Category: piperidines

Focused library design and synthesis of 2-mercapto benzothiazole linked 1,2,4-oxadiazoles as COX-2/5-LOX inhibitors was written by Yatam, Satayanarayana;Gundla, Rambabu;Jadav, Surender Singh;Pedavenkatagari, Narayana reddy;Chimakurthy, Jithendra;Rani B, Namratha;Kedam, Thyagaraju. And the article was included in Journal of Molecular Structure in 2018.Application In Synthesis of 4-Amino-1-methylpiperidine This article mentions the following:

Mercapto benzothiazole linked 1,2,4-oxadiazole derivatives were designed as anti-inflammatory agents using bioisosteric approach and docking studies. The docking results clearly indicated that the compounds shown good docking interaction towards COX-2 enzyme. In silico drug-like properties were also calculated for the prepared compounds and exhibited significant H-bond acceptor ratio. All compounds were synthesized and biol. evaluated using in vitro COX-1, COX-2 and 5-LOX assays. Compound I and II (IC₅₀ = 6.8 渭M and IC₅₀ = 5.0 渭M) found to be potent, selective COX-2 inhibitors and display better anti-inflammatory activity than standard Ibuprofen. Compound III and IV found to be potent inhibitors against 5-LOX (IC₅₀ = 5.1 渭M and IC₅₀ = 5.5 渭M). The in vivo anti-inflammatory activity studies shown that the compounds II and I effectively reducing the paw edema volume at 3h and 5h than standard drug Ibuprofen. The DPPH radical scavenging activity provided anti-oxidant activity of compound IV (IC₅₀ = 25.6 渭M) than reference standard Ascorbic acid. In the experiment, the researchers used many compounds, for example, 4-Amino-1-methylpiperidine (cas: 41838-46-4Application In Synthesis of 4-Amino-1-methylpiperidine).

4-Amino-1-methylpiperidine (cas: 41838-46-4) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Application In Synthesis of 4-Amino-1-methylpiperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Coatings protected from rain erosion was written by Lemke, Renate;Herbrechter, Thomas. And the article was included in Farbe + Lack in 2015.Name: Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate This article mentions the following:

The resistance of rotor blade coatings to rain erosion is significantly improved through the use of cuboid wollastonite and angular ultra-fine quartz powder in the pore filler; A surface treatment of the high-performance fillers further increases durability; By developing a suitable test method for simulating rain erosion on a laboratory scale, it was possible to carry out a comparison test relevant to the results. In the experiment, the researchers used many compounds, for example, Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate (cas: 41556-26-7Name: Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate).

Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate (cas: 41556-26-7) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.Name: Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of oral antidiabetic medicine repaglinide was written by Chen, Hao;Zhao, Yong;Zheng, Rong-rong;Fan, Ling-ling. And the article was included in Shandong Huagong in 2012.Formula: C16H26N2 This article mentions the following:

Repaglinide was synthesized from 4-carboxymethyl-2-ethoxybenzoic acid by esterification and hydrolysis to give 4-carboxymethyl-3-Et 2-ethoxybenzoate, which was condensed with S (+)-1-(2-piperidine-phenyl)-3-methylbutylamine in the presence of boric acid and dichloromethane and then hydrolysis with the value of ee 鈮?99.8%. In the experiment, the researchers used many compounds, for example, (S)-3-Methyl-1-(2-(piperidin-1-yl)phenyl)butan-1-amine (cas: 147769-93-5Formula: C16H26N2).

(S)-3-Methyl-1-(2-(piperidin-1-yl)phenyl)butan-1-amine (cas: 147769-93-5) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Formula: C16H26N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Oxidative cleavage of allyl ethers by an oxoammonium salt was written by Kelly, Christopher B.;Ovian, John M.;Cywar, Robin M.;Gosselin, Taylor R.;Wiles, Rebecca J.;Leadbeater, Nicholas E.. And the article was included in Organic & Biomolecular Chemistry in 2015.Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate This article mentions the following:

A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, the cleavage proceeds readily, furnishing a variety of 伪,尾-unsaturated aldehydes and ketones. E.g, oxidative cleavage of allyl ether (I) in presence of oxoammonium salt (II) gave 79% 伪,尾-unsaturated aldehyde (III). In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate).

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate (cas: 219543-09-6) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tanshinone IIA protected against lipopolysaccharide-induced brain injury through the protective effect of the blood-brain barrier and the suppression of oxidant stress and inflammatory response was written by Wang, Xin;Wang, Wei-Mei;Han, Hao;Zhang, Yu;Liu, Jin-Ling;Yu, Jia-Ying;Liu, Hui-Min;Liu, Xing-Tong;Shan, Hu;Wu, Shuai-Cheng. And the article was included in Food & Function in 2022.Application of 2896-70-0 This article mentions the following:

Brain microvascular endothelial cells are essential components of the blood-brain barrier (BBB) that acts as a selective phys. barrier and plays protective roles in maintaining brain homeostasis. Tanshinone IIA (Tan IIA), isolated from Salvia miltiorrhiza Bunge, exhibited healthy effects such as antioxidant effects, anti-inflammatory effects, and cardiovascular protective effects. Here, we tried to investigate the pos. effect and the potential mechanism of Tan IIA on the lipopolysaccharide (LPS)-induced brain injury in mice and brain microvascular endothelial cells in vitro. In vivo, Tan IIA inhibited the brain injury, and the enhancement of blood-brain barrier permeability in the LPS-induced brain injury in mice. Moreover, Tan IIA suppressed inflammatory response and oxidant response in LPS-treated mice evidenced by low levels of serum TNF-伪 and IL-1尾, high superoxide dismutase (SOD) activity and low malondialdehyde (MDA) in the brain. In vitro, Tan IIA suppressed the generation of reactive oxygen species (ROS) and MDA, and promoted SOD activity in LPS-stimulated brain microvascular endothelial cells. Moreover, Tan IIA promoted the expression of Claudin5, ZO-1, Nrf2, HO-1 and NQO1 in LPS-stimulated brain microvascular endothelial cells. In Tan IIA protected against the LPS-induced brain injury via the suppression of oxidant stress and inflammatory response and protective effect of the BBB through activating Nrf2 signaling pathways and rescue of the tight junction proteins in microvascular endothelial cells, supporting the application of Tan IIA and Salvia miltiorrhiza Bunge as food supplements for the treatment of brain disease. In the experiment, the researchers used many compounds, for example, 4-Oxo-tempo (cas: 2896-70-0Application of 2896-70-0).

4-Oxo-tempo (cas: 2896-70-0) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Application of 2896-70-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Copper Nanoparticles Supported on Zinc Oxide as Efficient Catalyst for the N-Arylation of (Hetero)cyclic and Acyclic Amides was written by Moglie, Yanina;Mascaro, Evangelina;Zacconi, Flavia;Radivoy, Gabriel. And the article was included in ChemistrySelect in 2021.SDS of cas: 38560-30-4 This article mentions the following:

Copper nanoparticles (CuNPs) supported on ZnO are highly active and selective heterogeneous catalyst for the N-arylation of cyclic and acyclic amides (Golberg coupling). The reaction conditions are mild, featuring K₃PO₄ as a base and N,N鈥?dimethylethylendiamine (DMEDA) as ligand in refluxing acetonitrile. The CuNPs/ZnO catalyst can be recovered and reused in six cycles with only little loss of activity. The methodol. can be successfully scaled up to gram scale without decreasing the catalytic activity. In the experiment, the researchers used many compounds, for example, 1-(4-Nitrophenyl)piperidin-2-one (cas: 38560-30-4SDS of cas: 38560-30-4).

1-(4-Nitrophenyl)piperidin-2-one (cas: 38560-30-4) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.SDS of cas: 38560-30-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Action of new antihistaminics. Chemical constitution and pharmacological action of the derivatives of halogen-containing benzhydrylamine was written by Nakashima, Toshio;Hisada, Shiro. And the article was included in Nagoya Medical Journal in 1958.Name: 1-(2-((4-Chlorophenyl)(phenyl)methoxy)ethyl)piperidine hydrochloride This article mentions the following:

Ten hydrochlorides and citrates of aminoethyl benzhydryl ethers substituted at the amino group as well as in the ring were investigated for antihistaminic (I), anticholinergic (II), myotropic spasmolytic, antihistamine-shock (III) activities and acute toxicity. Para-substitution of one phenyl ring with a halogen and substitution of the Me₂N group with a morpholine radical increases III potency and reduces activity in isolated organs. Toxicities of F, Cl, and Br decrease in this order. Substitution of NMe₂ by piperidine radicals lowers III potency, except para-substitution with F, and increases I and II activities in the isolated organ. p-Fluoro substitutions of diphenylhydramine are slightly more active and less toxic in the citrate than in the hydrochloride. In the experiment, the researchers used many compounds, for example, 1-(2-((4-Chlorophenyl)(phenyl)methoxy)ethyl)piperidine hydrochloride (cas: 14984-68-0Name: 1-(2-((4-Chlorophenyl)(phenyl)methoxy)ethyl)piperidine hydrochloride).

1-(2-((4-Chlorophenyl)(phenyl)methoxy)ethyl)piperidine hydrochloride (cas: 14984-68-0) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Name: 1-(2-((4-Chlorophenyl)(phenyl)methoxy)ethyl)piperidine hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of AS-0141, a Potent and Selective Inhibitor of CDC7 Kinase for the Treatment of Solid Cancers was written by Irie, Takayuki;Asami, Tokiko;Sawa, Ayako;Uno, Yuko;Taniyama, Chika;Funakoshi, Yoko;Masai, Hisao;Sawa, Masaaki. And the article was included in Journal of Medicinal Chemistry in 2021.Computed Properties of C6H14N2 This article mentions the following:

CDC7, a serine-threonine kinase, plays conserved and important roles in regulation of DNA replication and has been recognized as a potential anticancer target. We report here the optimization of a series of furanone analogs starting from compound 1 with a focus on ADME properties suitable for clin. development. By replacing the 2-chlorobenzene moiety in 1 with various aliphatic groups, we identified compound 24 as a potent CDC7 inhibitor with excellent kinase selectivity and favorable oral bioavailability in multiple species. Oral administration of 24 demonstrated robust in vivo antitumor efficacy in a colorectal cancer xenograft model. Compound 24 (AS-0141) is currently in phase I clin. trials for the treatment of solid cancers. In the experiment, the researchers used many compounds, for example, 4-Amino-1-methylpiperidine (cas: 41838-46-4Computed Properties of C6H14N2).

4-Amino-1-methylpiperidine (cas: 41838-46-4) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Computed Properties of C6H14N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Effect of substituents on the photochromism of a spiro[indolinenaphthoxazine] under laser excitation was written by Kellmann, A.;Tfibel, F.;Guglielmetti, R.. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 1995.Application In Synthesis of 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] This article mentions the following:

Spirooxazines have been extensively investigated in the last few years because of their remarkable photostability. Laser flash photolysis was used to study the mechanism of the photocoloration reaction of a spiro[indolinenaphthoxazine] substituted either with an electron-withdrawing group, the 8′-nitro derivative (compound I), or with electron-donating groups, the 6′-morpholino and 6′-piperidino derivatives (compounds II and III), in toluene solution at 297 K; the unsubstituted compound (IV) was also studied for comparison. The photomerocyanine is formed in the photocoloration process via a triplet pathway in the case of I with a high quantum yield (0.7), as was previously observed for homologous nitroindolinospiropyrans. In the case of electron-donating compounds (II and III) the photomerocyanine is formed exclusively via an excited singlet pathway; however, the quantum yields of photocoloration are much higher for compounds II and III (0.5) than for the unsubstituted one (0.2), but lower than for the nitro derivative In the experiment, the researchers used many compounds, for example, 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4Application In Synthesis of 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine]).

1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application In Synthesis of 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine]

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery and structure-activity relationships study of positive allosteric modulators of the M₃ muscarinic acetylcholine receptor was written by Tanaka, Hiroaki;Negoro, Kenji;Koike, Takanori;Tsukamoto, Issei;Yokoyama, Kazuhiro;Maeda, Jun;Inagaki, Yusuke;Shimoshige, Yukinori;Ino, Katsutoshi;Ishizu, Kenichiro;Takahashi, Taisuke. And the article was included in Bioorganic & Medicinal Chemistry in 2020.Related Products of 1722-95-8 This article mentions the following:

The M₃ muscarinic acetylcholine receptor (mAChR) is a member of the family of mAChRs, which are associated with a variety of physiol. functions including the contraction of various smooth muscle tissues, stimulation of glandular secretion, and regulation of a range of cholinergic processes in the central nerve system. We report here the discovery and a comprehensive structure-activity relationships (SARs) study of novel pos. allosteric modulators (PAMs) of the M₃ mAChR through a high throughput screening (HTS) campaign. Compound 9(I) exhibited potent in vitro PAM activity towards the M₃ mAChR and significant enhancement of muscle contraction in a concentration-dependent manner when applied to isolated smooth muscle strips of rat bladder. Compound 9 also showed excellent subtype selectivity over other subtypes of mAChRs including M₁, M₂, and M₄ mAChRs, and moderate selectivity over the M₅ mAChR, indicating that compound 9 is an M₃-preferring M₃/M₅ dual PAM. Moreover, compound 9 displayed acceptable pharmacokinetics profiles after oral dosing to rats. These results suggest that compound 9 may be a promising chem. probe for the M₃ mAChR for further investigation of its pharmacol. function both in vitro and in vivo. In the experiment, the researchers used many compounds, for example, (R)-2-Methylpiperidine (cas: 1722-95-8Related Products of 1722-95-8).

(R)-2-Methylpiperidine (cas: 1722-95-8) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.Related Products of 1722-95-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem