Month: December 2022

Sattarnezhad, Neda published the artcileComparison of dimethyl fumarate and interferon outcomes in an MS cohort., Safety of Dimethyl fumarate, the publication is BMC neurology (2022), 22(1), 252, database is MEDLINE.

BACKGROUND: To compare the effectiveness of dimethyl fumarate (DMF) with subcutaneous interferon beta-1a (IFNβ-1a) in controlling disease activity in patients with relapsing-remitting Multiple Sclerosis (MS). METHODS: Clinical and imaging data from patients treated with either IFNβ-1a or DMF for at least one year were reviewed. The proportion of patients with at least one clinical relapse within 3-15 months after treatment onset, the proportion of patients with new T2 or gadolinium-enhancing lesions, and the proportion of subjects who achieved no evidence of disease activity (NEDA) status were assessed. RESULTS: Three hundred sixteen (98 on IFNβ-1a, 218 on DMF) subjects were included. Baseline demographics were comparable between groups except for age, disease duration, and the number of previous treatments being higher and relapse rate in the prior year being lower in the DMF-treated group. The proportion of patients having a clinical relapse (24.5% vs. 9.6%; OR = 3.04; P < 0.001) or a new MRI lesion (28.6% vs. 8.7%; OR = 4.19, P < 0.001) at 15 months were higher on IFNβ-1a. 79.9% of the patients achieved NEDA status at 15 months on DMF (vs. 51.1% for IFNβ-1a; OR = 0.26, P < 0.001). Further adjustment for demographics, disease characteristics, treatment and relapse history, and subgroup analyses confirmed these findings. CONCLUSION: DMF was associated with less clinical and radiological disease activity compared to IFNβ-1a.

BMC neurology published new progress about 624-49-7. 624-49-7 belongs to esters-buliding-blocks, auxiliary class Inhibitor,Natural product, name is Dimethyl fumarate, and the molecular formula is C6H8O4, Safety of Dimethyl fumarate.

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

Zhang, Xiang-Gui published the artcileCobalt-catalyzed Divergent Markovnikov and Anti-Markovnikov Hydroamination, Synthetic Route of 103-26-4, the publication is Organic Letters (2022), 24(1), 22-26, database is CAplus and MEDLINE.

Catalytic hydroamination of the readily available alkenes is among the most straightforward means to construct diverse alkyl amines. To this end, the facile access to both regioselectivity, i.e., Markovnikov or anti-Markovnikov hydroamination, with min. reaction-parameter alternation, remains challenging. Herein, authors report a cobalt-catalyzed highly selective and divergent Markovnikov and anti-Markovnikov hydroamination of alkenes, in which the switch of regioselectivity is achieved simply by the variation of the addition sequence of 9-BBN.

Organic Letters published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C12H9N3O4, Synthetic Route of 103-26-4.

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

Li, Yunqi published the artcileModification and biological evaluation of a series of 1,5-diaryl-1,2,4-triazole compounds as novel agents against pancreatic cancer metastasis through targeting myoferlin, Category: esters-buliding-blocks, the publication is Journal of Medicinal Chemistry (2019), 62(10), 4949-4966, database is CAplus and MEDLINE.

Pancreatic cancer is one of the most common cancers with an extremely low survival rate. Metastasis, as one of the key reasons of cancer-related death, is found in more than 50% pancreatic cancer patients at diagnosis. Novel therapeutic targets and drugs blocking cancer metastasis are urgently needed. Herein, we report a series of 1,5-diaryl-1,2,4-triazole derivatives as potent antimetastatic agents. Lead compound 3-(3-ethyl-5-(5-methoxy-2-pyrimidinyl)-1H-1,2,4-triazolyl)-N-(4-phenylbutyl)benzamide (6y) displayed effective antimetastatic activities in pancreatic cancer in vitro and in vivo. Concomitant studies indicated that 6y probably binds with myoferlin (MYOF), a novel potential antitumor metastasis target, which regulates vesicle trafficking and metastasis-related proteins. Subsequent biophys. and biochem. methods verified that 6y bound to MYOF. Mechanism studies revealed that 6y inhibited pancreatic cancer metastasis through reversing the epithelial mesenchymal transition, inhibiting the secretions of matrix metalloproteinase and blocking the receptor tyrosine kinases. Our findings suggest that targeting MYOF with 6y may be a promising therapeutic strategy to prevent pancreatic cancer metastasis.

Journal of Medicinal Chemistry published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C9H8O4, Category: esters-buliding-blocks.

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

Zhang, Haichao published the artcileSynthesis of side chain liquid crystalline polymethacrylates containing azobenzene mesogenic groups and the effect of spacer length on their liquid crystal behavior, Synthetic Route of 135529-02-1, the publication is Gaofenzi Xuebao (1999), 100-106, database is CAplus.

A series of thermotropic side chain liquid crystalline poly[ω-(4′-methoxy-4-azophenyloxy)alkanoyl]methacrylates (PMAAZOn, n = 2, 3, 4, 5, 6) were prepared by the reaction of potassium methacrylate and 4-methoxy-4′-(1-bromoalkoxy)azobenzene, then free radical polymerization in THF solution Their structures were verified by ¹H, ¹³C-NMR and IR spectra. The number average mol. weight ( M_W ) of PMAAZOn was around 20,000, thus the effects of M_W on the liquid crystalline (LC) properties were negligible. The LC behaviors of the polymers obtained were examined by DSC and optical polarizing microscope. Only one nematic state for PMAAZOn, (n = 2, 3 and 4), and two LC states, one smectic and one nematic state for the polymers of n = 5 and 6 were observed As spacer length increased, glass transition temperature decreased. On the curves of ΔH (enthalpy change) and ΔS (entropy change) against spacer length, the lowest values appeared at n = 3. The lowest stability of LC state was probably the result of odd-even effect and low decoupling. The odd-even effect on T_NI (clear point) of PMAAZOn was observed, and explained based on the placement of the mesogenic groups on relation to the polymer backbone. The phys. aging process of the polymers would increase their T_NI and decrease ΔH_NI (enthalpy change at clear point).

Gaofenzi Xuebao published new progress about 135529-02-1. 135529-02-1 belongs to esters-buliding-blocks, auxiliary class azo,Alkenyl,Benzene,Ester,Ether, name is 6-(4-((4-Methoxyphenyl)diazenyl)phenoxy)hexyl methacrylate, and the molecular formula is C7H7IN2O, Synthetic Route of 135529-02-1.

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

Li, Xin published the artcileEnantio- and diastereoselective diarylmethylation of 1,3-dicarbonyl compounds, Recommanded Product: 3-Acetyldihydrofuran-2(3H)-one, the publication is Chemical Science (2020), 11(23), 5969-5973, database is CAplus and MEDLINE.

A Cu-catalyzed enantio- and diastereoselective diarylmethylation of 1,3-dicarbonyl compounds RC(O)CH(R¹)C(O)R² (R = Et, 4-methoxyphenyl, cyclohexyl, thiophen-2-yl, etc.; R¹ = H, Me; R² = Me, OMe, OEt, O(i-Pr); RR¹ = -(CH₂)₃-, -(CH₂)₄-, -(CH₂)₂O-) and Me 1-oxo-2-indancarboxylate is described. It is a successful example of constructing all-carbon quaternary stereocenters from 3°C-H nucleophiles, a challenging topic in synthetic chem. In the present work, two contiguous stereocenters I (R³ = R⁴ = Me, t-Bu, i-Pr, TMS, Ph; R³ = Me, R⁴ = t-Bu; Ar = naphthalen-2-yl, 1-benzofuran-2-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, thiophen-2-yl, etc.) are constructed with high levels of stereoselectivity and atom economy. The broad scope of 1,3-dicarbonyl nucleophiles and the tolerance of a wide range of functional groups make this protocol of great importance in the synthesis of chiral diarylmethane compounds I.

Chemical Science published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Recommanded Product: 3-Acetyldihydrofuran-2(3H)-one.

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

Mao, Tian-Qi published the artcileAnti-HIV diarylpyrimidine-quinolone hybrids and their mode of action, HPLC of Formula: 924-99-2, the publication is Bioorganic & Medicinal Chemistry (2015), 23(13), 3860-3868, database is CAplus and MEDLINE.

A mol. hybridization approach is a powerful tool in the design of new mols. with improved affinity and efficacy. In this context, a series of diarylpyrimidine-quinolone hybrids were synthesized and evaluated against both wt HIV-1 and mutant viral strains. The most active hybrid 5a displayed an EC₅₀ value of 0.28±0.07 μM against HIV-1 III_B. A couple of enzyme-based assays clearly pinpoint a RT-targeted mechanism of action. Docking studies revealed that these hybrids could be well located in the NNIBP of HIV-1 RT despite the bulky and polar properties of a quinolone 3-carboxylic acid moiety in the mols.

Bioorganic & Medicinal Chemistry published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, HPLC of Formula: 924-99-2.

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

Mao, Tian-Qi published the artcileStructural Modifications of Diarylpyrimidine-quinolone Hybrids as Potent HIV-1 NNRTIs with an Improved Drug Resistance Profile, HPLC of Formula: 924-99-2, the publication is Current Pharmaceutical Design (2016), 22(46), 6982-6987, database is CAplus and MEDLINE.

Earlier we reported the identification of diarylpyrimidine-quinolone hybrids as a new class of HIV-1 NNRTIs. A few of these hybrids displayed moderate inhibitory activity against wt HIV-1 replication at submicromolar level, however, all of them lacked inhibitory activity against the double mutant virus (K103N/Y181C), which is the most prevalent NNRTI resistant-associated double mutant observed in the clinic. In the present study, we designed and synthesized a new series of diarylpyrimidine-quinolone hybrids featuring a halogen group at C-6′ position of quinolone ring. The biol. results indicated that most of these hybrids could inhibit wt HIV-1 replication at nanomolar level ranging from 0.088 to 0.0096 μM. The most promising hybrid 5c displayed a significant EC50 value of 0.0096 μM against HIV-1 III_B and of 0.98 μM against K103N/Y181C. Further docking studies revealed that these hybrids could be well located in the hydrophobic NNIBP of HIV-1 RT despite the bulky and polar properties of a quinolone 3-carboxylic acid scaffold in the mols. These promising results suggested a high potential to further develop these hybrids as next-generation NNRTIs with improved antiviral efficacy and resistance profile.

Current Pharmaceutical Design published new progress about 924-99-2. 924-99-2 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain,Ester, name is Ethyl 3-(dimethylamino)acrylate, and the molecular formula is C7H13NO2, HPLC of Formula: 924-99-2.

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

Zhong, Qiqing published the artcileDevelopment of dinitrophenylated cyclodextrin derivatives for enhanced enantiomeric separations by high-performance liquid chromatography, Formula: C22H12F6O6S2, the publication is Journal of Chromatography A (2006), 1115(1-2), 19-45, database is CAplus and MEDLINE.

The synthesis and evaluation of new dinitrophenyl (DNP) substituted β-cyclodextrin (β-CD) chiral stationary phases (CSPs) for the enantioseparation of various classes of chiral analytes by HPLC are presented. The dinitrophenyl substituted β-CD derivatives were synthesized and covalently bonded to functionalized 5 μm spherical porous silica gel. These are the 1st reported derivatized cyclodextrin which contains π-electron deficient substituents (i.e., π-acidic moieties). The column performance in terms of their ability to sep. enantiomers is evaluated. A variety of different dinitro-substituted aryl groups were studied and compared. The pH of the mobile phase buffers, the buffer composition, the number and position of the dinitro groups on the Ph ring substituent, the degree of substitution, and the bonding strategy all greatly affect the performance of the CSPs. A large variety of racemic compounds were separated successfully on these CSPs. The bonded dinitrophenyl-derivatized cyclodextrins are stable in all three mobile phase modes, namely, the reversed-phase, polar organic, and normal phase modes. No degradation in column performance was observed in any mode of operation even after >1000 injections. The anal. applicability of these types of CSPs for enantiomeric separations is discussed.

Journal of Chromatography A published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C3H3Br2ClO, Formula: C22H12F6O6S2.

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

Zhou, Yanwu published the artcileDependence of Thermal Stability on Molecular Structure of RAFT/MADIX Agents: A Kinetic and Mechanistic Study, Name: Benzyl diethylcarbamodithioate, the publication is Macromolecules (Washington, DC, United States) (2011), 44(21), 8446-8457, database is CAplus.

The thermal decomposition of different classes of RAFT/MADIX agents, namely dithioesters, trithiocarbonates, xanthates, and dithiocarbamates, were studied through heating in solution The decomposition behavior is complicated interplay of the effects of stabilizing Z-group and leaving R-group. The mechanism of the decomposition is mainly through three pathways, i.e., β-elimination, α-elimination, and homolysis of dithiocarbamate (particularly for universal RAFT agent). The most important pathway is the β-elimination of thiocarbonylthio compounds possessing β-hydrogen, leading to the formation unsaturated species. For the leaving group containing solely α-hydrogen, such as benzyl, α-elimination takes place, resulting in the formation of (E)-stilbene through a carbene intermediate. Homolysis occurs specifically in the case of a universal RAFT agent, in which a thiocarbonyl radical and an alkylthio radical are generated, finally forming thiolactone through a radical process. The stabilities of the RAFT/MADIX agents are studied by measuring the apparent kinetics and activation energy of the thermal decomposition reactions. Both Z-group and R-group influence the stability of the agents through electronic and steric effects. Lone pair electron donating heteroatoms of Z-group show a remarkable stabilizing effect while electron withdrawing substituents, either in Z- or R-group, tends to destabilize the agent. In addition, bulkier or more β-hydrogens result in faster decomposition rate or lower decomposition temperature Thus, the stability of the RAFT/MAIDX agents decreases in the order where R is (with identical Z = phenyl) -CH₂Ph (5) >-PS (PS-RAFT 15) > -C(Me)HPh (2) >-C(Me)₂C(=O)OC₂H₅ (7) >-C(Me)₂Ph(1) > -PMMA (PMMA-RAFT 16) > -C(Me)₂CN (6). For those possessing identical leaving group such as 1-phenylethyl, the stability decreases in the order of O-Et (11) > -N(CH₂CH₃)₂ (13) > -SCH(CH₃)Ph (8) > -Ph (2) > -CH₂Ph (4) > -PhNO₂ (3). These results consort with the chain transfer activities measured by the CSIRO group and agree well with the ab initio theor. results by Coote. In addition, the difference between thermal stabilities of the universal RAFT agents at neutral and protonated states was demonstrated.

Macromolecules (Washington, DC, United States) published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C12H17NS2, Name: Benzyl diethylcarbamodithioate.

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

Weis, Erik published the artcileIridium-catalyzed C-H methylation and d₃-methylation of benzoic acids with application to late-stage functionalizations, Safety of 3-(Methoxycarbonyl)benzoic acid, the publication is iScience (2021), 24(5), 102467, database is CAplus and MEDLINE.

An iridium-catalyzed carboxylate-directed ortho C-H methylation and d₃-methylation of benzoic acids was reported. The method used com. available reagents and precatalyst and requires no inert atm. or exclusion of moisture. Substrates bearing electron-rich and electron-poor groups were successfully methylated, including compounds with competing directing/coordinating groups. The method was also applied to the LSF of several marketed drugs, forming analogs with increased metabolic stability compared with the parent drug.

iScience published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C8H8O3, Safety of 3-(Methoxycarbonyl)benzoic acid.

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