Category: tetrahydroisoquinoline

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: cis-Dichlorobis(pyridine)platinum(II)(SMILESS: [Cl-][Pt+2]([N]1=CC=CC=C1)([Cl-])[N]2=CC=CC=C2,cas:15227-42-6) is researched.Category: tetrahydroisoquinoline. The article 《Cytostatic trans-platinum(II) complexes》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:15227-42-6).

The unusual cytostatic properties of trans-Pt(II) complexes of pyridine, trans-[PtCl2L2] (L = pyridine, 4-methylpyridine), are reported. The complexes demonstrate increased cytostatic activity to L1210 leukemia cells over the cis-pyridine analogs and had activity equivalent to that of cisplatin. The results have implications for the design of structurally novel Pt antitumor agents.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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: 15227-42-6, is researched, SMILESS is [Cl-][Pt+2]([N]1=CC=CC=C1)([Cl-])[N]2=CC=CC=C2, Molecular C10H10Cl2N2PtJournal, Article, Research Support, Non-U.S. Gov’t, Journal of Inorganic Biochemistry called Might telomerase enzyme be a possible target for trans-Pt(II) complexes?, Author is Colangelo, Donato; Ghiglia, AnnaLisa; Viano, Ilario; Mahboobi, Homa; Ghezzi, AnnaRita; Cassino, Claudio; Osella, Domenico, the main research direction is trans platinum antitumor complex telomerase target.Product Details of 15227-42-6.

Telomerase is a ribonucleoprotein polymerase that synthesizes telomeric DNA (TTAGGG) repeats. Previously, we have studied the effect on telomerase enzyme of several cis-platinum(II) complexes bearing aromatic amines as bulky carrier groups. All these complexes possess cis-geometry, according to the Cleare and Hoschele’s rule. Since recent reports have dealt with the anti-cancer activity of trans-platinum compounds, in this study we have investigated the Farrell’s prototypical trans-[Pt(Cl)2(pyridine)2], hereafter called trans-PtPy, to understand whether it may possess any anti-telomerase activity. The trans-PtPy has low water solubility and requires DMSO as co-solvent, thus making the biol. tests problematic. The effect of trans-PtPy on MCF-7 cell line concerning log-term telomerase inhibition, telomerase-related gene expression, viability, and apoptosis was evaluated. In a cell-free biochem. assay, trans-PtPy showed significant and dose-dependent inhibition of semi-purified telomerase. The bulk of data indicate that trans-PtPy acts as a non-properly selective anti-proliferative agent, although it shows an initial telomerase inhibitory effect. Telomere length reduction seems not to be the main mechanism causing the observed cell apoptosis. For comparison purpose, results on cis-[Pt(Cl)2(pyridine)2] are reported.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Quality Control of 1-Bromoundecane. 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: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Probing the substitution pattern of indole-based scaffold reveals potent and selective sphingosine kinase 2 inhibitors. Author is Congdon, Molly; Fritzemeier, Russell G.; Kharel, Yugesh; Brown, Anne M.; Serbulea, Vlad; Bevan, David R.; Lynch, Kevin R.; Santos, Webster L..

Elevated levels of sphingosine 1-phosphate (S1P) and increased expression of sphingosine kinase isoforms (SphK1 and SphK2) have been implicated in a variety of disease states including cancer, inflammation, and autoimmunity. Selective inhibition of either SphK1 or SphK2 has been demonstrated to be effective in modulating S1P levels in animal models. Previously, authors reported a SphK2 naphthalene-based selective inhibitor, (R)-2-(3-(7-(pentyloxy)naphthalen-2-yl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide hydrochloride, which displays approx. 7-fold selectivity for hSphK2 over hSphK1 and has a SphK2 Ki value of 1.0μM. To improve SphK2 potency and selectivity, author’s designed, synthesized, and evaluated a series of indole-based compounds derived from (R)-2-(3-(7-(pentyloxy)naphthalen-2-yl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide hydrochloride. After investigating substitution patterns around the indole ring, author’s discovered that 1,5-disubstitution promoted optimal binding in the SphK2 substrate binding site and subsequent inhibition of enzymic activity. Author’s studies led to the identification of I (SphK2 Ki = 90 nM, >110 fold selective for SphK2 over SphK1). Mol. modeling studies revealed key nonpolar interactions with Val308, Phe548, His556, and Cys533 and hydrogen bonds with both Asp211 and Asp308 as responsible for the high SphK2 inhibition and selectivity.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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: 1452-77-3, is researched, Molecular C6H6N2O, about Improving Compliance and Decreasing Drug Accumulation of Diethylstilbestrol through Cocrystallization, the main research direction is diethylstilbestrol cocrystal cocrystn.Recommanded Product: 1452-77-3.

Diethylstilbestrol (DES), a synthetic nonsteroidal estrogen, has been prescribed for advanced breast cancer and prostate cancer. However, its poor compliance, reactive metabolite toxicity and hydrophobicity-induced drug accumulation has limited its applications. In this study, we aimed to modulate its dissolution rate and reduce reactive metabolites and drug accumulation through cocrystn. Cocrystals of DES with isonicotinamide (INA), picolinamide (PIN), nicotinamide (NIA), urea (UREA), sarcosine (SAR), and flavone (FLA) were obtained. Different crystallization strategies result in cocrystal polymorphs for DES with INA and FLA. Intrinsic dissolution rate (IDR) characterizations in pH 2.0 buffer solution were conducted. Two assumptions (enhancing Cmax or prolonging Tmax) with the aim of improving compliance were put forward. On the basis of the IDR results (DES-NIA with a 1.5-fold increase in IDR and DES-2FLA-B with a 5.5-fold decrease in IDR) and the pharmacol. activities of coformers (NIA and FLA with CYPs inhibition and UGTs stimulation effects), the pharmacokinetic behaviors of these two cocrystals were further researched. The 2-fold prolongation of Tmax in the PK profile DES-2FLA-B facilitated an improvement in compliance. In addition, the higher clearance rates and the potential to reduce oxidative metabolites in DES-2FLA-B help to decrease the drug accumulation and reduce the adverse effects of DES.

In addition to the literature in the link below, there is a lot of literature about this compound(Picolinamide)Recommanded Product: 1452-77-3, illustrating the importance and wide applicability of this compound(1452-77-3).

Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Safety of cis-Dichlorobis(pyridine)platinum(II). 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: cis-Dichlorobis(pyridine)platinum(II), is researched, Molecular C10H10Cl2N2Pt, CAS is 15227-42-6, about Experimental criteria for the applicability of the group model to stretching vibrations of the dichloroplatinum fragment in square planar complexes.

A correlation was found between the Pt-Cl bond length difference, Δr, and the distance, Δν, between the doublet components of the stretching vibration νClPt in cis[PtCl2LL’] complexes with 2 different ligands, L and L’. For Δr = 0-0.025 Å, a constant splitting Δν = 15-25 cm-1 was observed, but for Δr >0.03 Å Δν increased linearly with increasing Δr. The difference was explained in terms of sym. and asym. Pt-Cl bonds.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name: 1-Bromoundecane. 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: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Liquid crystal and photoluminescent properties of a series of symmetrical 1,2-bis(4-alkoxybenzylidene)hydrazines bearing long-tails of hydrocarbon chain. Author is Al-Karawi, Ahmed Jasim M.; OmarAli, Al-Ameen Bariz; Awad, Adil A.; Doungmo, Giscard; Terraschke, Huayna.

In this work, 1,2-bis[4-(n-alkoxy)benzylidene]hydrazine (n-alkoxy: O(CH2)nH, n = 11-18 or 20), a sym. series of azines (linear compounds with rod-like shape structure), were synthesized using a very simple two-step procedure as a part of our continuing effort in evaluating hydrophobic 1,2-disubstituted hydrazine compounds as photoluminescent liquid crystalline materials. The first step of the synthesis involved the alkylation of the OH group of 4-hydroxybenzaldehyde in basic medium using the Williamson method to obtain 4-alkoxybenzaldehydes. While the second step included the condensation reaction of hydrazine hydrate and appropriately 4-alkoxybenzaldehydes compounds (mole ratio 1:2, resp.) in acidic medium under ambient conditions. The prepared compounds were characterised and their structures elucidated depending upon IR (IR), UV-visible (UV-Vis), NMR (1HNMR, 13CNMR, DEPT NMR, 2D 1H-1H-COSY and 2D 1H-13C- HSQC) and elemental anal. (CHN). Liquid crystalline behavior and photoluminescent properties were studied using polarised light optical microscopy (POM), fluorescence emissions (FE), differential scanning calorimetry (DSC) and X-ray powder diffraction (XRD) techniques. The studies showed that all of these compounds were enantiotropic liquid crystalline materials exhibiting smectic (SmA and SmC) and nematic (droplet and thread) mesophases . The study also displayed that all of the prepared compounds were photoluminescent in the crystalline and liquid crystal states.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Reference of Picolinamide. 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: Picolinamide, is researched, Molecular C6H6N2O, CAS is 1452-77-3, about Ethene-1,1,2,2-tetracarbonitrile and Methanol in the Methylating Reaction of Tertiary Amines to the Quaternary Ammonium Compounds of 1,1-Dicyano-2-methoxy-2-oxoethane-1-ide. Author is Sheverdov, Vladimir P.; Davydova, Vera V.; Nasakin, Oleg E.; Mar’yasov, Maksim A.; Lodochnikova, Olga A..

We discovered a new method to methylate tertiary amines such as urotropine, triethylamine, pyridine, 2-methylpyridine, 4-acetylpyridine, and isonicotinamide, to quaternary ammonium compounds, with 1,1-dicyano-2-methoxy-2-oxoethane-1-ide being the counterion. Methyl-1,3,5,7-tetraazaadamantan-1-ium 1,1-dicyano-2-methoxy-2-oxoethane-1-ide, N,N-diethyl-N-methylethanaminium 1,1-dicyano-2-methoxy-2-oxoethane-1-ide, and substituted-methylpyridinium 1,1-dicyano-2-methoxy-2-oxoethane-1-ides were synthesized. Quaternary ammonium compounds of 1,1-dicyano-2-methoxy-2-oxothane-1-ide were synthesized within a single stage by stirring methanol solutions of tertiary amines with ethene-1,1,2,2-tetracarbonitrile (ETCN) at room temperature In the reaction of ETCN with tertiary amines in methanol, processes occur that form the 1,1-dicyano-2-methoxy-2-oxoethane-1-ide fragment with simultaneous N-methylation. Crystal structures based on X-ray diffraction anal. of the obtained compounds were studied.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application In Synthesis of cis-Dichlorobis(pyridine)platinum(II). Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: cis-Dichlorobis(pyridine)platinum(II), is researched, Molecular C10H10Cl2N2Pt, CAS is 15227-42-6, about The effects of single administration of an antitumor platinum compound on ornithine decarboxylase activity in certain tissues of mice bearing L1210 leukemia. Author is Morris, Carl R.; Atkins, Loretta M.; Gale, Glen R..

A single dose of cis-dichloro(dipyridine)platinum(II) [15227-42-6], when given to mice bearing 1-day-old L1210 leukemia, suppressed the increase of spleen and liver ornithine decarboxylase (ODC) [9024-60-6] activity which occurs concomitantly with development of the leukemia. The inhibition of ODC, the rate-limiting enzyme in polyamine synthesis, appeared to correlate with the prolonged chemotherapeutic efficacy of a single dose of the platinum complex. These observations suggest an addnl. mechanism by which platinum complexes express their antitumor actions and, in addition, support the view that polyamine synthesis and excretion patterns can be used as predictors of chemotherapeutic response.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

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, Molecular Photochemistry called Mechanism of cis-trans photoisomerization of dichlorodipyridineplatinum,(II), Author is Moggi, Luca; Varani, Graziano; Sabbatini, Nanda; Balzani, Vincenzo, which mentions a compound: 15227-42-6, SMILESS is [Cl-][Pt+2]([N]1=CC=CC=C1)([Cl-])[N]2=CC=CC=C2, Molecular C10H10Cl2N2Pt, Computed Properties of C10H10Cl2N2Pt.

The photochem. behavior of cis- and trans-Pt(py)2Cl2 in CHCl3 solutions has been investigated using 313 nm light. The cis isomer undergoes 2 simultaneous photoreactions, one being an intramol. photoisomerization process (Φisom ∼0.04) and the other a photodissociation reaction involving the pyridine ligand (Φdiss ∼ 0.025). This latter photoreaction provides an intermol. path for the cis → trans isomerization since its products (namely, free pyridine and Pt-containing species) recombine thermally to give cis- and trans-Pt(py)2Cl2 in a 2:1 ratio. The trans isomer undergoes photoisomerization and pyridine release but with much lower quantum yields (∼0.001). Qual. results concerning the photochem. behavior of the above complexes in MeOH solutions upon 254 or 313 nm irradiation are also reported.

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Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Application of 693-67-4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene. Author is Saiter, Jeremy; Guerin, Thomas; Donnard, Morgan; Panossian, Armen; Hanquet, Gilles; Leroux, Frederic R..

The method represented the preparation of a range of trifluoromethoxylated structures R-OCF3 [R = undecanyl, (CH2)2Ph, 4-BrC6H4CH2, etc.] with no use of an intermediate trifluoromethoxylating reagent, but in situ construction and use of the F3CO anion as a salt, avoiding the presence of a useless side-product resulting from activation of an OCF3 carrier.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem