Tag: M.W:200-300

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, Acta Crystallographica, Section E: Crystallographic Communications called Crystal structure of 1-[(6-chloropyridin-3-yl)sulfonyl]-1,2,3,4-tetrahydroquinoline, Author is Jeyaseelan, S.; Rajegowda, H. R.; Britto Dominic Rayan, R.; Raghavendra Kumar, P.; Palakshamurthy, B. S., which mentions a compound: 6684-39-5, SMILESS is ClC1=NC=C(C=C1)[S](=O)(=O)Cl, Molecular C5H3Cl2NO2S, HPLC of Formula: 6684-39-5.

The tetrahydropyridine ring of the quinoline system in the title compound, C14H13ClN2O2S, adopts a half-chair conformation with the bond-angle sum at the N atom being 350.0°. The dihedral angle between the least-squares planes of the two aromatic rings is 50.13 (11)°. In the crystal, inversion dimers linked by pairs of C-H···O hydrogen bonds generate R 2 2(10) loops. Addnl. intermol. C-H···O hydrogen bonds generate C(7) chains along [100].

This literature about this compound(6684-39-5)HPLC of Formula: 6684-39-5has given us a lot of inspiration, and I hope that the research on this compound(2-Chloro-5-pyridinesulfonyl chloride) can be further advanced. Maybe we can get more compounds in a similar way.

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 preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,5-Dibromopentane( cas:111-24-0 ) is researched.Reference of 1,5-Dibromopentane.Qiu, Shaotong; Gao, Xiang; Zhu, Shifa published the article 《Dirhodium(II)-catalysed cycloisomerization of azaenyne: rapid assembly of centrally and axially chiral isoindazole frameworks》 about this compound( cas:111-24-0 ) in Chemical Science. Keywords: aromatic azaenyne dirhodium catalyst diastereoselective enantioselective regioselective cycloisomerization; aryl isoindazole preparation. Let’s learn more about this compound (cas:111-24-0).

A dirhodium(II)-catalyzed asym. cycloisomerization reaction of azaenynes through a cap-tether synergistic modulation strategy, which represents the first catalytic asym. cycloisomerization of azaenynes. This reaction is highly challenging because of its inherent strong background reaction leading to racemate formation and the high capability of coordination of the nitrogen atom resulting in catalyst deactivation. Varieties of centrally chiral isoindazole derivatives was prepared in up to 99 : 1 d.r., 99 : 1 er and 99% yield and diverse enantiomerically enriched atropisomers bearing two five-membered heteroaryls was accessed by using an oxidative central-to-axial chirality transfer strategy. The tethered nitrogen atom incorporated into the starting materials enabled easy late-modifications of the centrally and axially chiral products via C-H functionalizations, which further demonstrated the appealing synthetic utilities of this powerful asym. cyclization.

This literature about this compound(111-24-0)Reference of 1,5-Dibromopentanehas given us a lot of inspiration, and I hope that the research on this compound(1,5-Dibromopentane) can be further advanced. Maybe we can get more compounds in a similar way.

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 preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1,5-Dibromopentane( cas:111-24-0 ) is researched.Category: chiral-nitrogen-ligands.Shan, Naisong; Shen, Chengtian; Evans, Christopher M. published the article 《Critical Role of Ion Exchange Conditions on the Properties of Network Ionic Polymers》 about this compound( cas:111-24-0 ) in ACS Macro Letters. Keywords: ion exchange network ionic polymer. Let’s learn more about this compound (cas:111-24-0).

Ionic polymers are important in a wide range of applications and can exhibit widely different properties depending on the ionic species. In the case of single ion conducting polymers, where one charge is attached to the backbone or as a side group, ion exchange is performed to control the mobile species. While the conditions are often specified, the final ion content is not always quantified and there are no clear criteria for what concentration of salt is needed in the exchange. A series of ammonium network ionic polymers with different precise carbon spacers (C4-C7) between ionic junctions was synthesized as a model system to understand how ion exchange conditions impact the resultant polymer properties. The initial networks with free bromide anions were exchanged with 1.5, 3, or 10 equiv of lithium bis(trifluoromethane) sulfonimide (LiTFSI) salt in solution For networks with seven carbons between crosslinks, increasing the LiTFSI concentration lead to an increase in ion exchange efficiency from 83.7 to 97.6 mol %. At the highest conversion, the C7 network shows a 4°C decrease in glass transition temperature, 50°C increase in degradation temperature, 12-fold lower water uptake from air, and greater than 10-fold increase in conductivity at 90°C. These results illustrate that properties such as Tg are less sensitive to residual ion impurities, while conductivity is highly dependent on the final exchange conversion.

As far as I know, this compound(111-24-0)Category: chiral-nitrogen-ligands can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.

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

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, Chemical Science called Activation of apoptosis by rationally constructing NIR amphiphilic AIEgens: surmounting the shackle of mitochondrial membrane potential for amplified tumor ablation, Author is Li, Haidong; Lu, Yang; Chung, Jeewon; Han, Jingjing; Kim, Heejeong; Yao, Qichao; Kim, Gyoungmi; Wu, Xiaofeng; Long, Saran; Peng, Xiaojun; Yoon, Juyoung, which mentions a compound: 111-24-0, SMILESS is BrCCCCCBr, Molecular C5H10Br2, Application of 111-24-0.

In recent years, the use of aggregation-induced emission luminogens (AIEgens) for biol. imaging and phototherapy has become an area of intense research. However, most traditional AIEgens suffer from undesired aggregation in aqueous media with ′always on′ fluorescence, or their targeting effects cannot be maintained accurately in live cells with the microenvironment changes. These drawbacks seriously impede their application in the fields of bio-imaging and antitumor therapy, which require a high signal-to-noise ratio. Herein, we propose a mol. design strategy to tune the dispersity of AIEgens in both lipophilic and hydrophilic systems to obtain the novel near-IR (NIR, ∼737 nm) amphiphilic AIE photosensitizer (named TPA-S-TPP) with two pos. charges as well as a triplet lifetime of 11.43 μs. The synergistic effects of lipophilicity, electrostatic interaction, and structure-anchoring enable the wider dynamic range of AIEgen TPA-S-TPP for mitochondrial targeting with tolerance to the changes of mitochondrial membrane potential (Δψm). Intriguingly, TPA-S-TPP was difficult for normal cells to be taken up, indicative of low inherent toxicity for normal cells and tissues. Deeper insight into the changes of mitochondrial membrane potential and cleaved caspase 3 levels further revealed the mechanism of tumor cell apoptosis activated by AIEgen TPA-S-TPP under light irradiation With its advantages of low dark toxicity and good biocompatibility, acting as an efficient theranostic agent, TPA-S-TPP was successfully applied to kill cancer cells and to efficiently inhibit tumor growth in mice. This study will provide a new avenue for researchers to design more ideal amphiphilic AIE photosensitizers with NIR fluorescence.

As far as I know, this compound(111-24-0)Application of 111-24-0 can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.

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

Name: 2-Chloro-5-pyridinesulfonyl chloride. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Chloro-5-pyridinesulfonyl chloride, is researched, Molecular C5H3Cl2NO2S, CAS is 6684-39-5, about An experimental and theoretical dipole moment study of 2-chloropyridine-5-sulfonyl chloride. Author is Lumbroso, H.; Montoneri, E.; Pappalardo, G. C..

Anal. of the dipole moment (2.00 D) of 2-chloropyridine-5-sulfonly chloride in benzene at 30° supported a model in which the C(5)-SCl group is rotated by 40° from the 2-chloro-1-pyridyl group. Such a model, with the S Cl atom close to the 1-azanitrogen atom, can be explained by interplay of 2 conflicting factors, namely sulfonylchloride-arene conjugation and lesser repulsion between 1 of the O atoms and the aza N atom.

There is still a lot of research devoted to this compound(SMILES：ClC1=NC=C(C=C1)[S](=O)(=O)Cl)Name: 2-Chloro-5-pyridinesulfonyl chloride, and with the development of science, more effects of this compound(6684-39-5) can be discovered.

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

Category: chiral-nitrogen-ligands. 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: 1,5-Dibromopentane, is researched, Molecular C5H10Br2, CAS is 111-24-0, about Acetylcholinesterase inhibition of diversely functionalized quinolinones for alzheimer’s disease therapy.

The synthesis and cholinesterase (ChE)/monoamine oxidase (MAO) inhibition of quinolinones I [R = 2-diethylaminoethyl, 1-methyl-4-piperidyl, 3-morpholinopropyl, etc.] and dihydroquinolinones II [R1 = 1-methyl-4-piperidyl, 2-morpholinoethyl, 2-(4-isopropylpiperazin-1-yl)ethyl, etc.] designed as potential multitarget small mols. (MSM) for alzheimer’s disease therapy was reported.. None of them showed significant human recombinant MAO inhibition, but compounds I [R = 4-(4-isopropylpiperazin-1-yl)butyl, 5-(4-isopropylpiperazin-1-yl)pentyl] and compound II [R1 = 4-(4-isopropylpiperazin-1-yl)butyl] displayed promising human recombinant acetylcholinesterase (hrAChE) and butyrylcholinesterase (hrBuChE) inhibition. In particular, compound I [R = 4-(4-isopropylpiperazin-1-yl)butyl] was found to be a potent and quite selective non-competitive inhibitor of hrAChE (IC50 = 0.29μM), with Ki value in nanomolar range (79 nM). Pertinent docking anal. confirmed this result, suggesting that this ligand was an interesting hit for further investigation.

There is still a lot of research devoted to this compound(SMILES：BrCCCCCBr)Category: chiral-nitrogen-ligands, and with the development of science, more effects of this compound(111-24-0) can be discovered.

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

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.Wang, Wentian; Zhang, Lu; Morlock, Lorraine; Williams, Noelle S.; Shay, Jerry W.; De Brabander, Jef K. researched the compound: 2-Chloro-5-pyridinesulfonyl chloride( cas:6684-39-5 ).COA of Formula: C5H3Cl2NO2S.They published the article 《Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC)》 about this compound( cas:6684-39-5 ) in Journal of Medicinal Chemistry. Keywords: preparation TASIN analog targeting colorectal cancer. We’ll tell you more about this compound (cas:6684-39-5).

Despite advances in targeted anticancer therapies, there are still no small-mol.-based therapies available that specifically target colorectal cancer (CRC) development and progression, the second leading cause of cancer deaths. We previously disclosed the discovery of truncating adenomatous polyposis coli (APC)-selective inhibitor 1 (TASIN-1), a small mol. that specifically targets colorectal cancer cells lines with truncating mutations in the adenomatous polyposis coli (APC) tumor suppressor gene through inhibition of cholesterol biosynthesis. Here, we report a medicinal chem. evaluation of a collection of TASIN analogs and activity against colon cancer cell lines and an isogenic cell line pair reporting on the status of APC-dependent selectivity. A number of potent and selective analogs were identified, including compounds with good metabolic stability and pharmacokinetic properties. The compounds reported herein represent a first-in-class genotype-selective series that specifically target apc mutations present in the majority of CRC patients and serve as a translational platform toward a targeted therapy for colon cancer.

There is still a lot of research devoted to this compound(SMILES：ClC1=NC=C(C=C1)[S](=O)(=O)Cl)COA of Formula: C5H3Cl2NO2S, and with the development of science, more effects of this compound(6684-39-5) can be discovered.

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

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 Functionalizing Polystyrene with N-Alicyclic Piperidine-Based Cations via Friedel-Crafts Alkylation for Highly Alkali-Stable Anion-Exchange Membranes, published in 2020-06-23, which mentions a compound: 111-24-0, Name is 1,5-Dibromopentane, Molecular C5H10Br2, SDS of cas: 111-24-0.

Different anion-exchange membranes (AEMs) based on polystyrene (PS)-carrying benzyltrimethyl ammonium cations are currently being developed for use in alk. fuel cells and water electrolyzers. However, the stability in relation to these state-of-the-art cations needs to be further improved. Here, we introduce highly alkali-stable mono- and spirocyclic piperidine-based cations onto PS by first performing a superacid-mediated Friedel-Crafts alkylation using 2-(piperidine-4-yl)propane-2-ol. This is followed by quaternization of the piperidine rings either using iodomethane to produce N,N-di-Me piperidinium cations or by cyclo-quaternizations using 1,5-dibromopentane and 1,4-dibromobutane, resp., to obtain N-spirocyclic quaternary ammonium cations. Thus, it is possible to functionalize up to 27% of the styrene units with piperidine rings and subsequently achieve complete quaternization. The synthetic approach ensures that all of the sensitive β-hydrogens of the cations are present in ring structures to provide high stability. AEMs based on these polymers show high alk. stability and less than 5% ionic loss was observed by 1H NMR spectroscopy after 30 days in 2 M aqueous NaOH at 90°C. AEMs functionalized with N,N-di-Me piperidinium cations show higher stability than the ones carrying N-spirocyclic quaternary ammonium. Careful anal. of the latter revealed that the rings formed in the cyclo-quaternization are more prone to degrade via Hofmann elimination than the rings introduced in the Friedel-Crafts reaction. AEMs with an ion-exchange capacity of 1.5 mequiv g-1 reach a hydroxide conductivity of 106 mS cm-1 at 80°C under fully hydrated conditions. The AEMs are further tuned and improved by blending with polybenzimidazole (PBI). For example, an AEM containing 2 weight % PBI shows reduced water uptake and much improved robustness during handling and reaches 71 mS cm-1 at 80°C. The study demonstrates that the critical alk. stability of PS-containing AEMs can be significantly enhanced by replacing the benchmark benzyltrimethyl ammonium cations with N-alicyclic piperidine-based cations.

There is still a lot of research devoted to this compound(SMILES：BrCCCCCBr)SDS of cas: 111-24-0, and with the development of science, more effects of this compound(111-24-0) can be discovered.

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 reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Triarylpyridylmethanes》. Authors are Adams, Roger; Hine, Jack; Campbell, John.The article about the compound:2-Chloro-5-pyridinesulfonyl chloridecas:6684-39-5,SMILESS:ClC1=NC=C(C=C1)[S](=O)(=O)Cl).Related Products of 6684-39-5. Through the article, more information about this compound (cas:6684-39-5) is conveyed.

The Na salt of 2-hydroxypyridine (I) and p-O2NC6H4SO2Cl give 80% 2-pyridyl p-nitrobenzenesulfonate, m. 157-60° (m.ps. corrected). 2-Pyridyl benzoate (11.1 g.) and 27 g. AlCl3, heated 3 hrs. at 180°, give 0.8% 5-benzoyl-2-hydroxypyridine, m. 194-6°; this was prepared in 66% yield from 2-hydroxy-5-pyridinecarboxylic acid through the acid chloride. 1-Methyl-2-pyridone-5-sulfonic acid (13.5 g.) and 26 g. PCl5, heated 2 hrs. at 125°, give 76% of the acid chloride, m. 50-1°; amide (II) m. 157-9°. 2-Chloro-N-2-pyridyl-5-pyridinesulfonamide, prepared in 66% yield from 2-chloro-5-pyridinesulfonyl chloride and 2-aminopyridine in C6H6, m. 237-9°. II and MeONa in MeOH, refluxed 60 hrs., give 77% 2-methoxy-5-pyridinesulfonamide, m. 149-50°. The melt of I (3 g.) and 3 g. Ph3COH, treated with 2 drops concentrated H2SO4 and heated 20 min. at 250°, gives 48% 5-(triphenylmethyl)-2-hydroxypyridine (IV), m. 365-8°; 3-Me derivative m. 260-2°, 54%; the 5-[(4-biphenylyl)diphenylmethyl] analog of IV m. 298-300°, 58%; its 3-Me derivative m. 307-10°, 56%. The same compounds result from Ph3CCl without catalyst. 6-Methyl-2-hydroxypyridine and Ph3COH give 22% (Ph3CCl gives 9%) 3-(triphenylmethyl)-6-methyl-2-hydroxypyridine, m. 314-17°, which does not react with POCl3. IV and a 6-fold excess of POCl3, heated 48 hrs. on the steam bath (sealed tube), give 48% of the 2-chloro analog (V), m. 256-7°; 3-Me derivative m. 130° and then 151-2°, 92%; the 5-[(4-biphenylyl)diphenylmethyl] analog of V m. 182-3°, 95%; its 3-Me derivative m. 158-9°, 93%. V in absolute EtOH, reduced 6 hrs. over Raney Ni at 70°/45 lb., gives 66% 3-(triphenylmethyl)pyridine (VI), m. 269-70°; 5-Me derivative m. 153-4°, 83%; the 3-[(4-biphenylyl)diphenylmethyl] analog of VI m. 195-6°, 91%; its 5-Me derivative m. 188-9°, 91%. VI exhibits a marked phosphorescence after irradiation with ultraviolet light at room temperature; the greenish white afterglow lasts only 1 sec. The infrared absorption spectra of VI and CPh4 are similar. IV (0.8 g.), 0.67 g. ClCH2CO2H, and 0.85 g. KOH in 25 ml. absolute EtOH, refluxed 6 hrs., give 92% 1-(carboxymethyl)-5-(triphenylmethyl)-2(1H)-pyridone, m. 264-6°.

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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 preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-(1-Piperazinylcarbonyl)-1,4-benzodioxane Hydrochloride( cas:70918-74-0 ) is researched.Safety of 2-(1-Piperazinylcarbonyl)-1,4-benzodioxane Hydrochloride.Campbell, Simon F.; Davey, Michael J.; Hardstone, J. David; Lewis, Brian N.; Palmer, Michael J. published the article 《2,4-Diamino-6,7-dimethoxyquinazolines. 1. 2-[4-(1,4-Benzodioxan-2-ylcarbonyl)piperazin-1-yl] derivatives as α1-adrenoceptor antagonists and antihypertensive agents》 about this compound( cas:70918-74-0 ) in Journal of Medicinal Chemistry. Keywords: alpha adrenoceptor antagonist preparation; aminobenzodioxanylcarbonylpiperazinylquinazoline preparation adrenoceptor antagonist; antihypertensive aminobenzodioxanylcarbonylpiperazinylquinazoline; aminomethoxyquinazoline antihypertensive preparation; doxazosin preparation antihypertensive activity; crystal structure methoxydimethylaminobenzodioxanylcarbonylpiperazinyl hydrochloride. Let’s learn more about this compound (cas:70918-74-0).

A series of 4-amino-2-[4-(1,4-benzodioxan-2-ylcarbonyl)piperazin-1-yl]-6,7-dimethoxyquinazoline derivatives (e.g. I; R = H, 6-MeO, 8-MeO, 6-MeCO, 7-MeCO, etc.) was synthesized for evaluation as α-antagonists and antihypertensive agents. Thus, 4-amino-2-chloro-6,7-dimethoxyquinazoline (II) was treated with N-(1,4-benzodioxan-2-yl)piperazine (III) in refluxing BuOH to give 88% I (R = H). Most compounds displayed high (nM) binding affinity for α1-adrenoceptors with no significant activity at α2-sites. Selective antagonism of the α1-mediated vasoconstrictor effects of norepinephrine is also characteristic of the series. Structure-activity relationships for α1-adrenoceptor affinity are presented, and structural similarity between the 2,4-diamino-6,7-dimethoxyquinazoline nucleus and norepinephrine is established. An α1-receptor model is presented in which charge-reinforced hydrogen bonding is important for binding of both antagonist and agonist mols. Antihypertensive activity was evaluated after oral administration (5 mg/kg) to spontaneously hypertensive rats, and several compounds displayed similar efficacy to prazosin when assessed after 6 h.

From this literature《2,4-Diamino-6,7-dimethoxyquinazolines. 1. 2-[4-(1,4-Benzodioxan-2-ylcarbonyl)piperazin-1-yl] derivatives as α1-adrenoceptor antagonists and antihypertensive agents》,we know some information about this compound(70918-74-0)Safety of 2-(1-Piperazinylcarbonyl)-1,4-benzodioxane Hydrochloride, but this is not all information, there are many literatures related to this compound(70918-74-0).

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