Fun Route: New Discovery of 1663-45-2

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Product Details of 1663-45-2. 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: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Redox-Induced Structural Reorganization Dictates Kinetics of Cobalt(III) Hydride Formation via Proton-Coupled Electron Transfer. Author is Kurtz, Daniel A.; Dhar, Debanjan; Elgrishi, Noemie; Kandemir, Banu; McWilliams, Sean F.; Howland, William C.; Chen, Chun-Hsing; Dempsey, Jillian L..

Two-electron, one-proton reactions of a family of [CoCp(dxpe)(NCCH3)]2+ complexes (Cp = cyclopentadienyl, dxpe = 1,2-bis(di(aryl/alkyl)phosphino)ethane) form the corresponding hydride species [HCoCp(dxpe)]+ (dxpe = dppe (1,2-bis(diphenylphosphino)ethane), depe (1,2-bis(diethylphosphino)ethane), and dcpe (1,2-bis(dicyclohexylphosphino)ethane)) through a stepwise proton-coupled electron transfer process. For three [CoCp(dxpe)(NCCH3)]2+ complexes, peak shift anal. was employed to quantify apparent proton transfer rate constants from cyclic voltammograms recorded with acids ranging 22 pKa units. The apparent proton transfer rate constants correlate with the strength of the proton source for weak acids, but these apparent proton transfer rate constants curiously plateau (kpl) as the reaction becomes increasingly exergonic. The absolute apparent proton transfer rate constants across both these regions correlate with the steric bulk of the chelating diphosphine ligand, with bulkier ligands leading to slower kinetics (kplateau,depe = 3.5 x 107 M-1 s-1, kplateau,dppe = 1.7 x 107 M-1 s-1, kplateau,dcpe = 7.1 x 104 M-1 s-1). Mechanistic studies were conducted to identify the cause of the aberrant kPTapp-ΔpKa trends. When deuterated acids are employed, deuterium incorporation in the Cp ring is observed, indicating protonation of the CoCp(dxpe) species to form the corresponding hydride proceeds via initial ligand protonation. Digital simulations of cyclic voltammograms show ligand loss accompanying initial reduction gates subsequent PCET activity at higher driving forces. Together, these experiments reveal the details of the reaction mechanism: reduction of the Co(III) species is followed by dissociation of the bound acetonitrile ligand, subsequent reduction of the unligated Co(II) species to form a Co(I) species is followed by protonation, which occurs at the Cp ring, followed by tautomerization to generate the stable Co(III)-hydride product [HCoCp(dxpe)]+. Anal. as a function of chelating disphosphine ligand, solvent, and acid strength reveals that the ligand dissociation equilibrium is directly influenced by the steric bulk of the phosphine ligands and gates protonation, giving rise to the plateau of the apparent proton transfer rate constant with strong acids. The complexity of the reaction mechanism underpinning hydride formation, encompassing dynamic behavior of the entire ligand set, highlights the critical need to understand elementary reaction steps in proton-coupled electron transfer reactions.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Can You Really Do Chemisty Experiments About 1663-45-2

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1,2-Bis(diphenylphosphino)ethane, is researched, Molecular C26H24P2, CAS is 1663-45-2, about Ruthenium(II) Diphosphine Complexes with Mercapto Ligands That Inhibit Topoisomerase IB and Suppress Tumor Growth In Vivo, the main research direction is melanoma antitumor lung breast cancer hTopIB docking ruthenium complexes.Name: 1,2-Bis(diphenylphosphino)ethane.

Ruthenium(II) complexes (Ru1-Ru5), with the general formula [Ru(N-S)(dppe)2]PF6, bearing two 1,2-bis(diphenylphosphino)ethane (dppe) ligands and a series of mercapto ligands (N-S), have been developed. The combination of these ligands in the complexes endowed hydrophobic species with high cytotoxic activity against five cancer cell lines. For the A549 (lung) and MDA-MB-231 (breast) cancer cell lines, the IC50 values of the complexes were 288- to 14-fold lower when compared to cisplatin. Furthermore, the complexes were selective for the A549 and MDA-MB-231 cancer cell lines compared to the MRC-5 nontumor cell line. The multitarget character of the complexes was investigated by using calf thymus DNA (CT DNA), human serum albumin, and human topoisomerase IB (hTopIB). The complexes potently inhibited hTopIB. In particular, complex [Ru(dmp)(dppe)2]PF6 (Ru3) (I), bearing the 4,6-diamino-2-mercaptopyrimidine (dmp) ligand, effectively inhibited hTopIB by acting on both the cleavage and religation steps of the catalytic cycle of this enzyme. Mol. docking showed that the Ru1-Ru5 complexes have binding affinity by active sites on the hTopI and hTopI-DNA, mainly via π-alkyl and alkyl hydrophobic interactions, as well as through hydrogen bonds. Complex Ru3 displayed significant antitumor activity against murine melanoma in mouse xenograph models, but this complex did not damage DNA, as revealed by Ames and micronucleus tests.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Machine Learning in Chemistry about 14389-12-9

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SDS of cas: 14389-12-9. 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-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about A novel approach for the synthesis of 5-substituted-1H-tetrazoles. Author is Akhlaghinia, Batool; Rezazadeh, Soodabeh.

A series of 5-substituted-1H-tetrazoles (RCN4H), e.g., I, have been synthesized by cycloaddition reaction of different aryl and alkyl nitriles with sodium azide in DMSO using CuSO4·5H2O as catalyst. A wide variety of aryl nitriles underwent [3 + 2] cycloaddition to afford tetrazoles under mild reaction conditions in good to excellent yields. The catalyst used is readily available and environmentally friendly. Short reaction times, good to excellent yields, safe process and simple workup make this method an attractive and useful contribution to present organic synthesis of 5-substituted-1H-tetrazoles.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Some scientific research about 20198-19-0

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Rapid and Efficient Cascade Synthesis of 2-Amino-4(3H)-quinazolinones over an In Situ-Generated Heterogeneous CuCO3-K2CO3 Nanocomposite, the main research direction is quinazolinone amino preparation green chem; halobenzoic acid guanidine cascade reaction heterogeneous nanocomposite; copper carbonate potassium carbonate heterogenous recyclable nanocomposite preparation.Electric Literature of C8H7N3O.

A green, recyclable, in situ-generated, heterogeneous CuCO3-K2CO3 nanocomposite-catalyzed cascade reaction between 2-halobenzoic acids and guanidines is described for the synthesis of 2-amino-4(3H)-quinazolinones. The reaction is rapid and proceeds efficiently in air without the addition of a ligand or additive. This protocol is equally applicable to amidines for the synthesis of 2-alkyl- and 2-phenyl-4(3H)-quinazolinones.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Extracurricular laboratory: Synthetic route of 14389-12-9

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COA of Formula: C6H5N5. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Presynthesized and In-Situ Generated Tetrazolate Ligand in the Design of Chiral Cadmium Coordination Polymer. Author is Chang, Che-Chi; Huang, Yun-Chieh; Huang, Sheng-Ming; Wu, Jing-Yun; Liu, Yen-Hsiang; Lu, Kuang-Lieh.

In contrast to the in-situ generated 5-(4-pyridyl)tetrazolate (4-ptz) ligand, the use of presynthesized 4-ptz gave a chiral cadmium coordination polymer [Cd2Cl3(4-ptz)]n (1) with a rare μ5-bridging mode of the tetrazolate ligand. Reaction of the ligand generated in-situ from 4-cyanopyridine and NaN3 yielded an achiral complex [Cd2Cl2(OH)(4-ptz)(H2O)]n (2). Crystal structures for both complexes 1 and 2 were determined This type of tuning in the design of chiral coordination polymers is reported for the first time.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

A new application about 111-24-0

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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, Russian Journal of Organic Chemistry called The First Analog of Pyrimidine Nucleosides with Two Nucleobases and Two D-Ribofuranose Residues, Author is Andreeva, O. V.; Saifina, L. F.; Belenok, M. G.; Semenov, V. E.; Kataev, V. E., which mentions a compound: 111-24-0, SMILESS is BrCCCCCBr, Molecular C5H10Br2, SDS of cas: 111-24-0.

The reaction of 1,5-bis[1-(prop-2-yn-1-yl)uracil-3-yl]pentane with 2′,3′,5′-tri-O-acetyl-β-D-ribofuranosylazide followed by removing of acetyl protective groups with a solution of sodium methylate in methanol afforded 1,5-bis{[1-methyl(β-D-ribofuranosyl)-1H-1,2,3-triazole-4-yl]uracil-3-yl}pentane which is the first analog of pyrimidine nucleosides with two nucleobases and two D-ribofuranose residues.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Extracurricular laboratory: Synthetic route of 3411-48-1

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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 Polymerization of functionalized norbornenes: Trends and reactivity ratios, published in 2003, which mentions a compound: 3411-48-1, Name is Tri(naphthalen-1-yl)phosphine, Molecular C30H21P, Application In Synthesis of Tri(naphthalen-1-yl)phosphine.

The polymerization of functionalized norbornenes by the known Pd(II) polymerization catalyst, R3P-(1,5-cyclooctadiene)Pd(Me)Cl, was examined Steric and electronic effects of various phosphine ligands on the polymerization activity were examined in relation to the norbornene monomers 5-butyl-2-norbornene (Butyl-NB), 5-Et ester-2-norbornene (EtEster-NB) and 5-methylacetate-2-norbornene (MeOAc-NB) and their exo/ endo preference. In all the polymerizations, the exo isomer was preferentially polymerized The Butyl-NB homopolymerization rate was fastest for sterically bulky phosphines while the EtEster-NB and MeOAc-NB homopolymerization rates were fastest for weakly basic triarylphosphines. The rate of polymerization in the copolymerizations of Butyl-NB and EtEster-NB or MeOAc-NB was faster with weakly basic triarylphosphines. Polymerizations with MeOAc-NB were slower than comparable polymerizations with EtEster-NB due to more facile coordination of the carbonyl functionality. This was confirmed by comparing the rate of Butyl-NB polymerization in the copolymerizations and in the presence of the corresponding norbornane. Reactivity ratios the various catalysts were calculated by the sum-of-squares space method.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

What kind of challenge would you like to see in a future of compound: 20198-19-0

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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: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Heat stabilizers for poly(vinyl chloride) based on 4-quinazolinone derivatives.Recommanded Product: 2-Aminoquinazolin-4(3H)-one.

The thermooxidative stability of PVC was increased 2-16 folds by addition of 4-quinazolinone (I) derivatives due to the bonding of HCl and substituting the quinazolinone group for the labile Cl group. The stabilizing activity of I derivatives under isothermal and nonisothermal conditions depended on the nature of groups substituting the H atom in I. Mixtures of 2-amino-4-quinazolinone Co and Na salts with Ca stearate and Pb silicate stabilizers had a synergistic effect on the thermooxidative stability of PVC. The Co acetate complex of 2-amino-4-quinazolinone increased the thermal stability of PVC linoleum 2.5-3 folds compared to conventional stabilizer (Ca stearate) without adversely affecting the physicomech. properties of the linoleum.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The important role of 6684-39-5

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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, Molecules called Design, synthesis, and antitumor activity of a series of novel 4-(aromatic sulfonyl)-1-oxa-4-azaspiro[4.5]deca-6,9-dien-8-ones, Author is Xing, Naiguo; Chen, Chen; Zhong, Qiu; Zheng, Shilong; Wang, Guangdi; He, Ling, which mentions a compound: 6684-39-5, SMILESS is ClC1=NC=C(C=C1)[S](=O)(=O)Cl, Molecular C5H3Cl2NO2S, Recommanded Product: 2-Chloro-5-pyridinesulfonyl chloride.

Based on benzenesulfonylazaspirodienone (HL-X9) identified in the previous work, the lead compound for better efficacy is optimized, thereby synthesizing a series of novel 4-(aromatic sulfonyl)-1-oxa-4-azaspiro[4.5]deca-6,9-dien-8-one derivatives such as I through a key step of metal-catalyzed cascade cyclization. The preliminary antiproliferative tests have shown that the anticancer activities of acetyl-protected mannose-linked sulfonylazaspirodienone derivatives have been greatly improved. Among them, II is the most potent derivative, with IC50 values of 0.17μM, 0.05μM, and 0.07μM for A549, MDA-MB-231, and HeLa cell lines, resp. Flow cytometry anal. shows that II arrests MDA-MB-231 cells in the G2/M phase and has a certain effect on the apoptosis of MDA-MB-231 cells. In addition, the acute toxicity of II was lower than that of adriamycin.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Safety of 2-Chloro-5-pyridinesulfonyl chloride. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Chloro-5-pyridinesulfonyl chloride, is researched, Molecular C5H3Cl2NO2S, CAS is 6684-39-5, about Small Molecule Disruptors of the Glucokinase-Glucokinase Regulatory Protein Interaction: 3. Structure-Activity Relationships within the Aryl Carbinol Region of the N-Arylsulfonamido-N’-arylpiperazine Series. Author is Nishimura, Nobuko; Norman, Mark H.; Liu, Longbin; Yang, Kevin C.; Ashton, Kate S.; Bartberger, Michael D.; Chmait, Samer; Chen, Jie; Cupples, Rod; Fotsch, Christopher; Helmering, Joan; Jordan, Steven R.; Kunz, Roxanne K.; Pennington, Lewis D.; Poon, Steve F.; Siegmund, Aaron; Sivits, Glenn; Lloyd, David J.; Hale, Clarence; St. Jean, David J..

We have recently reported a novel approach to increase cytosolic glucokinase (GK) levels through the binding of a small mol. to its endogenous inhibitor, glucokinase regulatory protein (GKRP). These initial investigations culminated in the identification of 2-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (I, AMG-3969), a compound that effectively enhanced GK translocation and reduced blood glucose levels in diabetic animals. Herein we report the results of our expanded SAR investigations that focused on modifications to the aryl carbinol group of this series. Guided by the X-ray cocrystal structure of compound I bound to hGKRP, we identified several potent GK-GKRP disruptors bearing a diverse set of functionalities in the aryl carbinol region. Among them, sulfoximine and pyridinyl derivatives II and III possessed excellent potency as well as favorable PK properties. When dosed orally in db/db mice, both compounds significantly lowered fed blood glucose levels (up to 58%).

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis