Category: 148-51-6

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Biological comparison of synthetic and natural adermin》. Authors are Moller, E. F.; Zima, O.; Jung, F.; Moll, Th..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).Recommanded Product: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Synthetic adermin was assayed by its influence on growth and acid formation by Streptobact. plantarum (C. A. 32, 9165.1); curves of growth (turbidity) and acidity vs. time are given. The synthetic preparation is slightly more active than the vitamin preparation made from rice hulls. A growth effect upon Streptobact. plantarum is likewise exhibited by 2,4-dimethyl-3-hydroxy-5-(hydroxymethyl)pyridine (hydrochloride m. 254°) although in 50-fold dose the result was only 30-40% of that of the B6 hydrochloride. The 4-desoxyadermin in single doses of 1000 γ is inactive on dermatitic rats.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, Article, Research Support, U.S. Gov’t, P.H.S., Epilepsia called Effects of alterations in the metabolism of γ-aminobutyrate on convulsant potencies, Author is Stone, William E., which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, Formula: C8H12ClNO2.

Drugs that alter γ-aminobutyrate (GABA) [56-12-2] metabolism and presumably affect the availability of GABA in synaptic regions were tested for their relative effects on the potencies of 4 convulsants: 3-mercaptopropionate (3-MP) [107-96-0], pentamethylenetetrazole (PTZ) [54-95-5], bicuculline [485-49-4], and picrotoxin [124-87-8] in mice. Aminooxyacetic acid hemichloride [2921-14-4] given prior to the convulsant tended to decrease the potency of 3-MP more than that of PTZ. It decreased the potency of bicuculline more than that of PTZ but less than that of 3-MP, and did not alter that of picrotoxin. Thiocarbohydrazide (TCH) [2231-57-4], DL-C-allylglycine [7685-44-1], and 4-deoxypyridoxine-HCl (DOP) [148-51-6] tended to potentiate 3-MP more than PTZ. The effects of allylglycine on bicuculline and picrotoxin were intermediate. DOP potentiated bicuculline and picrotoxin only to the extent that it potentiated PTZ. TCH resembled DOP in its effect on bicuculline. Valproic acid [99-66-1] decreased the potency of each convulsant; it was most effective against PTZ, slightly less so against 3-MP, and still less effective against bicuculline and picrotoxin. Its anticonvulsive action probably is not primarily via the GABA system. Phenelzine [51-71-8] slightly decreased the potency of bicuculline, but potentiated 3-MP and picrotoxin and did not affect the potency of PTZ. Diacetyl monoxime [57-71-6] was anticonvulsive against PTZ, bicuculline, and picrotoxin, but not against 3-MP. The results do not support the view that bicuculline and picrotoxin induce seizures by blocking GABA-mediated inhibition.

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Computed Properties of C8H12ClNO2. 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 Amino derivatives of pyridoxine and its analogs. Author is Yakovleva, N. L.; Balyakina, M. V.; Gunar, V. I..

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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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 The antimalarial activity of 1,2-dimethoxy-4-[bis(diethylaminoethyl)amino]-5-bromobenzene, published in 1966, which mentions a compound: 148-51-6, mainly applied to , Application of 148-51-6.

Oral administration of 1,2-dimethoxy-4-[bis(diethylaminoethyl)amino]-5-bromobenzene (I) (6.25 mg./kg. by stomach tube 1 day prior to sporozoite inoculation, the day of inoculation, and for 7 days afterwards) completely protected rhesus monkeys from Plasmodium cynomolgi infections; although dose-for-dose I was less active than primaquine, it was less toxic also. Doses as high as 100 mg./kg. were tolerated by 4 of 5 monkeys, while the 5th died of convulsive seizures 30 min. after administration of I; 200 mg./kg. produced fatal convulsions. Vacuolization of the circulating lymphocytes was the only noncentral nervous system reaction to administration of I, either alone or in combination with chloroquine, and the vacuolization was not associated with either hypertropy or involution of the spleen or lymph nodes; simultaneous administration of I and chloroquine did not enhance the toxicity of the former. Although administration of 100 mg. I/kg. for 7 days cured only 3 of 6 monkeys with parasite levels of 10-50/1000 erythrocytes, subsequent treatment with chloroquine was 100% successful. Administration of 25 mg. I/kg. for 14 days with chloroquine (2.5 mg./kg.) for the 1st 7 days produced cures in 21 of 22 monkeys; however, the curative activity of I was inferior to that of primaquine. I also showed prophylactic activity towards plasmodia resistant to chlorguanide and pyrimethamine. Doses of I spaced 7 days apart were ≤50% protective, but 7 days treatment in combination with chloroquine was as effective as the same does of I administered for 14 days. Schizontoidal activity was equal to that of quinine, but I was slower in achieving clearance of parasitemia. Although I per se is not highly effective as a schizontocidal or suppressive drug, it may be used as a prophylactic or radical curative agent when the combination of chloroquine and primaquine is not effective in causal prophylaxis, when a curative agent is required which is effective in less than 10-14 days, and when enhanced susceptibility to the hematotoxicity of primaquine is apparent.

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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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, Article, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, Non-P.H.S., Chemistry – A European Journal called Preparation and Investigation of Vitamin B6-Derived Aminopyridinol Antioxidants, Author is Serwa, Remigiusz; Nam, Tae-gyu; Valgimigli, Luca; Culbertson, Sean; Rector, Christopher L.; Jeong, Byeong-Seon; Pratt, Derek A.; Porter, Ned A., which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, Electric Literature of C8H12ClNO2.

3-Pyridinols bearing amine substitution para to the hydroxylic moiety have previously been shown to inhibit lipid peroxidation more effectively than typical phenolic antioxidants, for example, α-tocopherol. We report here high-yielding, large-scale syntheses of mono- and bicyclic aminopyridinols from pyridoxine hydrochloride (i.e., vitamin B6). This approach provides straightforward, scaleable access to novel, potent, mol. scaffolds whose antioxidant properties have been investigated in homogeneous solutions and in liposomal vesicles. These mol. aggregates mimic cell membranes that are the targets of oxidative damage in vivo.

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Reference of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride, is researched, Molecular C8H12ClNO2, CAS is 148-51-6, about Inhibition of growth and increased mortality of Mexican bean beetle larvae fed with thiamine and pyridoxine antagonists and reversal of effect with vitamin supplementation. Author is Gothilf, Shmuel; Waites, Robert E..

Repressed growth and survival of Mexican bean beetle (Epilachna varivestis) larvae were observed when the larvae were fed leaves dipped in 1% solutions of the vitamin analogs oxythiamine, pyrithiamine, or deoxypyridoxine. When the corresponding vitamins, thiamine or pyridoxine, were added to the antivitamins in a 1:1 ratio, the adverse effects of the antivitamins were reversed. Sulfanilamide and pantoyltaurine also increased mortality when used as 1% solutions, but pantothenyl alc., 2-picolinic acid, and 3-acetylpyridine were ineffective.

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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).Product Details of 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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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].

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 – 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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Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia