Month: October 2022

Synthetic Route of C5H14Cl2N2On October 20, 2015 ,《(2-Arylethenyl)-1,3,5-triazin-2-amines as a novel histamine H4 receptor ligands》 was published in European Journal of Medicinal Chemistry. The article was written by Kaminska, Katarzyna; Ziemba, Julia; Ner, Joanna; Schwed, Johannes Stephan; Lazewska, Dorota; Wiecek, Malgorzata; Karcz, Tadeusz; Olejarz, Agnieszka; Latacz, Gniewomir; Kuder, Kamil; Kottke, Tim; Zygmunt, Malgorzata; Sapa, Jacek; Karolak-Wojciechowska, Janina; Stark, Holger; Kiec-Kononowicz, Katarzyna. The article contains the following contents:

Within the constantly growing number of histamine H4 (H4R) receptor ligands there is a large group of azine derivatives A series of novel compounds in the group of 4-methylpiperazinyl-1,3,5-triazin-2-amines were designed and obtained. Structures were modified at the triazine 6-position by introduction of variously substituted arylethenyl moieties. Their affinities to histamine H4 receptors were evaluated in radioligand binding assays with use of Sf9 cells, transiently expressing human H4R. Pharmacol. studies identified 4-[(E)-2-(3-chlorophenyl)ethenyl]-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine (Ki = 253 nM) as the most potent compound in the present series. In the experiment, the researchers used many compounds, for example, 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Synthetic Route of C5H14Cl2N2)

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Synthetic Route of C5H14Cl2N2

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

Evrard, Deborah A.; Zhou, Ping; Yi, Soo Y.; Zhou, Dahui; Smith, Deborah L.; Sullivan, Kelly M.; Hornby, Geoffrey A.; Schechter, Lee E.; Andree, Terrance H.; Mewshaw, Richard E. published an article on February 15 ,2005. The article was titled 《Studies towards the next generation of antidepressants. Part 4: Derivatives of 4-(5-fluoro-1H-indol-3-yl)cyclohexylamine with affinity for the serotonin transporter and the 5-HT1A receptor》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Application of 84807-09-0 The information in the text is summarized as follows:

Derivatives of the serotonin reuptake inhibitor 4-(5-fluoro-1H-indol-3-yl)cyclohexylamine, in which serotonin 1A (5-HT1A) receptor pharmacophoric elements are incorporated, are reported. Analogs exhibiting affinity for both the serotonin transporter and the 5-HT1A receptor are described. Compounds containing 1-(4-indolyl)piperazine and 2-(1H-indol-4-yloxy)ethylamine are promising leads for further SAR studies. In the experimental materials used by the author, we found 4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Application of 84807-09-0)

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Application of 84807-09-0

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

Rudolph, Dale A.; Alcazar, Jesus; Ameriks, Michael K.; Anton, Ana Belen; Ao, Hong; Bonaventure, Pascal; Carruthers, Nicholas I.; Chrovian, Christa C.; De Angelis, Meri; Lord, Brian; Rech, Jason C.; Wang, Qi; Bhattacharya, Anindya; Andres, Jose Ignacio; Letavic, Michael A. published their research in Bioorganic & Medicinal Chemistry Letters on August 15 ,2015. The article was titled 《Novel methyl substituted 1-(5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanones are P2X7 antagonists》.Application In Synthesis of (S)-tert-Butyl 2-methyl-3-oxopiperazine-1-carboxylate The article contains the following contents:

The optimization efforts that led to a novel series of Me substituted 1-(5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanones that are potent rat and human P2X7 antagonists are described. These efforts resulted in the discovery of compounds with good drug-like properties that are capable of high P2X7 receptor occupancy in rat following oral administration, including compounds I (P2X7 IC50 = 7.7 nM) and II (P2X7 IC50 = 7.7 nM). These compounds are expected to be useful tools for characterizing the effects of P2X7 antagonism in models of depression and epilepsy, and several of the compounds prepared are candidates for effective P2X7 PET tracers. The results came from multiple reactions, including the reaction of (S)-tert-Butyl 2-methyl-3-oxopiperazine-1-carboxylate(cas: 1799971-34-8Application In Synthesis of (S)-tert-Butyl 2-methyl-3-oxopiperazine-1-carboxylate)

(S)-tert-Butyl 2-methyl-3-oxopiperazine-1-carboxylate(cas: 1799971-34-8) belongs to piperazines. 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 (S)-tert-Butyl 2-methyl-3-oxopiperazine-1-carboxylate

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

《Synthesis, characterization and carbonic anhydrase I and II inhibitory evaluation of new sulfonamide derivatives bearing dithiocarbamate》 was published in European Journal of Medicinal Chemistry in 2020. These research results belong to Saglik, Begum Nurpelin; Osmaniye, Derya; Cevik, Ulviye Acar; Levent, Serkan; Cavusoglu, Betul Kaya; Buyukemir, Oya; Nezir, Deniz; Karaduman, Abdullah Burak; Ozkay, Yusuf; Koparal, Ali Savas; Beydemir, Sukru; Kaplancikli, Zafer Asim. Quality Control of 1-Methylpiperazine The article mentions the following:

In this study, novel dithiocarbamate-sulfonamide derivatives I [R = Me, cyclohexyl, 4-O2NC6H4, etc.] were synthesized to investigate their inhibitory activity on purified human carbonic anhydrase (hCA) I and II. The IC50 and Ki values of the compounds were calculated to compare their inhibition profiles on hCA I and II isoenzymes. Acetazolamide was used as the standard inhibitor in the enzyme inhibition assay. Compounds I [R = Me, 4-MeC6H4CH2, CH2CH2NMe2, CH2CH2CH2NMe2, 2-pyridinyl, 2-pyrimidinyl] showed notable inhibitory effects against hCA I and II. Among these compounds, compound I [R = CH2CH2CH2NMe2] was found to be the most active derivate against both the hCA I and II enzymes with Ki values of 0.032 ± 0.001μM and 0.013 ± 0.0005μM, resp. The cytotoxicity of compounds I [R = Me, 4-MeC6H4CH2, CH2CH2NMe2, CH2CH2CH2NMe2, 2-pyridinyl, 2-pyrimidinyl] toward NIH/3T3 (mouse embryonic fibroblast cell line) was observed and the compounds were found to be non-cytotoxic. Furthermore, mol. docking studies were performed to investigate the interaction types between compound I [R = CH2CH2CH2NMe2] and the hCA I and II enzymes. As a result of this study a novel and potent class of CA inhibitors with good activity potential were identified. The experimental part of the paper was very detailed, including the reaction process of 1-Methylpiperazine(cas: 109-01-3Quality Control of 1-Methylpiperazine)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Quality Control of 1-Methylpiperazine

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

Name: 1-(3-(Methylsulfonyl)propyl)piperazine dihydrochlorideOn November 18, 2011 ,《Application of PAT tools for the safe and reliable production of a dihydro-1H-imidazole》 appeared in Organic Process Research & Development. The author of the article were Barrios Sosa, Ana C.; Conway, Ryan; Williamson, R. Thomas; Suchy, James P.; Edwards, William; Cleary, Thomas. The article conveys some information:

The application of two Process Anal. Technol. (PAT) tools was studied and implemented for the safe and reliable synthesis of an advanced intermediate (4S,5R-7) (I) of a member of the dihydro-1H-imidazole class of compounds Real time data were generated using ReactIR to track the complete breakdown of phosgene precursors to phosgene and confirm the absence of these hazardous materials prior to batch transfer operations. In addition, the chiral resolution by crystallization of rac7 was monitored by a Lasentec FBRM probe-based system. Implementation of the latter helped to track the crystallization process to minimize the risk of cocrystn. of undesired isomer 4R,5S-7. In addition to this study using 1-(3-(Methylsulfonyl)propyl)piperazine dihydrochloride, there are many other studies that have used 1-(3-(Methylsulfonyl)propyl)piperazine dihydrochloride(cas: 939983-66-1Name: 1-(3-(Methylsulfonyl)propyl)piperazine dihydrochloride) was used in this study.

1-(3-(Methylsulfonyl)propyl)piperazine dihydrochloride(cas: 939983-66-1) is a member of sulfones.The sulfones, like the sulfonamides, are structural analogs of para-aminobenzoic acid that interfere with folic acid metabolism by acting as competitive inhibitors of dihydropteroate synthetase. All sulfones of clinical value are derivatives of dapsone, the most widely used member of this class.Name: 1-(3-(Methylsulfonyl)propyl)piperazine dihydrochloride

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

Name: Abt-724On September 23, 2013 ,《Computational Profiling of Bioactive Compounds Using a Target-Dependent Composite Workflow》 was published in Journal of Chemical Information and Modeling. The article was written by Meslamani, Jamel; Bhajun, Ricky; Martz, Francois; Rognan, Didier. The article contains the following contents:

Computational target fishing is a chemoinformatic method aimed at determining main and secondary targets of bioactive compounds in order to explain their mechanism of action, anticipate potential side effects, or repurpose existing drugs for novel therapeutic indications. Many existing successes in this area have been based on a use of a single computational method to estimate potentially new target-ligand associations We herewith present an automated workflow using several methods to optimally browse target-ligand space according to existing knowledge on either ligand and target space under investigation. The protocol uses four ligand-based (SVM classification, SVR affinity prediction, nearest neighbors interpolation, shape similarity) and two structure-based approaches (docking, protein-ligand pharmacophore match) in series, according to well-defined ligand and target property checks. The workflow was remarkably accurate (72%) in identifying the main target of 189 clin. candidates and proposed two novel off-targets which could be exptl. validated. Rolofylline, an adenosine A1 receptor antagonist, was confirmed to inhibit phosphodiesterase 5 with a moderate affinity (IC50 = 13.8 μM). More interestingly, we describe a strong binding (IC50 = 142 nM) of a claimed selective phosphodiesterase 10 A inhibitor (PF-2545920) with the cysteinyl leukotriene type 1 G protein-coupled receptor. The results came from multiple reactions, including the reaction of Abt-724(cas: 70006-24-5Name: Abt-724)

Abt-724(cas: 70006-24-5) belongs to piperazines. 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).Name: Abt-724

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

Electric Literature of C12H18N2OOn May 1, 2010 ,《Discovery of novel leukotriene A4 hydrolase inhibitors based on piperidine and piperazine scaffolds》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Sandanayaka, Vincent; Mamat, Bjorn; Bhagat, Nikhil; Bedell, Louis; Halldorsdottir, Gudrun; Sigthorsdottir, Heida; Andresson, Torkell; Kiselyov, Alex; Gurney, Mark; Singh, Jasbir. The article conveys some information:

Novel piperidine and piperazine derivatives have been designed and tested as inhibitors of LTA4 hydrolase (LTA4H). Most potent compounds showed good potency in both enzymic and functional human whole blood assay. Crystallog. studies further confirmed observed structure-activity relationship and LTA4H binding mode for analogs from the piperidine series. In addition to this study using (4-Benzylpiperazin-2-yl)methanol, there are many other studies that have used (4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1Electric Literature of C12H18N2O) was used in this study.

(4-Benzylpiperazin-2-yl)methanol(cas: 85817-34-1) belongs to piperazines. 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).Electric Literature of C12H18N2O

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

Heusler, Peter; Bruins Slot, Liesbeth; Rauly-Lestienne, Isabelle; Palmier, Christiane; Tardif, Stephanie; Tourette, Amelie; Ailhaud, Marie-Christine; Cussac, Didier published an article on January 31 ,2009. The article was titled 《Activation of G proteins and extracellular signal-regulated kinase 1/2 phosphorylation via human dopamine D4.4 receptors: differential pathway-dependent potencies of receptor agonists》, and you may find the article in Naunyn-Schmiedeberg’s Archives of Pharmacology.Reference of Abt-724 The information in the text is summarized as follows:

Agonist activity at recombinant human dopamine D4.4 receptors was compared in stably transfected CHO cells using two functional readouts: G protein activation by [35S]GTPγS binding and phosphorylation of extracellular signal-regulated kinase 1/2 (pERK1/2). Results with a large series of agonists reveal markedly higher relative agonist efficacy in the pERK1/2 assay compared with [35S]GTPγS binding, while potencies were generally higher in the latter readout. Whereas efficacies were highly correlated when comparing both tests, potencies determined using the pERK1/2 assay were neither correlated with those for G protein activation nor with binding affinities. To examine if these differences may be attributable to distinct assay conditions (5 min incubation for pERK1/2 compared with binding equilibrium conditions for [35S]GTPγS), selected compounds were tested in a modified short-duration [35S]GTPγS binding assay. In these experiments, potencies were generally reduced; however, compounds exhibiting comparably high potency in the pERK1/2 assay were not affected by this duration-dependent potency shift. The authors conclude that assay parameters such as signal amplification and incubation time have to be considered with respect to the appropriate choice of exptl. approaches that best reflect agonist activity at dopamine D4 receptors in vivo. In the experiment, the researchers used Abt-724(cas: 70006-24-5Reference of Abt-724)

Abt-724(cas: 70006-24-5) belongs to piperazines. 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).Reference of Abt-724

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

Prasad, J. V. N. Vara; Markoski, Larry J.; Boyer, Fred E.; Domagala, John M.; Ellsworth, Edmund L.; Gajda, Christopher; Hagen, Susan E.; Tait, Bradley D.; Lunney, Elizabeth A.; Tummino, Peter J.; Ferguson, Donna; Holler, Tod; Hupe, Donald; Nouhan, Carolyn; Gracheck, Stephen J.; VanderRoest, Steven; Saunders, James; Iyer, K.; Sinz, M. published their research in Bioorganic & Medicinal Chemistry Letters on August 2 ,1999. The article was titled 《Nonpeptidic HIV protease inhibitors: 6-alkyl-5,6-dihydro-2-pyranones possessing a novel and achiral 3-(2-t-butyl-5-methyl-4-sulfamate)phenylthio moiety》.Product Details of 1688-95-5 The article contains the following contents:

Dihydropyran-2-ones possessing a sulfamate moiety at the 4-position of a phenylthio ring were designed to reach S3′ pocket of the HIV protease. Synthetic routes for the preparation of thiotosylates possessing 3-(2-tert-butyl-5-methyl-4-sulfamate) phenylthio moiety were established. SAR of various sulfamate analogs including HIV protease binding affinities, antiviral activities and therapeutic indexes will be described. An example compound thus prepared and tested was sulfamic acid 4-[[5,6-dihydro-4-hydroxy-6-[2-(4-hydroxyphenyl)ethyl]-6-methyl-2-oxo-2H-pyran-3-yl]thio]-5-(1,1-dimethylethyl)-2-methylphenyl ester. The experimental part of the paper was very detailed, including the reaction process of 4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5Product Details of 1688-95-5)

4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5) is a member of sulfamide. Sulfamide was used in the synthesis of: Schiff bases of the type ArCH=NSO2NH2; 1H,3H-2,1,3-benzothiadiazin-4-one-2,2-dioxide (BTDD); sulfamide analogs of oleoylethanolamide analogs in a study of PPARα activation.Product Details of 1688-95-5

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

The author of 《Synthesis and preliminary pharmacological assessment of novel 9-substituted pyrimidino[2,1-f]purines》 were Pawlowski, Maciej; Drabczynska, Anna; Gorczyca, Maria; Malec, Danuta; Modzelewski, Jerzy. And the article was published in Polish Journal of Pharmacology and Pharmacy in 1991. Related Products of 34352-59-5 The author mentioned the following in the article:

Synthesis, chem. properties and results of preliminary pharmacol. evaluation of several new 9-substituted pyrimidino[2,1-f]purines (I, R1 = R2 = Me; NR1R2 = heterocyclo; n = 2-3) are described. The most interesting was I (NR1R2 = phenylpiperazino; n = 3) which exerted strong sedative, hypothermizing and cataleptogenic action and possessed some antiamphetamine and antiapomorphine (neuroleptic-like) properties. In addition to this study using 1-Methylpiperazine dihydrochloride, there are many other studies that have used 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Related Products of 34352-59-5) was used in this study.

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Related Products of 34352-59-5

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