Category: piperazines

Recommanded Product: 70006-24-5On October 31, 2015 ,《Role of dopamine D4 receptors in copulatory behavior: Studies with selective D4 agonists and antagonists in male rats》 appeared in Pharmacology, Biochemistry and Behavior. The author of the article were Sanna, Fabrizio; Contini, Andrea; Melis, Maria Rosaria; Argiolas, Antonio. The article conveys some information:

Dopamine influences the anticipatory and consummatory phases of sexual behavior, by acting on receptors of the D2 family (D2, D3 and D4) and in particular of the D2 subtype, although evidence for a role of D4 receptors in erectile function and copulatory behavior is also available. In order to clarify such a role of D4 receptors, the effect of selective D4 receptor agonists and antagonists on copulatory behavior of sexually potent male rats in classic copulation tests with a receptive female, was compared with that of apomorphine and haloperidol, a classic dopamine receptor agonist and antagonist, resp. PD-168,077 (0.05-0.2 mg/kg) and ABT-724 (0.01-0.04 mg/kg), two selective D4 receptor agonists, given s.c., improved dose-dependently copulatory behavior as shown by the decrease of mount frequency and post ejaculatory interval induced by PD-168,077, and of mount frequency, ejaculation latency, post ejaculatory and inter intromission intervals induced by ABT-724, and by the increase of ejaculation frequency and copulatory efficacy induced by both drugs. Conversely, L-745,870 (1-5 mg/kg), a selective D4 receptor antagonist, given i.p., impaired dose-dependently copulatory behavior, as shown by the increase in intromission and ejaculation latencies, mount frequency, post ejaculatory interval and the decrease in ejaculation frequency and copulatory efficacy induced by this drug. L-745,870 (5 mg/kg) administered before PD-168,077 (0.2 mg/kg) or ABT-724 (0.04 mg/kg), also abolished completely the facilitatory effects of both PD-168,077 and ABT-724 on sexual behavior. These results confirm the involvement of D4 receptors in specific aspects of male rat copulatory behavior that overlap only partially with those influenced by apomorphine and haloperidol. In the experiment, the researchers used Abt-724(cas: 70006-24-5Recommanded Product: 70006-24-5)

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).Recommanded Product: 70006-24-5

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

SDS of cas: 182868-72-0On October 31, 1996 ,《Structure-activity relationships of quinolone agents against mycobacteria: effect of structural modifications at the 8 position》 appeared in Antimicrobial Agents and Chemotherapy. The author of the article were Renau, Thomas E.; Gage, Jeffrey W.; Dever, Julie A.; Roland, Gregory E.; Joannides, E. Themis; Shapiro, Martin A.; Sanchez, Joseph P.; Gracheck, Stephen J.; Domagala, John M.. The article conveys some information:

A series of quinolones with substitutions at the 8 position has been prepared as part of a study to examine the relation between structural modifications at this position and activity against mycobacteria. The compounds were prepared by procedures described in the literature and were evaluated for their activities against Mycobacterium fortuitum and Mycobacterium smegmatis. The activities of the compounds against these two organisms were used as a measure of Mycobacterium tuberculosis activity. The results demonstrate that the contribution of the 8 position to antimycobacterial activity was dependent on the substituent at N-1 and was in the order (i) COMe ≈ CBr > CCl > CH ≈ CF ≈ COEt > N > CCF3 when N-1 was cyclopropyl; (ii) N ≈ CH > CF > COMe when N-1 was 2,4-difluorophenyl; (iii) N ≥ CH when N-1 was tert-butyl; and (i.v.) N > CH when N-1 was Et. In general, derivatives with piperazine substitutions at C-7 were slightly less active against mycobacteria than the analogs with pyrrolidine substitutions, regardless of the pattern of substitution at the 8 position. Several of the best compounds were evaluated for their potential side effects as well as their activities against Mycobacterium aurum, Mycobacterium avium-M. Intracellularle, and M. tuberculosis. These agents exhibited biol. profiles similar to or better than those of the pos. controls ciprofloxacin and sparfloxacin. In addition to this study using 1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, there are many other studies that have used 1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0SDS of cas: 182868-72-0) was used in this study.

1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).SDS of cas: 182868-72-0

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

Recommanded Product: 1-MethylpiperazineIn 2021 ,《Facile and Cost-Effective Route for the Synthesis of Simmerafil》 was published in Organic Process Research & Development. The article was written by Odilov, Abdullajon; Liu, Yin; Hu, Tianwen; Jiang, Xiangrui; Suo, Jin; Tian, Guanghui; Yang, Feipu; Shen, Jingshan. The article contains the following contents:

An improved synthesis of simmerafil, a potent PDE5 inhibitor as a clin. candidate, is described with a 38.1% overall yield and 99.7% purity. Starting from the safe and inexpensive salicylamide, the key intermediate 2-propoxybenzimidamide, which is also a potential precursor for the preparation of pyrimidinone derivatives, was effectively and conveniently obtained. The subsequent process from 2-propoxybenzimidamide to simmerafil was optimized, which makes it more amenable to scale-up.1-Methylpiperazine(cas: 109-01-3Recommanded Product: 1-Methylpiperazine) was used in this study.

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..Recommanded Product: 1-Methylpiperazine

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

Tabushi, Iwao; Shimokawa, Kazuhiro published an article in Journal of the American Chemical Society. The title of the article was 《Model approach to retinal pigments. Remarkable red shift due to proximal ammonium ion》.Synthetic Route of C5H14Cl2N2 The author mentioned the following in the article:

Retinal derivs, I and II, were prepared and the absorption characteristics of a series of retinal derivatives (I, II, III, IV, and V) were investigated as a model study for the remarkable red shift observed for the native retinal pigments such as rhodopsins or bacteriorhodopsins. Remarkable red shifts observed in the following 2 derivatives were interpreted mechanistically; in retinal N’-methylpiperidinium perchlorate, 526 nm in CHCl3, as the electrostatic destabilization of the ground state by the proximal NH4 with a loose counter-anion in a less polar solvent; and in III chloride, 497 nm in water, as the balance between the electrostatic destabilization and the twist of the chromophore. In addition to this study using 1-Methylpiperazine dihydrochloride, there are many other studies that have used 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Synthetic Route of C5H14Cl2N2) 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..Synthetic Route of C5H14Cl2N2

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

Dow, Robert L.; Paight, Ernest S.; Schneider, Steven R.; Hadcock, John R.; Hargrove, Diane M.; Martin, Kelly A.; Maurer, Tristan S.; Nardone, Nancy A.; Tess, David A.; DaSilva-Jardine, Paul published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Potent and selective, sulfamide-based human β3-adrenergic receptor agonists》.Name: 4-Methyl-1-piperazinesulfonyl Chloride The author mentioned the following in the article:

A series of sulfamide-based analogs, e.g., I, related to L-796568 were prepared and evaluated for their biol. activity at the human β3-adrenergic receptor (AR). This modification allows for a significant reduction in mol. weight, while maintaining single-digit nanomolar potencies at the β3-AR and high selectivities vs. the β1- or β2-AR.4-Methyl-1-piperazinesulfonyl Chloride(cas: 1688-95-5Name: 4-Methyl-1-piperazinesulfonyl Chloride) was used in this study.

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.Name: 4-Methyl-1-piperazinesulfonyl Chloride

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

Related Products of 109-01-3In 2021 ,《Discovery and optimization of novel pyrazole-benzimidazole CPL304110 as a potent and selective inhibitor of fibroblast growth factor receptors FGFR (1-3)》 appeared in European Journal of Medicinal Chemistry. The author of the article were Yamani, Abdellah; Zdzalik-Bielecka, Daria; Lipner, Joanna; Stanczak, Aleksandra; Piorkowska, Natalia; Stanczak, Paulina Seweryna; Olejkowska, Patrycja; Hucz-Kalitowska, Joanna; Magdycz, Marta; Dzwonek, Karolina; Dubiel, Krzysztof; Lamparska-Przybysz, Monika; Popiel, Delfina; Pieczykolan, Jerzy; Wieczorek, Maciej. The article conveys some information:

The scaffolds hybridization approach, scaffold-hopping concept, has been employed to synthesize a series of novel pyrazole-benzimidazoles I [R1 = H, Cl; R2 = morpholin-4-yl, 4-methylpiperazin-1-ylcarbonyl, tetrahydropyran-4-ylcarbamoyl, etc.; R3 = H, F]. Compound I [R1 = R3 = H; R2 = 4-methylpiperazin-1-yl] (CPL304110) was identified as a selective and potent pan-FGFR inhibitor for FGFR1, FGFR2, FGFR3 with IC50 of 0.75 nM, 0.50 nM, 3.05 nM resp., and IC50 of 87.90 nM for FGFR4. Due to its favorable pharmacokinetic profile, low toxicity and potent anti-tumor activity in-vivo, this compound I is currently under evaluation in phase I clin. trial for the treatment of bladder, gastric and squamous cell lung cancers (01FGFR2018; NCT04149691). In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine(cas: 109-01-3Related Products of 109-01-3)

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..Related Products of 109-01-3

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

《Synthesis, biological evaluation and molecular docking studies of some new 2-(2-(substituted piperazin-1-yl)-phenyl)-1H-benzo[d]imidazoles as potential antibacterial, anticancer and antifungal agents》 was written by Bhardwaj, Harsh; Sharma, C. S.. Related Products of 109-01-3 And the article was included in Indian Journal of Heterocyclic Chemistry in 2020. The article conveys some information:

Some new 2-(2-(substituted piperazin-1-yl)-phenyl)-1H-benzo[d]imidazoles I [R = H, 2-Me, 4-Et, etc.] were designed, synthesized and evaluated by the docking studies using glide tool for their antimicrobial and anticancer activities. The structures of these compounds I were characterized by IR, proton NMR, mass spectral data, and elemental anal. Each analog was tested in-vitro for various types of pharmacol. activities, including antibacterial, antifungal and anticancer activity. The compound I [R = 3-Me] was found to be most active against Escherichia coli and Pseudomonas aeruginosa and compound I [R = 2-Et] against Bacillus subtilis and Staphylococcus aureus. The derivative I [R = 4-Et] showed good activity against Candida albicans and Aspergillus niger. Among all the tested compounds, I [R = H, 2-Me] were found with significant anticancer activity in comparison to Adriamycin standard drug. The obtained results revealed that most of the synthesized compounds I exhibited significant antifungal, antibacterial and anticancer activity. It was deduced that these synthesized compounds I can be regarded as a promising starting point for developing a single mol. with multiple targets.1-Methylpiperazine(cas: 109-01-3Related Products of 109-01-3) was used in this study.

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..Related Products of 109-01-3

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

Zajdel, Pawel; Kos, Tomasz; Marciniec, Krzysztof; Satala, Grzegorz; Canale, Vittorio; Kaminski, Krzysztof; Holuj, Malgorzata; Lenda, Tomasz; Koralewski, Robert; Bednarski, Marek; Nowinski, Leszek; Wojcikowski, Jacek; Daniel, Wladyslawa A.; Nikiforuk, Agnieszka; Nalepa, Irena; Chmielarz, Piotr; Kusmierczyk, Justyna; Bojarski, Andrzej J.; Popik, Piotr published an article on February 10 ,2018. The article was titled 《Novel multi-target azinesulfonamides of cyclic amine derivatives as potential antipsychotics with pro-social and pro-cognitive effects》, and you may find the article in European Journal of Medicinal Chemistry.Quality Control of 4-(Piperazin-1-yl)-1H-indole The information in the text is summarized as follows:

Currently used antipsychotics are characterized by multireceptor mode of action. While antagonism of dopamine D2 receptors is responsible for the alleviation of “”pos.”” symptoms of schizophrenia and the effects at other, particularly serotonergic receptors are necessary for their addnl. therapeutic effects, there is no consensus regarding an “”ideal”” target engagement. Here, a detailed SAR anal. in a series of 45 novel azinesulfonamides of cyclic amine derivatives, involving the aryl-piperazine/piperidine pharmacophore, central alicyclic amine and azinesulfonamide groups has led to the selection of (S)-4-((2-(2-(4-(benzo[b]thiophen-4-yl)piperazin-1-yl)ethyl)pyrrolidin-1-yl)sulfonyl)isoquinoline (62). The polypharmacol. profile of 62, characterized by partial 5-HT1AR agonism, 5-HT2A/5-HT7/D2/D3R antagonism, and blockade of SERT, reduced the “”pos.””-like, and “”neg.””-like symptoms of psychoses. Compound 62 produced no catalepsy, demonstrated a low hyperprolactinemia liability and displayed pro-cognitive effects in the novel object recognition task and attentional set-shifting test. While association of in vitro features with the promising in vivo profile of 62 is still not fully established, its clin. efficacy should be verified in further stages of development. The experimental part of the paper was very detailed, including the reaction process of 4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Quality Control of 4-(Piperazin-1-yl)-1H-indole)

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) 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).Quality Control of 4-(Piperazin-1-yl)-1H-indole

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

Miller-Moslin, Karen; Peukert, Stefan; Jain, Rishi K.; McEwan, Michael A.; Karki, Rajesh; Llamas, Luis; Yusuff, Naeem; He, Feng; Li, Yanhong; Sun, Yingchuan; Dai, Miao; Perez, Lawrence; Michael, Walter; Sheng, Tao; Lei, Huangshu; Zhang, Rui; Williams, Juliet; Bourret, Aaron; Ramamurthy, Arun; Yuan, Jing; Guo, Ribo; Matsumoto, Melissa; Vattay, Anthony; Maniara, Wieslawa; Amaral, Adam; Dorsch, Marion; Kelleher, Joseph F. III published an article in Journal of Medicinal Chemistry. The title of the article was 《1-Amino-4-benzylphthalazines as Orally Bioavailable Smoothened Antagonists with Antitumor Activity》.COA of Formula: C11H14N4 The author mentioned the following in the article:

Abnormal activation of the Hedgehog (Hh) signaling pathway has been linked to several types of human cancers, and the development of small-mol. inhibitors of this pathway represents a promising route toward novel anticancer therapeutics. A cell-based screen performed in our laboratories identified a new class of Hh pathway inhibitors, 1-amino-4-benzylphthalazines, e.g. I, that act via antagonism of the Smoothened receptor. A variety of analogs were synthesized and their structure-activity relationships determined This optimization resulted in the discovery of high affinity Smoothened antagonists, one of which was further profiled in vivo. This compound displayed a good pharmacokinetic profile and also afforded tumor regression in a genetic mouse model of medulloblastoma. After reading the article, we found that the author used (R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile(cas: 1057682-05-9COA of Formula: C11H14N4)

(R)-6-(3-Methylpiperazin-1-yl)nicotinonitrile(cas: 1057682-05-9) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.COA of Formula: C11H14N4

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

Product Details of 34352-59-5On October 1, 2020 ,《Chlorine substituents and linker topology as factors of 5-HT6R activity for novel highly active 1,3,5-triazine derivatives with procognitive properties in vivo》 was published in European Journal of Medicinal Chemistry. The article was written by Sudol, Sylwia; Kucwaj-Brysz, Katarzyna; Kurczab, Rafal; Wilczynska, Natalia; Jastrzebska-Wiesek, Magdalena; Satala, Grzegorz; Latacz, Gniewomir; Gluch-Lutwin, Monika; Mordyl, Barbara; Zeslawska, Ewa; Nitek, Wojciech; Partyka, Anna; Buzun, Kamila; Doroz-Plonka, Agata; Wesolowska, Anna; Bielawska, Anna; Handzlik, Jadwiga. The article contains the following contents:

This study had supplied highly potent 5-HT6R agents with procognitive effects, which represent an original chem. class of 1,3,5-triazines, different than widely studied sulfone and indole-like 5-HT6R ligands. The new compounds I (R1 = Ph, 2,3-Cl2C6H3, 2,5-Cl2C6H3, 3,4-Cl2C6H3, 3,5-Cl2C6H3, 2,4-Cl2C6H3; R2 = H, Me, Et, n-Pr, n-Bu, X = nothing; R2 = H, X = CH2CH2) were rationally designed as modifications of lead, 4-(1-(2-chlorophenoxy)ethyl)-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine, involving an introduction of: (i) two chlorines at the benzene ring and (ii) varied linkers joining the triazine ring to aromatic ethers. Synthesis, in vitro and in vivo biol. tests and computer-aided SAR anal. for new compounds were carried out. Most of the new triazines displayed high affinity and selectivity toward 5-HT6R with respect to 5-HT2AR, 5-HT7R and D2R. The crystallog.-supported docking studies, including quantum-polarized ligand docking (QPLD), indicated that chlorine atoms might be involved in different type of halogen bonding, however, the linker properties seem to predominately affect the 5-HT6R affinity. Compound I (R1 = 2,5-Cl2C6H3; R2 = Et; X = nothing), which displayed: the highest affinity (Ki = 6 nM), very strong 5-HT6R antagonistic action (KB = 27 pM), procognitive effects in vivo in novel object recognition (NOR) test in rats, a very good permeability in PAMPA model and satisfying safety in vitro, was identified as the most potent 1,3,5-triazine agent so far, useful as a new lead for further research. In the experiment, the researchers used 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Product Details of 34352-59-5)

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..Product Details of 34352-59-5

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