Category: 115314-17-5

Zhou, Kaixiang published the artcileSynthesis and Evaluation of Fluorine-18 Labeled 2-Phenylquinoxaline Derivatives as Potential Tau Imaging Agents, SDS of cas: 115314-17-5, the publication is Molecular Pharmaceutics (2021), 18(3), 1176-1195, database is CAplus and MEDLINE.

In this study, three pairs of optically pure ¹⁸F-labeled 2-phenylquinoxaline derivatives were evaluated as Tau imaging agents for the diagnosis of Alzheimer’s disease (AD). The chiral 2-fluoromethyl-1,2-ethylenediol side chain was attached to the 2-phenylquinoxaline backbone to increase hydrophilicity, thereby improving the binding affinity of the probe to tangles and their selectivity toward Tau tangles over β-amyloid plaques (Aβ). These probes displayed excellent fluorescent properties and high selectivity for tangles on brain sections from transgenic mice (rTg4510) and AD patients. Quant. binding assays with AD homogenates showed that the probes (R)-I and (S)-II have a high affinity (K_i = 4.1 and 10.3 nM, resp.) and high selectivity (30.5-fold and 34.6-fold, resp.) for tangles over Aβ. The high affinity and selectivity of (R)-[¹⁸F]I and (S)-[¹⁸F]II for tangles were further confirmed with autoradiog. on AD brain tissue in vitro. In addition, they displayed sufficient blood-brain barrier penetration (7.06% and 10.95% ID/g, resp.) and suitable brain kinetics (brain_2 min/brain_60 min = 10.1, 6.5 resp.) in normal mice. Ex vivo metabolism studies and micro-positron emission computed tomog. (PET) revealed high brain biostability, good brain kinetic properties, and low nonspecific binding for (S)-[¹⁸F]II. Together, these results demonstrate that (R)-[¹⁸F]I and (S)-[¹⁸F]II are promising PET probes for Tau tangles imaging.

Molecular Pharmaceutics 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 C18H17NO8, SDS of cas: 115314-17-5.

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

Atkinson, Benjamin N. published the artcileRegioselective and enantiospecific synthesis of the HSP co-inducer arimoclomol from chiral glycidyl derivatives, SDS of cas: 115314-17-5, the publication is Organic & Biomolecular Chemistry (2017), 15(46), 9794-9799, database is CAplus and MEDLINE.

A new efficient chiral synthesis of enantiopure arimoclomol is reported from (R)-(-)-glycidyl nosylate with complete retention of chiral integrity. Off-target pharmacol. of arimoclomol was evaluated against a representative set of drug targets and showed modest binding to a few kinases. Pharmacokinetic data was generated in vivo in mouse and showed a low brain : plasma ratio. These studies will be helpful towards a better understanding of the PK-PD relationship of arimoclomol in disease models.

Organic & Biomolecular 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, SDS of cas: 115314-17-5.

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

Kuwabe, Shin-itsu published the artcilePalladium-Catalyzed Intramolecular C-O Bond Formation, HPLC of Formula: 115314-17-5, the publication is Journal of the American Chemical Society (2001), 123(49), 12202-12206, database is CAplus and MEDLINE.

A number of oxygen heterocycles were synthesized using the palladium-catalyzed intramol. etherification of aryl halides by employing di-tert-butylphosphinobiaryl ligands. The reaction proceeds under mild conditions using weak bases such as Cs₂CO₃ or K₃PO₄. A variety of functional groups are tolerated in the reaction, and enantioenriched alcs. can be coupled without erosion of optical purity. The mildness of the reaction conditions allows for the use of polyfunctionalized substrates. This method was used as the key step in the synthesis of MKC-242, an antidepressant currently in clin. trials. The synthesis of MKC-242 was achieved in 40% overall yield from com. available sesamol and acrylonitrile.

Journal of the American Chemical Society 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

Seki, Toshimi published the artcileStudies on agents with vasodilator and β-blocking activities. III. Synthesis and activity of optical isomers of TZC-1370, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(10), 1719-23, database is CAplus and MEDLINE.

Optical isomers of TZC-1370 were prepared from (R)- and (S)-1-(2-chlorophenoxy)-2,3-epoxypropane. When given i.v. to anesthetized rats, the (S)-isomer was about 40 times more potent in terms of β-blocking activity than the (R)-isomer, while their hypotensive activities were equipotent with that of the racemic compound, TZC-1370.

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 C15H12O6, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

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

Thompson, David H. published the artcileSynthesis of Chiral Diether and Tetraether Phospholipids: Regiospecific Ring Opening of Epoxy Alcohol Intermediates Derived from Asymmetric Epoxidation, Formula: C9H9NO6S, the publication is Journal of Organic Chemistry (1994), 59(11), 2945-55, database is CAplus.

Diether and tetraether glycerophospholipids, e.g. I (R = CH₂CH₂N⁺Me₂, R¹ = C₈H₁₇, n = 16; R¹ = C₁₀H₂₁, n = 20), have been synthesized using chiral epoxy alc. starting materials (e.g. glycidol 3-nitrobenzenesulfonate esters or tert-butyldiphenylsilyl ethers) via regioselective oxirane ring cleavage of epoxides, e.g. II.. These chiral precursors provide control over the stereochem., substitution patterns, and steric properties of the phosphoglycerol backbone. Bolaamphiphiles adopted a U-shaped conformation at the air-water interface.

Journal of Organic 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 C7H11N, Formula: C9H9NO6S.

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

McComsey, David F. published the artcileNovel, Broad-Spectrum Anticonvulsants Containing a Sulfamide Group: Pharmacological Properties of (S)-N-[(6-Chloro-2,3-dihydrobenzo[1,4]dioxin-2-yl)methyl]sulfamide (JNJ-26489112), Quality Control of 115314-17-5, the publication is Journal of Medicinal Chemistry (2013), 56(22), 9019-9030, database is CAplus and MEDLINE.

Broad-spectrum anticonvulsants are of considerable interest as antiepileptic drugs, especially because of their potential for treating refractory patients. Such “neurostabilizers” have also been used to treat other neurol. disorders, including migraine, bipolar disorder, and neuropathic pain. A series of sulfamide derivatives was synthesized and their anticonvulsant activity evaluted. Thus, the authors identified promising sulfamide I (JNJ-26489112) and explored its pharmacol. properties. Compound I exhibited excellent anticonvulsant activity in rodents against audiogenic, elec. induced, and chem. induced seizures. Mechanistically, I inhibited voltage-gated Na⁺ channels and N-type Ca²⁺ channels and was effective as a K⁺ channel opener. The anticonvulsant profile of I suggests that it may be useful for treating multiple forms of epilepsy (generalized tonic-clonic, complex partial, absence seizures), including refractory (or pharmacoresistant) epilepsy, at dose levels that confer a good safety margin. On the basis of its pharmacol. and other favorable characteristics, I was advanced into human clin. studies.

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

Chen, Jian published the artcileA direct HPLC method for the determination of enantiomeric excess of some highly enantiomerically enriched derivatives of chiral glycidols, COA of Formula: C9H9NO6S, the publication is Tetrahedron Letters (1993), 34(48), 7663-6, database is CAplus.

A newly developed HPLC method which requires no derivatization is used to determine accurately the enantiomeric purity of some glycidol-based derivatives that were enantiomerically enriched by recrystallization or lipase-catalyzed kinetic resolution after the Sharpless asym. epoxidation

Tetrahedron 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, COA of Formula: C9H9NO6S.

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

Adejare, Adeboye published the artcileSynthesis and β-adrenergic activities of R-fluoronaphthyloxypropanolamine, Recommanded Product: (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is Pharmaceutical Research (1997), 14(4), 533-536, database is CAplus.

Many biogenic amines where an aromatic proton is substituted with fluorine have exhibited pharmacol. properties that are dependent on the position of fluorine on the aromatic ring. For example, 6-fluoroepinephrine is selective for α-adrenergic receptors whereas the 2-fluoroisomer is selective for β-receptors. Aryloxypropanolamines are β-receptor agonists or antagonists, depending on the aryl group and its substituents. The authors therefore hypothesized that fluorine substitution on the aromatic ring could lead to significant biol. effects in this class. A target with fluorine on naphthyl group of a known β-antagonist was chosen for investigation. Synthesis of the target compound began with fluoronaphthalene and involved introduction of 4-hydroxy group by Friedel-Crafts acylation followed by Baeyer Villiger oxidation The side chain was introduced stereoselectively using the chiral synthon (2R)-glycidyl 3-nitrobenzenesulfonate, a Sharpless epoxidation technique. The epoxide was opened with t-Bu amine. HPLC methods were used to characterize %ee of the enantiomer. The target compound was synthesized in several hundred milligram quantity, and in good yield and high enantiomeric excess, showing practicality of the synthetic scheme. It exhibited potent binding activities on β-adrenergic receptors, and was two times selective for β₂-receptors over β₁. The current report demonstrates that aromatic fluorine substitution on β-adrenergic ligands can be achieved, and that such can be used to obtain binding selectivity between β receptors.

Pharmaceutical Research 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

Abdul-Hay, Samer published the artcileNO-SSRIs: Nitric Oxide Chimera Drugs Incorporating a Selective Serotonin Reuptake Inhibitor, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate, the publication is ACS Medicinal Chemistry Letters (2011), 2(9), 656-661, database is CAplus and MEDLINE.

Hybrid nitrate drugs have been reported to provide NO bioactivity to ameliorate side effects or to provide ancillary therapeutic activity. Hybrid nitrate selective serotonin reuptake inhibitors (NO-SSRIs) were prepared to improve the therapeutic profile of this drug class. A synthetic strategy for use of a thiocarbamate linker was developed, which in the case of NO-fluoxetine facilitated hydrolysis to fluoxetine at pH 7.4 within 7 h. In cell culture, NO-SSRIs were weak inhibitors of the serotonin transporter; however, in the forced swimming task (FST) in rats, NO-fluoxetine demonstrated classical antidepressant activity. Comparison of NO-fluoxetine, with fluoxetine, and an NO-chimera nitrate developed for Alzheimer’s disease (GT-1061) were made in the step through passive avoidance (STPA) test of learning and memory in rats treated with scopolamine as an amnesic agent. Fluoxetine was inactive, whereas NO-fluoxetine and GT-1061 both restored long-term memory. GT-1061 also produced antidepressant behavior in FST. These data support the potential for NO-SSRIs to overcome the lag in onset of therapeutic action and provide co-therapy of neuropathologies concomitant with depression.

ACS 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, Safety of (R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate.

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

Krushinski, Joseph H. published the artcileIndoloxypropanolamine analogues as 5-HT_1A receptor antagonists, Application In Synthesis of 115314-17-5, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(20), 5600-5604, database is CAplus and MEDLINE.

Analogs of pindolol, 1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol, were synthesized and evaluated as 5-HT_1A receptor antagonists. The structural features required for optimal binding to the 5-HT1A receptor are as follows: S-2-propanol linker, 4-indoloxy substituent, and a large lipophilic cyclic amine substituent. Compound I is a potent antagonist at the 5-HT₁A receptor. This compoundis not a candidate for further development because of its affinity for the β₁ and β₂ receptors.

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, Application In Synthesis of 115314-17-5.

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