Day: October 12, 2022

Bozdag, Murat; Carta, Fabrizio; Vullo, Daniela; Akdemir, Atilla; Isik, Semra; Lanzi, Cecilia; Scozzafava, Andrea; Masini, Emanuela; Supuran, Claudiu T. published the artcile< Synthesis of a new series of dithiocarbamates with effective human carbonic anhydrase inhibitory activity and antiglaucoma action>, HPLC of Formula: 120570-05-0, the main research area is dithiocarbamate preparation carbonic anhydrase inhibitory activity antiglaucoma anticancer; Antiglaucoma; Carbonic anhydrase; Dithiocarbamate; Intraocular pressure.

A new series of dithiocarbamates (DTCs) was prepared from primary/secondary amines incorporating amino/hydroxyl-alkyl, mono- and bicyclic aliphatic ring systems based on the quinuclidine, piperidine, hydroxy-/carboxy-/amino-substituted piperidine, morpholine and piperazine scaffolds, and carbon disulfide. The compounds were investigated for the inhibition of four mammalian α-carbonic anhydrases (CAs, EC 4.2.1.1) of pharmacol. relevance, i.e., the human (h) hCA I, II, IX and XII, drug targets for antiglaucoma (hCA II and XII) or antitumor (hCA IX/XII) agents. The compounds were moderate or inefficient hCA I inhibitors (off-target isoform for both applications), efficiently inhibited hCA II, whereas some of them were low nanomolar/subnanomolar hCA IX/XII inhibitors. One DTC showed excellent intraocular pressure (IOP) lowering properties in an animal model of glaucoma, with a two times better efficiency compared to the clin. used sulfonamide dorzolamide.

Bioorganic & Medicinal Chemistry published new progress about Antiglaucoma agents. 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

Meng, Genyi; Guo, Taijie; Ma, Tiancheng; Zhang, Jiong; Shen, Yucheng; Sharpless, Karl Barry; Dong, Jiajia published the artcile< Modular click chemistry libraries for functional screens using a diazotizing reagent>, Product Details of C7H14N2, the main research area is alkyl aryl azide triazole chemoselective preparation; fluorosulfonyl azide generation chemoselective diazotization primary amine; combinatorial generation library alkyl aryl azide cycloaddition alkyne; functional screen click chem azide generated in situ.

Alkyl and aryl azides were prepared from the corresponding primary alkyl and aryl amines by reaction with fluorosulfonyl azide generated in situ from a fluorosulfonylimidazolium triflate and sodium azide, expanding access to azides and both to the 1,2,3-triazoles derived from them and to functional screens employing them. The method allowed the preparation of a library of >1000 azides from the corresponding amines; the azide library underwent copper-catalyzed azide-alkyne cycloaddition reactions to yield a library of >1000 1,2,3-triazoles.

Nature (London, United Kingdom) published new progress about Alkyl azides Role: CMB (Combinatorial Study), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Product Details of C7H14N2.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

De Paulis, T.; Hewlett, W. A.; Schmidt, D. E.; Mason, N. S.; Trivedi, B. L.; Ebert, M. H. published the artcile< Synthesis and 5-HT-3 receptor binding activity of 5-[125I]iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide and its 5-halogen-2-alkoxyl homologs>, Quality Control of 120570-05-0, the main research area is benzamide derivative serotonin receptor binding structure; azabicyclooctylbenzamide serotonin receptor binding structure; iodine labeling benzamide serotonin receptor binding; PET iodine labeled benzamide serotonin receptor; SPECT iodine labeled benzamide serotonin receptor.

(S)-5-Iodo-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (MIZAC) was prepared from 5-iodo-2,3-dimethoxybenzoyl chloride and (S)-3-aminoquinuclidine. [125I]iodide-stannylation of its corresponding 5-tri-n-butyltin derivative gave [125I]-MIZAC at 1800 Ci/mmol. Binding of [125I]-MIZAC in rat entorhinal cortex revealed a KD of 1.37 nM. A series of racemic 2-O-alkyl derivatives of MIZAC were prepared and 5-HT-3 receptor affinities were determined by inhibition of [125I]-MIZAC binding. Optimal affinity for the receptor was obtained with small, electron-withdrawing substituents in the aromatic 5-position and with bulky substituents in the 3-position. [125I]-MIZAC is a selective radioligand useful for in vitro identification of the 5-HT-3 receptor. QSAR data suggest that potential candidates for SPECT and PET studies might be found in sterically bulky haloalkoxyl 5-chloro homologs of MIZAC.

European Journal of Medicinal Chemistry published new progress about 5-HT3 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

Hewlett, William A.; Schmidt, Dennis E.; Mason, N. Scott; Trivedi, Bakula L.; Ebert, Michael H.; De Paulis, Tomas published the artcile< Synthesis and 5-HT3 receptor binding of 2- and 3-(halo)alkoxy substituted (S)-N-(1-azabicyclo[2.2.2]oct-3-yl)-5-chlorobenzamides as potential radioligands>, Recommanded Product: (S)-3-Amino-1-azabicyclo[2.2.2]octane, the main research area is benzamide alkoxyazabicyclooctylhalo preparation 5HT3 receptor binding; receptor 5HT3 binding alkoxyazabicyclooctylhalobenzamide radioligand; azabicyclooctaneazabicyclooctane alkoxyhalobenzamido preparation 5HT3 receptor binding.

In an effort to develop selective, high-affinity radioligands for the 5-HT3 receptor, a series of homologs of 5-chloro-2,3-dimethoxy-N-(1-azabicyclo[2.2.2]oct-3-yl)benzamide (I, R = Cl) was prepared in which individual methoxy groups were replaced by ethoxy, 2-fluoroethoxy, allyloxy, propargyloxy, or (3-iodoallyl)oxy groups. Affinities for the 5-HT3 receptor were determined by displacement of the binding of [125I]MIZAC (I, R = 125I), a selective 5-HT3 receptor antagonist radioligand, in rat brain homogenates. The 3-substituted homologs were more potent than the lead compound, I (R = Cl). The homolog having the largest 3-substituent, i.e., (E)-(S)-II (R = OCH2CH:CHI, R1 = OMe) (THIZAC), had one of the highest affinities, Ki 0.08 nM. The 2-substituted homologs were equipotent with I (R = Cl), having Ki 0.2-0.3 nM, regardless of the size of the substituent. The corresponding iodoallyl derivative, (E)-(S)-II (R = OMe, R1 = OCH2CH:CHI) (LIZAC), displayed a Ki of 0.29 nM. Saturation binding of [125I]-LIZAC gave a KD of 0.31 ± 0.04 nM and a Bmax of 2.36 ± 0.10 fmol/mg of entorhinal cortex. In vivo biodistribution of [125I]-LIZAC in the rat brain showed increased accumulation in hippocampus relative to that in cerebellum. Both the high-affinity ligands [125I]-THIZAC and [125I]-LIZAC are potentially useful radioligands for studying the 5-HT3 receptor.

Nuclear Medicine and Biology published new progress about 5-HT3 antagonists. 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

Odzak, Renata; Tomic, Srdanka published the artcile< 3-Amidoquinuclidine derivatives: Synthesis of compounds and inhibition of butyrylcholinesterase>, Category: quinuclidine, the main research area is amidoquinuclidine preparation butyrylcholinesterase inhibition SAR.

The synthesis of racemic and enantiomerically pure 3-butanamidoquinuclidines ((±)-Bu, (R)-Bu and (S)-Bu), (1-3) and 3-benzamidoquinuclidines ((±)-Bz, (R)-Bz, and (S)-Bz), (4-6) is described. The N-quaternary derivatives, N-benzyl-3-butanamidoquinuclidinium bromides ((±)-BnlBu, (R)-BnlBu and (S)-BnlBu), (7-9) and N-benzyl-3-benzamidoquinuclidinium bromides ((±)-BnlBz, (R)-BnlBz and (S)-BnlBz), (10-12) were subsequently synthesized. The interaction of the four enantiomerically pure quaternary derivatives with horse serum butyrylcholinesterase (BChE) was tested. All tested compounds inhibited the enzyme. The best inhibitor of the enzyme was (S)-BnlBz with a K i = 3.7 μM. The inhibitor potency decreases in order (S)-BnlBz > (R)-BnlBz ≫ (R)-BnlBu > (S)-BnlBu.

Bioorganic Chemistry published new progress about Structure-activity relationship. 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Category: quinuclidine.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Kowalczyk, Bruce A. published the artcile< A short total synthesis of palonosetron using catalytic hydrogenation>, HPLC of Formula: 120570-05-0, the main research area is total synthesis palonosetron.

The 5-HT3 receptor antagonists (I) and (II) (palonosetron) were synthesized by an efficient new route. The critical hydrogenation of imide III was carried out with either Pd/C catalyst or PtO2 catalyst.

Heterocycles published new progress about 120570-05-0. 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

Reed, J. Norm published the artcile< Product subclass 13: Benzyllithium compounds and (lithiomethyl)hetarenes>, Product Details of C7H14N2, the main research area is review benzyllithium derivative preparation organic synthesis.

A review of the preparation of benzylithium compounds and their applications to organic synthesis.

Science of Synthesis published new progress about Alkali metal organometallic compounds Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (benzyl). 120570-05-0 belongs to class quinuclidine, and the molecular formula is C7H14N2, Product Details of C7H14N2.

Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider