Tag: M.W=100-150

Tian, Zong-Qiang published the artcileSynthesis and biological activities of novel 17-aminogeldanamycin derivatives, Safety of 2-(Azetidin-1-yl)ethanamine, the publication is Bioorganic & Medicinal Chemistry (2004), 12(20), 5317-5329, database is CAplus and MEDLINE.

Geldanamycin interferes with the action of heat shock protein 90 (Hsp90) by binding to the N-terminal ATP binding site and inhibiting an essential ATPase activity. In a program directed toward finding potent, water soluble inhibitors of Hsp90, we prepared a library of over sixty 17-alkylamino-17-demethoxygeldanamycin analogs, and compared their affinity for Hsp90, ability to inhibit growth of SKBr3 mammalian cells, and in selected cases, water solubility Over 20 analogs showed cell growth inhibition potencies similar to that of 17-allylamino-17-demethoxygeldanamycin (17-AAG), the front-runner geldanamycin analog that is currently in multiple clin. trials. Many of these analogs showed water solubility properties that were desirable for formulation. One of the most potent and water-soluble analogs in the series was 17-(2-dimethylaminoethyl)amino-17-demethoxygeldanamycin (17-DMAG), which was independently prepared by the NCI and will soon enter clin. trials. Importantly, the binding affinity of these analogs to the mol. target Hsp90 does not correlate well with their cytotoxicity in SKBr3 cells.

Bioorganic & Medicinal Chemistry published new progress about 795299-77-3. 795299-77-3 belongs to quinuclidine, auxiliary class Azetidine,Amine, name is 2-(Azetidin-1-yl)ethanamine, and the molecular formula is C19H21N3O3S, Safety of 2-(Azetidin-1-yl)ethanamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Shi, Shuai published the artcileA mild, general, and metal-free method for site-specific deuteration induced by visible light using D₂O as the source of deuterium atoms, Application In Synthesis of 162515-68-6, the publication is Green Chemistry (2020), 22(3), 669-672, database is CAplus.

A radical deuteration procedure using D₂O as the source of deuterium atoms is strongly preferred in terms of mildness, sustainability, and cost. Herein, a radical approach for site-specific, highly efficient and metal-free deuteration using D₂O under visible light conditions was disclosed. This desulfurization-deuteration strategy features mild conditions, broad substrate scope, highly efficient D-incorporation, excellent functional group compatibility, sustainable energy and is hardly affected by substrate steric factors.

Green Chemistry published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H13N3O2, Application In Synthesis of 162515-68-6.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sekhar, B. V. V. N. Chandra published the artcileSynthesis of Montelukast sodium via an ester intermediate; synthesis and characterization of impurities, HPLC of Formula: 162515-68-6, the publication is International Journal of Pharma and Bio Sciences (2011), 2(3), 399-407, database is CAplus.

Novel synthetic approaches for the synthesis of a leukotriene receptor antagonist, Montelukast sodium [i.e., 1-[[[(1R)-1-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid sodium salt] were designed. Reduction of the starting material [methyl (E)-2-[3-[3-[2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-oxopropyl]benzoate] provided an alc. compound and the formation of montelukast dicyclohexylamine was accomplished by subsequent introduction of (mercaptomethyl)cyclopropaneacetic acid. The current study also deals with the synthesis and characterization of reaction products which are classified as impurities of Montelukast sodium. Impurities and byproducts reported here included a sulfine (sulfoxide), (S)-montelukast (acid), etc.

International Journal of Pharma and Bio Sciences published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C10H16Br3N, HPLC of Formula: 162515-68-6.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Schmidt, Philipp published the artcileFormation of a Thiol-Ene Addition Product of Asthma Medication Montelukast Caused by a Widespread Tin-Based Thermal Stabilizer, Synthetic Route of 162515-68-6, the publication is Chemical Research in Toxicology (2020), 33(12), 2963-2971, database is CAplus and MEDLINE.

We report the formation and characterization of two diastereomeric thiol-ene addition products of the asthma medication Montelukast within chewing tablets. Widespread tin-based thermal stabilizers dioctyltin bis(2-ethylhexyl thioglycolate) and monooctyltin tris(2-ethylhexyl thioglycolate), used in the manufacturing process of the medication’s forming foil, were identified as the source of the thiol reactant, showing that these stabilizers may play a part in the degradation of Montelukast and APIs with functionalities similar to those of Montelukast, which should be considered during development of medication. The isolation and anal. of these impurities was performed by HPLC and UV-vis spectroscopy. HRMS and NMR data were collected to characterize and determine the structures of these compounds

Chemical Research in Toxicology published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Synthetic Route of 162515-68-6.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Halama, Ales published the artcileImproved Process for the Preparation of Montelukast: Development of an Efficient Synthesis, Identification of Critical Impurities and Degradants, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Organic Process Research & Development (2010), 14(2), 425-431, database is CAplus.

An improved and scalable process for the production of montelukast (Singulair, drug for asthma) based on an advantageous method of carrying out the key substitution reaction was developed. The present procedure is distinguished from the previous solutions in the use of linear or cyclic polyethers, which ensures higher selectivity of the key step. The improved process for the preparation of montelukast is able to minimize impurities and allows effective production of montelukast and its scale-up.

Organic Process Research & Development published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Safety of 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Luo, Qiang published the artcileThe thiolated chitosan: Synthesis, gelling and antibacterial capability, Quality Control of 162515-68-6, the publication is International Journal of Biological Macromolecules (2019), 521-530, database is CAplus and MEDLINE.

Chitosan-1-(mercaptomethyl)-cyclopropane acetic acid (CS-MCA) copolymer was synthesized by amino linkage. The obtained copolymer was characterized by FTIR, ¹H NMR, XRD, TGA and SEM. Porous and reticulate morphologies were found on the CS-MCA surface. The effects of pH on the rheol. properties of CS-MCA were investigated. On the one hand, the apparent viscosity of CS-MCA indicated a shear-thinning behavior. The graft of MCA enhanced the moduli and the maximum elastic properties were observed at pH = 7.00. The addition of dithiothreitol reduced the viscosity and modulus of CS-MCA hydrogel, and the gelation time, temperature and frequency were obtained in dynamic oscillatory tests. The antibacterial effect of CS-MCA against E. coli was investigated for the inhibition zone and bacterial growth curve. These results showed that CS-MCA had better antibacterial ability than chitosan without modification. Therefore, the rheol. behavior and functional activities can be applied for the hydrocolloid gels in food and pharmaceutical applications.

International Journal of Biological Macromolecules published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Quality Control of 162515-68-6.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Dufresne, Claude published the artcileSynthesis of Montelukast (MK-0476) Metabolic Oxidation Products, Related Products of quinuclidine, the publication is Journal of Organic Chemistry (1996), 61(24), 8518-8525, database is CAplus.

Chem. synthesis of six oxidized derivatives of MK-0476 (Montelukast, L-706631), which have been key tools in the identification of its metabolites is reported. Three diastereoisomeric pairs I (R₁ = H, OH; R₂ = H, OH; R₃ = Me, CH₂OH) of potential oxidative metabolites of MK-0476, starting from the (S)-hydroxy ester II in 10 and five steps, and starting from MK-0476 itself in one step have been prepared In one case the key benzylic hydroxyl was introduced by a bromination and saponification reaction sequence. In another case, the key step was the addition of a hydroxymethyl carbanion equivalent on ketone. The two sulfoxides were prepared by a direct oxidation of MK-0476 with m-chloroperbenzoic acid.

Journal of Organic Chemistry published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Hu, Ying published the artcilePreparation of montelukast sodium and graphene nanomaterials for the treatment of asthma, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Science of Advanced Materials (2020), 12(12), 1845-1855, database is CAplus.

This study focuses on the biomaterial effects of montelukast sodium and graphene oxide (GO) on the onset of asthma disease. First, the synthesis process was adopted, with 2-[3-(S)-[3-[2-(7-chloro-2-quinolinyl) vinyl] phenyl]-3-hydroxypropyl] benzyl ester as raw materials, to synthesize montelukast sodium, and then Hummers method was used to obtain graphene oxide (GO), and GO was reduced to obtain graphene (EG). After the preparation completed, the purity of montelukast sodium was tested by liquid chromatog. (HPLC), and the structural anal. of graphene nanomaterials was performed by X-ray diffractometer and Raman spectroscopy. Firstly, 30 mice were selected to observe the effect of montelukast sodium on the number of Th17 and cytokine IL-17 levels in asthmatic mice, then 50 mice were selected to observe whether the graphene-based nanomaterials had little effect of oxidative stress index in rat lung tissue. In the experiment, the spectrum anal. and liquid chromatog. anal. showed that the purity of the prepared montelukast sodium exceeded 99%. The prepared graphene nanomaterials showed a strong D peak at 1037 cm^-1 by Raman spectroscopy. The characteristic diffraction peak of 11.8° graphene oxide (GO) (001) crystal surface in XRD proved the successful preparation of graphene oxide; the further development of airway inflammation in asthmatic mice by inhibiting Th17 cell differentiation and IL-17 gene expression could be inhibited by montelukast sodium. And, the increase of reactive oxygen species (ROS) and malondialdehyde (MDA) could be promoted by the application of GO+ovalbumin in mice. The decrease of glutathione (GSH) also increased the rise of serum IgE and the expression of the inflammatory gene IL-4, i.e., the allergic effects of asthma in mice could be aggravated by GO.

Science of Advanced Materials published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Rao, K. V. Raghavendra published the artcileTheoretical Study, Synthesis, and Reactivity of Five-Membered-Ring Acyl Sulfonium Cations, HPLC of Formula: 162515-68-6, the publication is European Journal of Organic Chemistry (2015), 2015(28), 6125-6129, database is CAplus.

The feasibility of the cyclization of γ-alkylthiobutyric acid derivatives to form previously unknown five-membered-ring acyl sulfonium cations was studied. Exptl. results were in good agreement with our DFT calculations that predicted such cyclizations to be easy if starting with acyl iodides and mixed anhydrides of triflic acid. Particularly efficient were the reactions of γ-alkylthiobutyryl fluorides with trimethylsilyl triflate in CDCl₃ solution, which led to cyclic acyl sulfonium triflates. In some cases, the observed acyl sulfonium salts were stable enough to be characterized by NMR spectroscopy. They were found to be both alkyl-transfer reagents and acylating agents. They react with amines to form amides. These findings lend some weight to our hypothesis that the acyl sulfonium derived from methionine may have played a major role in the prebiotic synthesis of the first peptides on the primitive Earth.

European Journal of Organic Chemistry published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, HPLC of Formula: 162515-68-6.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bernard-Gauthier, Vadim published the artcileDevelopment of subnanomolar radiofluorinated (2-pyrrolidin-1-yl)imidazo[1,2-b]pyridazine pan-Trk inhibitors as candidate PET imaging probes, Recommanded Product: 3-Fluorocyclobutanamine hydrochloride, the publication is MedChemComm (2015), 6(12), 2184-2193, database is CAplus.

Dysregulation of tropomyosin receptor kinases (TrkA/B/C) expression and signalling is recognized as a hallmark of numerous neurodegenerative diseases including Parkinson’s, Huntington’s and Alzheimer’s disease. TrkA/B/C is known to drive tumorogensis and metastatic potential in a wide range of neurogenic and non-neurogenic human cancers. The development of suitable positron emission tomog. (PET) radioligands would allow an in vivo exploration of this versatile potential therapeutic target. Herein, the rational remodeling of the amide moiety of a 6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine-3-amide lead structure to accommodate efficient fluorine-18 labeling led to the identification of a series of fluorinated Trk inhibitors with picomolar IC₅₀. The ensuing representative radiolabeled inhibitors [¹⁸F]16 ([¹⁸F]-(±)-IPMICF6) and [¹⁸F]27 ([¹⁸F]-(±)-IPMICF10) constitute novel lead radioligands with about 2- to 3- orders of magnitude increased TrkB/C potencies compared to previous lead tracers and display favorable selectivity profiles and physicochem. parameters for translation into in vivo PET imaging agents.

MedChemComm published new progress about 1284245-36-8. 1284245-36-8 belongs to quinuclidine, auxiliary class Fluoride,Salt,Amine,Aliphatic cyclic hydrocarbon, name is 3-Fluorocyclobutanamine hydrochloride, and the molecular formula is C4H9ClFN, Recommanded Product: 3-Fluorocyclobutanamine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider