Tag: M.W:100-200

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.Application of 1193-62-0. The article 《Transmitter synthesis and convulsant drugs: effects of pyridoxal phosphate antagonists and allylglycine》 in relation to this compound, is published in Biochemical Pharmacology. Let’s take a look at the latest research on this compound (cas:148-51-6).

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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Related Products of 18436-73-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about A mild and efficient method for the preparation of 3-(2′-aminoaryl)pyrazoles from 4-chloroquinolines. Author is Borges, Julio C.; de Oliveira, Cesar D.; da Silva Pinheiro, Luiz C.; Marra, Roberta K. F.; Khan, Misbahul Ain; Wardell, James L.; Wardell, Solange M. S. V.; Bernardino, Alice M. R..

The authors described a mild and efficient method for the formation of 3-(2′-aminoaryl)pyrazoles in excellent yields from reactions of 4-chloroquinolines with hydrazine. These heterocyclic ring opening reactions occur under much milder conditions then previously described. The structures of the compounds were determined by spectral data and confirmed by x-ray diffraction anal. of 3-(2′-amino-3′-methylphenyl)pyrazole [monoclinic, C2, a 25.9750(3), b 9.5820(6), c 7.8299(7) Å, β 107.541(3)°, V 1858.2(2) Å3, Z 8].

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The inhibition of growth of sarcoma 180 by combinations of vitamin B6 antagonists and acid hydrazides》. Authors are Brockman, R. Wallace; Thomson, J. Richard; Schabel, Frank M. Jr.; Skipper, Howard E..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: 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

Deoxypyridoxine-HCl (I) and deoxypyridoxine phosphate (II) significantly restricted growth of sarcoma 180 in mice on a diet deficient in vitamin B6 (III), but not in mice on a complete diet. Many compounds of the acid hydrazide type also restricted growth of the sarcoma on a diet deficient in III, but none except 1,5-diaminobiuret at high dosage levels affected the tumor in mice on a complete diet. Combinations of II with acid hydrazides were more inhibitory to the tumor in mice on a complete diet than were combinations of I with acid hydrazides. The same combinations given to mice deficient in III resulted in severe restriction of tumor growth. Vitamins of the III group, i.e., pyridoxine-HCl, pyridoxamine-HCl, pyridoxal-HCl, and pyridoxal phosphate (IV), almost completely prevented the tumor-inhibiting effect of the combinations. Spectrophotometric studies demonstrated ability of the representative acid hydrazides to react with IV. The observed ability of acid hydrazides to enhance the inhibition of sarcoma 180 produced by III-deficiency and III-antagonists is attributed to formation of an inactive conjugate between the acid hydrazides and IV.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride( cas:148-51-6 ) is researched.Electric Literature of C8H12ClNO2.Patzer, Emmons M.; Hilker, Doris M. published the article 《New reagent for vitamin B6 derivative formation in gas chromatography》 about this compound( cas:148-51-6 ) in Journal of Chromatography. Keywords: vitamin B6 gas chromatog; pyridoxine trifluoroacetamide derivative gas chromatog. Let’s learn more about this compound (cas:148-51-6).

Gas-chromatog. separation of 4 vitamin B6 derivatives consisted of converting them into hemiacetals with EtOH, refluxing at 125° for 15 min, evaporating the excess EtOH at 70° under N, and adding the new reagent N-methylbistrifluoroacetamide [685-27-8], followed by refluxing at 125° for 20 min and injecting the samples onto a column packed with 5% silicone oil on Chromosorb P and using flame ionization detection. The compounds derivatized were pyridoxine-HCl (I) [58-56-0], pyridoxamine-di-HCl [524-36-7], deoxypyridoxine-HCl [148-51-6] and pyridoxal-HCl [65-22-5]. The min. detectable amount is ∼250 ng. The procedure is rapid, clean, and simple.

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Product Details of 148-51-6. 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 Seizures induced by allylglycine, 3-mercaptopropionic acid, and 4-deoxypyridoxine in mice and photosensitive baboons, and different modes of inhibition of cerebral glutamic acid decarboxylase. Author is Horton, R. S.; Meldrum, B. S..

The title drugs caused seizures in mice (i.p.) and baboons (i.v.) and, at subconvulsant levels, enhanced photo-induced seizures in baboons. Addition of pyridoxal phosphate [54-47-7] to mouse brain homogenate relieved inhibition of L-glutamate 1-carboxylase [9074-87-7] by 4-deoxypyridoxine-HCl [148-51-6] but not by DL-allylglycine [7685-44-1]. 3-Mercaptopropionic acid [107-96-0] was the most powerful competitive inhibitor of the enzyme.

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Nam, Tae-gyu; Ku, Jin-Mo; Rector, Christopher L.; Choi, Hoyoung; Porter, Ned A.; Jeong, Byeong-Seon published the article 《Pyridoxine-derived bicyclic aminopyridinol antioxidants: synthesis and their antioxidant activities》. Keywords: bicyclic aminopyridinol derivative preparation antioxidant activity.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.

A few facile synthetic pathway for bicyclic aminopyridinol antioxidants are presented. Attachment of a long alkyl chain to the bicyclic pyridinol scaffold was established using an ester linkage. Non-substituted pyrrolopyridinols and 1,3-oxazine-fused pyridinols were also synthesized as novel antioxidant scaffolds. Antioxidant activities were measured by a radical clock method and new compounds prepared are comparable to the best bicyclic aminopyridinol antioxidants.

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Recommanded Product: 120099-61-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (S)-3-Methoxypyrrolidine, is researched, Molecular C5H11NO, CAS is 120099-61-8, about Ultrapotent vinblastines in which added molecular complexity further disrupts the target tubulin dimer-dimer interface. Author is Carney, Daniel W.; Lukesh, John C. III; Brody, Daniel M.; Brutsch, Manuela M.; Boger, Dale L..

Approaches to improving the biol. properties of natural products typically strive to modify their structures to identify the essential pharmacophore, or make functional group changes to improve biol. target affinity or functional activity, change phys. properties, enhance stability, or introduce conformational constraints. Aside from accessible semisynthetic modifications of existing functional groups, rarely does one consider using chem. synthesis to add mol. complexity to the natural product. In part, this may be attributed to the added challenge intrinsic in the synthesis of an even more complex compound Herein, we report synthetically derived, structurally more complex vinblastines inaccessible from the natural product itself that are a stunning 100-fold more active (IC50 values, 50-75 pM vs. 7 nM; HCT116), and that are now accessible because of advances in the total synthesis of the natural product. The newly discovered ultrapotent vinblastines, which may look highly unusual upon first inspection, bind tubulin with much higher affinity and likely further disrupt the tubulin head-to-tail α/β dimer-dimer interaction by virtue of the strategic placement of an added conformationally well-defined, rigid, and extended C20′ urea along the adjacent continuing protein-protein interface. In this case, the added mol. complexity was used to markedly enhance target binding and functional biol. activity (100-fold), and likely represents a general approach to improving the properties of other natural products targeting a protein-protein interaction.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《4,5-Dihalo and 3-amino analogs of pyridoxine. New route to 4-deoxypyridoxine》. Authors are McCasland, G. E.; Gottwald, L. Kenneth; Furst, Arthur.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: 148-51-6. Through the article, more information about this compound (cas:148-51-6) is conveyed.

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°.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《β-Amino acids. IV. β-Methionine and β-ethionine》. Authors are Birkofer, Leonhard; Storch, Ingeborg.The article about the compound:2-Bromo-3-methoxypropanoic acidcas:65090-78-0,SMILESS:O=C(O)C(Br)COC).Recommanded Product: 2-Bromo-3-methoxypropanoic acid. Through the article, more information about this compound (cas:65090-78-0) is conveyed.

cf. C.A. 49, 2317d. HO2CCHAcCH2CO2Et and NaH gave the Na salt, which with ClCH2SMe yielded EtO2CAc(CH2SMe)CH2CO2Et (I), b3 153° (2,4-dinitrophenylhydrazone, m. 92-3°). Refluxed 10 hrs. with 18% HCl I gave AcCH(CH2SMe)CH2CO2H, isolated as the Et ester (II), b3 123° (2,4-dinitrophenylhydrazone, m. 62-3°), as well as AcC(:CH2)CH2CO2H (2,4-dinitrophenylhydrazone, m. 210°), and 3-acetyl-γ-butyrolactone (2,4-dinitrophenylhydrazone, m. 193°). I refluxed with HCl only 4 hrs. gave mono-Et 2-acetyl-2-(methylthiomethyl)succinate, b0.001 115-17° (2,4-dinitrophenylhydrazone, m. 169-70°). I was saponified with Ba(OH)2 to HO2CCH(CH2SMe)CH2CO2H, m. 114-15°. II and HN3 in the presence of HCl gave β-methionine (III), m. 197-8° (picrolonate, m. 190-2°; 3,5-dinitrobenzoyl derivative, m. 200°). MeSCH2CH:CHCO2H, m. 58.5°, obtained from MeSCH2CHO and CH2(CO2H)2 (IV), gave III with NH3 in a sealed tube at 150-60°. EtSNa, obtained from EtSH with Na, and bromoacetal gave EtSCH2CH(OEt)2, converted by HCl to the aldehyde, b14 45-6°, which with IV gave EtSCH2CH:CHCO2H, which with NH3 in a sealed tube yielded β-ethionine (V), m. 198° (picrolonate, m. 180-3°). III and V do not react with aqueous ninhydrin, but give a blue color with it in 95% BuOH-5% 2N HOAc.

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Quality Control of 2-Bromo-3-methoxypropanoic acid. 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: 2-Bromo-3-methoxypropanoic acid, is researched, Molecular C4H7BrO3, CAS is 65090-78-0, about N-Substituted amino acid N’-benzylamides: synthesis, anticonvulsant, and metabolic activities. Author is Beguin, Cecile; LeTiran, Arnaud; Stables, James P.; Voyksner, Robert D.; Kohn, Harold.

Amino acid amides (AAA) were prepared and evaluated in seizure models. The AAA displayed moderate-to-excellent activity in the maximal electroshock seizure (MES) test and were devoid of activity in the s.c. Metrazol-induced (scMet) seizure test. The AAA anticonvulsant activity was neither strongly influenced by the C(2) substituent nor by the degree of terminal amine substitution. An in vitro metabolism study suggested that the structure-activity relationship pattern was due, in part, to metabolic processes that occurred at the N-terminal amine unit.

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