Category: 115314-17-5

Rahman, Shahzad S. published the artcile1,3-Diaminopropan-2-ol Sulfonamides as potent and selective inhibitors of the glycine transporter type 1, HPLC of Formula: 115314-17-5, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(6), 1741-1745, database is CAplus and MEDLINE.

High throughput screening led to the discovery of a novel series of 1,3-diaminopropan-2-ol sulfonamides, e.g. I, as selective GlyT-1 inhibitors. Structure-activity relationships of this novel series and optimization of the initial hit that led to the identification of I, a potent and selective GlyT-1 inhibitor, are also presented.

Bioorganic & Medicinal Chemistry Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, HPLC of Formula: 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Baker, Jennifer R. published the artcileAmino Alcohols as Potential Antibiotic and Antifungal Leads, Application of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Molecules (2022), 27(7), 2050, database is CAplus and MEDLINE.

Five focused compound libraries based on prior studies of the author. were synthesized and screened for antibiotic and anti-fungal activity against S. aureus, E. coli, K. pneumoniae, P. aeruginosa, A. baumannii, C. albicans and C. neoformans. Low levels of activity, at the initial screening concentration of 32μg/mL, were noted with analogs of (Z)-2-(3,4-dichlorophenyl)-3-phenylacrylonitriles which made up the first two focused libraries produced. Modifications of the terminal aromatic moiety were explored through epoxide installation by flow chem. mediated ring opening aminolysis with discreet sets of amines to the three new focused libraries of afforded amino alcs. Three new focused libraries were developed from substituted anilines, cyclic amines, and Ph linked heterocyclic amines. The aniline-based compounds were inactive against the bacterial and fungal lines screened but the introduction of piperidine, piperazine, or morpholine, showed >50% inhibition when evaluated at 32μg/mL compound concentration against methicillin-resistant Staphylococcus aureus. Aromatic substituted piperidine or piperazine switched library activity from antibacterial to anti-fungal activity with compounds containing (4-methylpiperazin-1-yl),(4-hydroxyphenylpiperazin-1-yl) and (4-cyclohexylpiperazin-1-yl) showing >95% inhibition of Cryptococcus neoformans var. grubii H99 growth at 32μg/mL, while few acrylonitriles showed 32μg/mL against Staphylococcus aureus.

Molecules published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Application of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Garcia-Rubino, M. E. published the artcileEnantiospecific Synthesis of Heterocycles Linked to Purines: Different Apoptosis Modulation of Enantiomers in Breast Cancer Cells, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Current Medicinal Chemistry (2013), 20(38), 4924-4934, database is CAplus and MEDLINE.

The issue of chiral drug is now a major theme in the design, discovery and development of new drugs. It has been shown for many pharmaceuticals that only one enantiomer contains the desired activity, and the synthesis of such drug mols. in their optically pure form is becoming increasingly important. Mitsunobu reaction was carried out between (R)- and (S)-3,4-dihydro-2H-1,5-benzoxathiepin-3-ol and purines under microwave irradiation A contraction into a six-membered ring takes place with concomitant inversion at the stereocentre with excellent enantiomeric excesses giving rise to the homochiral 9-(2,3-dihydro-1,4-benzoxathiin-3-ylmethyl)-9H-purines. The anti-tumor activity of all enantiomers is reported against the caspase-3-deficient MCF-7 and the wild type SKBR-3 human breast cancer cells. The most active homochiral compound displays an IC₅₀ of 1.85 μM and induces inhibition of the translation initiation factor eIF2α. All homochiral compounds included in this study show different apoptotic effects between both enantiomers with levels up to 99%. We have analyzed caspase-mediated apoptotic pathways on enantiomers and racemates. We have found a homochiral derivative that activates the canonical intrinsic caspase-8/caspase-3 apoptotic pathway on the MCF-7 cells, and a racemic compound that induces caspase-2 activation. Moreover, we demonstrate the involvement of caspase activation during cell death induced by these compounds in SKBR-3 cells.

Current Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Heerding, Dirk A. published the artcileNew Benzylidenethiazolidinediones as Antibacterial Agents, Quality Control of 115314-17-5, the publication is Bioorganic & Medicinal Chemistry Letters (2003), 13(21), 3771-3773, database is CAplus and MEDLINE.

A novel benzylidenethiazolidinedione has been discovered with antimicrobial activity. Here, we present the results of a structure-activity study on this compound with respect to its antimicrobial activity.

Bioorganic & Medicinal Chemistry Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Quality Control of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Marquis, Robert W. published the artcileAntagonists of the Calcium Receptor I. Amino Alcohol-Based Parathyroid Hormone Secretagogues, Computed Properties of 115314-17-5, the publication is Journal of Medicinal Chemistry (2009), 52(13), 3982-3993, database is CAplus and MEDLINE.

Functional screening of the former SmithKline Beecham compound collection against the human calcium receptor (CaR) resulted in the identification of the amino alc.-based hit 2 (IC₅₀ = 11 μM). Structure-activity studies of 2 focused on the optimization of the right- and left-hand side aromatic moieties as well as the amino alc. linker region. Critical to the optimization of this antagonist template was the discovery that the chirality of the C-2 secondary alc. played a key role in enhancing both CaR potency as well as selectivity over the β-adrenergic receptor subtypes. These SAR studies ultimately led to the identification of 38 (NPS 2143; SB-262470A), a potent and orally active CaR antagonist. Pharmacokinetic characterization of 38 in the rat revealed that this mol. had a large volume of distribution (11 L/kg), which resulted in a prolonged systemic exposure, protracted increases in the plasma levels of PTH, and an overall lack of net bone formation effect in a rodent model of osteoporosis.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Computed Properties of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hansen, Hanne D. published the artcileSynthesis, radiolabeling and in vivo evaluation of [¹¹C](R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, a potential PET radioligand for the 5-HT₇ receptor, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is European Journal of Medicinal Chemistry (2014), 152-163, database is CAplus and MEDLINE.

In the search for a novel serotonin 7 (5-HT₇) receptor PET radioligand we synthesized and evaluated a new series of biphenylpiperazine derivatives in vitro. Among the studied compounds, (R)-1-[4-[2-(4-methoxyphenyl)phenyl]piperazin-1-yl]-3-(2-pyrazinyloxy)-2-propanol, showed the best combination of affinity, selectivity, and lipophilicity, and was thus chosen for carbon-11 labeling and evaluation in pigs. After i.v. injection, compound I entered the pig brain and displayed reversible tracer kinetics. Pretreatment with the 5-HT₇ receptor selective antagonist SB-269970 resulted in limited decrease in the binding of I, suggesting that this radioligand is not optimal for imaging the brain 5-HT₇ receptor in vivo but it may serve as a lead compound for the design of novel 5-HT₇ receptor PET radioligands.

European Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Mewshaw, Richard E. published the artcileNew Generation Dopaminergic Agents. 1. Discovery of a Novel Scaffold Which Embraces the D₂ Agonist Pharmacophore. Structure-Activity Relationships of a Series of 2-Aminomethyl Chromans, Related Products of esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (1997), 40(26), 4235-4256, database is CAplus and MEDLINE.

A series of 2-(aminomethyl)chromans (2-AMCs) was synthesized and evaluated for their affinity and selectivity for both the high- and low-affinity agonist states (D₂^High and D₂^Low, resp.) of the dopamine (DA) D₂ receptor. The 7-hydroxy-2-(aminomethyl)chroman moiety was observed to be the primary D₂ agonist pharmacophore. The 2-methylchroman moiety was discovered to be an entirely novel scaffold which could be used to access the D₂ agonist pharmacophore. Attaching various simple alkyl and arylalkyl side chains to the 7-hydroxy 2-AMC nucleus had significant effects on selectivity for the D₂^High receptor vs the 5HT_1A and α₁ receptors. A novel DA partial agonist, (R)-(-)-2-[(benzylamino)methyl]chroman-7-ol was identified as having the highest affinity and best selectivity for the D₂^High receptor vs the α₁ and 5HT_1A receptors. Several regions of the 2-AMC nucleus were modified and recognized as potential sites to modulate the level of intrinsic activity. The global min. conformer of the 7-hydroxy-2-AMC moiety was identified as fulfilling the McDermed model D₂ agonist pharmacophore criteria and was proposed as the D₂ receptor-bound conformation. Structure-activity relationships gained from these studies have aided in the synthesis of D₂ partial agonists of varying intrinsic activity levels. These agents should be of therapeutic value in treating disorders resulting from hypo- and hyperdopaminergic activity, without the side effects associated with complete D₂ agonism or antagonism.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Seki, Toshimi published the artcileStudies on agents with vasodilator and β-blocking activities. V. Synthesis and pharmacological activity of the optical isomers of TZC-5665, SDS of cas: 115314-17-5, the publication is Chemical & Pharmaceutical Bulletin (1998), 46(1), 84-96, database is CAplus and MEDLINE.

Synthesis of the four optical isomers of TZC-5665, a candidate for the treatment of congestive heart failure, was achieved by the reaction of chiral diaminopyridazinones with chiral glycidyl ethers. The hypotensive and β-blocking activities of TZC-5665 and its optical isomers were examined when given i.v. into anesthetized rats. Furthermore these compounds were evaluated for inhibitory activity on cAMP phosphodiesterase III.

Chemical & Pharmaceutical Bulletin published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C8H10S, SDS of cas: 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Estep, Kimberly G. published the artcileSynthesis and Structure-Activity Relationships of 6-Heterocyclic-Substituted Purines as Inactivation Modifiers of Cardiac Sodium Channels, Quality Control of 115314-17-5, the publication is Journal of Medicinal Chemistry (1995), 38(14), 2582-95, database is CAplus and MEDLINE.

Purine-based analogs of SDZ 211-500 were prepared and evaluated as inactivation modifiers of guinea pig or human cardiac sodium (Na) channels expressed in Xenopus oocytes. Substances which remove or slow the Na channel inactivation process in cardiac tissue are anticipated to prolong the effective refractory period and increase inotropy and thus have potential utility as antiarrhythmic agents. Heterocyclic substitution at the 6-position of the purine ring resulted in compounds with increased Na activity and potency, with 5-membered heterocycles being optimal. Only minor modifications to the benzhydrylpiperazine side chain were tolerated. Selected compounds which delayed the inactivation of Na channels were found to increase refractoriness and contractility in a rabbit Langendorff heart model, consistent with the cellular mechanism. Activity in both the oocyte and rabbit heart assays was specific to the S-enantiomers. Preliminary in vivo activity has been demonstrated following i.v. infusion. The most promising compound on the basis of in vitro data is the formylpyrrole (S)-I, which is 25-fold more potent than DPI 201-106 in the human heart Na channel assay.

Journal of Medicinal Chemistry published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C9H9NO6S, Quality Control of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Shinagawa, Yuko published the artcileNew aminopropanediol derivatives as orally available and short-acting calcium-sensing receptor antagonists, Synthetic Route of 115314-17-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(12), 3809-3813, database is CAplus and MEDLINE.

Synthesis and structure-activity relationship studies on new aminopropanediol derivatives I (R¹ = Ph, R² = H, Me, H₂C:CHCH₂, t-Bu, cyclopentyl, Ph, etc.; R¹ = 2-pyridyl, 1-naphthyl, 2-naphthyl, R² = Me; etc.) as calcium-sensing receptor antagonists are described. Modification of the phenolic moiety of a calcilytic compound NPS 2143 led to the identification of an orally available compound (R,R)-I (R¹ = 2-MeC₆H₄; R² = cyclopropyl) which demonstrated a rapid and transient stimulation of PTH release in rats.

Bioorganic & Medicinal Chemistry Letters published new progress about 115314-17-5. 115314-17-5 belongs to esters-buliding-blocks, auxiliary class Epoxides,Chiral,Nitro Compound,Sulfonate,Benzene, name is (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, and the molecular formula is C19H14O2, Synthetic Route of 115314-17-5.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics