Category: 148-51-6

COA of Formula: C8H12ClNO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Amino derivatives of pyridoxine and its analogs. Author is Yakovleva, N. L.; Balyakina, M. V.; Gunar, V. L..

I [(R = OH, R1 = Me, R2 = CH2OH (II); RR1 = OCMe2CH2O, R2 = CHOH; R = OH, R1 = CH2OH, R2 = Me] with OP(NMe2)3 gave III [R = OH, R1 = Me, R2 = CH2NMe2 (IV); R = OH, R1 = CH2OH, R2 = CH2NMe2; R = OH, R1 = CH2 NMe2, R2 = Me]. Heating II with SOCl2 gave I (R = OH, R1 = Me, R2 = CH2Cl), which was transformed to IV by reaction with Me2NH. Reaction of V (R3 = Cl) with HNMe2 gave V (R3 = NMe2).

Although many compounds look similar to this compound(148-51-6)COA of Formula: C8H12ClNO2, numerous studies have shown that this compound(SMILES:OC1=C(C)C(CO)=CN=C1C.[H]Cl), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Safety of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Phosphorescence characteristics of several antimetabolites. Author is Sanders, L. B.; Cetorelli, J. J.; Winefordner, James D..

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.

Although many compounds look similar to this compound(148-51-6)Safety of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, numerous studies have shown that this compound(SMILES:OC1=C(C)C(CO)=CN=C1C.[H]Cl), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Merits of ascites tumors for chemotherapeutic screening. I. Author is Sugiura, Kanematsu.

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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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, Zb. Prikl. Khim. called Synthesis of 2,4-dimethyl-3-hydroxy-5-hydroxymethylpyridine, Author is Balyakina, M. V.; Rubtsov, I. A.; Zhdanovich, E. S.; Preobrazhenskii, N. A., which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, Application of 148-51-6.

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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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).Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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°.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Degradation of Cyclohexane to Benzene》. Authors are Willstatter, Richard; Hatt, Daniel.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.

cf. C. A., 6, 748.-The prepare of cyclohexene by heating cyclohexanol with (CO2H)2 (Zelinskii and Zelikov, Ber., 34, 3251) gives poor yields owing to the formation (15 g. from 60 g. of alc.) of dicyclohexyl oxalate, (CO2 C6H11)2, quadratic leaves, m. 42°. Brunel’s method (use of KHSO4, Bull. soc. chim. 33, 270) gives an 80% yield, together with (C6H11)2O, b. 97-8.5°,b737 259-40° (Ipatiev and Philipov, C. A., 3, 1014, give the b. p. as 275-7°). Cyclohexene dibromide, heated 9 hrs. at 110-5° in scaled tubes with 6 mols. NHMe2 in 18% C6H6 solution, gave 75% of δ-dimethylaminocyclohexene, b725 89-91.5°, b725 160.5-2.5°. Chloroplatinate, prisms, m. 185°. Methiodide, needles, m. 173-4° 1,3-Cyclohexadiene prepared by Crossley’s method from cyclohexene dibromide and quinoline (J.Chem.Soc., 85, 1403) contains cyclohexene, bromocyclohexene and C6H6 (20% of the latter in 145 g. of the crude product). Obtained pure by Harries’ method (C. A., 6, 108), It b72, 78.3-8.8°, d420 0.8404, nD20 1.47439,nα20 1.47025,nβ20 1.48516, nγ20 1.49491, MD 26.77, Mα 26.59, Mβ 27.19, Mγ 27.55, Mγ-α 0.97. It quickly absorbs 4 ats.H in the presence of Pt. With NHMe2 in cold concentrateC6H6 solution, the dibromide gives quant. Δ2-tetramethyldiaminocyclohexene, b10 90.5-2.5°, b725 219.5-3-5°, d40 0.920. Chloroplatinate, rhombic tablets, blacken 240°, decompose 259-60°. Methiodide, microscopic quadratic tables, m. 236° (decompose); the quaternary base obtained by the action of Ag2O on the methiodide, decompose, on evaporation of the solution, into C6H6 and NMe2, the temperature of decompose depending on the pressure (98-104° at atm. pressure with an 80-5% yield of C6H4; 40-50° under 20° mm.; -3° to 5° under 0.008-0.02 mm.

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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).Electric Literature of C8H12ClNO2. 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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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 Synthesis of 3-pyridinols. III. Synthesis of pyridoxine skeletons from 4-methyloxazole, published in 1965, which mentions a compound: 148-51-6, Name is 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, Molecular C8H12ClNO2, Application In Synthesis of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

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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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 Nicotinamide inhibitors, published in 1952, which mentions a compound: 148-51-6, Name is 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, Molecular C8H12ClNO2, Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

3,5-Pyridinedicarboxylic acid, 2,3-pyrazinedicarboxylic acid, 4-methyl-2,3-pyridinedicarboxylic acid, 2,3-pyrazinedicarboxamide, 3-bromopyridine, 2-methyl-3-amino-4,5-bis(aminomethyl)pyridine, N-thiazolylpyrazinamide, N,N-dimethylpyrazinamide, N-methylpyrazinamide, N-pyrazinylthiourea, N-(hydroxymethyl)pyrazinamide, diethyl N-pyrazinoylaspartate, N-pyrazinoylpiperidine, N-isobutylpyrazinamide, N-(2-pyridyl)pyrazinamide, N-(3-pyridyl)pyrazinamide, N-phenylpyrazinamide, N-hexadecylpyrazinamide, 3-pyrazinoylaminoquinoline, N-(2-hydroxyethyl)-N’-pyrazinoylethylenediamine, 3-hydroxy-6-pyridazinecarboxamide, 2-pyrrolidone-5-carboxamide, 1-thiazolyl-2-pyrrolecarboxamide, desoxypyridoxine, salicylamide, furoic acid, furanilide, pyrazinohydrazide, 1-carbethoxy-4(1,2-dicarbethoxyethyl)piperazine, N-(p-methoxybenzyl)pyrazinamide, pyrazinohydroxamic acid, and Et N-pyrazinoyl-β-alanate had no anti-nicotinamide activity when tested against Lactobacillus arabinosus and none stimulated growth. Pyrazinamide, pyrazinoic acid, and 2-sulfanilamido-5-nitropyridine reversibly inhibited the action of nicotinamide on the organism. Pyrazinamide was not a nicotinamide antagonist for rats or chicks.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of 2-ethylthioisonicotinamide》. Authors are Gustak, E.; Koruncev, D.; Gluncic, 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).Related Products of 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

2-Ethylisonicotinaldehyde diethylacetal (I), b14 125-8°, was prepared in 61% yield from EtBr 112.2, Mg 33, 2-ethyl-4-bromopyridine 62, tri-Et orthoformate 180, and NH4Cl 215 g. Hydrolysis of 15.3 g. I with 150 ml. 10% HCl gave 83% free aldehyde (II), b20 92-5°; hydrazone m. 46-8°; thiosemicarbazone m. 215-16°. Willgerodt reaction of 0.75 g. II with 0.16 g. S in 30 ml. pyridine and 20 ml. NH3 yielded 56.5% of 2-ethylthioisonicotinoylamide.

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