Category: 18621-18-6

Seierstad, Mark; Tichenor, Mark S.; DesJarlais, Renee L.; Na, Jim; Bacani, Genesis M.; Chung, De Michael; Mercado-Marin, Eduardo V.; Steffens, Helena C.; Mirzadegan, Taraneh published their research in ACS Medicinal Chemistry Letters in 2021. The article was titled 《Novel Reagent Space: Identifying Unorderable but Readily Synthesizable Building Blocks》.Application of 18621-18-6 The article contains the following contents:

Drug discovery building blocks available com. or within an internal inventory cover a diverse range of chem. space and yet describe only a tiny fraction of all chem. feasible reagents. Vendors will eagerly provide tools to search the former; there is no straightforward method of mining the latter. We describe a procedure and use case in assembling chem. structures not available for purchase but that could likely be synthesized in one robust chem. transformation starting from readily available building blocks. Accessing this vast virtual chem. space dramatically increases our curated collection of reagents available for medicinal chem. exploration and novel hit generation, almost tripling the number of those with 10 or fewer atoms. In addition to this study using Azetidin-3-ol hydrochloride, there are many other studies that have used Azetidin-3-ol hydrochloride(cas: 18621-18-6Application of 18621-18-6) was used in this study.

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Application of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
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Formula: C3H8ClNOIn 2012 ,《Discovery of Novel Allosteric Mitogen-Activated Protein Kinase Kinase (MEK) 1,2 Inhibitors Possessing Bidentate Ser212 Interactions》 appeared in Journal of Medicinal Chemistry. The author of the article were Heald, Robert A.; Jackson, Philip; Savy, Pascal; Jones, Mark; Gancia, Emanuela; Burton, Brenda; Newman, Richard; Boggs, Jason; Chan, Emily; Chan, Jocelyn; Choo, Edna; Merchant, Mark; Rudewicz, Patrick; Ultsch, Mark; Wiesmann, Christian; Yue, Qin; Belvin, Marcia; Price, Steve. The article conveys some information:

Using structure-based design, two novel series of highly potent biaryl amine mitogen-activated protein kinase kinase (MEK) inhibitors have been discovered. These series contain an H-bond acceptor, in a shifted position compared with previously disclosed compounds, and an adjacent H-bond donor, resulting in a bidentate interaction with the Ser212 residue of MEK1. The most potent compound identified, 1 (G-894), is orally active in in vivo pharmacodynamic and tumor xenograft models.Azetidin-3-ol hydrochloride(cas: 18621-18-6Formula: C3H8ClNO) was used in this study.

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Formula: C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2012,Rice, Kenneth D.; Aay, Naing; Anand, Neel K.; Blazey, Charles M.; Bowles, Owen J.; Bussenius, Joerg; Costanzo, Simona; Curtis, Jeffry K.; Defina, Steven C.; Dubenko, Larisa; Engst, Stefan; Joshi, Anagha A.; Kennedy, Abigail R.; Kim, Angie I.; Koltun, Elena S.; Lougheed, Julie C.; Manalo, Jean-Claire L.; Martini, Jean-Francois; Nuss, John M.; Peto, Csaba J.; Tsang, Tsze H.; Yu, Peiwen; Johnston, Stuart published 《Novel Carboxamide-Based Allosteric MEK Inhibitors: Discovery and Optimization Efforts toward XL518 (GDC-0973)》.ACS Medicinal Chemistry Letters published the findings.Electric Literature of C3H8ClNO The information in the text is summarized as follows:

The ERK/MAP kinase cascade is a key mechanism subject to dysregulation in cancer and is constitutively activated or highly upregulated in many tumor types. Mutations associated with upstream pathway components RAS and Raf occur frequently and contribute to the oncogenic phenotype through activation of MEK and then ERK. Inhibitors of MEK have been shown to effectively block upregulated ERK/MAPK signaling in a range of cancer cell lines and have further demonstrated early evidence of efficacy in the clinic for the treatment of cancer. Guided by structural insight, a strategy aimed at the identification of an optimal diphenylamine-based MEK inhibitor with an improved metabolism and safety profile vs. PD-0325901 led to the discovery of development candidate 1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-[(2S)-piperidin-2-yl]azetidin-3-ol (XL518, GDC-0973) (I). I exhibits robust in vitro and in vivo potency and efficacy in preclin. models with sustained duration of action and is currently in early stage clin. trials. The results came from multiple reactions, including the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6Electric Literature of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Electric Literature of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2016,Johansson, Anders; Loefberg, Christian; Antonsson, Madeleine; von Unge, Sverker; Hayes, Martin A.; Judkins, Robert; Ploj, Karolina; Benthem, Lambertus; Linden, Daniel; Brodin, Peter; Wennerberg, Marie; Fredenwall, Marlene; Li, Lanna; Persson, Joachim; Bergman, Rolf; Pettersen, Anna; Gennemark, Peter; Hogner, Anders published 《Discovery of (3-(4-(2-Oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone (AZD1979), a Melanin Concentrating Hormone Receptor 1 (MCHr1) Antagonist with Favorable Physicochemical Properties》.Journal of Medicinal Chemistry published the findings.Related Products of 18621-18-6 The information in the text is summarized as follows:

A novel series of melanin concentrating hormone receptor 1 (MCHr1) antagonists were the starting point for a drug discovery program that culminated in the discovery of 103 (AZD1979). The lead optimization program was conducted with a focus on reducing lipophilicity and understanding the physicochem. properties governing CNS exposure and undesired off-target pharmacol. such as hERG interactions. An integrated approach was taken where the key assay was ex vivo receptor occupancy in mice. The candidate compound 103 displayed appropriate lipophilicity for a CNS indication and showed excellent permeability with no efflux. Preclin. GLP toxicol. and safety pharmacol. studies were without major findings and 103 was taken into clin. trials. In the experiment, the researchers used Azetidin-3-ol hydrochloride(cas: 18621-18-6Related Products of 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Related Products of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Computed Properties of C3H8ClNOIn 2017 ,《Discovery and in vivo effects of novel human natriuretic peptide receptor A (NPR-A) agonists with improved activity for rat NPR-A》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were Iwaki, Takehiko; Tanaka, Taisaku; Miyazaki, Kazuo; Suzuki, Yamato; Okamura, Yoshihiko; Yamaki, Akira; Iwanami, Makoto; Morozumi, Naomi; Furuya, Mayumi; Oyama, Yoshiaki. The article conveys some information:

Natriuretic peptide receptor A (NPR-A) agonists were evaluated in vivo by optimizing the structure of quinazoline derivatives to improve agonistic activity for rat NPR-A. A 1,4-Cis-aminocyclohexylurea moiety at 4-position and hydroxy group of D-alaninol at 2-position on the quinazoline ring were found to be important factors in improving rat NPR-A activity. The authors identified potent quinazoline and pyrido[2,3-d]pyrimidine derivatives against rat NPR-A, with double-digit nanomolar EC50 values. The in vivo results showed that compound 56b (1-((1S,4S)-4-((6-(3-fluorophenyl)-2-(((R)-1-hydroxypropan-2-yl)amino)pyrido[2,3-d]pyrimidin-4-yl)amino)cyclohexyl)-3-((R)-1-hydroxy-3-methylbutan-2-yl)urea) administered at 1.0 mg/kg/min significantly increased plasma cGMP concentration and urine volume in rats. The authors discovered novel potent NPR-A agonists that showed agonistic effects similar to those of atrial natriuretic peptide. After reading the article, we found that the author used Azetidin-3-ol hydrochloride(cas: 18621-18-6Computed Properties of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Computed Properties of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2010,Palmer, Andreas M.; Chiesa, Vittoria; Schmid, Anja; Muench, Gabriela; Grobbel, Burkhard; Zimmermann, Peter J.; Brehm, Christof; Buhr, Wilm; Simon, Wolfgang-Alexander; Kromer, Wolfgang; Postius, Stefan; Volz, Jurgen; Hess, Dietmar published 《Tetrahydrochromenoimidazoles as Potassium-Competitive Acid Blockers (P-CABs): Structure – Activity Relationship of Their Antisecretory Properties and Their Affinity toward the hERG Channel》.Journal of Medicinal Chemistry published the findings.Electric Literature of C3H8ClNO The information in the text is summarized as follows:

Potassium-competitive acid blockers constitute a new therapeutic option for the treatment of acid-related diseases that are widespread and constitute a significant economical burden. Enantiomerically pure (tetrahydro)chromenoimidazoles I [R1 = 2-MeC6H4, R2 = Et, R3 = H; R1 = 2-(c-C3H5)C6H4, R2 = R3 = Me, etc.] were prepared using either the readily available candidate I (R1 = 2-MeC6H4, R2 = R3 = Me) as starting material or where the Noyori asym. reduction of ketones, e.g., II, was the key reaction. A comprehensive SAR regarding the influence of the 5-carboxamide and the 8-aryl residue on in vitro activity, acid-suppression in the Ghosh Schild rat, and affinity toward the hERG channel was established. In addition, efficacy and duration of the antisecretory action was examined for the most promising target compounds by 24 h pH-metry in the fistula dog and a significantly different SAR was observed as compared to the Ghosh Schild rat. Several (tetrahydro)chromenoimidazoles were identified that possessed a comparable profile as the candidate I (R1 = 2-MeC6H4, R2 = R3 = Me). In the part of experimental materials, we found many familiar compounds, such as Azetidin-3-ol hydrochloride(cas: 18621-18-6Electric Literature of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Electric Literature of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2014,Gentles, Robert G.; Ding, Min; Bender, John A.; Bergstrom, Carl P.; Grant-Young, Katharine; Hewawasam, Piyasena; Hudyma, Thomas; Martin, Scott; Nickel, Andrew; Regueiro-Ren, Alicia; Tu, Yong; Yang, Zhong; Yeung, Kap-Sun; Zheng, Xiaofan; Beno, Brett R.; Camac, Daniel M.; Chang, Chong-Hwan; Gao, Mian; Morin, Paul E.; Sheriff, Steven; Tredup, Jeff; Wan, John; Witmer, Mark R.; Xie, Dianlin; Hanumegowda, Umesh; Knipe, Jay; Mosure, Kathy; Santone, Kenneth S.; Parker, Dawn D.; Zhuo, Xiaoliang; Lemm, Julie; Liu, Mengping; Pelosi, Lenore; Rigat, Karen; Voss, Stacey; Wang, Yi; Wang, Ying-Kai; Colonno, Richard C.; Gao, Min; Roberts, Susan B.; Gao, Qi; Ng, Alicia; Meanwell, Nicholas A.; Kadow, John F. published 《Discovery and Preclinical Characterization of the Cyclopropylindolobenzazepine BMS-791325, A Potent Allosteric Inhibitor of the Hepatitis C Virus NS5B Polymerase》.Journal of Medicinal Chemistry published the findings.Related Products of 18621-18-6 The information in the text is summarized as follows:

Described herein are structure-activity relationship studies that resulted in the optimization of the activity of members of a class of cyclopropyl-fused indolobenzazepine HCV NS5B polymerase inhibitors. Subsequent iterations of analog design and syntheses successfully addressed off-target activities, most notably human pregnane X receptor (hPXR) transactivation, and led to significant improvements in the physicochem. properties of lead compounds Those analogs exhibiting improved solubility and membrane permeability were shown to have notably enhanced pharmacokinetic profiles. Addnl., a series of alkyl bridged piperazine carboxamides was identified as being of particular interest, and from which the compound BMS-791325 (I) was found to have distinguishing antiviral, safety, and pharmacokinetic properties that resulted in its selection for clin. evaluation. The results came from multiple reactions, including the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6Related Products of 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Related Products of 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Hip To Be Square: Oxetanes as Design Elements To Alter Metabolic Pathways》 were Toselli, Francesca; Fredenwall, Marlene; Svensson, Peder; Li, Xue-Qing; Johansson, Anders; Weidolf, Lars; Hayes, Martin A.. And the article was published in Journal of Medicinal Chemistry in 2019. HPLC of Formula: 18621-18-6 The author mentioned the following in the article:

Oxetane-containing ring systems are increasingly used in medicinal chem. programs to modulate druglike properties. We have shown previously that oxetanes are hydrolyzed to diols by human microsomal epoxide hydrolase (mEH). Mapping the enzymes that contribute to drug metabolism is important since an exaggerated dependence on one specific isoenzyme increases the risk of drug-drug interactions with co-administered drugs. Herein, we illustrate that mEH-catalyzed hydrolysis is an important metabolic pathway for a set of more structurally diverse oxetanes and the degree of hydrolysis is modulated by minor structural modifications. A homol. model based on the Bombyx mori EH crystal structure was used to rationalize substrate binding. This study shows that oxetanes can be used as drug design elements for directing metabolic clearance via mEH, thus potentially decreasing the dependence on cytochromes P 450. Metabolism by mEH should be assessed early in the design process to understand the complete metabolic fate of oxetane-containing compounds, and further study is required to allow accurate pharmacokinetic predictions of its substrates. The experimental process involved the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6HPLC of Formula: 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.HPLC of Formula: 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Logvinenko, Ivan G.; Kondratov, Ivan S.; Pridma, Stanislav O.; Tolmachova, Nataliya A.; Morev, Roman N.; Dolovanyuk, Violetta G.; Boretskyi, Andrii L.; Stepaniuk, Roman O.; Trofymchuk, Serhii A.; Muck-Lichtenfeld, Christian; Daniliuc, Constantin G.; Haufe, Gunter published an article in Journal of Fluorine Chemistry. The title of the article was 《Synthesis and physical chemical properties of CF3O-containing secondary amines-Perspective building blocks for drug discovery》.HPLC of Formula: 18621-18-6 The author mentioned the following in the article:

Conformational and electronic effects of the trifluoromethoxy group make it attractive to be introduced in biorelevant structures. A mini-library of CF3O-substituted piperidines, pyrrolidines and azetidines was synthesized in 4-5 steps from com. amino alcs. Comparison of the measured pKa- and log D7.4 values of selected regioisomeric CF3O piperidines with the corresponding CF3- and MeO analogs shows that the effect on the acid/base properties and lipophilicity is rather complex and depends of the substitution position and the conformation of the mols. For the most stable conformers of β-OCF3 compounds 2-(trifluoromethoxymethyl)piperidine and 3-trifloromethoxypiperidine, DFT calculations and X-ray data for 2-(trifluoromethoxymethyl)piperidine show a favored gauche-arrangement with regard to the amino group. The results came from multiple reactions, including the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6HPLC of Formula: 18621-18-6)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.HPLC of Formula: 18621-18-6 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

COA of Formula: C3H8ClNOIn 2015 ,《Discovery of an Oral Respiratory Syncytial Virus (RSV) Fusion Inhibitor (GS-5806) and Clinical Proof of Concept in a Human RSV Challenge Study》 appeared in Journal of Medicinal Chemistry. The author of the article were Mackman, Richard L.; Sangi, Michael; Sperandio, David; Parrish, Jay P.; Eisenberg, Eugene; Perron, Michel; Hui, Hon; Zhang, Lijun; Siegel, Dustin; Yang, Hai; Saunders, Oliver; Boojamra, Constantine; Lee, Gary; Samuel, Dharmaraj; Babaoglu, Kerim; Carey, Anne; Gilbert, Brian E.; Piedra, Pedro A.; Strickley, Robert; Iwata, Quynh; Hayes, Jaclyn; Stray, Kirsten; Kinkade, April; Theodore, Dorothy; Jordan, Robert; Desai, Manoj; Cihlar, Tomas. The article conveys some information:

GS-5806 I is a novel, orally bioavailable RSV fusion inhibitor discovered following a lead optimization campaign on a screening hit. The oral absorption properties were optimized by converting to the pyrazolo[1,5-a]-pyrimidine heterocycle, while potency, metabolic, and physicochem. properties were optimized by introducing the para-chloro and aminopyrrolidine groups. A mean EC50 = 0.43 nM was found toward a panel of 75 RSV A and B clin. isolates and dose-dependent antiviral efficacy in the cotton rat model of RSV infection. Oral bioavailability in preclin. species ranged from 46 to 100%, with evidence of efficient penetration into lung tissue. In healthy human volunteers exptl. infected with RSV, a potent antiviral effect was observed with a mean 4.2 log10 reduction in peak viral load and a significant reduction in disease severity compared to placebo. In conclusion, a potent, once daily, oral RSV fusion inhibitor with the potential to treat RSV infection in infants and adults is reported. After reading the article, we found that the author used Azetidin-3-ol hydrochloride(cas: 18621-18-6COA of Formula: C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.COA of Formula: C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts