Tag: M.W=250-300

Ohrui, Sayaka published the artcileDesign and synthesis of novel orexin antagonists via structural simplification of the morphinan skeleton, Product Details of C18H23NO2, the main research area is orexin ligand spiro piperidine antagonist preparation.

Herein, novel orexin antagonists with a spiro-type piperidine skeleton was designed and synthesized via removal of the unnecessary sites of orexin 1 receptor (OX1R) antagonists with a morphinan skeleton for binding to OX1R. In addition, while decahydroisoquinoline compounds with an A-ring did not show antagonistic activity for OX1R, spiro-type piperidine compounds with a dihydroindene structure showed antagonistic activities. This suggests that the lipophilic site corresponding to the A-ring of the morphinan skeleton is important for determining the antagonistic activity toward OX1R.

Heterocycles published new progress about Diastereoselective synthesis. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Product Details of C18H23NO2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tata, James R. published the artcileThe synthesis and activity of spiroindane growth hormone secretagogues, Synthetic Route of 137419-24-0, the main research area is spiroindane preparation growth hormone secretagogue structure.

The synthesis and activities of a series of spiroindane growth hormone secretagogues is reported. Modification of the benzylic position of the spiroindane has resulted in a dramatic increase in potency resulting in sub-nanomolar peptidomimetic growth hormone secretagogues. In vivo data demonstrating the good oral activity of these analogs is reported.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Synthetic Route of 137419-24-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tanaka, Akito published the artcileStudies on anti-platelet agents. IV. A series of 2-substituted 4,5-bis(4-methoxyphenyl)pyrimidines as novel anti-platelet agents, Formula: C12H20Cl2N2, the main research area is pyrimidine bismethoxyphenyl antiplatelet agent; vasodilatory activity pyrimidine bismethoxyphenyl; cyclooxygenase inhibitor pyrimidine bismethoxyphenyl.

The syntheses and structure-activity relationships of a series of 2-substituted 4,5-bis(4-methoxyphenyl)pyrimidines, designed on the basis of structural analyses of several cyclooxygenase (CO) inhibitors, and their derivatives as anti-platelet agents based on CO inhibition are described. Among them, 4,5-bis(4-methoxyphenyl)-2-morpholinopyrimidine and 4,5-bis(4-methoxyphenyl)-2-(3,5-dimethylmorpholin-4-yl)pyrimidine showed potent inhibitory activity on malondialdehyde, formed by the CO-catalyzed oxygenation of arachidonic acid (A.A.) in prostanoids, production in vitro (73.4% inhibition at 10-8 M and IC50 = 1.4 × 10-8 M, resp.). Certain compounds were also examined in ex vivo studies. Of these compounds, 4,5-bis(4-methoxyphenyl)-2-(1-methyl-1,2,3,6,-tetrahydropyrid-4-yl)pyrimidine (11a) exhibited potent and long-lasting anti-platelet activity ex vivo, i.e., 11a showed 97% inhibition of platelet aggregation induced by A.A. even 24 h after oral administration of 3.2 mg/kg in guinea pigs, and 60-70% inhibition at 6 h after lower doses (1.0 mg/kg). The ex vivo activity of 11a is more than three times that of aspirin (aspirin showed 81% inhibitory activity on platelet aggregation induced by A.A. at 6 h after oral administration at 10 mg/kg is this study). Compound 11a also showed vasodilatory activity (ED50 = 5.3 × 10-6 M, while aspirin has no vasodilatory activity at 6.0 × 10-4 M).

Chemical & Pharmaceutical Bulletin published new progress about Platelet aggregation inhibitors. 1205-72-7 belongs to class piperidines, name is 1-Benzylpiperidin-4-amine dihydrochloride, and the molecular formula is C12H20Cl2N2, Formula: C12H20Cl2N2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Yamaki, Susumu published the artcileSynthesis and pharmacological evaluation of glycine amide derivatives as novel vascular adhesion protein-1 inhibitors without CYP3A4 and CYP2C19 inhibition, HPLC of Formula: 887425-47-0, the main research area is glycine amide derivative preparation vascular adhesion protein VAP1 inhibitor; diabetic nephropathy treatment glycine amide derivative VAP1 inhibitor; CYP2C19; CYP3A4; Diabetic nephropathy; Glycine amide; Vascular adhesion protein-1.

Vascular adhesion protein-1 (VAP-1) is a promising therapeutic target for the treatment of diabetic nephropathy. Here, the authors conducted optimization studies of the authors’ lead compound 1 (I), which the authors previously reported as a novel VAP-1 inhibitor, to enhance the inhibition of human VAP-1 and to reduce CYP3A4 and CYP2C19 inhibition. As a result, the authors identified 3-chloro-4-{4-[5-(3-{[glycyl(methyl)amino]methyl}phenyl)pyrimidin-2-yl]piperazin-1-yl}benzoic acid (17h) as a novel orally active VAP-1 inhibitor, with 14-fold increased human VAP-1 inhibitory activity compared to 1, without CYP3A4 and CYP2C19 inhibition. Oral administration of 17h significantly inhibited the progression of proteinuria in streptozotocin (STZ) induced diabetic rats at 0.3 and 1 mg/kg, suggesting that this compound has potential to be a therapeutic agent for the treatment of diabetic nephropathy.

Bioorganic & Medicinal Chemistry published new progress about Bioactive lead compounds (optimization). 887425-47-0 belongs to class piperidines, name is 1-(5-Bromopyrimidin-2-yl)piperidin-4-ol, and the molecular formula is C9H12BrN3O, HPLC of Formula: 887425-47-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Chen, Xiaoqi published the artcileDiscovery and characterization of a potent and selective antagonist of melanin-concentrating hormone receptor 2, Computed Properties of 137419-24-0, the main research area is MCHR 2 antagonist carbazolylmethyl spiroindanpiperidine preparation.

A series of carbazoylylmethylindanspiropiperidines were synthesized and evaluated as MCHR2 antagonists using a FLIPR assay. The pharmacokinetic properties of selected compounds have also been studied. This effort led to the discovery of potent and specific MCHR2 antagonists. Thus, I demonstrated good pharmacokinetic properties across rat, beagle dog and rhesus monkey and had a favorable selectivity profile against a number of other receptors. These MCHR2 antagonists are considered appropriate tool compounds for study of the function of MCHR2 in vivo.

Bioorganic & Medicinal Chemistry Letters published new progress about. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Computed Properties of 137419-24-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Guo, Junkai published the artcileSulfoxFluor-enabled deoxyazidation of alcohols with NaN3, Synthetic Route of 887425-47-0, the main research area is alc sulfoxfluor sodiumazide deoxyazidation; alkyl azide preparation.

Direct deoxyazidation of alcs. with NaN3 is a straightforward method for the synthesis of widely used alkyl azides in organic chem. A general and practical method for the preparation of alkyl azides from alcs. using NaN3 was developed. N-tosyl-4-chlorobenzenesulfonimidoyl fluoride (SulfoxFluor) played an important role in this deoxyazidation process, which converted a broad range of alcs. into alkyl azides at room temperature The power of this deoxyazidation protocol was demonstrated by successful late-stage deoxyazidation of natural products and pharmaceutically relevant mols.

Nature Communications published new progress about Alkyl azides Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 887425-47-0 belongs to class piperidines, name is 1-(5-Bromopyrimidin-2-yl)piperidin-4-ol, and the molecular formula is C9H12BrN3O, Synthetic Route of 887425-47-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem