Category: 148-51-6

Scott, Kenneth G.;Daniels, Marie B. published 《The relation between iodine-131 metabolism, tumor growth, and regression》 in 1956. The article was appeared in 《Cancer Research》. They have made some progress in their research.Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride The article mentions the following:

Ability of tumors to alter the normal metabolic pathway of I¹³¹ and compounds labeled with it (iodide-trapping syndrome) (I) is characterized by higher than normal retention of I¹³¹ by skin, muscle, gastrointestinal tract, and plasma, and a lower than normal thyroid uptake and urinary excretion of I¹³¹. I was elicited in rats by isografts and homografts of a transmissible fibrosarcoma, but not by homoiografts (which regressed after 5-7 days of growth). The data suggest that local and systemic I parallels progressive tumor growth and is absent in tumor implants destined to regress. To complete the study, the researchers used 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) .

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Name: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is a strong antagonist of vitamin B6. Deoxypyridoxine hydrochloride has been used as an analytical reference standard for the quantification of the analyte in food samples using high performance liquid chromatography.

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Wikoff, William R.;Nagle, Megha A.;Kouznetsova, Valentina L.;Tsigelny, Igor F.;Nigam, Sanjay K. published 《Untargeted Metabolomics Identifies Enterobiome Metabolites and Putative Uremic Toxins as Substrates of Organic Anion Transporter 1 (Oat1)》. The research results were published in《Journal of Proteome Research》 in 2011.Safety of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride The article conveys some information:

Untargeted metabolomics on the plasma and urine from wild-type and organic anion transporter-1 (Oat1/Slc22a6) knockout mice identified a number of physiol. important metabolites, including several not previously linked to Oat1-mediated transport. Several, such as indoxyl sulfate, derive from Phase II metabolism of enteric gut precursors and accumulate in chronic kidney disease (CKD). Other compounds included vitamins (pantothenic acid, 4-pyridoxic acid), urate, and metabolites in the tryptophan and nucleoside pathways. Three metabolites, indoxyl sulfate, kynurenine, and xanthurenic acid, were elevated in the plasma and interacted strongly and directly with Oat1 in vitro with IC50 of 18, 12, and 50 μM, resp. A pharmacophore model based on several identified Oat1 substrates was used to screen the NCI database and candidate compounds interacting with Oat1 were validated in an in vitro assay. Together, the data suggest a complex, previously unidentified remote communication between the gut microbiome, Phase II metabolism in the liver, and elimination via Oats of the kidney, as well as indicating the importance of Oat1 in the handling of endogenous toxins associated with renal failure and uremia. The possibility that some of the compounds identified may be part of a larger remote sensing and signaling pathway is also discussed. The experimental procedure involved many compounds, such as 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) .

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Safety of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is a strong antagonist of vitamin B6. Deoxypyridoxine hydrochloride has been used as an analytical reference standard for the quantification of the analyte in food samples using high performance liquid chromatography.

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Chang, Sue-Joan published 《Vitamin B₆ antagonists alter the function and ultrastructure of mice endothelial cells》 in 2000. The article was appeared in 《Journal of Nutritional Science and Vitaminology》. They have made some progress in their research.Product Details of 148-51-6 The article mentions the following:

Vitamin B₆ is necessary for normal cell membrane function and stability. We studied both the function and ultrastructure of aortic and arterial endothelial cells (EC) in vitamin B₆ deficiency induced by vitamin B₆ antagonists 4-deoxypyridoxine HCl (dPN·HCl) and isonicotinylhydrazide (INH) given in drinking water to 1-mo-old ICR mice. The mice were fed normal laboratory chow and divided into 3 groups. Mice in group I were given distilled water (control), group II was given 0.1 mg dPN·HCl/mL water, and group III 0.4 mg INH/mL water. After 5 mo the blood plasma concentrations of B₆ vitamers pyridoxal-5′-phosphate (PLP) and pyridoxal (PL) were analyzed by HPLC. With arachidonic acid (AA) as a precursor, the PGI₂ production by EC was assayed by thin-layer chromatog. (TLC) as an indicator of endothelial function. Aorta and arterioles from the foot pad were removed, stained with osmium tetraoxide, and examined by transmission electron microscopy to evaluate the EC ultrastructure. The blood plasma concentrations of PLP, PL, and total B₆ were lowest for mice fed INH, followed by dPN·HCl and control. The PGI₂ production was paralleled by the plasma vitamin B₆ status, with the lowest levels in the INH group, followed by the dPN·HCl group. Abnormalities in the EC ultrastructure were found in both dPN·HCl and INH groups, including cells detached from underlying elastic tissue, with prominent pinocytotic vesicles and swelling and/or indistinct cristae of mitochondria. Thus, vitamin B₆ antagonists can induce a deficient status that alters the function and ultrastructure of EC similar to vascular disease.5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) were involved in the experimental procedure.

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Product Details of 148-51-6) is a strong antagonist of vitamin B6. Deoxypyridoxine hydrochloride has been used as an analytical reference standard for the quantification of the analyte in food samples using high performance liquid chromatography.

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Heyl, Dorothea;Harris, Stanton A.;Folkers, Karl published 《Chemistry of vitamin B₆. IX. Derivatives of 5-deoxypyridoxine》. The research results were published in《Journal of the American Chemical Society》 in 1953.Quality Control of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride The article conveys some information:

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. To complete the study, the researchers used 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) .

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Quality Control of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

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Cote, L.;Oleson, J. J.;Williams, J. H. published 《Nicotinamide inhibitors》. The research results were published in《Proceedings of the Society for Experimental Biology and Medicine》 in 1952.Synthetic Route of C8H12ClNO2 The article conveys some information:

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. To complete the study, the researchers used 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) .

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Synthetic Route of C8H12ClNO2) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

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McCasland, G. E.;Gottwald, L. Kenneth;Furst, Arthur published 《4,5-Dihalo and 3-amino analogs of pyridoxine. New route to 4-deoxypyridoxine》 in 1961. The article was appeared in 《Journal of Organic Chemistry》. They have made some progress in their research.HPLC of Formula: 148-51-6 The article mentions the following:

Dihalo analogs of pyridoxine, expected to show good alkylating activity, were prepared as potential antitumor agents. SOCl₂ (15.0 ml.) was added to 2.06 g. powd. dry pyridoxine hydrochloride (I), the mixture refluxed 1 hr., cooled to 0-25° for several days, filtered, and the crystals washed with C₆H₆, then with 10 ml. Me₂CO, m. 140-90°. Recrystallization from absolute EtOH-C₆H₆ gave 1.6 g. needles. Dissolution in 25 ml. boiling absolute EtOH and treatment with 25 ml. hot C₆H₆ gave on cooling 0.9 g. 2-methyl-3-hydroxy-4,5-bis(chloromethyl)pyridine hydrochloride (II), m. 175-90° (decomposition), recrystallized from 10 ml. EtOH to yield 0.7 g. product, m.p. unchanged. I (6.2 g.) treated with 43.5 ml. SOCl₂ but kept at 25° only 12 hrs. gave after washing with Me₂CO 7.1 g. II, m. 185-95° (decomposition). The use of PCl₅ in CCl₄, or concentrated HCl, failed to yield pure II. I (21.4 g.) and 200 ml. 8.8M HBr was refluxed 15 min., cooled, filtered, and the solid washed with H₂O and Me, CO to give 24.2 g. crystalline 2methyl-3-hydroxy-4,5-bis(bromomethyl)pyridine hydrobromide (III), m. 224-8° (decomposition). III (1.88 g.) was stirred with 0.463 g. NaHCO₃ in 20 ml. H₂O; the mixture turned pink, then red, and after 100 min. stirring was filtered. The solid was washed with H₂O and dried to give 0.6 g. brown-red powder, m. above 325°. The pH of the filtrate was 2, indicating displacement of one or both Br atoms from BrCH₂. The solid was insoluble at the boiling point in EtOH, H₂O, or 6M HCl. I (2.06 g.) boiled with 67.2 g. 7.6M HI gave 1.3 g.2-methyl-3-hydroxy-4,5-bis(iodomethyl)pyridine hydriodide (IV), m. 120-60° (decomposition). III with NaI in Me₂CO failed to give IV. 2-Methyl-3-amino-4,5-bis(hydroxymethyl)pyridine monohydrochloride (V), m. 195-7°, with 8.8M HBr gave 34% 2 methyl-3-amino4,5-bis(bromomethyl)pyridine hydrobromide, m. 220° (decomposition). When 1.0 g. V was boiled with 6.5 ml. 7.6M HI, iodine was liberated and one of the HOCH₂ groups was reduced to Me to give 0.59 g. black crystalline mass, which was crystallized from absolute EtOH to yield light yellow 2,4-dimethyl-3-amino-5-(hydroxymethyl)pyridine hydriodide (VI), m. 190-6°, VI (50 mg.) was heated 5 min. with 43 mg. AgCl in 1.0 ml. H₂O, the mixturefiltered to remove AgI, the filtrate acidified with 0.2 ml. 12M HCl, the acid solution treated with 23 mg. NaNO₂ in 1.0 ml. H₂O, and the mixture heated until N effervescence ceased (10-15 min.). The solution was vacuum-distilled to dryness, 0.5 ml. 12M HCl added to the residue, the distillation to dryness repeated, the residue extracted with 2.0 ml. absolute EtOH, cooled, and filtered. The filtrate was treated with Et₂O and the separated crystals collected and dried to yield 10 mg. 4-deoxypyridoxine hydrochloride, m. 255° (decomposition). V (1.0 g.), 0.8 g. fused NaOAc, and 20 ml. Ac₂O was boiled 20 min., the solvent removed by vacuum distillation, the residue extracted with 15 ml. CHCl₃, the CHCl₃ extract treated with C, and evaporated to give a brown oil, which was stirred with 2.0 ml. Et₂O to yield 0.4 g. solid 2-methyl-3-acetamido-4,5-bis(acetoxymethyl)pyridine (VII), m. 103-1° (C₆H₆). VII (0.42 g.) in 12 ml. 0.5M NaOH was kept 2 hrs. at 20°, the clear solution adjusted to pH 6-7 by addition of HOAc, the solvent evaporated in vacuo, the residue extracted (Soxhlet) 24 hrs. with Me₂CO, and the extract cooled to give 0.1 g. crystalline 2-methyl-3-acetamido-4,5-bis(hydroxymethyl)pyridine, m. 185-6°. And 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) was used in the research process.

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 HPLC of Formula: 148-51-6) is a strong antagonist of vitamin B6. Deoxypyridoxine hydrochloride has been used as an analytical reference standard for the quantification of the analyte in food samples using high performance liquid chromatography.

Reference:
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COA of Formula: C8H12ClNO2《Synthesis and biological activity of quaternary phosphonium salts based on 3-hydroxypyridine and 4-deoxypyridoxine》 was published in 2016. The authors were Shtyrlin, N. V.;Vafina, R. M.;Pugachev, M. V.;Khaziev, R. M.;Nikitina, E. V.;Zeldi, M. I.;Iksanova, A. G.;Shtyrlin, Yu. G., and the article was included in《Russian Chemical Bulletin》. The author mentioned the following in the article:

Methods for the synthesis of quaternary phosphonium salts based on 3-hydroxypyridine, e.g., I (HCl salt), and 4-deoxypyridoxine were developed. Some of obtained compounds possess high antibacterial and antitumor activity in vitro. The experimental procedure involved many compounds, such as 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) .

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 COA of Formula: C8H12ClNO2) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

Reference:
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Category: alcohols-buliding-blocks《Cooperative interaction between acid and copper resistance in Escherichia coli》 was published in 2022. The authors were Kim, Yeeun;Lee, Seohyeon;Park, Kyungah;Yoon, Hyunjin, and the article was included in《Journal of Microbiology and Biotechnology》. The author mentioned the following in the article:

The persistence of pathogenic Escherichia coli under acidic conditions poses a serious risk to food safety, especially in acidic foods such as kimchi. To identify the bacterial factors required for acid resistance, transcriptomic anal. was conducted on an acid-resistant enterotoxigenic E. coli strain and the genes with significant changes in their expression under acidic pH were selected as putative resistance factors against acid stress. These genes included those associated with a glutamatedependent acid resistance (GDAR) system and copper resistance. E. coli strains lacking GadA, GadB, or YbaST, the components of the GDAR system, exhibited significantly attenuated growth and survival under acidic stress conditions. Accordantly, the inhibition of the GDAR system by 3- mercaptopropionic acid and aminooxyacetic acid abolished bacterial adaptation and survival under acidic conditions, indicating the indispensable role of a GDAR system in acid resistance. Intriguingly, the lack of cueR encoding a transcriptional regulator for copper resistance genes markedly impaired bacterial resistance to acid stress as well as copper. Conversely, the absence of YbaST severely compromised bacterial resistance against copper, suggesting an interplay between acid and copper resistance. These results suggest that a GDAR system can be a promising target for developing control measures to prevent E. coli resistance to acid and copper treatments. And 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) was used in the research process.

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Category: alcohols-buliding-blocks) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

Reference:
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Application of 148-51-6In 1974, Morisawa, Yasuhiro;Kataoka, Mitsuru;Watanabe, Taiichiro;Kitano, Noritoshi;Matsuzawa, Toshiaki published 《Anticoccidial agents. 1. Synthesis and anticoccidial activity of 4-deoxypyridoxol and its esters》. 《Journal of Medicinal Chemistry》published the findings. The article contains the following contents:

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. And 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) was used in the research process.

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Application of 148-51-6) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

Reference:
Alcohol – Wikipedia,
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Meldrum, B. S. published 《Convulsive effects of 4-deoxypyridoxine in photosensitive baboons》 in 1971. The article was appeared in 《British Journal of Pharmacology》. They have made some progress in their research.Synthetic Route of C8H12ClNO2 The article mentions the following:

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. And 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride (cas: 148-51-6) was used in the research process.

5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride(cas:148-51-6 Synthetic Route of C8H12ClNO2) is a vitamin B6 antimetabolite with diverse biological activities. It inhibits transport of pyridoxine , pyridoxal, and pyridoxamine in and reduces growth of S. carlsbergensis cells. DOP inhibits sphingosine-1-phosphate (S1P) lyase and reduces cyclic stretch-induced apoptosis in alveolar epithelial MLE-12 cells.

Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts