Category: 148-51-6

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).Safety 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 《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).Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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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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.Yakovleva, N. L.; Balyakina, M. V.; Gunar, V. I. researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).SDS of cas: 148-51-6.They published the article 《Amino derivatives of pyridoxine and its analogs》 about this compound( cas:148-51-6 ) in Khimiko-Farmatsevticheskii Zhurnal. Keywords: pyridoxine amino; aminopyridoxine. We’ll tell you more about this compound (cas:148-51-6).

Treatment of pyridines I (R = OH, R1 = Me, R2 = CH2OH (II); RR1 = OCMe2CH2O, R2 = CH2OH; 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 I (R3 = Cl) with HNMe2 gave I (R3 = NMe2).

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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).SDS of cas: 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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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A novel BMSN (biologically synthesized mesoporous silica nanoparticles) material: synthesis using a bacteria-mediated biosurfactant and characterization》. Authors are Sharma, Raju Kumar; Wang, Shau-Chun; Maity, Jyoti Prakash; Banerjee, Pritam; Dey, Gobinda; Huang, Yi-Hsun; Bundschuh, Jochen; Hsiao, Ping-Gune; Chen, Tsung-Hsien; Chen, Chien-Yen.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).Formula: C8H12ClNO2. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Mesoporous materials (MMs) have recently been applied as advanced nanomaterials in different fields (separation, catalysis, adsorption etc.). Synthesis of MMs by chem. surfactants is not ecofriendly. This study focused on the biol. synthesis of a MM by sol-gel method, using a Bacillus subtilis BBK006-mediated surfactant (template) and a precursor (TEOS). The biol. synthesized mesoporous silica nanoparticles (BMSN) were formed at calcination temperatures of 450-600 °C. The BMSN comprise Si and O elements with sp. weights of 56.09% and 42.13% resp., where the at.% was detected to be 41.79% and 55.10%, resp. The phase identity of the synthesized particles (61-300 nm uniform spherical shape; surface area: 8.2616 m2 g-1; pore diameter at 550 °C: 14.8516 nm) was confirmed with wide-angle XRD (10°-81°). A typical type IV isotherm was exhibited (BET curves) following IUPAC nomenclature and confirmed the mesoporous nature. The green-synthesized biosurfactant-mediated BMSN is an environmentally promising material to apply in biomedical science (e.g., antimicrobial activity, drug delivery, CMC, anticancer activity) and oil spill management.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Chemistry of vitamin B6. IX. Derivatives of 5-deoxypyridoxine》. Authors are Heyl, Dorothea; Harris, Stanton A.; Folkers, Karl.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).SDS of cas: 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

cf. C.A. 47, 8745g. The 5-deoxy derivatives (I) of pyridoxine (II), pyridoxal (III), and pyridoxamine (IV) were prepared and characterized. The I can participate normally in biochemical reactions involving the substituent at the 4-position but cannot be phosphorylated like II, III, and IV. As expected the I had no vitamin B6 activity but were effective antimetabolites. Codecarboxylase has been catalytically hydrogenated to 5-deoxypyridoxine (V); both II and III yielded under the same conditions a mixture of 4-deoxypyridoxine (VI) and V. The absorption spectra of 5-deoxypyridoxal (VII) (recorded) and pure pyridoxal-5-phosphate (codecarboxylase) (VIII) at pH 11.0 and 1.9, resp., are almost identical. The deep yellow color of both VII and VIII in alk. solution together with other absorption characteristics is ascribed to a quinoid structure. 2-Methyl-3-hydroxy-4-methoxymethyl-5-chloromethylpyridine (IX).HCl (2.38 g.) in 125 cc. MeOH was shaken with H in the presence of 2 g. 5% Pd-Darco, the mixture filtered, and the filtrate concentrated to 20 cc. to yield 1.5 g. (75%) 2,5-dimethyl-3-hydroxy-4-methoxymethylpyridine (X).HCl, m. 152-3° (from EtOH-Et2O). IX.HCl (23.7 g.) reduced similarly in 2 equal portions, each one in 600 cc. MeOH with 5 g. Pd catalyst yielded 19.0 g. (94%) X.HCl. X.HCl (1.47 g.) in 50 cc. 4N HCl heated 3 hrs. at 180-90° in a sealed tube, the colorless solution filtered, the filtrate concentrated to dryness, and the H2O removed azeotropically with EtOH and C6H6 yielded 0.96 g. (70%) V.HCl, m. 143-3.5° (from EtOH-Et2O); treated with excess NaHCO3 gave V, m. 181-2° (from EtOH). X.HCl was treated in H2O with NaHCO3, the mixture concentrated in vacuo and extracted with Et2O, the extract evaporated, 3.1 g. of the residual free base heated 18 hrs. with 50 cc. MeOH and 50 cc. liquid NH3 in a sealed tube, the mixture evaporated in vacuo to dryness, MeOH added and removed twice by distillation, and the residue extracted with Et2O to leave 1.86 g. (60%) 5-deoxypyridoxamine (XI); m. 160-1° (from MeOH); 2,5-dimethyl-3-p-toluenesulfonoxy-4-p-toluenesulfonylaminopyridine-HCl, m. 194-5° (from EtOH). A small sample of XI was heated 20 min. with Ac2O on a steam bath, the solution concentrated to dryness, the residue treated with EtOH, distilled to dryness, dissolved in HCl, treated with Darco, neutralized with NaHCO3, chilled, and the crystalline deposit recrystallized from C6H6 containing a few drops EtOH to give 2,5-dimethyl-3-acetoxy-4-acetylaminomethylpyridine, m. 174-5°. V.HCl (5.7 g.) was stirred 2 hrs. at 60-70° with 2.8 g. MnO2, 1.5 cc. H2SO4, and 75 cc. H2O, the mixture filtered, the filtrate concentrated in vacuo, the sirup taken up in 15 cc. H2O, excess solid AcONa added, and the thick, crystalline precipitate cooled, filtered off, and washed with ice water to give 1.30 g. (29%) VII, m. 108-9° (from petr. ether); the aqueous filtrate from VII gave with 2 g. NH2OH.HCl 0.9 g. (18%) oxime of VII, m. 239-40° (decomposition) (from EtOH). To the aqueous filtrate of a similar run were added 12 g. NaOAc and 4.5 g. NH2OH.HCl and the mixture was heated 10 min. on a steam bath to yield 2.43 g. (49%) oxime of VII. VII in CHCl3 treated with excess alc. HCl, the solution evaporated in vacuo to dryness, a little H2O added and removed in vacuo, and the residue treated with CHCl3 yielded VII.HCl, m. 191-3° (decomposition). VII (90 mg.) in 1 cc. H2O was cooled in ice, the pH adjusted to 11 with 6N NaOH, 4 drops 30% H2O2 added, the mixture adjusted to pH 3 with HCl and cooled, and the precipitate washed with H2O, EtOH, and Et2O to yield 70 mg. (85%) 2,5-dimethyl-3,4-dihydroxypyridine, decomposed 262-70°. Crude Ca codecarboxylase (0.5 g.) was suspended in H2O and treated with 0.7 cc. 6N HCl, the mixture filtered, the filtrate diluted to 50 cc. shaken 2.25 hrs. at atm. pressure with H and 0.5 g. 10% Pd-C, filtered and concentrated to dryness in vacuo, the residue dissolved in about 3 cc. H2O, the solution treated with excess solid NaHCO3, filtered, the filter residue washed with H2O, the combined filtrate and washings were concentrated in vacuo to 5 cc., the concentrate extracted 21 hrs. continuously with CHCl3, the extract evaporated, and the residue treated with alc. HCl and precipitated with Et2O to give 0.07 g. V.HCl, m. 140-1°. III.HCl (0.35 g.) was treated with 0.10 g. CaO and 0.17 g. H3PO4 and hydrogenated similarly to give 0.08 g. (24%) VI.HCl, m. 264-5°, and 0.11 g. (33%) V.HCl; the aqueous filtrate left from the CHCl3-extraction was concentrated to dryness, the residue extracted with EtOH, and the extract acidified with alc. HCl to give 0.11 g. (30%) I.HCl. Similar hydrogenation of 0.40 g. I.HCl in 0.3 cc. 6N HCl and 50 cc. H2O for 4-5 hrs. gave 0.16 g. (42%) VI.HCl and 0.09 g. (24%) V.HCl. Attempted similar hydrogenation of V gave only recovered starting material.

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Pyrimidine | C4H4N2 – PubChem,
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Application In Synthesis 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 Transmitter synthesis and convulsant drugs: effects of pyridoxal phosphate antagonists and allylglycine. Author is Sawaya, Christina; Horton, Roger; Meldrum, Brian.

Glutamic acid decarboxylase (EC 4.1.1.15) (I) [9024-58-2] and dopa decarboxylase (EC 4.1.1.26) (II) [9042-64-2] in mouse brain homogenates were inhibited after administration of methyldithiocarbazinate [5397-03-5] (45 mg/kg, i.p.), thiosemicarbazide [79-19-6] (100 mg/kg, i.p.), or 4-deoxypyridoxine-HCl (III) [148-51-6] (250 mg/kg, i.p.); addition of pyridoxal phosphate [54-47-7] abolished the inhibition. I activity was inhibited by allylglycine (IV) [3182-77-2] in vivo (200 mg/kg, i.p.) and in vitro whereas II activity was unaffected. III (250 mg/kg, i.p.) decreased brain GABA [56-12-2] levels, increased homovanillic acid [306-08-1] and 5-hydroxyindoleacetic acid [54-16-0] levels, and did not alter dopamine [51-61-6] and serotonin [50-67-9] levels. Brain GABA levels were decreased by IV while monoamine and monoamine metabolite levels were unchanged. Inhibition of II activity is not the primary or critical mechanism in the convulsant action of hydrazides and IV.

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Chaudhary, Chhabi Lal; Chaudhary, Prakash; Dahal, Sadan; Bae, Dawon; Nam, Tae-gyu; Kim, Jung-Ae; Jeong, Byeong-Seon 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 ).Electric Literature of C8H12ClNO2. 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.

6-Aminopyridin-3-ol scaffold has shown an excellent anti-inflammatory bowel disease activity. Various analogs with the scaffold were synthesized in pursuit of the diversity of side chains tethering on the C(6)-position. SAR among the analogs was investigated to understand the effects of the side chains and their linkers on their anti-inflammatory activities. In this study, structural modification moved beyond side chains on the C(6)-position and reached to pyridine ring itself. It expedited to synthesize diverse ring-modified analogs of a representative pyridine-3-ol, 6-acetamido-2,4,5-trimethylpyridin-3-ol. In the evaluation of compounds on their inhibitory actions against TNF-α-induced adhesion of monocytic cells to colonic epithelial cells, an in vitro model mimicking colon inflammation, the effects of compounds I , II, and III were greater than tofacitinib, an orally available anti-colitis drug, and compound dehydroxylated analog II exhibit the greatest activity. In addition, TNF-α-induced angiogenesis, which permits more inflammatory cell migration into inflamed tissues, was significantly blocked by compounds I and II in a concentration-dependent manner. In the comparison of in vivo therapeutic effects of compounds I , II, and III on dextran sulfate sodium (DSS)-induced colitis in mice, compound dehydroxylated analog II was the most potent and efficacious, and compound demethylated analog III was better than compound I which exhibited a similar degree of inhibitory effect to tofacitinib.

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Pyrimidine | C4H4N2 – PubChem,
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Application of 148-51-6. 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-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Anticoccidial agents. 1. Synthesis and anticoccidial activity of 4-deoxypyridoxol and its esters.

A series of 21 title compounds were prepared from 3,α4-O-diacetylpyridoxol-HCl [53580-90-8] by hydrogenolysis, followed by hydrolysis and ester formation. In 14 day white Leghorn chicks, moderate activity against Eimeria acervulina was observed for 4-deoxypyridoxol-HCl (I-HCl) [148-51-6], and its diacetate ester-HCl (II-HCl) [53580-95-3], dibutyrate ester-HCl (III-HCl) [53580-96-4], and dihexanoate ester-HCl (IV) [53580-97-5]. The relation of anticoccidial activity to structure and to antivitamin B6 activity was discussed.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cultivation of Entamoeba histolytica with penicillin-inhibited Bacteroides symbiosus cells. I. Pyridoxine requirement》. Authors are Reeves, Richard E.; Meleney, Henry E.; Frye, William W..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.

In a modified Shaffer-Frye culture system it was found that the multiplication of Entamoeba histolytica is strongly inhibited by low concentrations of deoxypyridoxol. The effect of this substance is reversed by the addition of pyridoxal, pyridoxylamine, pyridoxol or pyridoxal phosphate. The last substance was shown to be more effective than pyridoxol in reversing the action of desoxypyridoxol. Conditions were found which allowed the determination of the concentrations of desoxypyridoxol required to reduce to half-maximum the multiplication of E. histolytica. These half-maximum concentrations were reproducible for given stains of amebae, but significant differences were found among 5 strains examined. The F-22 and a newly isolated strain (JH) were more sensitive, the DKB, 200 and K-9 strains were less sensitive to the anti-metabolite. Neither the F-22 nor the DKB strain developed the ability to tolerate larger amounts of anti-metabolite upon continued cultivation in media containing it. Desoxypyridoxol was also effective in preventing the growth of E. histolytica in Cleveland-Collier cultures in the presence of a multiplying mixed-bacterial flora. These results show that there is a pyriodoxine requirement for the multiplication of E. histolytica in the MS-F system. It is not definitely established whether the action of the anti-metabolite is directly on the ameba or upon some phase of the residual metabolism of the accompanying penicillin-inhibited bacterial cells.

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