Tag: M.W:100-200

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 β-Amino acids. IV. β-Methionine and β-ethionine, published in 1954, which mentions a compound: 65090-78-0, Name is 2-Bromo-3-methoxypropanoic acid, Molecular C4H7BrO3, Category: pyrimidines.

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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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C10H8ClN. 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: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Ru(II)/Rh(III)-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Activation: Selective Linear Alkylation of 8-Methylquinolines and Ketoximes with Olefins.

In the presence of either [RuCl2(p-cymene)]2 or [Cp*RhCl2]2 and AgSbF6, 8-methylquinolines underwent regioselective alkylation with acrylates, styrenes, and other alkenes mediated by pivalic acid in hexafluoroisopropanol to yield 8-alkylquinolines with linear alkyl substituents. The mechanism of the reaction was studied using deuterium labeling, kinetic isotope effect, and competition studies; the reaction may proceed through a five-membered metallacycle intermediate. Under similar conditions, an O-methyloxime derivative of (-)-santonin underwent regioselective alkylation with Et acrylate and acrylonitrile.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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).Formula: 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.

After consulting a lot of data, we found that this compound(148-51-6)Formula: C8H12ClNO2 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

COA of Formula: C10H8ClN. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about C(sp3)-H amination of 8-methylquinolines with azodicarboxylates under Rh(III) catalysis: cytotoxic evaluation of quinolin-8-ylmethanamines. Author is Jeong, Taejoo; Mishra, Neeraj Kumar; Dey, Prasanta; Oh, Hyunjung; Han, Sangil; Lee, Suk Hun; Kim, Hyung Sik; Park, Jihye; Kim, In Su.

The rhodium(III)-catalyzed C(sp3)-H amination reaction of 8-methylquinolines and azodicarboxylates is described. A cationic rhodium catalyst in the presence of lithium acetate and lithium carbonate was found to be an optimal catalytic system for the construction of quinolin-8-ylmethanamine derivatives, which were evaluated for in vitro cytotoxicity against human breast adenocarcinoma cells (MCF-7) and human prostate adenocarcinoma cells (LNCaP).

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Pyridoxine chemistry. IV. Proton magnetic resonance spectra of compounds in the vitamin B6 group》. Authors are Korytnyk, W.; Singh, R. P..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).Quality Control of 5-(hydroxymethyl)-2,4-dimethylpyridin-3-ol hydrochloride. Through the article, more information about this compound (cas:148-51-6) is conveyed.

cf. CA 58, 5622h. The proton magnetic resonance (p.m.r.) spectra of compounds in the vitamin B6 group have been determined in D2O solution, and the proton peaks have been assigned on the basis of comparison with several analogs of pyridoxol (I). Considerable changes in p.m.r. spectra have been observed in acid, neutral, and alk. solutions and have been rationalized on the basis of the electronic properties of the various ionic forms. A facile base-catalyzed deuterium exchange has been observed in I derivatives in which the heterocyclic N is quaternized. The nature of the aldehyde group in pyridoxal and in pyridoxal phosphate has been elucidated.

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Reference:
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, Proceedings of the Society for Experimental Biology and Medicine called Nicotinamide inhibitors, Author is Cote, L.; Oleson, J. J.; Williams, J. H., which mentions a compound: 148-51-6, SMILESS is OC1=C(C)C(CO)=CN=C1C.[H]Cl, Molecular C8H12ClNO2, Product Details of 148-51-6.

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.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Category: pyrimidines. 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: (S)-3-Methoxypyrrolidine, is researched, Molecular C5H11NO, CAS is 120099-61-8, about Identification of a New Series of Potent Adenosine A2A Receptor Antagonists Based on 4-Amino-5-carbonitrile Pyrimidine Template for the Treatment of Parkinson’s Disease.

Adenosine receptor A2A antagonists have emerged as potential treatment for Parkinson’s disease in the past decade. The authors have recently reported a series of adenosine receptor antagonists using heterocycles as bioisosteres for a potentially unstable acetamide. These compounds, while showing excellent potency and ligand efficiency, suffered from moderate cytochrome P 450 inhibition and high clearance. Here the authors report a new series of adenosine receptor A2A antagonists based on a 4-amino-5-carbonitrile pyrimidine template. Compounds from this new template exhibit excellent potency and ligand efficiency with low cytochrome P 450 inhibition. Although the clearance remains moderate to high, the leading compound, when dosed orally as low as 3 mg/kg, demonstrated excellent efficacy in the haloperidol induced catalepsy rat model for Parkinson’s disease.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 148-51-6, is researched, Molecular C8H12ClNO2, about Action site of antagonists of vitamin B6 in the central nervous system of frogs and cockroaches, the main research direction is thiosemicarbazide central nervous system; vitamin B6 antagonist nerve; semicarbazide frog nervous system; isoniazid frog nervous system; penicillamine frog nervous system; castrix frog nervous system; deoxypyridoxine frog nervous system.Computed Properties of C8H12ClNO2.

Treatment with thiosemicarbazide [79-19-6], semicarbazide-HCl [563-41-7], isoniazide [54-85-3], DL-penicillamine [52-66-4], or toxopyrimidine [73-67-6] induced wild leaping or jumping behavior, and tonic or clonic convulsions in the frog (Rana nigromaculata) in which the nervous parts posterior to the optic lobe inclusive remained intact. No convulsions were induced by castrix [535-89-7] or 4-deoxypyridoxine-HCl [148-51-6] in frogs in which the nervous parts anterior to the diencephalon inclusive had been removed. Excessive restlessness and convulsions were induced by thiosemicarbazide in cockroaches (Periplaneta americana) in which the central nerve cord was severed between the subesophageal and prothoracic ganglia.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Name: 4-Chloro-8-methylquinoline. 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: 4-Chloro-8-methylquinoline, is researched, Molecular C10H8ClN, CAS is 18436-73-2, about Ru(II)/Rh(III)-Catalyzed C(sp3)-C(sp3) Bond Formation through C(sp3)-H Activation: Selective Linear Alkylation of 8-Methylquinolines and Ketoximes with Olefins. Author is Kumar, Rohit; Kumar, Rakesh; Parmar, Diksha; Gupta, Shiv Shankar; Sharma, Upendra.

In the presence of either [RuCl2(p-cymene)]2 or [Cp*RhCl2]2 and AgSbF6, 8-methylquinolines underwent regioselective alkylation with acrylates, styrenes, and other alkenes mediated by pivalic acid in hexafluoroisopropanol to yield 8-alkylquinolines with linear alkyl substituents. The mechanism of the reaction was studied using deuterium labeling, kinetic isotope effect, and competition studies; the reaction may proceed through a five-membered metallacycle intermediate. Under similar conditions, an O-methyloxime derivative of (-)-santonin underwent regioselective alkylation with Et acrylate and acrylonitrile.

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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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).Safety of 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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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia