Category: piperazines

Novel water-soluble sedative-hypnotic agents: isoindolin-1-one derivatives was written by Kanamitsu, Norimasa;Osaki, Takashi;Itsuji, Yutaka;Yoshimura, Masakazu;Tsujimoto, Hisashi;Soga, Manabu. And the article was included in Chemical & Pharmaceutical Bulletin in 2007.Synthetic Route of C7H16N2 This article mentions the following:

The authors developed new i.v. sedative-hypnotic compounds with the isoindolin-1-one skeleton focusing on the water-soluble property and in vivo safety. The authors synthesized approx. 170 derivatives and evaluated their hypnotic effects by i.v. administration of the compounds to mice. A series of the 2-phenyl-3-[2-(4-methyl-1-piperazinyl)-2-oxoethyl]isoindolin-1-one analogs (I–IV) showed potent sedative-hypnotic activity with good water solubility and a wide safety margin. The hypnotic doses (HD₅₀s) of these 4 compounds when administered to mice were 2.35, 1.90, 2.17, and 3.12 mg/kg, resp., and the LDs (LD₅₀s) were 88.67, 64.69, >120, and >120 mg/kg, resp. The therapeutic indexes (LD₅₀/HD₅₀) were 37.73, 34.05, >55.30, and >38.46, resp. Among these IV is being considered as the most potential candidate for clin. trials in humans. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Synthetic Route of C7H16N2).

1-Propylpiperazine (cas: 21867-64-1) 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 formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.Synthetic Route of C7H16N2

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

Chemotherapeutically active nitro compounds. 4. 5-Nitroimidazoles. Part II was written by Winkelmann, E.;Raether, W.;Sinharay, A.. And the article was included in Arzneimittel-Forschung in 1978.Application In Synthesis of 1-Propylpiperazine This article mentions the following:

About 190 nitroimidazoles I [R = morpholino, 4-methylpiperazino, N₃, p-ClC₆H₄COCH₂S, PhS, MeOCS₂, H₂NC(:NH)S, MeNH, etc.; R¹ = Me, Et] were prepared Thus, I (R = Cl, R¹ = Me) was treated with 2-mercaptopyridine to give 80% I (R = 2-pyridylthio, R¹ = Me). 1-Methyl-2-(S-isothiouroniummethyl)-5-nitroimidazole-HCl and 2-bromo-5-nitrofuran gave 65% I (R = 5-nitro-2-furylthio, R¹ = Me). The chemotherapeutic effect against several protozoa species was tabulated. Some I were also bactericidal, nematocidal, and fungicidal. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Application In Synthesis of 1-Propylpiperazine).

1-Propylpiperazine (cas: 21867-64-1) 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).Application In Synthesis of 1-Propylpiperazine

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

Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding was written by Wang, Gary T.;Wang, Sheldon;Gentles, Robert;Sowin, Thomas;Leitza, Sandra;Reilly, Edward B.;von Geldern, Thomas W.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Synthetic Route of C7H16N2 This article mentions the following:

2-Amino-4-Ph pyridine and to a lesser extent, 4-amino-6-Ph pyrimidine were established as isosteres of trans-cinnamide moiety. Applying this isosterism to previously reported p-arylthio cinnamides resulted in the identification of 4-amino-6-(p-arylthio)phenylpyrimidines and 2-amino-4-(p-arylthio)phenylpyridines I (X = N, CH, R¹ = 2-Me₂CH; X = CH, R¹ = 2-MeO, 3,4-OCH₂CH₂O; R²R³N = pyrrolidinyl, 4-hydroxypiperidinyl, 4-formyl-1-piperazinyl, etc.) as potent antagonists of LFA-1/ICAM-1 binding. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Synthetic Route of C7H16N2).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. 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 C7H16N2

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

Improved synthesis of 4-[4-(5-oxo-1,5-dihydro-[1,2,4 triazoyl-4-yl) phenyl]piperazine-1-carboxylic t-butyl ester was written by Sheng, Chunquan;Zhang, Wannian;Xu, Hui;Che, Xiaoying;Zhang, Min;Yao, Jianzhong;Miao, Zhenyuan. And the article was included in Zhongguo Yaowu Huaxue Zazhi in 2006.Computed Properties of C15H21N3O4 This article mentions the following:

To improve the synthetic process of 4-[4-(5-oxo-1,5-dihydro-[1,2,4] triazoyl-4-yl) phenyl] piperazine-1-carboxylic t-Bu ester, which was used as the key intermediate of triazole antifungal agents, the product was synthesized from 1-(4-nitrophenyl) piperazine by Boc protection, reduction of nitro group, acylation, hydrazinolysis and cyclization. The new synthetic process had several advantages such as facile reaction condition, convenient operation and purification without chromatog. The overall yield was improved from 39.10% to 71.94%. In the experiment, the researchers used many compounds, for example, 1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6Computed Properties of C15H21N3O4).

1-Boc-4-(4-Nitrophenyl)piperazine (cas: 182618-86-6) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. 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 C15H21N3O4

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

YAP-dependent proliferation by a small molecule targeting annexin A2 was written by Shalhout, Sophia Z.;Yang, Peng-Yu;Grzelak, Edyta M.;Nutsch, Kayla;Shao, Sida;Zambaldo, Claudio;Iaconelli, Jonathan;Ibrahim, Lara;Stanton, Caroline;Chadwick, Stormi R.;Chen, Emily;DeRan, Michael;Li, Sijia;Hull, Mitchell;Wu, Xu;Chatterjee, Arnab K.;Shen, Weijun;Camargo, Fernando D.;Schultz, Peter G.;Bollong, Michael J.. And the article was included in Nature Chemical Biology in 2021.Computed Properties of C12H25N3O2 This article mentions the following:

Abstract: The transcriptional coactivator Yes-associated protein 1 (YAP) orchestrates a pro-proliferative transcriptional program that controls the fate of somatic stem cells and the regenerative responses of certain tissues. As such, agents that activate YAP may hold therapeutic potential in disease states exacerbated by insufficient proliferative repair. Here we report the discovery of a small mol., termed PY-60, which robustly activates YAP transcriptional activity in vitro and promotes YAP-dependent expansion of epidermal keratinocytes in mouse following topical drug administration. Chem. proteomics revealed the relevant target of PY-60 to be annexin A2 (ANXA2), a protein that directly associates with YAP at the cell membrane in response to increased cell d. PY-60 treatment liberates ANXA2 from the membrane, ultimately promoting a phosphatase-bound, nonphosphorylated and transcriptionally active form of YAP. This work reveals ANXA2 as a previously undescribed, druggable component of the Hippo pathway and suggests a mechanistic rationale to promote regenerative repair in disease. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1Computed Properties of C12H25N3O2).

tert-Butyl 4-(3-aminopropyl)piperazine-1-carboxylate (cas: 373608-48-1) 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.Computed Properties of C12H25N3O2

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

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

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

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 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