Tag: M.W:100-200

Staples, Oliver D.; Hollick, Jonathan J.; Campbell, Johanna; Higgins, Maureen; McCarthy, Anna R.; Appleyard, Virginia; Murray, Karen E.; Baker, Lee; Thompson, Alastair; Ronseaux, Sebastien; Slawin, Alexandra M. Z.; Lane, David P.; Westwood, Nicholas J.; Lain, Sonia published the article 《Characterization, chemical optimization and anti-tumor activity of a tubulin poison identified by a p53-based phenotypic screen》. Keywords: JJ781 derivative antitumor design preparation structure activity p53 tubulin.They researched the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2 ).Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. 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:2199-44-2) here.

A robust p53 cell-based assay that exploits p53’s function as a transcription factor was used to screen a small mol. library and identify bioactive small mols. with potential antitumor activity. Unexpectedly, the majority of the highest ranking hit compounds from this screen arrest cells in mitosis and most of them impair polymerization of tubulin in cells and in vitro. One of these novel compounds, JJ78:1, was subjected to structure-activity relationship studies and optimized leading to the identification of JJ78:12. This mol. is significantly more potent than the original hit JJ78:1, as it is active in cells at two-digit nanomolar concentrations and shows clear antitumor activity in a mouse xenograft model as a single agent. The effects of nocodazole, a well established tubulin poison, and JJ78:12 on p53 levels are remarkably similar, supporting that tubulin depolymerization is the main mechanism by which JJ78:12 treatment leads to p53 activation in cells. In summary, these results identify JJ78:12 as a potential cancer therapeutic, demonstrate that screening for activators of p53 in a cell-based assay is an effective way to identify inhibitors of mitosis progression and highlights p53’s sensitivity to alterations during mitosis.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate(SMILESS: O=C(C1=C(C)C=C(C)N1)OCC,cas:2199-44-2) is researched.Reference of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. The article 《Direct synthesis of β-alkenylpyrroles by Pd(II)-catalyzed addition of pyrroles to alkynoates》 in relation to this compound, is published in Chemistry Letters. Let’s take a look at the latest research on this compound (cas:2199-44-2).

β-Alkenylpyrroles were prepared directly by Pd(II)-catalyzed addition of pyrroles to alkynoates at room temperature This procedure was applied to direct synthesis of a β-alkenylpyrrole, the pyrrole fragment of hemin.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Pyrrole chemistry. An improved synthesis of ethyl pyrrole-2-carboxylate esters from diethyl aminomalonate, the main research direction is pyrrolecarboxylate; diketone aminomalonate cyclocondensation.HPLC of Formula: 2199-44-2.

Pyrrole-2-carboxylates I (R = Me, Et; R1 = H, Me, Et, Pr, CH2CO2Me, CH2CH2CO2Me; R2 = Me, Et, Pr, CH2CH2CO2Et), versatile precursors for the total synthesis of both synthetic model and naturally occurring tetrapyrroles and porphyrins, were prepared in greatly improved yields by the addition of RCOCHR1COR2 and H2NCH(CO2)Et)2 to AcOH. The method is suitable for both small- and large-scale synthesis and has proved far more reliable than the in situ Zn reduction of HON:C(CO2Et)2. Yields range from 60-70% for the dominant product isomer from unsym. diketones to 75-90% for the single product derived from sym. diketones. RCOCHR1COR2 were prepared by treating RCOCHR1 with (R2CO)2O in the presence of BF3.

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Electric Literature of C9H13NO2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Synthesis and properties of (1,2,3,7,9-pentamethyldipyrrolylmethen-8-yl)-(1,2,3,7,8-pentamethyldipyrrolylmethen-9-yl)methane and bis(1,2,3,7,9-pentamethyldipyrrolylmethen-8-yl)trifluoromethylmethane dihydrobromides. Author is Berezin, M. B.; Semeikin, A. S.; Yutanova, S. L.; Antina, E. V.; Guseva, G. B.; V’yugin, A. I..

(1,2,3,7,9-Pentamethyldipyrrolylmethen-8-yl)(1,2,3,7,8-pentamethyldipyrrolylmethen-9-yl)-methane and bis(1,2,3,7,9-pentamethyldipyrrolylmethen-8-yl)trifluoromethylmethane hydrobromides were synthesized and characterized spectrally (1H NMR, IR, electron absorption spectra). A comparative study was performed of the effect of the bonding site (α- or β-position of the dipyrrolylmethene) with the methane structural fragment connecting two dipyrrolylmethene chromophores, and trifluoromethyl group on the spectral properties of the mols. of compounds dissolved in organic solvents of different nature and their resistance to thermal oxidative degradation

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Khan, Shafiq A.; Plieninger, Hans published an article about the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC ).Name: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2199-44-2) through the article.

Tripyrrincarboxylic acid I was prepared from pyrrole II by condensation with Me3CCHO and HI to give iodo derivative III which was reduced to IV. SO2Cl2 reacted with IV to give V, which was hydrolyzed to aldehydic acid VI. This condensed with 3,4-dimethyl-3-pyrrolin-2-one to pyrromethenone VII, which was decarboxylated to VIII. VI condensed with VIII to give I. Metal complexes of I are soluble in most organic solvents even after crystallization

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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 Derivatives of pyrrylazobenzenearsonic acids, published in 1950, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, Computed Properties of C9H13NO2.

cf. C.A. 45, 9526a. The synthesis is essentially the same as previously described. 2,4-Dimethyl-3,5-carbethoxypyrrole (I) was prepared by the method of Knorr. I was saponified in 10% KOEt, and converted to 2,4-dimethyl-3-carbethoxy-5-pyrrolecarboxylic acid (II) by the method of Küster, et al. (C.A. 16, 3895). Decarboxylation of II by dry distillation gave 2,4-dimethyl-3-carbethoxypyrrole (III). I was also treated with concentrated H2SO4 by the method of Fischer and Walach (C.A. 20, 1620) to give 2,4-dimethyl-5-carbethoxy-3-pyrrolecarboxylic acid, which was decarboxylated by heating at atm. pressure to 2,4-dimethyl-5-carbethoxypyrrole (IV). Attempts to couple diazotized 4, 3-H2N(O2N)C6H3AsO3H2 and III were not successful; a resinous product, which could not be purified, was obtained, and III was isolated from the reaction mixture Attempts to couple a salt of diazotized 3,4-H2N(HO)C6H3AsO3H2 (V) with IV were also unsuccessful. p-H2NC6H4AsO3H2 (4.34 g.) in 50 cc. H2O containing 1.63 cc. concentrated H2SO4 was diazotized with 20 cc. N NaNO2 at 0-5° and the product filtered into 3.34 g. III in 200 cc. absolute EtOH. 4-(3-Carbethoxy-2,4-dimethyl-5-pyrrylazo)benzenearsonic acid (VI) precipitated as an orange-yellow powder. VI was filtered, rinsed with water, dissolved in aqueous NaOH, and the solution clarified with active C; acidification with dilute HCl gave 4.3 g. VI, orange-yellow microcrystals, decompose 210°, slightly soluble in water, somewhat more soluble in EtOH, nearly insoluble in C6H6 and ether, and soluble in dioxane; crystallization from dioxane gave well-formed needles. VI was precipitated from alk. solution with dilute acids. VI was stable in air under light. V (4.66 g.) in 70 cc. H2O containing 5.8 cc. concentrated H2SO4 was diazotized as above and the product filtered into 3.34 g. III in 200 cc. absolute EtOH. 2-(3-Carbethoxy-2,4-dimethyl-5-pyrrylazo)-1-phenol-4-arsonic acid (VII) precipitated, and addnl. amounts of VII were obtained on diluting with H2O. VII was then dissolved in N NaOH, the solution clarified with active C, added to 0.1 N HCl with constant stirring, and the precipitate was filtered, washed with H2O, dried, and recrystallized twice from dioxane to yield 7.2 g. VII, yellow needles, decompose 160°. VII was stable in air under light. (p-H2NC6H4)2As(:O)OH (1.46 g.) in 30 cc. H2O containing 3.7 cc. concentrated HCl was diazotized as above with 10 cc. N NaNO2 and the solution added dropwise at 5° or lower to 1.67 g. III in 70 cc. EtOH containing 5 g. NaOAc, previously dissolved in a small volume of H2O, to yield di-Et 5, 5′-[arsinobis(p-phenyleneazo)]bis[2,4-dimethyl-3-pyrrolecarboxylate] (VIII). VIII was filtered, washed with cold H2O, dried in vacuo, and recrystallized from dioxane and then from ether to yield 1 g. VIII, dark orange microcrystals, m. 151° (decomposition). VIII was soluble in EtOH, dioxane, and CHCl3. p-H2NC6H4AsO3H2 (2.17 g.) in 25 cc. H2O containing 0.81 cc. concentrated H2SO4 was diazotized with 10 cc. N NaNO2 and the product filtered into 1.67 g. IV in 200 cc. absolute EtOH; when the solution was clear 15 g. NaOAc in a small amount of H2O was added with cooling, and, after 1 hr., 4 l. H2O was added to precipitate 4-(5-carbethoxy-2,4-dimethyl-3-pyrrylazo)benzenearsonic acid (IX), yellow-orange powder. IX was twice dissolved in alkali and reprecipitated by dilute HCl, washed with water, and dried in vacuo to yield 1.2 g. IX, darkens 100°, m. 185° (decomposition), IX was soluble in EtOH and dioxane, and stable in air under light.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A modified Knorr pyrrole synthesis》. Authors are MacDonald, S. F.; Stedman, R. J..The article about the compound:Ethyl 3,5-Dimethyl-2-pyrrolecarboxylatecas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC).Computed Properties of C9H13NO2. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

Isonitrosoacetoacetic ester reacts with p-AcCH2SO2C6H4Me, under the conditions of the Knorr pyrrole synthesis, to yield 4% 2,4-dimethyl-3-(p-toluenesulfonyl)-5-carbethoxypyrrole (I), m. 185-6°. When I is refluxed 4 hrs. with W-6 catalyst in absolute EtOH, 2,4-dimethyl-5-carbethoxypyrrole, m. 123-4°, is formed.

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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: 2199-44-2, is researched, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2Journal, Russian Journal of General Chemistry called Synthesis and spectral properties of new 3,3′-bis(dipyrrolylmethene) with acetylene spacer, Author is Antina, E. V.; Guseva, G. B.; Loginova, A. E.; Semeikin, A. S.; V’yugin, A. I., the main research direction is bistetramethyl ethyldipyrrolylmethenyl acetylene dihydrobromide preparation; quantum chem simulation conformation spectral.Category: thiazolidine.

Bis(2,4,7,9-tetramethyl-8-ethyldipyrrolylmethen-3-yl)acetylene dihydrobromide (H2L·2HBr), new bis(dipyrrolylmethene), in whose mol. dipyrrolylmethene domains were connected through 3,3′-carbon atoms of internal pyrrole nuclei by acetylene spacer, were synthesized by original procedure. The compound was characterized by element anal., IR, 1H NMR, and electronic spectroscopy. The comparative anal. of spectral properties shows the reduction of the basicity of H2L ligand in comparison with the structural analogs, which contain internal methylene spacer. The quantum-chem. simulation showed that the rigid acetylene spacer gives linear structure to the H2L mol. in contrast to the spiral-shaped geometry of structural analogs with -CH2- spacer.

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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 Catalytic Hydrogenation of Substituted Quinolines on Co-Graphene Composites, published in 2021-12-21, which mentions a compound: 114527-53-6, Name is 1,2,3,4-Tetrahydroquinoline-3-carboxylic acid, Molecular C10H11NO2, Formula: C10H11NO2.

A set of 20 composites was prepared by pyrolysis of Co2+ complexes with 1,10-phenanthroline, melamine and 1,2-diaminobenzene. These composites were tested as the catalysts for the hydrogenation of quinolines. As shown by powder X-ray diffraction and TEM, the composites contained Co particles of several dozen nm sizes. The composition (elements content), Raman spectra X-ray photoelectron spectra parameters of the composites were analyzed. It was found that there was no distinct factor that controlled the yield of 1,2,3,4-tetrahydroquinolines in the investigated process. The yields of the resp. products were in the range 90-100%. The three most active composites were selected for scale-up and hydrogenation of a series of substituted quinolines. Up to 97% yield of 1,2,3,4-tetrahydroquinoline was obtained on a 50 g scale. Five representative substituted quinolines were synthesized on a 10-20 g scale using the Co-containing composites as the catalysts.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Synthesis and some reactions of pyrroles with aliphatic acyl substituents.Formula: C9H13NO2.

4-Acylpyrrolecarboxylates (I; R = EtCO, C15H31CO, C17H35CO) were prepared in about quant. yields of Friedel-Crafts acylation of I (R = H). Reduction of I by NaBH4 gave 82-97% of alc. (II; R = Et, C15H31, R1 = H). Heating II (R = C15H31, R1 = H) in pyridine with Ac2O gave 96% acryl derivative II (R = C15H31, R1 = Ac). Treatment of I (R = C17H35CO) with Pb(OAc)4 gave an acylated intermediate which with 40% HBr and MeOH gave 85% pyrrole (III; R = C17H35CO, R1 = MeO). Similarly III (R = C15H31CO, R1 = Cl) was obtained in 75% yield.

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