Tag: 200-300

On February 15, 2022, Dichiara, Maria; Artacho-Cordon, Antonia; Turnaturi, Rita; Santos-Caballero, Miriam; Gonzalez-Cano, Rafael; Pasquinucci, Lorella; Barbaraci, Carla; Rodriguez-Gomez, Isabel; Gomez-Guzman, Manuel; Marrazzo, Agostino; Cobos, Enrique J.; Amata, Emanuele published an article.Category: piperidines The title of the article was Dual Sigma-1 receptor antagonists and hydrogen sulfide-releasing compounds for pain treatment: Design, synthesis, and pharmacological evaluation. And the article contained the following:

The development of σ1 receptor antagonists hybridized with a H2S-donor is here reported. We aimed to obtain improved analgesic effects when compared to σ1 receptor antagonists or H2S-donors alone. In an in vivo model of sensory hypersensitivity, thioamide 1a induced analgesia which was synergistically enhanced when associated with the σ1 receptor antagonist BD-1063. The selective σ1 receptor agonist PRE-084 completely reversed this effect. Four thioamide H2S-σ1 receptor hybrids (5a-8a) and their amide derivatives (5b-8b) were synthesized. Compound 7a (AD164) robustly released H2S and showed selectivity for σ1 receptor over σ2 and opioid receptors. This compound induced marked analgesia that was reversed by PRE-084. The amide analog 7b (AD163) showed only minimal analgesia. Further studies showed that 7a exhibited negligible acute toxicity, together with a favorable pharmacokinetic profile. To the best of our knowledge, compound 7a is the first dual-acting ligand with simultaneous H2S-release and σ1 antagonistic activities. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Category: piperidines

The Article related to pain analgesic effect pharmacokinetics antagonism, analgesia, antagonist, dual ligands, hydrogen sulfide donor, sigma-1 receptor, Placeholder for records without volume info and other aspects.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Punetha, Ankita; Green, Keith D.; Garzan, Atefeh; Thamban Chandrika, Nishad; Willby, Melisa J.; Pang, Allan H.; Hou, Caixia; Holbrook, Selina Y. L.; Krieger, Kyle; Posey, James E.; Parish, Tanya; Tsodikov, Oleg V.; Garneau-Tsodikova, Sylvie published an article in 2021, the title of the article was Structure-based design of haloperidol analogues as inhibitors of acetyltransferase Eis from Mycobacterium tuberculosis to overcome kanamycin resistance.Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol And the article contains the following content:

Tuberculosis (TB), caused by Mycobacterium tuberculosis (Mtb), is a deadly bacterial disease. Drug-resistant strains of Mtb make eradication of TB a daunting task. Overexpression of the enhanced intracellular survival (Eis) protein by Mtb confers resistance to the second-line antibiotic kanamycin (KAN). Eis is an acetyltransferase that acetylates KAN, inactivating its antimicrobial function. Development of Eis inhibitors as KAN adjuvant therapeutics is an attractive path to forestall and overcome KAN resistance. We discovered that an antipsychotic drug, haloperidol (HPD, 1), was a potent Eis inhibitor with IC50 = 0.39 ± 0.08 μM. We determined the crystal structure of the Eis-haloperidol (1) complex, which guided synthesis of 34 analogs. The structure-activity relationship study showed that in addition to haloperidol (1), eight analogs, some of which were smaller than 1, potently inhibited Eis (IC50 ≤ 1 μM). Crystal structures of Eis in complexes with three potent analogs and droperidol (DPD), an antiemetic and antipsychotic, were determined Three compounds partially restored KAN sensitivity of a KAN-resistant Mtb strain K204 overexpressing Eis. The Eis inhibitors generally did not exhibit cytotoxicity against mammalian cells. All tested compounds were modestly metabolically stable in human liver microsomes, exhibiting 30-60% metabolism over the course of the assay. While direct repurposing of haloperidol as an anti-TB agent is unlikely due to its neurotoxicity, this study reveals potential approaches to modifying this chem. scaffold to minimize toxicity and improve metabolic stability, while preserving potent Eis inhibition. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol

The Article related to mycobacterium tuberculosis kanamycin resistance haloperidol analog acetyltransferase eis inhibitor, Placeholder for records without volume info and other aspects.Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On February 3, 2011, Ackermann, Jean; Conte, Aurelia; Hunziker, Daniel; Neidhart, Werner; Nettekoven, Matthias; Wertheimer, Stanley published a patent.HPLC of Formula: 1262988-77-1 The title of the patent was Piperidine-4-carboxamide derivatives as hormone sensitive lipase (HSL) inhibitors and their preparation and use for the treatment of diseases. And the patent contained the following:

The invention relates to piperidine-4-carboxamide derivatives of formula I, which are hormone sensitive lipase (HSL) inhibitors and which are useful in the treatment of diseases. Compounds of formula I wherein R1 is alkyl, cycloalkyl, haloalkyl, etc.; R2 is H, alkyl and cycloalkyl; R3 is (un)substituted indanyl, (un)substituted pyridinyl, (un)substituted pyrimidyl, etc.; R4 is H, alkyl and cycloalkyl; A1 is carbonyl, SO2, NHCO, etc.; A2 is O and NH and derivatives; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). All the invention compounds were evaluated for their HSL inhibitory activity. From the assay, it was determined that compound II exhibited an IC50 value of 0.04 μM. The experimental process involved the reaction of 1-Benzyl-4-hydroxypiperidine-4-carboxylic acid hydrochloride(cas: 1262988-77-1).HPLC of Formula: 1262988-77-1

The Article related to piperidinecarboxamide preparation hormone sensitive lipase hsl inhibitor treatment disease, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.HPLC of Formula: 1262988-77-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Filer, Crist N.; Egan, Judith A.; Nugent, Richard P. published an article in 2014, the title of the article was Synthesis and characterization of [N-methyl-3H]loperamide.Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol And the article contains the following content:

Loperamide is a piperidine butyramide mu-opiate receptor agonist and currently employed to treat diarrhea. Because a single past report of tritiating loperamide was limited to only a very low specific activity product without tech. details or extensive anal., the synthesis of [N-methyl-3H]loperamide at high specific activity was now described in detail. An imine precursor was alkylated with [3H]methyl iodide to obtain a quaternary intermediate, which was then reacted with 4-(4-chlorophenyl)-4-hydroxypiperidine to afford the desired product [N-methyl-3H]loperamide, characterized by thin layer chromatog. (TLC), HPLC, MS, UV, and proton-decoupled tritium NMR. Copyright © 2014 John Wiley & Sons, Ltd. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol

The Article related to tritium labeled loperamide synthesis, loperamide, mu-opiate receptor, tritium, tritium nmr, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Application In Synthesis of 4-(4-Chlorophenyl)piperidin-4-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On January 11, 2018, Amata, Emanuele; Rescifina, Antonio; Prezzavento, Orazio; Arena, Emanuela; Dichiara, Maria; Pittala, Valeria; Montilla-Garcia, Angeles; Punzo, Francesco; Merino, Pedro; Cobos, Enrique J.; Marrazzo, Agostino published an article.Recommanded Product: 39512-49-7 The title of the article was (+)-Methyl (1R,2S)-2-{[4-(4-Chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-1-phenylcyclopropanecarboxylate [(+)-MR200] Derivatives as Potent and Selective Sigma Receptor Ligands: Stereochemistry and Pharmacological Properties. And the article contained the following:

Methoxycarbonyl-1-phenyl-2-cyclopropylmethyl based derivatives [cis-(+)-MR200], [cis-(-)-MR201], and [trans-(±)-MR204], have been identified as new potent sigma (σ) receptor ligands. In the present paper, novel enantiomerically pure analogs were synthesized and optimized for their σ receptor affinity and selectivity. Docking studies rationalized the results obtained in the radioligand binding assay. Absolute stereochem. was unequivocally established by X-ray anal. of a precursor as camphorsulfonyl derivative The most promising compound, I, showed remarkable selectivity over a panel of more than 15 receptors as well as good chem. and enzymic stability in human plasma. An in vivo evaluation evidenced that I, in contrast to its isomers, which behave as σ1 antagonists, exhibited a σ1 agonist profile. These data clearly demonstrated that compound I, due to its σ1 agonist activity and favorable receptor selectivity and stability, provided an useful tool for the study of σ1 receptors. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Recommanded Product: 39512-49-7

The Article related to cyclopropylmethyl piperidine receptor sigma ligand neurodegenerative disorder human, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Recommanded Product: 39512-49-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ibis, Cemil; Ayla, Sibel Sahinler; Bahar, Hakan; Stasevych, Maryna V.; Komarovska-Porokhnyavets, Olena; Novikov, Volodymyr published an article in 2015, the title of the article was Synthesis, Characterization, and Biological Properties of Novel Piperidinolyl-, Piperidinyl-, and Piperazinyl-Substituted Naphthoquinone Compounds and Their Reactions With Some Thiols.Electric Literature of 39512-49-7 And the article contains the following content:

Nucleophilic substitution reactions of 2,3-dichloro-1,4-naphthoquinone were studied using a variety of piperidinol, piperidine, and piperazine derivatives The N-substituted compounds were treated with some thiols and N,S-substituted compounds were formed. The structures of the new products were characterized by spectroscopic methods (1H NMR, 13C NMR, MS) and elemental anal. The novel compounds were evaluated for their antibacterial and antifungal activity. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Electric Literature of 39512-49-7

The Article related to naphthoquinone derivative preparation antibacterial antifungal activity, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Electric Literature of 39512-49-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On January 1, 2014, Hatae, Noriyuki; Nagayama, Tomoyuki; Esaki, Hiroyoshi; Kujime, Eiko; Minami, Masabumi; Ishikura, Minoru; Choshi, Tominari; Hibino, Satoshi; Okada, Chiaki; Toyota, Eiko; Nagasawa, Hideko; Iwamura, Tatsunori published an article.Application of 39512-49-7 The title of the article was Synthesis of 4-arylpiperidin-4-ol derivatives of loperamide as agents with potent antiproliferative effects against HCT-116 and HL-60 cells. And the article contained the following:

The synthesis of 4-arylpiperidin-4-ol derivatives of loperamide I [R1 = n-Pr, Ph2C(OH)CH2, R2 = 4-ClC6H4; R1 = Ph2C(OH)CH2CH2, R2 = Ph, 4-ClC6H4, 3-F3CC6H4] and N-(3-hydroxy-3,3-diphenylpropyl)piperidine was carried out by alkylation of the corresponding N-unsubstituted piperidines. The synthesized compounds were tested for their antiproliferative activity against HCT-116 cells and HL-60 cells. The N-substituents on 4-arylpiperidin-4-ol units were found to play an important role in their antiproliferative activity, and the N-diphenylpropanol analogs exhibited the most potent antiproliferative activity. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).Application of 39512-49-7

The Article related to piperidinol aryl preparation loperamide antiproliferative activity, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Application of 39512-49-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On January 27, 2022, Lee, Song Hee; Ryu, Je Ho; Ahn, Jung Min; Choi, Yu Ri; Lee, Ho Hyun; Jang, Mi Young; Woo, Yae Jin; Kim, Hanwool; Kim, Ji Young; Park, Ji Youn published a patent.Recommanded Product: 1262988-77-1 The title of the patent was Amide compound for androgen receptor degradation, and pharmaceutical use thereof. And the patent contained the following:

The present invention provides a compound I [R1 = H, alkyl, halogen, etc.; R2 = H, alkyl, halogen, etc.; X1, X3, X4 and X5 = independently CH or N; X2 = CR3 or N; R3 = H, alkyl, halogen, etc.; n = 0, 1, or 2; m = 0 or 1; L = -(CH2)q1-A1-(CH2)q2-B1-(CH2)q3-A2-(CH2)q4-B2-(CH2)q5-A3-(CH2)q6-B3-; A1, A2 and A3 = independently direct bond, -O-, -N(R4)-, etc.; R4 = H, alkyl or haloalkyl; B1, B2 and B3 = independently direct bond, cycloalkyl, heterocycle, etc.; q1-q6 = independently 0-6; E = Q1 or Q2; X6, X7, X8 and X9 = independently CH or N; Y = -C(R6)2-, -C(O)-, -C(R6)2-C(R6′)2-, etc.; Z = direct bond, -C(R6)2-, -O-, etc.; R5 and R5′ = independently H, alkyl, halogen, etc.; R6 and R6′ = independently H, alkyl, halogen, etc.] of a specific chem. structure, having androgen receptor (AR) degradation activity, or a pharmaceutically acceptable salt thereof. The present invention also provides a composition containing the compound or a pharmaceutically acceptable salt thereof. According to present invention, provided is a pharmaceutical use of the compound, the salt thereof, and the composition containing same for treating or preventing AR-related diseases. According to the present invention, further provided is a method for treating or preventing AR-related diseases, the method comprising administering, to a subject in need of treatment, an effective amount of the compound, the salt thereof, or the composition containing same. For example, compound II (preparation given) was coupled with compound III (preparation given) to provide compound IV. The experimental process involved the reaction of 1-Benzyl-4-hydroxypiperidine-4-carboxylic acid hydrochloride(cas: 1262988-77-1).Recommanded Product: 1262988-77-1

The Article related to amide compound preparation androgen receptor degradation activity, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Recommanded Product: 1262988-77-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On June 12, 2014, Frei, Beat; Gobbi, Luca; Grether, Uwe; Kimbara, Atsushi; Nettekoven, Matthias; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja published a patent.Safety of tert-Butyl 4-amino-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate The title of the patent was Preparation of novel pyridine derivatives as cannabinoid receptor 2 agonists. And the patent contained the following:

The title compounds I [R1 = halo, cycloalkylalkoxy, alkylsulfonyl, etc.; R2 = halo, cycloalkyl, haloalkyl, etc.; R3 = (alkyl)(oxo)pyrrolidinyl or C(R4R5)C(R6R7)C(O)R8; R4, R5 = H, alkyl, Ph, etc.; or R4 and R5 together with the carbon atom to which they are attached form cycloalkyl, oxetanyl, thiethanyl, etc.; R6, R7 = H, alkyl; or one of R4 and R5 and one of R6 and R7, together with the carbon atoms to which they are attached, form cycloalkyl, and the other ones are both hydrogen at the same time; R8 = NH2, alkoxy, alkylamino, OH], useful as CB2 receptor agonists were prepared and formulated. E.g., a multi-step synthesis of the amide II, starting from Me 5-bromo-pyridine-2-carboxylate, was described. The exemplified compounds I showed an excellent affinity for the CB2 receptor with affinities below 10 μM (specific data given). The experimental process involved the reaction of tert-Butyl 4-amino-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate(cas: 362703-57-9).Safety of tert-Butyl 4-amino-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate

The Article related to pyridine amide preparation cannabinoid receptor 2 cb2 agonist, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Safety of tert-Butyl 4-amino-4-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

On July 31, 2018, Rafiq, Kiran; Saify, Zafar Saied; Nesar, Shagufta; Faiyaz, Ambreen; Muhammad, Iyad Naeem published an article.COA of Formula: C11H14ClNO The title of the article was Some novel piperidine analogues having strong alpha glucosidase inhibition. And the article contained the following:

In the present work some hydroxy piperidine analogs have been synthesized and analyzed for their hypoglycemic effect through glucosidase inhibition owing to the structural resemblance with nojirimycin. The activity was done by spectral absorbance anal. using acarbose as standard Two analogs 1-(1”-phenoxypropyl)-4-phenyl-4-hydroxy piperidinium hydrobromide and 1-(1”-adamantan acyl)-4-(4′-bromophenyl)-4-hydroxy piperidinium hydrobromide were found to pose excellent activity having 87.4 and 54.7% inhibition resp., hence strengthening the idea of studying piperidine analogs as glucosidase inhibitors due to structural similarity with nojirimycin. The experimental process involved the reaction of 4-(4-Chlorophenyl)piperidin-4-ol(cas: 39512-49-7).COA of Formula: C11H14ClNO

The Article related to piperidine derivative preparation alpha glucosidase inhibitor, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.COA of Formula: C11H14ClNO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem