A. 35, 5112.3. NCCH2CONH2 and CH2Ac2 with piperidine in EtOH at 80° give 87% of 4,6-dimethyl-3-cyano-2-pyridone (I), m. 293° (corrected); with HNO3 (d. 1.52) in Ac2O at 5°, I gives a crude yield of 40-6% of the 5-NO2 derivative which with PCl5 in PhCl gives 24-8% of 2,4-dimethyl-3-nitro-5-cyano-6-chloropyridine (II), yellow, m. 114-15°. Catalytic reduction of II with Pd-C in 96% EtOH gives 81.4% of 2,4-dimethyl-3-amino-5-cyano-6-chloropyridine, m. 149-9.2° (corrected); further reduction with Pd-C catalyst in AcOH-AcONa at room temperature gives 2,4-dimethyl-3-amino-5-(aminomethyl)pyridine, characterized as the dipicrate, m. 244° (decomposition), and the di-HCl salt (III), with 1 mol. H2O, does not m. 300°. Reaction of III in 2 N H2SO4 with NaNO2 at 80° gives 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (4-desoxyadermine), isolated as the HCl salt, m. 257°.

Here is just a brief introduction to this compound(148-51-6)COA of Formula: C8H12ClNO2, more information about the compound(5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is in the article, you can click the link below.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 Anticoccidal agents. IV. Modification at the 5-position of 4-deoxypyridoxol and α4-norpyridoxol, published in 1975, which mentions a compound: 148-51-6, Name is 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, Molecular C8H12ClNO2, Electric Literature of C8H12ClNO2.

In an attempt to relate structure to anticoccidial activity, a number of 5-modified analogs of 4-deoxypyridoxol (I) and α4-norpyridoxol (II) have been synthesized and their biol. activities examined The compounds prepared include the 5-(3-hydroxypropyl), 5-(2-hydroxyethyl), 5-(1-hydroxyethyl), formyl and acetyl analogs of I, and 5-(3-hydroxypropyl), formyl, ethoxycarbonyl, carbamoyl and hydroxyl analogs of II. Among these compounds, 4-deoxyisopyridoxal (III) and α4-norisopyridoxal (IV) exhibited anticoccidil activity.

Here is just a brief introduction to this compound(148-51-6)Electric Literature of C8H12ClNO2, more information about the compound(5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is in the article, you can click the link below.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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: 148-51-6, is researched, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2Journal, 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., the main research direction is amino acid adduct pyridoxal phosphate Raman; amine adduct pyridoxal phosphate Raman; pyridoxal Schiff base Raman spectra.Application In Synthesis of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

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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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 《Preparation of o-dialkylbenzene》. Authors are Ogawa, Masaya; Tanaka, Giichi.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).Synthetic Route of C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

1-Butyl-1-cyclohexene (45 g.) was oxidized 2 h. below 45° with 275 g. 80% HCO2H and with 50 g. 30% H2O2, the mixture neutralized and extracted with EtOAc, and the extract distilled to give 26 g. 1-butyl-l,2-cyclohexanediol (I), b2 115-18°. I (10 g.) in 50 cc. EtOH refluxed 30 min. with 0.5 cc. H2SO4, and the mixture distilled gave 4 g. 2-butylcyclohexanone (II), b7 76-8°. II was also prepared (51%) starting with 2-chlorocyclohexanone. II (0.5 mol) and 1 mol RMgX mixed at 0°, refluxed 5-7 h. at 30-5°, and distilled gave the following 1-alkyl-2-butylcyclohexanol (III) (alkyl, b.p./mm., d20, nD20, and % yield given): Bu, 115-17°/3.5, 0.8989, 1.4679, 43.2; octyl, 155-7°/4, 0.8850, 1.4683, 40; dodecyl, 184-5°/1, -, -, 37.4 (m. 46.5-7.5°). III heated 5 h. on oil bath with iodine and the product washed with 1% aqueous Na2S2O3 and distilled gave the following 1-alkyl-2-butyl-l-cyclohexenes (IV) (alkyl, b.p./mm., d20, nD20, and % yield given): Bu, 82-5°/3, 0.8410, 1.4635, 68.5; octyl, 148-51°/6, 0.8407, 1.4654, 85; dodecyl, 161-5°/1, 0.8407, 1.4654, 82.1. The IV were dehydrogenated over Pd-C at 220-80° to give the following 1-alkyl-2-butylbenzene (alkyl, b.p., d20, nD20, and % yield given): Bu, 256-7°, 0.8553, 1.4826, 57; octyl, 305-7°, 0.8570, 1.4827, 69; dodecyl, 358-9°, 0.8579, 1.4820, 46.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C8H12ClNO2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Quantitative determination of the biological antivitamin B6 effect of pyridoxol antagonists. Author is Koerner, Wilhelm F.; Nowak, Herbert.

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.

Here is just a brief introduction to this compound(148-51-6)Formula: C8H12ClNO2, more information about the compound(5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is in the article, you can click the link below.

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 4-aminopiperidine》. Authors are Yakhontov, L. N.; Yatsenko, S. V.; Rubtsov, M. V..The article about the compound:Piperidin-4-amine dihydrochloridecas:35621-01-3,SMILESS:NC1CCNCC1.[H]Cl.[H]Cl).Reference of Piperidin-4-amine dihydrochloride. Through the article, more information about this compound (cas:35621-01-3) is conveyed.

Hydrogenation of 4-aminopyridine in alc. HCl over Pt at room temperature and 80 atm. H gave 16.5% 4-aminopiperidine-2HCl (I), m. 331-3° (picrate m. 245°). Hydrogenation of isonicotinic hydrazide in 4% HCl over Pt at room temperature gave 76% isonipecotinic hydrazide-2HCl, m. 240-2°. This treated with NaNO2 at -5°, then concentrated, and the resulting precipitate extracted with hot EtOH gave after refluxing 6 hrs. further with concentrated HCl 35% 4-aminopiperidine, isolated as HCl salt identical with the above. Hydrogenation of isonicotinic acid-HCl in 4% HCl over Pt gave isonipecotinic acid-HCl, decompose 299°, which treated with NaN3 in the presence of H2SO4 in C6H6 at 40° gave after aqueous treatment with NaOH 66% 4-aminopiperidine, isolated as HCl salt. Isonipecotinic acid HCl salt (II) and HN3 in H2SO4 and C6H6 gave at 80° 62% 4-aminopiperidine HCl salt. Refluxing II with NaO2CH and HCO2H 3 hrs. gave 44% 1-formylisonipecotinic acid, m. 136-38°. Heating I with HCO2Na in HCONH2 7 hrs. gave after aqueous treatment 62.5% 1-formyl-4-formamidopiperidine, m. 77-9°.

Here is just a brief introduction to this compound(35621-01-3)Reference of Piperidin-4-amine dihydrochloride, more information about the compound(Piperidin-4-amine dihydrochloride) is in the article, you can click the link below.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia