Month: February 2023

A novel series of 2-carboxytetrahydroquinolines provides new insights into the eastern region of glycine site NMDA antagonists was written by Dannhardt, Gerd;v. Gruchalla, Markus;Kohl, Beate K.;Parsons, C. G.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2000.Computed Properties of C16H25N3O2 This article mentions the following:

A series of potent 4-substituted tetrahydroquinolines has been synthesized and biol. tested in order to refine the eastern region of the pharmacophore model for glycine site NMDA antagonists concerning the assessment of lipophilicity, flexibility, and hydrogen bonding. Displacement studies on rat cortical membranes using [³H]-5,7-dichlorokynurenic acid as a radioligand indicated that binding affinities are markedly enhanced when addnl. hydrogen-accepting groups are introduced into the eastern region of the 2-carboxytetrahydroquinolines. Among the most potent ligands were some urea, sulfonylurea, and crown ether compounds as interesting leads for new diagnostics, especially for the evaluation of PET tracers, which allow biodistribution studies and NMDA receptor studies in the living organism. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (cas: 304897-49-2Computed Properties of C16H25N3O2).

tert-Butyl 4-(4-aminobenzyl)piperazine-1-carboxylate (cas: 304897-49-2) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Computed Properties of C16H25N3O2

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Arylation of Amines and Monoarylation of Symmetrical Diamines in the Presence of Brine Solution with Diheteroaryl Halides was written by Verma, Sanjeev K.;Ghorpade, Ramarao;Kaushik, M. P.. And the article was included in Synthetic Communications in 2014.Safety of Piperazine Dihydrochloride This article mentions the following:

A simple, scalable, ligand-free, and metal-free protocol for arylation of amines and monoarylation of sym. diamines with diheteroaryl halides in the presence of brine solution has been developed. The protocol has broad structural applicability for chemoselective monoarylation of a wide variety of sym., cyclic, and acyclic aliphatic diamines. The protocol is also applicable for selective arylation of aliphatic amine in the presence of aromatic amine. In the experiment, the researchers used many compounds, for example, Piperazine Dihydrochloride (cas: 142-64-3Safety of Piperazine Dihydrochloride).

Piperazine Dihydrochloride (cas: 142-64-3) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. Although many piperazine derivatives occur naturally, piperazine itself can be synthesized by reacting alcoholic ammonia with 1,2-dichloroethane, by the action of sodium and ethylene glycol on ethylene diamine hydrochloride, or by reduction of pyrazine with sodium in ethanol.Safety of Piperazine Dihydrochloride

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Determination of 26 chemical drugs for the treatment of cough and asthma added illegally in herbal tea by high performance liquid chromatography-tandem mass spectrometry was written by Sun, Shuzhou;He, Yanli;Chen, Yong-en;Li, Aodi. And the article was included in Jinri Yaoxue in 2021.HPLC of Formula: 2192-20-3 This article mentions the following:

OBJECTIVE To establish a rapid screening method for determination of 26 chem. drugs for the treatment of cough and asthma added illegally in herbal tea. METHODS This method involved liquid chromatog.-tandem mass spectrometry. The samples were extracted with methanol, filtrated by 0.22 渭m microporous filters and finally separated on a C₁₈ column (2.1 mm脳150 mm, 3.5 渭m) by using acetonitrile and water (containing 5 mmol路L^-1 ammonium formate and 0.1% formic acid) as mobile phase. Qual. and quant. anal. were carried out in multiple reaction monitoring (MRM) model. RESULTS The correlative coefficient of 26 chem. drugs were above 0.995. The average recoveries were 61.2% 鈭?115.6%, the relative standard deviations ranged from 1.0% to 2.0% (n=6). CONCLUSION The method is simple, rapid and sensitive. It is suitable for the determination of 26 chem. drugs for the treatment of cough and asthma added illegally in herbal tea. In the experiment, the researchers used many compounds, for example, 2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanol dihydrochloride (cas: 2192-20-3HPLC of Formula: 2192-20-3).

2-(2-(4-((4-Chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethanol dihydrochloride (cas: 2192-20-3) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. Piperazine is formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.HPLC of Formula: 2192-20-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Uncovering molecular bases underlying bone morphogenetic protein receptor inhibitor selectivity was written by Alsamarah, Abdelaziz;LaCuran, Alecander E.;Oelschlaeger, Peter;Hao, Jijun;Luo, Yun. And the article was included in PLoS One in 2015.Computed Properties of C25H22N6 This article mentions the following:

Abnormal alteration of bone morphogenetic protein (BMP) signaling is implicated in many types of diseases including cancer and heterotopic ossifications. Hence, small mols. targeting BMP type I receptors (BMPRI) to interrupt BMP signaling are believed to be an effective approach to treat these diseases. However, lack of understanding of the mol. determinants responsible for the binding selectivity of current BMP inhibitors has been a big hindrance to the development of BMP inhibitors for clin. use. To address this issue, we carried out in silico experiments to test whether computational methods can reproduce and explain the high selectivity of a small mol. BMP inhibitor DMH1 on BMPRI kinase ALK2 vs. the closely related TGF-尾 type I receptor kinase ALK5 and vascular endothelial growth factor receptor type 2 (VEGFR2) tyrosine kinase. We found that, while the rigid docking method used here gave nearly identical binding affinity scores among the three kinases; free energy perturbation coupled with Hamiltonian replica-exchange mol. dynamics (FEP/H-REMD) simulations reproduced the absolute binding free energies in excellent agreement with exptl. data. Furthermore, the binding poses identified by FEP/HREMD led to a quant. anal. of phys./chem. determinants governing DMH1 selectivity. The current work illustrates that small changes in the binding site residue type (e.g. pre-hinge region in ALK2 vs. ALK5) or side chain orientation (e.g. Tyr219 in caALK2 vs. wtALK2), as well as a subtle structural modification on the ligand (e.g. DMH1 vs. LDN193189) will cause distinct binding profiles and selectivity among BMP inhibitors. Therefore, the current computational approach represents a new way of investigating BMP inhibitors. Our results provide critical information for designing exclusively selective BMP inhibitors for the development of effective pharmacotherapy for diseases caused by aberrant BMP signaling. In the experiment, the researchers used many compounds, for example, 4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline (cas: 1062368-24-4Computed Properties of C25H22N6).

4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline (cas: 1062368-24-4) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful. Computed Properties of C25H22N6

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Efficient synthesis of a new class of N-nucleosides of 4H-thiochromeno[2,3-d]pyrimidine-10-sulfone as potential anticancer and antibacterial agents was written by Alshammari, Abdulrahman G.;El-Gazzar, Abdel-Rhman B. A.;Hafez, Hend N.. And the article was included in International Journal of Organic Chemistry in 2013.Product Details of 27913-99-1 This article mentions the following:

A highly practical and efficient preparation of 6-methyl-4H-thiochromene and 7-methyl-thiochromene[2,3-d]pyrimidine derivatives, e.g. I (X = NH, NMe, O), was developed via a multi-component reaction of 3-methyl-thiophenol, aldehydes, and malononitrile. A series of pyrimidine nucleoside, thiochromene[2,3-d]pyrimidine and thiochromene[2,3-d]pyrimidine-10-sulfone was efficiently obtained. These hybrid compounds were evaluated as potential antibacterial and anticancer agents and showed encouraging biol. activities. Some of these derivatives showed broad-spectrum antitumor activity against the nine tumor sub-panels tested, and demonstrated significant activity in the in vitro antitumor screening expressed by MG-MID log₁₀GI₅₀ value of -4.55, -4.67 and -4.73 of compounds I (X = NH, NMe, O), resp. In the experiment, the researchers used many compounds, for example, 4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1Product Details of 27913-99-1).

4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Piperazine and its salts did not induce point mutations in a bacterial test. A series of mutagenicity studies in cells, both in vitro and in vivo, has been completed and showed no evidence of mutagenic effect.Product Details of 27913-99-1

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

5-HT_1A receptor agonists, xaliproden and tandospirone, inhibit the increase in the number of cutaneous mast cells involved in the exacerbation of mechanical allodynia in oxaliplatin-treated mice was written by Andoh, Tsugunobu;Sakamoto, Ayumi;Kuraishi, Yasushi. And the article was included in Journal of Pharmacological Sciences (Amsterdam, Netherlands) in 2016.Quality Control of rel-(3aR,4S,7R,7aS)-2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 2-hydroxypropane-1,2,3-tricarboxylate This article mentions the following:

Oxaliplatin causes peripheral neuropathy as a major dose-limiting side effect, and the control of this neuropathy is difficult. This study was designed to investigate whether prophylactic repetitive administration of 5-HT_1A receptor agonists inhibits oxaliplatin-induced mech. allodynia in mice. Repetitive administration of 5-HT_1A receptor agonists (xaliproden and tandospirone) inhibited mech. allodynia induced by a single i.p. injection of oxaliplatin. These agonists also inhibited oxaliplatin-induced mast cell migration, which is involved in the induction of mech. allodynia. These results suggest that the prophylactic repetitive administration of 5-HT_1A receptor agonists attenuates oxaliplatin-induced mech. allodynia by inhibiting the cutaneous mast cell migration. In the experiment, the researchers used many compounds, for example, rel-(3aR,4S,7R,7aS)-2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 2-hydroxypropane-1,2,3-tricarboxylate (cas: 112457-95-1Quality Control of rel-(3aR,4S,7R,7aS)-2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 2-hydroxypropane-1,2,3-tricarboxylate).

rel-(3aR,4S,7R,7aS)-2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 2-hydroxypropane-1,2,3-tricarboxylate (cas: 112457-95-1) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Although many piperazine derivatives occur naturally, piperazine itself can be synthesized by reacting alcoholic ammonia with 1,2-dichloroethane, by the action of sodium and ethylene glycol on ethylene diamine hydrochloride, or by reduction of pyrazine with sodium in ethanol.Quality Control of rel-(3aR,4S,7R,7aS)-2-(4-(4-(Pyrimidin-2-yl)piperazin-1-yl)butyl)hexahydro-1H-4,7-methanoisoindole-1,3(2H)-dione 2-hydroxypropane-1,2,3-tricarboxylate

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Dorsomorphin and LDN-193189 inhibit BMP-mediated Smad, p38 and Akt signalling in C2C12 cells was written by Boergermann, J. H.;Kopf, J.;Yu, P.-B.;Knaus, P.. And the article was included in International Journal of Biochemistry & Cell Biology in 2010.Computed Properties of C25H22N6 This article mentions the following:

Bone morphogenetic proteins (BMPs) are key regulators of cell fate decisions during embryogenesis and tissue homeostasis. BMPs signal through a coordinated assembly of two types of transmembrane serine/threonine kinase receptors to induce Smad1/5/8 plus non-Smad pathways, such as MAPK and Akt. The recent discovery of BMP receptor inhibitors opened new avenues to study specific BMP signaling and to delineate this effect from TGF-尾 and Activin signaling. Here we present comprehensive and quant. analyses on both canonical and non-Smad mediated BMP signaling under Dorsomorphin (DM) and LDN-193189 (LDN) treatment conditions. We demonstrate for the first time, that both compounds affect not only the Smad but also the non-Smad signaling pathways induced by either BMP2, BMP6 or GDF5. The activation of p38, ERK1/2 and Akt in C2C12 cells was inhibited by DM and LDN. In addition “off-target” effects on all branches of BMP non-Smad signaling are presented. From this we conclude that the inhibition of BMP receptors by DM and more efficiently by LDN-193189 affects all known BMP induced signaling cascades. In the experiment, the researchers used many compounds, for example, 4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline (cas: 1062368-24-4Computed Properties of C25H22N6).

4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline (cas: 1062368-24-4) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Computed Properties of C25H22N6

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Determination of eight quinolones in milk using immunoaffinity microextraction in a packed syringe and liquid chromatography with fluorescence detection was written by Zhang, Xinda;Wang, Cuicui;Yang, Linyan;Zhang, Wei;Lin, Jing;Li, Cun. And the article was included in Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences in 2017.COA of Formula: C19H20F3N3O3 This article mentions the following:

We have established a new, highly selective, and sensitive method for the determination of eight quinolones (QNs) in milk: danofloxacin, enrofloxacin, orbifloxacin, norfloxacin, ofloxacin, lomefloxacin, fleroxacin, and ciprofloxacin. The method uses immunoaffinity microextraction in a packed syringe and liquid chromatog. with fluorescence detection (IA-MEPS-LC-FLD). Traditionally, QN residues are determined by liquid-liquid extraction (LLE) and solid phase extraction (SPE) sample preparation techniques; however, these methods are time-consuming and require large quantities of organic solvents. We thus developed a novel immunoaffinity adsorbent combined with MEPS for QN residue anal. The syringe was filled with 0.2 g of microbeads bound with a QN monoclonal antibody using glutaraldehyde. The relevant parameters of the IA-MEPS method were optimized and discussed herein. Milk samples were extracted at a flow rate of 3.5 mL/min, 600 渭L of methanol-and phosphate-buffered saline (9:1, volume/volume) was used for elution, and 200 渭L of mobile phase was used for reconstitution after the sample was dried with nitrogen. Then, the sample was detected by LC-FLD. For the eight QNs, the limit of detection ranged from 0.05 to 0.1 ng/g, the limit of quantification ranged from 0.15 to 0.3 ng/g, and the intra- and inter-day precision were 3.2%-14.6% and 9.1%-15.8%, resp. The advantages of the IA-MEPS method includ simple operation, low cost and reduced organic solvent use. Moreover, the sample pretreatment is environmentally friendly because of the reduced solvent volume requirements. In the experiment, the researchers used many compounds, for example, 1-Cyclopropyl-7-(cis-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (cas: 113617-63-3COA of Formula: C19H20F3N3O3).

1-Cyclopropyl-7-(cis-3,5-dimethylpiperazin-1-yl)-5,6,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (cas: 113617-63-3) belongs to piperazine derivatives. The piperazine scaffold is often found in biologically active compounds in different therapeutic areas. These therapeutic areas include antifungals, antidepressants, antivirals, and serotonin receptor (5-HT) antagonists/agonists. Piperazine and its salts did not induce point mutations in a bacterial test. A series of mutagenicity studies in cells, both in vitro and in vivo, has been completed and showed no evidence of mutagenic effect.COA of Formula: C19H20F3N3O3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Mechanistic selectivity investigation and 2D-QSAR study of some new antiproliferative pyrazoles and pyrazolopyridines as potential CDK2 inhibitors was written by Hassan, Ghaneya S.;Georgey, Hanan H.;Mohammed, Esraa Z.;George, Riham F.;Mahmoud, Walaa R.;Omar, Farghaly A.. And the article was included in European Journal of Medicinal Chemistry in 2021.Application of 27913-99-1 This article mentions the following:

Novel series of diphenyl-1H-pyrazoles (Z/E)I (Ar = C₆H₅, 4-BrC₆H₄, 2-thienyl, etc.) and pyrazolo[3,4-b]pyridines II and III (R = H, OMe, Cl; X = CH₂, O, NCH₃) were synthesized and evaluated for their antiproliferative activity against breast cancer cell line (MCF7) and Hepatocellular carcinoma cell line (HepG2). The highest MCF7 growth inhibition activity was attained via compounds (Z/E)I (Ar = 4-CH₃OC₆H₄) and III (R = OMe; X = O) (IC₅₀ = 1.29 and 0.93渭M, resp.), while compounds II (4-FC₆H₄) and III (R = OMe; X = NMe) were the most active ones against HepG2 (IC₅₀ = 1.57 and 1.33渭M, resp.) compared to doxorubicin (IC₅₀ = 1.88 and 7.30渭M, resp.). Cell cycle anal. showed arrest at S and G2-M phases in MCF7 cells treated with (Z/E)I (Ar = 4-CH₃OC₆H₄) and III (R = OMe; X = O), and at G2-M and G1/S phases in HepG2 cells treated with II (4-FC₆H₄) and III (R = OMe; X = NMe), resp. Apoptotic effect of compounds (Z/E)I (Ar = 4-CH₃OC₆H₄), II (4-FC₆H₄), III (R = OMe; X = O, NMe) was indicated via their pre-G1 early and late apoptotic effects and augmented levels of caspase-9/MCF7 and caspase-3/HepG2. A worthy safety profile was assessed for compounds (Z/E)I (Ar = 4-CH₃OC₆H₄) and III (R = OMe; X = O) on MCF10A and compounds II (4-FC₆H₄) and III (R = OMe; X = NMe) on THLE2 treated normal cells. Furthermore, compounds (Z/E)I (Ar = 4-CH₃OC₆H₄), II (4-FC₆H₄) and III (R = OMe; X = NMe) displayed a promising selective profile for CDK2 inhibition vs. CDK1, CDK4, and CDK7 isoforms are proved from their selectivity index. Docking in CDK2 ATP binding site, co-crystallized with R-Roscovitine, demonstrated analogous interactions and comparable binding energy with the native ligand. 2D QSAR sighted the possible structural features governing the CDK2 inhibition activity elicited by the studied pyrazolo[3,4-b]pyridines II and III. These findings present compounds (Z/E)I (Ar = 4-CH₃OC₆H₄), II (4-FC₆H₄) and III (R = OMe; X = NMe) as selective CDK2 inhibitors with promising antiproliferative activity against MCF7 and HepG2 cancer cells. In the experiment, the researchers used many compounds, for example, 4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1Application of 27913-99-1).

4-(4-Methylpiperazin-1-yl)benzaldehyde (cas: 27913-99-1) belongs to piperazine derivatives. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 掳C and boils at 125鈥?30 掳C. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Application of 27913-99-1

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Catalytic Coupling of Arene C-H Bonds and Alkynes for the Synthesis of Coumarins: Substrate Scope and Application to the Development of Neuroimaging Agents was written by Vadola, Paul A.;Sames, Dalibor. And the article was included in Journal of Organic Chemistry in 2012.SDS of cas: 198627-86-0 This article mentions the following:

C-H bond functionalization offers strategically novel approaches to complex organic compounds However, many C-H functionalization reactions suffer from poor compatibility with Lewis basic functional groups, especially amines, which are often essential for biol. activity. This study describes a systematic examination of the substrate scope of catalytic hydroarylation in the context of complex amino coumarin synthesis. The choice of substrates was guided by the design and development of the next generation of fluorescent false neurotransmitters (FFNs), neuroimaging probes we recently introduced for optical imaging of neurotransmission in the brain. Comparison of two mild protocols using catalytic PtCl₄ or Au(PPh₃)Cl/AgSbF₆revealed that each method has a broad and mutually complementary substrate scope. The relatively less active platinum system out-performed the gold catalyst with indole substrates lacking substitution at the C-3 position and provided higher regioselectivity in the case of carbazole-based substrates. On the other hand, the more active gold catalyst demonstrated excellent functional group tolerance, and the ability to catalyze the formation of strained, helical products. The development of these two protocols offers enhanced substrate scope and provides versatile synthetic tools required for the structure-activity examination of FFN neuroimaging probes as well as for the synthesis of complex coumarins in general. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(3-hydroxyphenyl)piperazine-1-carboxylate (cas: 198627-86-0SDS of cas: 198627-86-0).

tert-Butyl 4-(3-hydroxyphenyl)piperazine-1-carboxylate (cas: 198627-86-0) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Piperazine and its salts did not induce point mutations in a bacterial test. A series of mutagenicity studies in cells, both in vitro and in vivo, has been completed and showed no evidence of mutagenic effect.SDS of cas: 198627-86-0

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics