Category: 148-51-6

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Effect of pyridoxal phosphate on toxicity and antitumor activity of mitomycin C and 4-deoxypyridoxine hydrochloride in rats. Preliminary observations》. Authors are Fujimoto, Shigeru.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.

In rats bearing ascites hepatoma, combined therapy with mitomycin C and vitamin B6 arrested leukopenia, but failed to alleviate liver dysfunction and anemia. The growth of subcutaneous tumors was not stimulated by vitamin B6. Tumor growth was inhibited for 2 weeks after administration of 4-deoxypyridoxine-HCl, an antagonist of vitamin B6, to rats fed a diet free of vitamin B6. The administration of vitamin B6 did not lessen the effect of mitomycin C on subcutaneous tumors in rats. Vitamin B6 might counteract leukopenia, a side effect of antitumor agents, by an improvement in metabolism of proteins.

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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, Yaowu Fenxi Zazhi called Separation and identification of water-soluble vitamins and vitamin B6 analogs, Author is Gao, Zengrong, the main research direction is vitamin identification chromatog spectrometry TLC; liquid chromatog vitamin identification; IR spectrometry vitamin identification; UV spectrometry vitamin identification.SDS of cas: 148-51-6.

Vitamin B12  [68-19-9], vitamin B1  [59-43-8], folic acid  [59-30-3], calcium pantothenate  [137-08-6], rutin  [153-18-4], vitamin C  [50-81-7], vitamin B2  [83-88-5], nicotinamide  [98-92-0], nicotinic acid  [59-67-6], p-aminobenzoic acid  [150-13-0], pyridoxal 5-phosphate  [54-47-7], pyridoxol-HCl  [58-56-0], pyridoxamine-2HCl  [524-36-7], pyridoxal-HCl  [65-22-5], and 4-deoxypyridoxol-HCl  [148-51-6] were identified by TLC (using various solvent systems), high-performance liquid chromatog., IR and UV spectrophotometry. Characteristics (Rf values, retention times, absorbances) of these compounds are tabulated.

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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 Transmitter synthesis and convulsant drugs: effects of pyridoxal phosphate antagonists and allylglycine, published in 1978-02-15, which mentions a compound: 148-51-6, Name is 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, Molecular C8H12ClNO2, Formula: C8H12ClNO2.

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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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).Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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 | 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.Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. The article 《Convulsive seizure induced by intracerebral injection of semicarbazide (an anti-vitamin B6) in the mouse》 in relation to this compound, is published in Journal of Nutritional Science and Vitaminology. Let’s take a look at the latest research on this compound (cas:148-51-6).

Intracerebral injection of semicarbazide-HCl (I) [563-41-7] was more effective than systemic administration in inducing convulsions and tremors in mice. The symptoms were prevented by pyridoxine [65-23-6], aminooxyacetic acid [645-88-5] and acetone [67-64-1], but were enhanced by pyridoxal [66-72-8], pyridoxal phosphate [54-47-7] and other anti-B6 agents. Smaller doses of I were required for induction of the symptoms in vitamin B6-deficient mice than in controls. I applied to the vicinity of the lambda caused running fits, followed by convulsions and tremors.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. 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 Inhibition of colitis by ring-modified analogues of 6-acetamido-2,4,5-trimethylpyridin-3-ol. Author is Chaudhary, Chhabi Lal; Chaudhary, Prakash; Dahal, Sadan; Bae, Dawon; Nam, Tae-gyu; Kim, Jung-Ae; Jeong, Byeong-Seon.

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 – Wikipedia

Wendt, Gerhard; Bernhart, F. W. published the article 《The structure of a sulfur-containing compound with vitamin B6 activity》. Keywords: VITAMIN B 6/chemistry.They researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).COA of Formula: C8H12ClNO2. 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.

Pyridoxal-HCl (0.001 mole) was added to a warm solution of 0.001 mole 2,4-dinitrophenylhydrazine in 40 ml. of 95% EtOH, the mixture gently heated 5 min., after cooling the orange-yellow crystals collected and suspended 3 times in water with stirring (30 min.) (the crystal color changed to red), filtered off, dried, and recrystallized from iso-BuOH to give yellow crystals of 2,4-dinitrophenylhydrazone, m. 256-7°. To 500 mg. diacetate of bis-4-pyridoxyl disulfide (IV) (500 mg.) in 5 ml. 0.1N HCl was added acetone to a slight turbidity. After standing in the cold, 360 mg. crystals of di-HCl salt separated, m. 222°. IV.2HCl (441 mg.) dissolved in 220 ml. H2O, neutralized with 168 mg. NaHCO3, shaken with 2.0 g. Raney Ni catalyst and 3 atm. H 4 hrs. at 25°, the catalyst removed, the combined filtrates concentrated in vacuo in 10 ml., solid NaHCO3 added to pH 8.6, the solution extracted with CHCl3 30 hrs., the extract concentrated to a sirup which was dissolved in EtOH, and alc. HCl added yielded 250 mg. crystals, m. 264-5°. IV.2HCl (500 mg.), 600 mg. Sn foil, and 6 ml. 4N HCl was shaken 20 hrs. at room temperature; after diluting with H2O the Sn removed as sulfide by filtration, the filtrate dried in vacuo, and recrystallized from EtOH gave 250-300 mg. 4-pyridoxyl mercaptan (VI). VI (100 mg. in 25 ml. H2O) was adjusted to pH 8.5 with 2N NH4OH and air passed through the solution until the nitroprusside test was neg. Oxidation was accompanied by the precipitation of the free base of IV in 66% yield, m. 222°. A mixed sample of SB8.2HCl (Berhart, et al., CA 54, 19993c) and IV.2HCl did not depress the m.p. The identity of both compounds was proved by paper chromatography.

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Pyrimidine – Wikipedia

Name: 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 Gas electron diffraction and quantum chemical study of the structure of a 2-nitrobenzenesulfonyl chloride molecule. Author is Petrov, V. M.; Giricheva, N. I.; Girichev, G. V.; Bardina, A. V.; Petrova, V. N.; Ivanov, S. N..

A combined gas electron diffraction and quantum chem. (B3LYP/6-311+G**, B3LYP/cc-pVTZ, B3LYP/cc-pVTZ, midix (Cl), and MP2/cc-pVTZ) study of the structure of a 2-NO2-C6H4-SO2Cl mol. is performed. It is found exptl. that at a temperature of 345(5) K the gas phase contains two conformers of the C 1 symmetry. Conformer I with a nearly perpendicular arrangement of the S-Cl bond with respect to the benzene ring plane (the C(NO2)-C-S-Cl torsion angle is 84(3)°) is contained predominantly (69(12)%). In conformer II, the S-Cl bond is located near the benzene ring plane (the C(NO2)-C-S-Cl angle is 172(3)°). The following exptl. internuclear distances (Å) are obtained for conformer I: rh1(C-H) = 1.064(15), rh1(C-C)av = 1.397(3), rh1(C-S) = 1.761(6), rh1(S-O)av = 1.426(4), rh1(S-Cl) = 2.043(5), rh1(N-O)av = 1.222(4), rh1(C-N) = 1.485(16). In both conformers, the NO2 group is turned by more than 30° relative to the benzene ring plane.

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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 [N,N-Bis(2-chloroethyl)-1,2-ethanediamine-N,N’]bis(3-methyl-2,4-pentanedionato-O,O’)cobalt(III) perchlorate: a potential hypoxia selective anticancer agent, the main research direction is mol structure cobalt chloroethylethanediamine methylpentanedionato.Safety of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.

Crystals of the title compound are monoclinic, space group P21/c, with a 17.229(3), b 10.817(5), c 14.851(6) Å, and β 110.78(3)°; Z = 4, dc = 1.462; R(F2) = 0.050, Rw(F2) = 0.160 for 4049 reflections. The coordination geometry about Co is typical of an octahedral trischelate complex. The Co-N bond length involving the tertiary N atom of the bis(chloroethyl)ethanediamine ligand [2.092(4) Å] is significantly longer than that to the primary N atom [1.931(4) Å].

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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.Morisawa, Yasuhiro; Kataoka, Mitsuru; Sakamoto, Toshiaki; Saito, Fumiko researched the compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ).Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride.They published the article 《Studies on anticoccidial agents. Part VI. Modification at the 2-position of 4-deoxypyridoxol and α4-norpyridoxol》 about this compound( cas:148-51-6 ) in Agricultural and Biological Chemistry. Keywords: pyridoxol derivative anticoccidial; norpyridoxol derivative anticoccidial; coccidiostat pyridoxol norpyridoxol. We’ll tell you more about this compound (cas:148-51-6).

The title derivatives I (R = Me, R1 = Et; R = R1 = H; R = H, R1 = HOCH2; R = H, R1 = MeO) were prepared Thus, I (R = H, R1 = Me) was treated with PhCH2Cl and the product oxidized and treated with Ac2O to give 2-(acetoxymethyl)-3-(benzyloxy)-5-(benzyloxymethyl)pyridine, which was hydrolyzed and hydrogenated to give I (R = H, R1 = HOCH2). At 200 ppm I (R = H, R1 = MeO) had anticoccidial activity against Eimeria acervulina.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia