Heterocyclic Building Blocks-Quinuclidine

Bozdag, Murat; Carta, Fabrizio; Vullo, Daniela; Isik, Semra; Al Othman, Zeid; Osman, Sameh M.; Scozzafava, Andrea; Supuran, Claudiu T. published the artcile< Dithiocarbamates with potent inhibitory activity against the Saccharomyces cerevisiae β-carbonic anhydrase>, Recommanded Product: (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is dithiocarbamate inhibitor selectivity Saccharomyces beta carbonic anhydrase; Saccharomyces cerevisiae; carbonic anhydrase; dithiocarbamate; inhibitor; β-Class enzyme.

Dithiocarbamates (DTCs) prepared from primary or secondary amines, which incorporated amino/hydroxyl-alkyl, mono-/bicyclic aliphatic/heterocyclic rings based on the quinuclidine, piperidine, hydroxy-/carboxy-/amino-substituted piperidine, morpholine and piperazine scaffolds, were investigated for the inhibition of α- and β-carbonic anhydrases (CAs, EC 4.2.1.1) of pharmacol. relevance, such as the human (h) isoform hCA I and II, as well as the Saccharomyces cerevisiae β-CA, scCA. The yeast and its β-CA were shown earlier to be useful models of pathogenic fungal infections. The DTCs investigated here were medium potency hCA I inhibitors (KIs of 66.5-910 nM), were more effective as hCA II inhibitors (KIs of 8.9-107 nM) and some of them showed excellent, low nanomolar activity against the yeast enzyme, with inhibition constants ranging between 6.4 and 259 nM. The detailed structure activity relationship for inhibition of the yeast and human enzymes is discussed. Several of the investigated DTCs showed excellent selectivity ratios for inhibiting the yeast over the human cytosolic CA isoforms.

Journal of Enzyme Inhibition and Medicinal Chemistrypublished new progress about Carbonic anhydrase inhibitors. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Recommanded Product: (S)-3-Amino-1-azabicyclo[2.2.2]octane.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Dash, Jyotirmayee; Nath Das, Rabindra; Hegde, Nagaratna; Pantos, G. Dan; Shirude, Pravin S.; Balasubramanian, Shankar published the artcile< Synthesis of Bis-indole Carboxamides as G-Quadruplex Stabilizing and Inducing Ligands>, COA of Formula: C7H14N2, the main research area is bisindolecarboxamide preparation G quadruplex stabilizing inducing ligand structure activity.

The design and synthesis of a series of bis-indole carboxamides with varying amine containing side chains as G-quadruplex DNA stabilizing small mols. are reported. For example, reacting amines R4NH2 [R4 = Me2N(CH2)3, pyrrolidino, 1-methyl-2-pyrrolidinyl, etc.] with bisindole diacid I (R = OH), which was prepared in 3 steps from 1,3-diethynylbenzene and Me 4-amino-3-iodobenzoate, gave carboxamides I (R = NHR4) in good yield. Their interactions with quadruplexes have been evaluated by means of Foerster resonance energy transfer (FRET) melting anal., UV/Vis spectroscopy, CD spectroscopy and mol. modeling studies. FRET anal. indicates that these ligands exhibit significant selectivity for quadruplex over duplex DNA, and the position of the carboxamide side chains is of paramount importance in G-quadruplex stabilization. UV/Vis titration studies reveal that bis-indole ligands bind tightly to quadruplexes and show a three- to five-fold preference for c-kit2 over h-telo quadruplex DNA. CD studies revealed that bis-indole carboxamide with a central pyridine ring induces the formation of a single, antiparallel conformation of the h-telo quadruplex in the presence and absence of added salt. The chirality of h-telo quadruplex was transferred to the achiral ligand (induced CD) and the formation of a preferred atropisomer was observed

Chemistry – A European Journalpublished new progress about DNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (binding). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, COA of Formula: C7H14N2.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Lopez-Rodriguez, Maria L.; Benhamu, Bellinda; Morcillo, M. Jose; Tejada, Ignacio D.; Orensanz, Luis; Alfaro, M. Jose; Martin, M. Isabel published the artcile< Benzimidazole Derivatives. 2. Synthesis and Structure-Activity Relationships of New Azabicyclic Benzimidazole-4-carboxylic Acid Derivatives with Affinity for Serotoninergic 5-HT3 Receptors>, Quality Control of 120570-05-0, the main research area is benzimidazole preparation structure serotoninergic receptor ligand; serotonin 5HT3 antagonist benzimidazole derivative structure.

A new series of azabicyclic benzimidazole-4-carboxamides and -carboxylates were synthesized and evaluated for binding affinity at serotoninergic 5-HT3 and 5-HT4 receptors in the CNS. Most of the synthesized compounds exhibited high or very high affinity for the 5-HT3 binding site and low to no significant affinity for the 5-HT4 receptor. SAR observations indicated that a halogen atom at the 6-position and a nitro group at the 7-position of the benzimidazole ring is the best substitution pattern for 5-HT3 affinity and 5-HT3/5-HT4 selectivity, as well as no substitution in this ring. Three (S)-(-)-N-(quinuclidin-3-yl)benzimidazole-4-carboxamides bound at central 5-HT3 sites with high affinity (Ki = 2.6, 0.13, and 1.7 nM, resp.) and excellent selectivity over serotonin 5-HT4 and 5-HT1A receptors (Ki > 1000-10000 nM). Furthermore, these new 5-HT3 receptor ligands were pharmacol. characterized as potent and selective 5-HT3 antagonists in the isolated guinea pig ileum (pA2 = 9.6, 9.9, and 9.1, resp.).

Journal of Medicinal Chemistrypublished new progress about 5-HT1A receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Quality Control of 120570-05-0.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Electric Literature of C14H8BF4Rh. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Rhodium-catalyzed asymmetric hydrogenation of exocyclic α,β-unsaturated carbonyl compounds. Author is Yang, Jiaxin; Li, Xiuxiu; You, Cai; Li, Shuailong; Guan, Yu-Qing; Lv, Hui; Zhang, Xumu.

A highly enantioselective hydrogenation of exocyclic α,β-unsaturated carbonyl compounds I (X = O, CH2, N-Boc; L = bond, CH2; R = Ph, 4-MeOC6H4, 2-naphthyl, etc.) catalyzed by Rh/bisphosphine-thiourea (ZhaoPhos) has been developed, giving the corresponding α-chiral cyclic lactones, lactams and ketones II with high yields and excellent enantioselectivities (up to 99% yield and 99% ee). Remarkably, the hydrogen bond between the substrate and the catalyst plays a critical role in this transformation. The synthetic utility of this protocol has been demonstrated by efficient synthesis of chiral 3-(4-fluorobenzyl)piperidine, a key chiral fragment of bioactive mols.

Different reactions of this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)Electric Literature of C14H8BF4Rh require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

COA of Formula: C18H13BCl3F4N3O. 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: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about Carbene-Catalyzed Dynamic Kinetic Resolution and Asymmetric Acylation of Hydroxyphthalides and Related Natural Products.

A catalytic dynamic kinetic resolution and asym. acylation reaction of hydroxyphthalides is developed [e.g., o-carboxybenzaldehyde (in equilibrium with hydroxyphthalide) + Me 4-formylbenzoate → I (96%, 98:2 e.r.) in presence of chiral NHC precatalyst]. The reaction involves formation of a carbene catalyst derived chiral acyl azolium intermediate that effectively differentiates the two enantiomers of racemic hydroxyphthalides. The method allows quick access to enantiomerically enriched phthalidyl esters with proven applications in medicine. It also enables asym. modification of natural products and other functional mols. that contain acetal/ketal groups, such as corollosporine and fimbricalyxlactone C.

Different reactions of this compound((5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate)COA of Formula: C18H13BCl3F4N3O require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

SDS of cas: 1214711-48-4. 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: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about Asymmetric Synthesis of Dihydronaphthalene-1,4-diones via Carbene-Catalyzed Stereodivergent Reaction. Author is Zhao, Zhifei; Yang, Shuang; Lan, Shouang; Liu, Jinggong; Liu, Shuhua; Fang, Xinqiang.

2-Hydroxy-2,3-dihydronaphthalene-1,4-diones (HDNDs) are ubiquitous in natural products and bioactive mols., but the rapid asym. construction of such scaffolds remains a significant challenge to date. Reported herein is the rapid construction of the above key units via carbene-catalyzed benzoin reaction. The resolution technique of divergent reaction on racemic mixture (divergent RRM) was employed, affording both isomers of HDNDs in a one-step fashion. Disubstituted substrates afford products with two contiguous quaternary stereocenters. A series of highly selective transformations on the products can be realized, and mechanistic studies indicate that the benzoin reaction is much faster than the racemization process and the aldol reaction.

Different reactions of this compound((5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate)SDS of cas: 1214711-48-4 require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate(SMILESS: [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10,cas:36620-11-8) is researched.Formula: C14H8BF4Rh. The article 《Sequential Catalytic Functionalization of Aryltriazenyl Aldehydes for the Synthesis of Complex Benzenes》 in relation to this compound, is published in ACS Catalysis. Let’s take a look at the latest research on this compound (cas:36620-11-8).

We demonstrate that aryltriazenes can promote three distinctive types of C-H functionalization reactions, allowing the preparation of complex benzene mols. with diverse substitution patterns. 2-Triazenylbenzaldehydes are shown to be efficient substrates for Rh(I)-catalyzed intermol. alkyne hydroacylation reactions. The resulting triazene-substituted ketone products can then undergo either a Rh(III)-catalyzed C-H activation, or an electrophilic aromatic substitution reaction, achieving multifunctionalization of the benzene core. Subsequent triazene derivatization provides traceless products.

Different reactions of this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)COA of Formula: C14H8BF4Rh require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Formula: C14H8BF4Rh. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about (Z)-Selective Hydroboration of Terminal Alkynes Catalyzed by a PSP-Pincer Rhodium Complex. Author is Lyu, Yanzong; Toriumi, Naoyuki; Iwasawa, Nobuharu.

A highly (Z)-selective hydroboration of terminal alkynes was achieved using a thioxanthene-based PSP-pincer Rh catalyst. This hydroboration exhibited good chemoselectivity toward alkynes over carbonyl compounds such as ketones and aldehydes. The mechanistic studies indicated the involvement of Rh-vinylidene intermediates, and the high (Z)-selectivity could be attributed to the rigid and electron-rich nature of the PSP-Rh catalyst.

Different reactions of this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)Formula: C14H8BF4Rh require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called HMF and furfural: Promising platform molecules in rhodium-catalyzed carbonylation reactions for the synthesis of furfuryl esters and tertiary amides, published in 2020-01-31, which mentions a compound: 36620-11-8, mainly applied to alkyl aryl iodide biomass rhodium carbonylation catalyst; furfuryl ester tertiary amide, Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate.

A biomass involved rhodium-catalyzed carbonylative synthesis of furfuryl esters and tertiary amides has been developed. 5-Hydroxymethylfurfural (HMF) was used as both substrate and CO surrogate for the first time in a carbonylation reaction, and both alkyl and aryl iodides were tolerated well to afford the desired furfuryl esters in moderate to good yields. In addition, furfural was also utilized as a CO source for the synthesis of tertiary amides. A variety of tertiary amides were obtained in moderate to excellent yields with good functional groups compatibility. Notably, tertiary amines were used as the amine source through a C-N bond cleavage pathway in the absence of addnl. oxidant.

Different reactions of this compound(Bis(norbornadiene)rhodium (I) tetrafluoroborate)Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

SDS of cas: 1214711-48-4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate, is researched, Molecular C18H13BCl3F4N3O, CAS is 1214711-48-4, about Kinetic resolution of 2,2-disubstituted-1,3-diketones via carbene catalysis. Author is Xu, Weici; Li, Yuanzhen; Liu, Rui; Yang, Shuang; Liu, Jian; Fang, Xinqiang.

The successful organocatalytic kinetic resolution of 1,3-diketones with central quaternary stereocenters through the introduction of internal nucleophiles was reported. Two basic resolution modes were established, allowing access to a broad scope of enantioenriched 1,3-diketones with quaternary stereocenters, together with a large variety of tetralone derivatives with vicinal fully substituted carbon centers, and both of them were not easily available via currently known methods. The inherent principles between the different combinations of ketone groups and the resolution patterns were also disclosed. This work constituted a good complementary choice for the construction of 1,3-diketones with quaternary stereogenic centers and provided insightful information for further studies on diketone substrate-mediated intramol. annulations and kinetic resolutions

Different reactions of this compound((5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate)SDS of cas: 1214711-48-4 require different conditions, so the reaction conditions are very important.

Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider