Month: February 2023

Design, Synthesis, and Biological Evaluation of Mitochondria-Targeted Flavone-Naphthalimide-Polyamine Conjugates with Antimetastatic Activity was written by Dai, Fujun;Li, Qian;Wang, Yuxia;Ge, Chaochao;Feng, Chenyang;Xie, Songqiang;He, Haoying;Xu, Xiaojuan;Wang, Chaojie. And the article was included in Journal of Medicinal Chemistry in 2017.Synthetic Route of C12H25N3O2 This article mentions the following:

Approx. 90% of cancer-associated deaths result from disseminated tumors, indicating the ineffectiveness of current therapies and the imperative need of antimetastatic drugs. A novel pharmacophore with flavonoid and naphthalimide moieties was constructed by using a fragment-based drug design and a series of eight flavone-naphthalimide-polyamine conjugates were synthesized. In vitro evaluation revealed that compound I with a homospermidine motif displayed better cell selectivity between cancerous and normal liver cells than amonafide did. The in vivo assays on two hepatocellular carcinoma (HCC) models verified that I potently suppressed pulmonary metastasis with improved organ indexes compared to amonafide. Various experiments showed that I as a potential fluorescent chem. probe could target the mitochondria. Preliminary investigation into the mechanism of action of I indicated that it might harness a polyamine transporter for cell entrance, localize in the mitochondria, selectively cause reactive oxygen species (ROS) overproduction in hepatoma cells instead of normal liver cells, and finally lead to HCC cell apoptosis and migration inhibition via multiple ROS-mediated signaling pathways. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1Synthetic Route of C12H25N3O2).

tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1) belongs to piperazine derivatives. A form in which piperazine is commonly available industrially is as the hexahydrate, C4H10N2. 6H2O, which melts at 44 鎺矯 and boils at 125閳?30 鎺矯. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Synthetic Route of C12H25N3O2

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

Modular click chemistry libraries for functional screens using a diazotizing reagent was written by Meng, Genyi;Guo, Taijie;Ma, Tiancheng;Zhang, Jiong;Shen, Yucheng;Sharpless, Karl Barry;Dong, Jiajia. And the article was included in Nature (London, United Kingdom) in 2019.Related Products of 373608-48-1 This article mentions the following:

Alkyl and aryl azides were prepared from the corresponding primary alkyl and aryl amines by reaction with fluorosulfonyl azide generated in situ from a fluorosulfonylimidazolium triflate and sodium azide, expanding access to azides and both to the 1,2,3-triazoles derived from them and to functional screens employing them. The method allowed the preparation of a library of >1000 azides from the corresponding amines; the azide library underwent copper-catalyzed azide-alkyne cycloaddition reactions to yield a library of >1000 1,2,3-triazoles. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1Related Products of 373608-48-1).

tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1) belongs to piperazine derivatives. Piperazine belongs to the family of medicines called anthelmintics. Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C4H10N2.2C6H8O7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C4H10N2.C6H10O4 (containing 1 molecule each of piperazine and adipic acid).Related Products of 373608-48-1

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

Design, Synthesis, Biological Screening, and Molecular Docking Studies of Piperazine-Derived Constrained Inhibitors of DPP-IV for the Treatment of Type 2 Diabetes was written by Kushwaha, Ram N.;Srivastava, Rohit;Mishra, Akansha;Rawat, Arun K.;Srivastava, Arvind K.;Haq, Wahajul;Katti, Seturam B.. And the article was included in Chemical Biology & Drug Design in 2015.Application of 149554-29-0 This article mentions the following:

Novel piperazine-derived conformationally constrained compounds were designed, synthesized, and evaluated for in vitro Dipeptidyl peptidase-IV (DPP-IV) inhibitory activities. From a library of compounds synthesized, 1-(2-(4-(7-Chloro-4-quinolyl)piperazin-1-yl)acetyl)pyrrolidine (2g) was identified as a potential DPP-IV inhibitor exhibiting better inhibitory activity than P32/98, reference inhibitor. The in vivo studies carried out in STZ and db/db mice models indicated that the compound 2g showed moderate antihyperglycemic activity as compared to the marketed drug Sitagliptin. A two-week repeated dose study in db/db mice revealed that compound 2g significantly declined blood glucose levels with no evidence of hypoglycemia risk. Furthermore, it showed improvement in insulin resistance reversal and antidyslipidemic properties. Mol. docking studies established good binding affinity of compound 2g at the DPP-IV active site and are in favor of the observed biol. data. These data collectively suggest that compound 2g is a good lead mol. for further optimization studies. In the experiment, the researchers used many compounds, for example, 6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0Application of 149554-29-0).

6-(Piperazin-1-yl)nicotinonitrile (cas: 149554-29-0) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Application of 149554-29-0

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

Influence of external stimuli on the network properties of cationic poly(N-acryloyl-N’-propyl piperazine) hydrogels was written by Deen, G. Roshan;Mah, Chin Hao. And the article was included in Polymer in 2016.Related Products of 21867-64-1 This article mentions the following:

Stimuli-responsive cationic hydrogels based on N-acryloyl-N’-Pr piperazine (AcrNPP) crosslinked with N,N’-methylenebisacrylamide (Mba) and 1,4-butanedioldiacrylate (Bda) were prepared by UV light-initiated free-radical polymerization in bulk. The effect of external stimuli and type of crosslinker on the equilibrium swelling behavior and dynamic swelling was investigated in detail in buffer solution of various pH and temperatures The equilibrium swelling capacity of the gels was large in swelling medium at pH 3.0 than at pH 10.0 due to ionization of polymer network under acidic conditions. With increase in temperature from 25 鎺矯 to 45 鎺矯, the gels exhibited neg. temperature-responsive (thermo-shrinking/thermophobic) behavior with neg. activation energy for diffusion of water. The thermodn. parameters such as Gibbs’ free energy (铻朑), enthalpy (铻朒), and entropy (铻朣) for the swelling of gels as function of temperature were neg. indicating an exothermic swelling process. Water (media) transport mechanism and diffusion process in thin rectangular gels was studied. At pH 3.0, the diffusion process was non-Fickian (anomalous) while at pH 10.0 it was quasi-Fickian. The transport mechanism was partly influenced by the type of crosslinker in the gel. The dynamic swelling data was analyzed using early-time, late-time and Etters diffusion models. From the equilibrium swelling studies the average mol. weight between crosslinks (M_c), the crosslink d. (锜?sub>c), and the mesh size (灏? were determined The M_c was large at pH 3.0 due to ionization of polymer and chain expansion. The exptl. M_c was much larger than the theor. M_c which implied that the gels were loosely crosslinked real networks. The mesh size of gels were between 447 and 786 鑴?in the swollen (ionized) state (pH 3.0), and between 100 and 231 鑴?in the collapsed (non-ionized) state (pH 10.0). The mesh size increased between three to four times during the pH-dependent swelling transition. The state of water in fully swollen hydrogels which influences many important biomaterial properties was determined by differential scanning calorimetry. The bound water content of gels increased linearly with increase in pH of the swelling medium while the unbound water decreased. These hydrogels have potential to be used as controlled drug delivery systems and sorbents for removal of pollutants from water. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Related Products of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Simple N-substituted piperazines have been found in many drug molecules. 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.Related Products of 21867-64-1

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

New compounds and reactions of sulfonamides with amines. XXXI. Syntheses of some N-[4-[2-(acylamino)ethyl]benzenesulfonyl]-4-alkylpiperazine-1-carboxamides was written by Gajewski, Feliks;Kozakiewicz, Irena. And the article was included in Acta Poloniae Pharmaceutica in 1982.Product Details of 21867-64-1 This article mentions the following:

Nineteen title compounds I (R = Me, R¹ = 2-ClC₆H₄, 3-ClC₆H₄, 2-BrC₆H₄, 2-MeC₆H₄, 4-NO₂C₆H₄, 2,4-Cl₂C₆H₃, 2,5-(MeO)ClC₆H₃, 2-furyl, pyridyl, 2-quinolyl, 2-pyrazinyl, 2-amino-3-pyrazinyl; R = Et, Pr, R¹ = 2,5-(MeO)ClC₆H₃, 2-pyrazinyl; R = Bu, R¹ = 2-pyrazinyl) were prepared as potential hypoglycemic agents. Most I were prepared by heating 4-[R¹CONH(CH₂)₂]C₆H₄SO₂NHCONH₂ with a substituted piperazine in dioxane. I [R = Me, R¹ = 2,5-(MeO)ClC₆H₃] was prepared from 4-[R¹CONH(CH₂)₂]C₆H₄SO₂NHCONHCO₂Me and N-methylpiperazine in PhMe. I (R = Me, R¹ = 2-pyrazinyl) was also obtained via I (R = Me, R¹ = Me) which was deacetylated with aqueous NaOH and the product acylated with pyrazine-2-carboxylic acid chloride in C₆H₁₂. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Product Details of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) 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. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Product Details of 21867-64-1

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

Discovery of ARD-2585 as an Exceptionally Potent and Orally Active PROTAC Degrader of Androgen Receptor for the Treatment of Advanced Prostate Cancer was written by Xiang, Weiguo;Zhao, Lijie;Han, Xin;Qin, Chong;Miao, Bukeyan;McEachern, Donna;Wang, Yu;Metwally, Hoda;Kirchhoff, Paul D.;Wang, Lu;Matvekas, Aleksas;He, Miao;Wen, Bo;Sun, Duxin;Wang, Shaomeng. And the article was included in Journal of Medicinal Chemistry in 2021.Application of 162046-66-4 This article mentions the following:

We report herein the discovery of exceptionally potent and orally bioavailable PROTAC AR degraders with ARD-2585 being the most promising compound ARD-2585 achieves DC₅₀ values of 閳?.1 nM in the VCaP cell line with AR gene amplification and in the LNCaP cell line carrying an AR mutation. It potently inhibits cell growth with IC₅₀ values of 1.5 and 16.2 nM in the VCaP and LNCaP cell lines, resp., and achieves excellent pharmacokinetics and 51% of oral bioavailability in mice. It is more efficacious than enzalutamide in inhibition of VCaP tumor growth and does not cause any sign of toxicity in mice. ARD-2585 is a promising AR degrader for extensive investigations for the treatment of advanced prostate cancer. In the experiment, the researchers used many compounds, for example, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4Application of 162046-66-4).

4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. 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.Application of 162046-66-4

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

Silica-immobilized piperazine: A sustainable organocatalyst for aldol and Knoevenagel reactions was written by Shanmuganathan, Saravanakumar;Greiner, Lasse;Dominguez de Maria, Pablo. And the article was included in Tetrahedron Letters in 2010.Recommanded Product: 1-Propylpiperazine This article mentions the following:

Silica-supported piperazine was found to be an efficient catalyst for aldol reactions of aromatic aldehydes and ketones with straightforward product isolation and catalyst reuse. Furthermore, the catalyst is active in Knoevenagel-type reactions to afford coumarin derivatives, using 2-methyltetrahydrofuran (2-MeTHF) as a novel bio-based solvent. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Recommanded Product: 1-Propylpiperazine).

1-Propylpiperazine (cas: 21867-64-1) 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. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Recommanded Product: 1-Propylpiperazine

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

Discovery of benzo[d]oxazole derivatives as the potent type-I FLT3-ITD inhibitors was written by Bao, Jiyin;Liu, Haichun;Zhi, Yanle;Yang, Wenqianzi;Zhang, Jiawei;Lu, Tao;Wang, Yue;Lu, Shuai. And the article was included in Bioorganic Chemistry in 2020.Safety of 1-Boc-4-(4-Nitrophenyl)piperazine This article mentions the following:

A series of compounds I [R¹ = H, Me, F, MeO; R² = diethylamino, piperidinyl, piperazin-1-yl, etc.; R³ = Ph, pyridin-3-yl, pyridin-4-yl, etc.] were designed and synthesized based on benzo[d]oxazole-2-amine scaffold to discover new potent Fms-like tyrosine kinase 3 inhibitors. During the medicinal chem. works, flexible mol. docking was used to provide design rationale and study the binding modes of the target compounds Through the mixed SAR exploration based on the enzymic and cellular activities, compound I [R¹ = MeO; R² = piperazin-1-yl; R³ = 3-carbamoylphenyl] was identified with potent FLT3-ITD inhibitory (IC₅₀: 0.41 nM) and anti-proliferative (IC₅₀: 0.037娓璏 against MV4-11 cells) activities. And the binding mode of I [R¹ = MeO; R² = piperazin-1-yl; R³ = 3-carbamoylphenyl] with ”DFG-in” FLT3 was simulated by a 20-ns mol. dynamics run, providing some insights into further medicinal chem. efforts toward novel FLT3 inhibitors in AML therapy. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Safety of 1-Boc-4-(4-Nitrophenyl)piperazine).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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.Safety of 1-Boc-4-(4-Nitrophenyl)piperazine

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

The discovery of 6-amino nicotinamides as potent and selective histone deacetylase inhibitors was written by Hamblett, Christopher L.;Methot, Joey L.;Mampreian, Dawn M.;Sloman, David L.;Stanton, Matthew G.;Kral, Astrid M.;Fleming, Judith C.;Cruz, Jonathan C.;Chenard, Melissa;Ozerova, Nicole;Hitz, Anna M.;Wang, Hongmei;Deshmukh, Sujal V.;Nazef, Naim;Harsch, Andreas;Hughes, Bethany;Dahlberg, William K.;Szewczak, Alex A.;Middleton, Richard E.;Mosley, Ralph T.;Secrist, J. Paul;Miller, Thomas A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Recommanded Product: 923565-99-5 This article mentions the following:

This communication highlights the development of a nicotinamide series of histone deacetylase inhibitors (e.g. I) within the benzamide structural class. Extensive exploration around the nicotinamide core led to the discovery of a class I selective HDAC inhibitor that possesses excellent intrinsic and cell-based potency, acceptable ancillary pharmacol., favorable pharmacokinetics, sustained pharmacodynamics in vitro, and achieves in vivo efficacy in an HCT116 xenograft model. In the experiment, the researchers used many compounds, for example, (R)-1-Cbz-2-methylpiperazine (cas: 923565-99-5Recommanded Product: 923565-99-5).

(R)-1-Cbz-2-methylpiperazine (cas: 923565-99-5) 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. 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. Recommanded Product: 923565-99-5

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

Two Ligands Transfer from Ag to Pd: En Route to (SIPr)Pd(CF₂H)(X) and Its Application in One-Pot C-H Borylation/Difluoromethylation was written by Zhao, Haiwei;Herbert, Simon;Kinzel, Tom;Zhang, Wei;Shen, Qilong. And the article was included in Journal of Organic Chemistry in 2020.Recommanded Product: 780705-64-8 This article mentions the following:

A process for the concurrent transfer of both the NHC ligand and difluoromethyl group from [(SIPr)Ag(CF₂H)] to PdX₂ (X = Cl, OAc and OPiv) for the preparation [(SIPr)Pd(CF₂H)X] complexes is described. These complexes were air-stable and easily underwent transmetalation with aryl pinacol boronate/reductive elimination to generate ArCF₂H in high yields. Based on this discovery, the 1st 1-pot C-H borylation and difluoromethylation for the preparation of difluoromethylated (hetero)arenes was developed. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(pyrimidin-2-yl)piperazine-1-carboxylate (cas: 780705-64-8Recommanded Product: 780705-64-8).

tert-Butyl 4-(pyrimidin-2-yl)piperazine-1-carboxylate (cas: 780705-64-8) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Recommanded Product: 780705-64-8

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