Tag: M.W=100-150

Lalut, Julien published the artcileSynthesis and evaluation of novel serotonin 4 receptor radiotracers for single photon emission computed tomography, Recommanded Product: Piperidine-4-carboxamide, the publication is European Journal of Medicinal Chemistry (2016), 90-101, database is CAplus and MEDLINE.

In this study the synthesis of iodinated benzamide and ketone analogs was described. Their affinity for the 5-HT4R and their lipophilicity were evaluated and the most promising derivatives were evaluated ex-vivo for their binding to the receptor and for their ability to displace the reference ligand [¹²⁵I]-SB207710.

European Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Cotman, Andrej E. published the artcileDesign, Synthesis, and Evaluation of Novel Tyrosine-Based DNA Gyrase B Inhibitors, Safety of Piperidine-4-carboxamide, the publication is Archiv der Pharmazie (Weinheim, Germany) (2017), 350(8), n/a, database is CAplus and MEDLINE.

The discovery and synthesis of new tyrosine-based inhibitors of DNA gyrase B (GyrB), which target its ATPase subunit, is reported. Twenty-four compounds were synthesized and evaluated for activity against DNA gyrase and DNA topoisomerase IV. The antibacterial properties of selected GyrB inhibitors were demonstrated by their activity against Staphylococcus aureus and Enterococcus faecalis in the low micromolar range. The most promising compounds, 8a and 13e, inhibited Escherichia coli and S. aureus GyrB with IC₅₀ values of 40 and 30 μM. The same compound also inhibited the growth of S. aureus and E. faecalis with minimal inhibitory concentrations (MIC₉₀) of 14 and 28 μg/mL, resp.

Archiv der Pharmazie (Weinheim, Germany) published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Safety of Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Pulici, Maurizio published the artcileOptimization of Diarylthiazole B-Raf Inhibitors: Identification of a Compound Endowed with High Oral Antitumor Activity, Mitigated hERG Inhibition, and Low Paradoxical Effect, Safety of Piperidine-4-carboxamide, the publication is ChemMedChem (2015), 10(2), 276-295, database is CAplus and MEDLINE.

Aberrant activation of the mitogen-activated protein kinase (MAPK)-mediated pathway components, RAF-MEK-ERK, is frequently observed in human cancers and clearly contributes to oncogenesis. As part of a project aimed at finding inhibitors of B-Raf, a key player in the MAPK cascade, the authors originally identified a thiazole derivative endowed with high potency and selectivity, optimal in vitro ADME properties, and good pharmacokinetic profiles in rodents, but that suffers from elevated hERG inhibitory activity. An optimization program was thus undertaken, focused mainly on the elaboration of the R¹ and R² groups of the scaffold. This effort ultimately led to I, which maintains favorable in vitro and in vivo properties, but lacks hERG liability. Besides exhibiting potent antiproliferative activity against only cell lines bearing B-Raf V600E or V600D mutations, compound I also intriguingly shows a weaker “paradoxical” activation of MEK in nonmutant B-Raf cells than other known B-Raf inhibitors. It also demonstrates very good efficacy in vivo against the A375 xenograft melanoma model (tumor volume inhibition >90% at 10 mg kg^-1); it is therefore a suitable candidate for preclin. development.

ChemMedChem published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Safety of Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Hashimoto, Tadashi published the artcileSyntheses and biological activities of substance P analogs containing L– and D-homoglutamine and L– and D-pyrohomoglutamic acid at positions 5 and 6, HPLC of Formula: 72002-30-3, the publication is Bulletin of the Chemical Society of Japan (1987), 60(3), 1207-9, database is CAplus.

Six title substance P (SP) analogs were prepared by the solid-phase method on a benzylhydrylamine resin. The smooth muscle contractile activities of these analogs were compared with the activity of SP on isolated guinea pig ileum and trachea. The potency of [D-Hgn⁵,Hgn⁶]-SP (Hgn = homoglutamine residue) was as high as that of SP in the guinea pig ileum assay. The replacements of both Gln residues at positions 5 and 6 with the Hgn-D-Hgn sequence brought a drastic decrease in activity. The D-pyroHgu-Hgn-Phe-Phe-Gly-Leu-Met-NH₂ (pyroHgu = pyrohomoglutamic acid) analog possessed the highest potency among the 6 analogs.

Bulletin of the Chemical Society of Japan published new progress about 72002-30-3. 72002-30-3 belongs to piperidines, auxiliary class Piperidine,Chiral,Carboxylic acid,Amide, name is (R)-6-Oxopiperidine-2-carboxylic acid, and the molecular formula is C6H9NO3, HPLC of Formula: 72002-30-3.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Naruto, Shunsuke published the artcileSynthesis and spasmolytic activity of aminoalkyl 2-substituted 2-(1,2-benzisoxazol-3-yl)acetates, Recommanded Product: 1-Ethylpiperidin-3-ol, the publication is Chemical & Pharmaceutical Bulletin (1987), 35(5), 2095-100, database is CAplus and MEDLINE.

Several aminoalkyl esters (I, II, and III, R = aminoalkyl or alkylpiperidino of 2-(1,2-benzisoxazol-3-yl)-2-cyclohexylacetic acid, 1-(1,2-benzisoxazol-3-yl)-1-cyclopentanecarboxylic acid, and 1-(1,3-benzisoxazol-3-yl)-1-cyclohexanecarboxylic acid and their quaternary ammonium salts were prepared Me 1,2-benzisoxazole-3-acetate was treated with NaH and then cyclohexyl iodide or Br(CH₂)₄Br or Br(CH₂)₅Br to give esters which were hydrolyzed and esterified to give I–III, resp. The anticholinergic (anti-Ach) and musculotropic (anti-KCl) activities of these compounds were examined 3-(N,N-Diethylamino)propyl 2-(1,2-benziosoxazol-3-yl)-2-cyclohexylacetate [I, R = (CH₂)₃NEt₂] showed potent anti-Ach and anti-KCl activities.

Chemical & Pharmaceutical Bulletin published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Recommanded Product: 1-Ethylpiperidin-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Jose, Gilish published the artcileNew polyfunctional imidazo[4,5-C]pyridine motifs: Synthesis, crystal studies, docking studies and antimicrobial evaluation, Related Products of piperidines, the publication is European Journal of Medicinal Chemistry (2014), 288-297, database is CAplus and MEDLINE.

New antimicrobial agents, imidazo[4,5-c]pyridine derivatives were synthesized. The authors have developed a new synthetic protocol for the final reaction, an efficient microwave-assisted synthesis of imidazo[4,5-c]pyridines from substituted 3,4-diaminopyridine and carboxylic acids in presence of DBU mediated by T3P. The chem. structures of the new compounds were characterized by IR, ¹H NMR, ¹³C NMR, mass spectral anal. and elemental anal. In addition, single crystal x-ray diffraction also was recorded for compound 1-(7-(3-Fluorophenyl)-2-(phenoxymethyl)-1H-imidazo[4,5c]pyridin-4-yl)piperidine-3-carbonitrile. The in vitro antimicrobial activities of the compounds were conducted against various Gram-neg., Gram-pos. bacteria and fungi. Amongst the tested, seven compounds displayed promising antimicrobial activity. The mol. docking of GlcN-6-P synthase with newly synthesized compounds was carried out.

European Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Jose, Gilish published the artcileSynthesis, molecular docking, antimycobacterial and antimicrobial evaluation of new pyrrolo[3,2-c]pyridine Mannich bases, HPLC of Formula: 39546-32-2, the publication is European Journal of Medicinal Chemistry (2017), 275-288, database is CAplus and MEDLINE.

In this report, we describe the synthesis and biol. evaluation of a new series of pyrrolo[3,2-c]pyridine Mannich bases. The Mannich bases were obtained in good yields by one-pot three component condensation of pyrrolo[3,2-c]pyridine scaffold with secondary amines and excess of formaldehyde solution in AcOH. The chem. structures of the compounds were characterized by ¹H NMR, ¹³C NMR, LC/MS and elemental anal. Single crystal X-ray diffraction has been recorded for compound I ([C₂₃H₂₉ClN₄]⁺², H₂O). The in vitro antimicrobial activities of the compounds were evaluated against various bacterial and fungal strains using Agar diffusion method and Broth micro dilution method. Compounds II (n = 1, R = 4-Me-piperazin-1-yl, N-Bn-ethanamino; n = 2, R = N-Me-2-Ph-ethanamine, piperidine-3-carboxamide, piperidine-4-carboxamide) were showed good Gram-pos. antibacterial activity against S. aureus, B. flexus, C. sporogenes and S. mutans. Furthermore, in vitro antimycobacterial activity was evaluated against Mycobacterium tuberculosis H37Rv (ATCC 27294) using MABA. Compounds II (n = 2, R = N-Me-2-Ph-ethanamine, piperidine-3-carboxamide, piperidine-4-carboxamide) were showed good antitubercular activity against Mtb (MIC ≥6.25 μg/mL). Among the tested compounds, II (n = 2, R = piperidine-3-carboxamide) was showed excellent antimycobacterial activity against Mtb (MIC <0.78 μg/mL) and low cytotoxicity against the HEK-293T cell line (SI >>25). Mol. docking of the active compounds against glutamate racemase (MurI) and Mtb glutamine synthetase were explained the structure-activity observed in vitro.

European Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, HPLC of Formula: 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Nojiri, Masutoshi published the artcileCharacterization of an enantioselective amidase from Cupriavidus sp. KNK-J915 (FERM BP-10739) useful for enzymatic resolution of racemic 3-piperidinecarboxamide, Synthetic Route of 39546-32-2, the publication is Journal of Molecular Catalysis B: Enzymatic (2014), 136-142, database is CAplus.

A novel amidase (CsAM) acting on (R,S)-N-benzyl-3-piperidinecarboxamide was purified from Cupriavidus sp. KNK-J915 (FERM BP-10739) and characterized. The enzyme acts on (R,S)-N-benzyl-3-piperidinecarboxamide S-selectively to yield (R)-N-benzyl-3-piperidinecarboxamide. Anal. gel filtration column chromatog. and SDS-PAGE revealed that the enzyme is a tetramer with a subunit of approx. 47 kDa. It has a broad substrate spectrum against nitrogen-containing heterocyclic amides. Its optimal pH and temperature are 8.0-9.0 and 50 °C, resp. The CsAM gene was cloned and sequenced, and it was found to comprise 1341 bp and encode a polypeptide of 46,388 Da. The deduced amino acid sequence exhibited 78% identity to that of a putative amidase (CnAM) from Cupriavidus necator JMP134. The cultured cells of recombinant Escherichia coli producing CnAM could be used for the S-selective hydrolysis of (R,S)-N-benzyl-3-piperidinecarboxamide but could not be used for the S-selective hydrolysis of (R,S)-3-piperidinecarboxamide because of its very low level of selectivity. In contrast, the cultured cells of recombinant E. coli producing CsAM could hydrolyze both (R,S)-N-benzyl-3-piperidinecarboxamide and (R,S)-3-piperidinecarboxamide with high S-selectivity.

Journal of Molecular Catalysis B: Enzymatic published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Synthetic Route of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ledneczki, Istvan published the artcileDiscovery of novel steroidal histamine H₃ receptor antagonists/inverse agonists, Application In Synthesis of 39546-32-2, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(19), 4525-4530, database is CAplus and MEDLINE.

Emerging from an HTS campaign, novel steroid-based histamine H₃ receptor antagonists were identified and characterized. Structural moieties of the hit compounds were combined to improve binding affinities which resulted in compound I as lead mol. During the lead optimization due to the versatile modifications of diamino steroid derivatives, several in vitro potent compounds with subnanomolar binding affinities to histamine H₃ receptors were found. The unfavorable binding to rat muscarinic receptors was successfully reduced by tuning the basicity. Compound II showed significant in vivo activity in the rat dipsogenia model and could serve as a pharmacol. tool in the future.

Bioorganic & Medicinal Chemistry Letters published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Application In Synthesis of 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Paul, Raymond published the artcileA new synthesis of N-substituted 3-hydroxypiperidines, Formula: C7H15NO, the publication is Compt. rend. (1945), 560-2, database is CAplus.

When a mono-alkyl- or aryltetrahydrofurfurylamine (I) is treated with 2 mols. of HBr, the ring is apparently opened and the intermediate haloamino alc. is converted to the corresponding alkyl- or aryl-3-hydroxypiperidine (II) by the action of heat and alkali. Various I were made in 2 ways: (1) by heating tetrahydrofurfuryl chloride with a large excess of primary amine at 100° for 10 h.; (2) by hydrogenation at 100°, with Raney Ni, of 1 mol. of furfural and 1 mol. of primary amine in alc. The data for the I are given below in the order b.p., d₄, n_D, and m.p. of picrate: alkyl = Me 155-6° (b₉ 40°), 0.928/21.5°, 1.4436/21.5°, 129°; Et 170-1° (b₁₂ 62°), 0.913/21°, 1.4430/21°, 98°; Pr b₁₀ 69°; Ph b₉ 154°, 1.071/21°, 1.5617/21°, 117°; benzyl b₁₁ 151°, 1.024/21°, 1.5240/21°, 135°; 3-pyridyl, b₆ 160-1°, 1.172/23°, 1.5950/23°, 161°. One mol. I is treated with 2 mols. dry HBr and warmed at 100° for 3 h. A little water is added and the solution neutralized carefully with NH₃. The Me and Et derivatives of II are salted out with K₂CO₃, the others sep. first as oils, which on treatment with concentrated KOH give II. They are colorless, very soluble in water, strongly alk. Data for derivatives of II are given in the order b.p., d₄, n_D, m.p. of HCl salt of benzoate ester; alkyl = Me b₁₆ 79°, 0.9635/16°, 1.4695/16°, 194°; Et b₁₆ 93°, 0.9580/14°, 1.4769/14°, 204°; Pr b₁₅ 77°, 0.971/15°, 1.4589/15°, 176°; Ph b₂ 145-146°, 1.092/21°, 1.5756/21°, oily, 141° (m.p. picrate); benzyl b₁₂ 155-156, 1.056/16°, 1.5402/16°, oily. The Et and Ph derivatives are identical with those found earlier. Unsubstituted I could not be converted into unsubstituted II.

Compt. rend. published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Formula: C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem