Tag: M.W=200-250

Gawlik, Maciej published the artcileSimulation of phase I metabolism reactions of selected calcium channel blockers by human liver microsomes and photochemical methods with the use of Q-TOF LC/MS, Computed Properties of 87179-40-6, the publication is Journal of Pharmaceutical and Biomedical Analysis (2019), 112776, database is CAplus and MEDLINE.

The in vitro phase I metabolism of perhexiline and flunarizine, two calcium channel blockers was investigated during this study with the use of human liver microsomes (HLM) method compared with TiO₂, WO₃ and ZnO catalyzed photochem. reaction. In order to determine the structures of metabolites an quadrupole time-of-flight mass spectrometry combined with liquid chromatog. (Q-TOF LC/MS) system was used. The obtained high resolution mass spectra enabled to identify thirteen products of metabolism of selected drugs including three not yet described metabolites of perhexiline and two new metabolites of flunarizine. The vast majority of metabolites were confirmed also with the participation of photocatalytic approach of the drug metabolism simulation. The comparison of all metabolic profiles made with the use of computational methods drew attention particularly to TiO₂ and WO₃ catalyzed photochem. reaction as similar to HLM incubation. Addnl., in silico toxicity assessment of the detected transformation products of the analyzed substances was also evaluated.

Journal of Pharmaceutical and Biomedical Analysis published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Computed Properties of 87179-40-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Tahirovic, Yesim A. published the artcileDiscovery of N-Alkyl Piperazine Side Chain Based CXCR4 Antagonists with Improved Drug-like Properties, Synthetic Route of 945953-41-3, the publication is ACS Medicinal Chemistry Letters (2018), 9(5), 446-451, database is CAplus and MEDLINE.

A novel series of CXCR4 antagonists with piperidinyl and piperazinyl alkylamine side chains designed as Bu amine replacements are described. Several of these compounds showed similar activity to the parent compound TIQ-15 (5) in a SDF-1 induced calcium flux assay. Preliminary structure-activity relationship investigations led us to identify a series containing N-Pr piperazine side chain analogs exemplified by 16 with improved off-target effects as measured in a muscarinic acetylcholine receptor (mAChR) calcium flux assay and in a limited drug safety panel screen. Further efforts to explore SAR and optimize drug properties led to the identification of the N’-ethyl-N-propyl-piperazine tetrahydroisoquinoline derivative 44 and the N-propyl-piperazine benzimidazole compound 37, which gave the best overall profiles with no mAChR or CYP450 inhibition, good permeability in PAMPA assays, and metabolic stability in human liver microsomes.

ACS Medicinal Chemistry Letters published new progress about 945953-41-3. 945953-41-3 belongs to piperazines, auxiliary class Piperazine,Amide,Aldehyde, name is tert-Butyl 4-(2-oxoethyl)piperazine-1-carboxylate, and the molecular formula is C12H14IN, Synthetic Route of 945953-41-3.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Sari, Sait published the artcileSynthesis and characterization of unsaturated diacyl and alkyl-acyl piperazine derivatives, COA of Formula: C13H18N2, the publication is Turkish Journal of Chemistry (2019), 43(6), 1656-1710, database is CAplus.

The aim of this study is to obtain new unsaturated piperazine compounds by the reaction of piperazine derivatives with acyl chlorides. Methacryloyl piperazine was synthesized from the reaction of methacrylic anhydride with piperazine. Few acyl chlorides were prepared by the reaction of thionyl chloride with carboxylic acids which were obtained as a result of the reaction of malonic acid and suitable aldehydes. The remaining acyl chlorides were synthesized by the reaction of thionyl chloride with carboxylic acids which were obtained from hydrolyzation of esters. Sym. diacyl piperazine compounds were obtained from the reaction of Methacryloyl piperazine with corresponding acyl chlorides. In addition, from the reaction of Methacryloyl piperazine and corresponding acyl chlorides, nonsym. diacyl piperazine compounds were synthesized in medium to good yields (63%-84%). Also, alkyl-acyl piperazine compounds were obtained from the reaction of allyl piperazine and cinnamyl piperazine with corresponding acyl chlorides.

Turkish Journal of Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, COA of Formula: C13H18N2.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Bangalore, Pavan K. published the artcileUsnic Acid Enaminone-Coupled 1,2,3-Triazoles as Antibacterial and Antitubercular Agents, Related Products of piperazines, the publication is Journal of Natural Products (2020), 83(1), 26-35, database is CAplus and MEDLINE.

(+)-Usnic acid, a product of secondary metabolism in lichens, has displayed a broad range of biol. properties such as antitumor, antimicrobial, antiviral, anti-inflammatory, and insecticidal activities. Interested by these pharmacol. activities and to tap into its potential, we herein present the synthesis and biol. evaluation of new usnic acid enaminone-conjugated 1,2,3-triazoles as antimycobacterial agents. (+)-Usnic acid was condensed with propargyl amine to give usnic acid enaminone with a terminal ethynyl moiety. It was further reacted with various azides under copper catalysis to give triazoles in good yields. Among the synthesized compounds, saccharin derivative I proved to be the most active analog, inhibiting Mycobacterium tuberculosis (Mtb) at an MIC value of 2.5μM. Analogs with 3,4-difluorophenacyl and 2-acylnaphthalene units inhibited Mtb at MIC values of 5.4 and 5.3μM, resp. Among the tested Gram-pos. and Gram-neg. bacteria, the new derivatives were active on Bacillus subtilis, with compounds with [3-(trifluoromethyl)phenacyl] and (N-acylmorpholinyl) showing inhibitory concentrations of 41 and 90.7μM, resp., while they were inactive on the other tested bacterial strains. Overall, the study presented here is useful for converting natural (+)-usnic acid into antitubercular and antibacterial agents via incorporation of enaminone and 1,2,3-triazole functionalities.

Journal of Natural Products published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Related Products of piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Onida, Killian published the artcileDirect Synthesis of Thiocarbamoyl Fluorides and Trifluoromethylamines Through Fluorinative Desulfurization, Application In Synthesis of 87179-40-6, the publication is European Journal of Organic Chemistry (2019), 2019(35), 6106-6109, database is CAplus.

Herein, a straightforward synthesis of thiocarbamoyl fluorides is reported starting from amines and carbon disulfide. The key to success is the fluorinative desulfurization of carbon disulfide with (diethylamino)sulfur trifluoride (DAST). The title compounds were obtained in moderate to very good isolated yields. Furthermore, we demonstrated also that thiocarbamoyl fluoride can be converted into their trifluoromethylamine analogs through simple treatment with silver fluoride.

European Journal of Organic Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Application In Synthesis of 87179-40-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Castellote, Isabel published the artcilePyrrolodiazines. 6. Palladium-Catalyzed Arylation, Heteroarylation, and Amination of 3,4-Dihydropyrrolo[1,2-a]pyrazines, Formula: C13H18N2, the publication is Journal of Organic Chemistry (2004), 69(25), 8668-8675, database is CAplus and MEDLINE.

The palladium-catalyzed Suzuki cross-coupling reaction of arylboronic acids and 6-bromo- and 6,8-dibromo-3,4-dihydropyrrolo[1,2-a]pyrazines afforded 6-substituted and 6,8-disubstituted 3,4-dihydropyrrolo[1,2-a]pyrazines in good yields. Stille and Negishi coupling reactions have been used to prepare 6-heteroaryl-substituted derivatives in moderate yields by employing heteroaryl halides and 6-metalated 3,4-dihydropyrrolo[1,2-a]pyrazines as reaction partners. A variety of cyclic secondary amines have also been incorporated at position C-6 of 6-bromo-1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazine in the presence of the palladium catalyst Pd₂(dba)₃ in conjunction with BINAP as ligand. This amination reaction is one of the few reported examples of such a palladium-catalyzed transformation on a pyrrole ring, although the reaction could not be extended to less nucleophilic amines.

Journal of Organic Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Formula: C13H18N2.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Bogdanov, Andrei V. published the artcileNew N-Mannich bases obtained from isatin and piperazine derivatives: the synthesis and evaluation of antimicrobial activity, Related Products of piperazines, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2016), 52(1), 25-30, database is CAplus.

A Mannich reaction of isatin with monosubstituted piperazines in the presence of aqueous formaldehyde was used to synthesize new, as well as two previously described derivatives of 1-[(piperazinyl)methyl]isatins, which were further converted to isoindigo derivatives The antimicrobial activity of the obtained heterocycles was evaluated.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Related Products of piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Makowski, Kamil published the artcileSudemycin K: A Synthetic Antitumor Splicing Inhibitor Variant with Improved Activity and Versatile Chemistry, SDS of cas: 945953-41-3, the publication is ACS Chemical Biology (2017), 12(1), 163-173, database is CAplus and MEDLINE.

Important links exist between the process of pre-mRNA splicing and cancer, as illustrated by the frequent mutation of splicing factors in tumors and the emergence of various families of anti-tumor drugs that target components of the splicing machinery, notably SF3B1, a protein subunit of spliceosomal U2 small nuclear Ribonucleoprotein Particle (snRNP). Sudemycins are synthetic compounds that harbor a pharmacophore common to various classes of splicing inhibitors. Here we describe the synthesis and functional characterization of novel Sudemycin analogs that functionally probe key functional groups within this pharmacophore. Our results confirm the importance of a conjugated diene group and in addition reveal significant spatial flexibility in this region of the mol. Sudemycin K, a derivative that replaces the pharmacophore oxycarbonyl by an amide group, displays improved potency as an inhibitor of cancer cell proliferation, as a regulator of alternative splicing in cultured cells and as an inhibitor of in vitro spliceosome assembly. Sudemycin K displays higher stability, likely related to the replacement of the oxycarbonyl group, which can be substrate of esterases, by an amide group. The activity and special reactivity of Sudemycin K can pave the way to the synthesis and evaluation of a variety of novel Sudemycin derivatives

ACS Chemical Biology published new progress about 945953-41-3. 945953-41-3 belongs to piperazines, auxiliary class Piperazine,Amide,Aldehyde, name is tert-Butyl 4-(2-oxoethyl)piperazine-1-carboxylate, and the molecular formula is C11H20N2O3, SDS of cas: 945953-41-3.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Faruk Mansoor, U. published the artcileDesign and synthesis of potent Gram-negative specific LpxC inhibitors, Application of 1-Biphenyl-4-yl-piperazine, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(4), 1155-1161, database is CAplus and MEDLINE.

Antibiotic resistant hospital acquired infections are on the rise, creating an urgent need for novel bactericidal drugs. Enzymes involved in lipopolysaccharide (LPS) biosynthesis are attractive antibacterial targets since LPS is the major structural component of the outer membrane of Gram-neg. bacteria. Lipid A is an essential hydrophobic anchor of LPS and the first committed step in lipid A biosynthesis is catalyzed by a unique zinc dependent metalloamidase, UDP-3-O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase (LpxC). LpxC is an attractive Gram-neg. only target that has been chem. validated by potent bactericidal hydroxamate inhibitors that work by coordination of the enzyme’s catalytic zinc ion. An exploratory chem. effort focused on expanding the SAR around hydroxamic acid zinc-binding warheads’ lead to the identification of novel compounds with enzyme potency and antibacterial activity similar to CHIR-090.

Bioorganic & Medicinal Chemistry Letters published new progress about 180698-19-5. 180698-19-5 belongs to piperazines, auxiliary class Piperazine,Benzene, name is 1-Biphenyl-4-yl-piperazine, and the molecular formula is C16H18N2, Application of 1-Biphenyl-4-yl-piperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Dholkawala, Fahd published the artcileSynthesis and characterization of brain penetrant prodrug of neuroprotective D-264: Potential therapeutic application in the treatment of Parkinson’s disease, HPLC of Formula: 180698-19-5, the publication is European Journal of Pharmaceutics and Biopharmaceutics (2016), 62-70, database is CAplus and MEDLINE.

Parkinson’s disease (PD) is one of the major debilitating neurodegenerative disorders affecting millions of people worldwide. Progressive loss of dopamine neurons resulting in development of motor dysfunction and other related non-motor symptoms is the hallmark of PD. Previously, we have reported on the neuroprotective property of a potent D3 preferring agonist D-264. In our goal to increase the bioavailability of D-264 in the brain, we have synthesized a modified cysteine based prodrug of D-264 and evaluated its potential in crossing the blood-brain barrier. Herein, we report the synthesis of a novel modified cysteine conjugated prodrug of potent neuroprotective D3 preferring agonist D-264 and systematic evaluation of the hydrolysis pattern of the prodrug to yield D-264 at different time intervals in rat plasma and brain homogenates using HPLC anal. Furthermore, we have also performed in vivo experiments with the prodrug to evaluate its enhanced brain penetration ability.

European Journal of Pharmaceutics and Biopharmaceutics published new progress about 180698-19-5. 180698-19-5 belongs to piperazines, auxiliary class Piperazine,Benzene, name is 1-Biphenyl-4-yl-piperazine, and the molecular formula is C16H18N2, HPLC of Formula: 180698-19-5.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics