Month: October 2022

Feng, Li; Yu, Shujia; Wang, Hai; Yang, Shengwei; Li, Xue; Dai, Hongjuan; Zhao, Liwen; Jiang, Cheng; Wang, Yazhou published the artcile< Synthesis and biological evaluation of spirocyclic chromane derivatives as a potential treatment of prostate cancer>, Category: quinuclidine, the main research area is spirocyclic chromane preparation antitumor prostate cancer; HAT inhibitors; antitumor activity; p300/CBP.

Herein, new compounds from the lead compound A-485 were designed using mol. dynamic simulations. A series of new spirocyclic chroman derivatives was prepared, characterized and proven to be a potential treatment of prostate cancer. The most potent compound I inhibited the proliferation of enzalutamide-resistant 22Rv1 cells with an IC50 value of 96 nM. Furthermore, one of diastereomers of the compound I displayed favorable overall pharmacokinetic profiles, and better tumor growth inhibition than A-485 in an in vivo xenograft model.

Molecules published new progress about Antitumor agents. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Category: quinuclidine.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Yang, Zhicai; Fairfax, David J.; Maeng, Jun-Ho; Masih, Liaqat; Usyatinsky, Alexander; Hassler, Carla; Isaacson, Soshanna; Fitzpatrick, Kevin; De Orazio, Russell J.; Chen, Jianqing; Harding, James P.; Isherwood, Matthew; Dobritsa, Svetlana; Christensen, Kevin L.; Wierschke, Jonathan D.; Bliss, Brian I.; Peterson, Lisa H.; Beer, Cathy M.; Cioffi, Christopher; Lynch, Michael; Rennells, W. Martin; Richards, Justin J.; Rust, Timothy; Khmelnitsky, Yuri L.; Cohen, Marlene L.; Manning, David D. published the artcile< Discovery of 2-substituted benzoxazole carboxamides as 5-HT3 receptor antagonists>, Recommanded Product: (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is irritable bowel syndrome IBS serotonin receptor antagonist 5HT3 antagonist; benzoxaole derivative SAR preparation.

A new class of 2-substituted benzoxazole carboxamides are presented as potent functional 5-HT3 receptor antagonists. The chem. series possesses nanomolar in vitro activity against human 5-HT3A receptors. A chem. optimization program was conducted and identified 2-aminobenzoxazoles as orally active 5-HT3 receptor antagonists with good metabolic stability. These novel analogs possess drug-like characteristics and have potential utility for the treatment of diseases attributable to improper 5-HT3 receptor function, especially diarrhea predominant irritable bowel syndrome (IBS-D).

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

Demian, Iulia; Gripshover, David F. published the artcile< Enantiomeric purity determination of 3-aminoquinuclidine by diastereomeric derivatization and high-performance liquid chromatographic separation>, Related Products of 120570-05-0, the main research area is aminoquinuclidine enantiomer resolution HPLC; liquid chromatog aminoquinuclidine enantiomer resolution; benzoyltartaric anhydride chiral derivatization aminoquinuclidine resolution.

Four different diastereomeric derivatization methods were used for the HPLC and TLC separation of 3-aminoquinuclidine enantiomers. The chiral reagents used were S(-)-1-phenylethyl isocyanate, R(-)-1-naphthylethyl isocyanate, 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate, and the anhydrides of R,R(+)- and S,S(-)-O,O-dibenzoyltartaric acid (DBTAA). The TLC separations were carried out on silica gel plates; the HPLC used a Zorbax C8 and Zorbax Sil phase. All diastereomeric derivatives were strong UV absorbers at 254 nm. The best separation was achieved by HPLC with DBTAA, which allowed detection of the minor enantiomer down to 10-3 enantiomeric ratio.

Journal of Chromatography published new progress about Chromatographic chiral resolution. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Related Products of 120570-05-0.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Ni, Zhi-Jie; Barsanti, Paul; Brammeier, Nathan; Diebes, Anthony; Poon, Daniel J.; Ng, Simon; Pecchi, Sabina; Pfister, Keith; Renhowe, Paul A.; Ramurthy, Savithri; Wagman, Allan S.; Bussiere, Dirksen E.; Le, Vincent; Zhou, Yasheen; Jansen, Johanna M.; Ma, Sylvia; Gesner, Thomas G. published the artcile< 4-(Aminoalkylamino)-3-benzimidazole-quinolinones as potent CHK-1 inhibitors>, Computed Properties of 120570-05-0, the main research area is aminobenzimidazolylquinolinone preparation CHK1 inhibitor; quinolinone amino benzimidazolyl preparation CHK1 inhibitor.

CHK-1 is one of the key enzymes regulating checkpoints in cellular growth cycles. Novel 4-(aminoalkylamino)-3-benzimidazolyl-2-quinolinones were prepared and assayed for their ability to inhibit CHK-1. These compounds are potent cell permeable CHK-1 inhibitors and showed a synergistic effect with a DNA-damaging agent, camptothecin.

Bioorganic & Medicinal Chemistry Letters published new progress about Cell cycle. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Computed Properties of 120570-05-0.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Kowalczyk, Bruce A.; Rohloff, John C.; Dvorak, Charles A.; Gardner, John O. published the artcile< Improved preparation of (R)- and (S)-3-aminoquinuclidine dihydrochloride>, Application In Synthesis of 120570-05-0, the main research area is quinuclidine amino hydrochloride preparation.

An improved procedure for the synthesis of either (R)- or (S)-3-aminoquinuclidine was developed. Key intermediate imine (I) was made in a one pot process using lithium oxide as the base and mol. sieves.

Synthetic Communications published new progress about 120570-05-0. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Application In Synthesis of 120570-05-0.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

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>, HPLC of Formula: 120570-05-0, 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 Chemistry published new progress about Carbonic anhydrase inhibitors. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, HPLC of Formula: 120570-05-0.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Clark, R. D.; Muchowski, J. M.; Weinhardt, K. K.; Dillon, M. P.; Lee, C.-H.; Bley, K. R.; Bonhaus, D. W.; Wong, E. H. F.; Eglen, R. M. published the artcile< N-(Quinuclidin-3-yl)-2-(1-methyl-1H-indol-3-yl)-2-oxoacetamide: a high affinity 5-HT3 receptor partial agonist>, Name: (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is quinuclidinylindolyloxoacetamide enantiomer preparation serotoninergic receptor agonist; serotoninergic receptor partial agonist quinuclidinylindolyloxoacetamide enantiomer.

The enantiomers of the indolyl-2-oxoacetamide I were found to have 5-HT3 receptor partial agonist activity with (R)-I having higher potency than (S)-I.

Bioorganic & Medicinal Chemistry Letters published new progress about 5-HT3 agonists. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Name: (S)-3-Amino-1-azabicyclo[2.2.2]octane.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Clark, Robin D.; Miller, Aaron B.; Berger, Jacob; Repke, David B.; Weinhardt, Klaus K.; Kowalczyk, Bruce A.; Eglen, Richard M.; Bonhaus, Douglas W.; Lee, Chi Ho published the artcile< 2-(Quinuclidin-3-yl)pyrido[4,3-b]indol-1-ones and isoquinolin-1-ones. Potent conformationally restricted 5-HT3 receptor antagonists>, Recommanded Product: (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is quinuclidinyl pyridoindolone isoquinolinone preparation 5HT3 antagonist; pyridoindolone quinuclidinyl preparation 5HT3 antagonist; isoquinolinone quinuclidinyl preparation 5HT3 antagonist; receptor 5HT3 antagonist quinuclidinyl pyridoindolone isoquinolinone; indolone quinuclidinylpyrido preparation 5HT3 antagonist.

Several series of N-(quinuclidin-3-yl)aryl and heteroaryl-fused pyridones were synthesized and evaluated for 5-HT3 receptor affinity. In the heteroaryl series, pyrido[4,3-b]indol-1-one I (R = Me, R1 = H) and the 4,5-alkano-bridged analogs I [RR1 = (CH2)n (n = 3, 4)] displayed high 5-HT3 receptor affinity with pKi values >9. The (3S)-quinuclidinyl isomers had >10 fold higher affinity than the (3R)-isomers. In a series of 2-(quinuclidin-3-yl)isoquinolin-1-ones, derivatives substituted with small lipophilic groups (II; R = Me, Et, OMe, Cl, R1 = H) and with 4,5-alkano-bridges [II; RR1 = (CH2)n (n = 2, 3, 4)] also displayed high affinity. In particular, the hexahydro-1H-benz[de]isoquinolinone (S,S)-37 (III) was the highest affinity 5-HT3 receptor ligand prepared (pKi 10.4). A number of the high affinity ligands were shown to be potent 5-HT3 receptor antagonists in vivo as determined by inhibition of the B-J reflex in the anesthetized rat. Again, (S,S)-37 was the most active agent tested (ID50 0.02 μg/kg i.v.), and this compound was also potent in blocking cisplatin-induced emesis in both the ferret and the dog. Computer modeling studies were performed, and previously reported 5-HT3 receptor antagonist pharmacophore models were refined to include a key lipophilic binding domain.

Journal of Medicinal Chemistry published new progress about 5-HT3 receptors Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Lecoeur-Lorin, Marie; Delepee, Raphael; Morin, Philippe published the artcile< Sensitivity improvement by using contactless conductivity rather than indirect UV detection for the determination of enantiomeric purity of amines by CE>, Product Details of C7H14N2, the main research area is amine enantiomeric purity determination capillary electrophoresis contactless conductivity detection; crown compound selector amine capillary electrophoresis contactless conductivity detection; cyclodextrin derivative selector amine capillary electrophoresis contactless conductivity detection.

A capacitively coupled contactless conductivity detection (C4D) system for CE with a flexible detection cell was applied for the enantioseparation of small chiral underivatized amines using chiral crown ether or CD as chiral selector. Since these compounds are poorly UV-active, C4D was an alternative detection mode. The composition (ionic strength, pH, chiral selector) of the electrolyte was optimized to be suitable for C4D. (-)-(18-Crown-6)-2,3,11,12-tetracarboxylic acid was required as chiral selector to resolve the enantiomers of small polar amines. However, trimethyl-β-CD was suitable to sep. amines possessing hydrophobic carbon chains. The performance of C4D was compared with indirect UV detection in terms of sensitivity, repeatability and accuracy. The linearity range of C4D was very large (1.5-1600 μg/mL) compared with the indirect UV linearity range (25-400 μg/mL) and allowed the determination of the enantiomeric purity of isopinocampheylamine up to 0.25%. The CE-C4D method was fully validated by applying a novel strategy using accuracy profiles. All relative biases of the developed method were included within the ±15% limits of acceptance. C4D is a good alternative to indirect UV detection for the enantioseparation of non-UV absorbing amines since the method development is fast and easy and, the sensitivity is improved by a factor of 100 compared with that of the indirect UV mode.

Electrophoresis published new progress about Amines Role: ANT (Analyte), ANST (Analytical Study). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Product Details of C7H14N2.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Kowalczyk, Bruce A. published the artcile< Total synthesis of RS-42358 and analogs using lateral lithiation>, Quality Control of 120570-05-0, the main research area is benzisoquinolinone preparation; RS 42358 preparation.

A short synthesis of the 5-HT3 receptor antagonist RS-42358 was developed based on the condensation of 5,6-dihydro-1H,4H-naphtho[1,8-cd]pyran-1-one (I) with S-3-aminoquinuclidine. The position 2 analogs of RS-42358 were made by condensing various primary amines with I. The key step in the synthesis of I was lateral lithiation of N,N-diethyl-5,6,7,8-tetrahydronaphthalene-1-carboxamide using BuLi in THF.

Synthesis published new progress about Lithiation. 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