Tag: M.W=100-150

Chen, Kai published the artcileEngineered Cytochrome c-Catalyzed Lactone-Carbene B-H Insertion, Computed Properties of 517-23-7, the publication is Synlett (2019), 30(4), 378-382, database is CAplus and MEDLINE.

Previous work has demonstrated that variants of a heme protein, Rhodothermus marinus cytochrome c(Rma cyt c), catalyze abiol. carbene boron-hydrogen (B-H) bond insertion with high efficiency and selectivity. Here authors investigated this carbon-boron bond-forming chem. with cyclic, lactone-based carbenes. Using directed evolution, they obtained a Rma cyt c variant BOR^LAC that shows high selectivity and efficiency for B-H insertion of 5- and 6-membered lactone carbenes (up to 24,500 total turnovers and 97.1:2.9 enantiomeric ratio). The enzyme shows low activity with a 7-membered lactone carbene. Computational studies revealed a highly twisted geometry of the 7-membered lactone carbene intermediate relative to 5- and 6-membered ones. Directed evolution of cytochrome c together with computational characterization of key iron-carbene intermediates has allowed us to expand the scope of enzymic carbene B-H insertion to produce new lactone-based organoborons.

Synlett 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, Computed Properties of 517-23-7.

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

Fan, Cheng-Jie published the artcileA robust self-healing polyurethane elastomer: From H-bonds and stacking interactions to well-defined microphase morphology, COA of Formula: C6H8O3, the publication is Science China Materials (2019), 62(8), 1188-1198, database is CAplus.

Supramol. interactions have been extensively considered in the field of self-healing materials due to their excellent reversibility and sensitive responsiveness to environmental stimuli. However, development of a polymeric material with good mech. performance as well as self-healing capacity is very challenging. In this study, we report a robust self-healing polyurethane (PU) elastomer polypropylene glycol-2-amino-5-(2- hydroxyethyl)-6-methylpyrimidin-4-ol (PPG-mUPy) by integrating ureidopyrimidone (UPy) motifs with a PPG segment with a well-defined architecture and microphase morphol. To balance the self-healing capacity and mech. performance, a thermal-triggered switch of H-bonding is introduced. The quadruple H-bonded UPy dimeric moieties in the backbone induce phase separation to form a hard domain as well as enable further aggregation into microcrystals by virtue of the stacking interactions, which are stable in ambient temperature This feature endows the PU with high mech. strength. Meanwhile, a high healing efficiency can be realized, when the reversibility of the H-bond was unlocked from the stacking at higher temperature An optimized sample PPG₁₀₀₀-mUPy^50% with a good balance of mech. performance (20.62 MPa of tensile strength) and healing efficiency (93% in tensile strength) was achieved. This strategy will provide a new idea for developing robust self-healing polymers.

Science China Materials 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, COA of Formula: C6H8O3.

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

Behbehani, Haider published the artcileSynthetic Strategy for Pyrazolo[1,5-a]pyridine and Pyrido[1,2-b]indazole Derivatives through AcOH and O₂-Promoted Cross-dehydrogenative Coupling Reactions between 1,3-Dicarbonyl Compounds and N-Amino-2-iminopyridines, Safety of Methyl 3-oxovalerate, the publication is ACS Omega (2019), 4(12), 15289-15303, database is CAplus and MEDLINE.

An efficient method has been developed for the synthesis of uniquely substituted pyrazolo[1,5-a]pyridine and pyrido[1,2-b]indazole derivatives, which involves acetic acid and mol. oxygen promoted cross-dehydrogenative coupling reactions of resp. β-ketoesters and β-diketones (like Et acetoacetate, Et benzoylacetate, Me propionylacetate, acetylacetone, dimedone, 1,3-cyclohexanedione, and 1,3-cyclopentanedione) with N-amino-2-iminopyridines. The proposed tentative mechanism involves formal acetic acid-promoted oxidative C(sp³)-C(sp²) dehydrogenative coupling followed by dehydrative cyclization under a catalyst-free condition within high atom economy processes.

ACS Omega published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, Safety of Methyl 3-oxovalerate.

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

Wang, Junlei published the artcileVisible-light-mediated defluorinative cross-coupling of gem-difluoroalkenes with thiols, Computed Properties of 19788-49-9, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(74), 11103-11106, database is CAplus and MEDLINE.

A visible-light-mediated monofluoroalkenylation through defluorinative cross-coupling of gem-difluoroalkenes RR¹C=CF₂ [R = biphenyl-4-yl, 1-benzofuran-2-yl, 4-(trifluoromethyl)phenyl, etc.; R¹ = H, Ph, 3-(trifluoromethyl)phenyl, 4-methoxyphenyl, etc.; RR¹ = 9H-fluoren-9-yl, [2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy- 2,3-dihydro-1H-inden-1-yl]] with aryl, benzyl, and alkyl thiols R²SH (R² = cyclohexyl, 4-methoxyphenyl, 2-bromophenyl, etc.) has been reported. This novel strategy provides facile and efficient access to tri/tetra-substituted monofluoroalkenes RR¹C=C(F)SR² under mild reaction conditions with good functional group tolerance. Late-stage modification of natural products such as dehydrocholic acid and diosgenin indicated the synthetic potential of this S-H monofluoroalkenylation process.

Chemical Communications (Cambridge, United Kingdom) published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C14H22O2, Computed Properties of 19788-49-9.

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

Lee, Alice published the artcileGeneral Solid-Phase Method for the Preparation of Mechanism-Based Cysteine Protease Inhibitors, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Journal of the American Chemical Society (1999), 121(43), 9907-9914, database is CAplus.

A general method has been developed for the expedient solid-phase synthesis of ketone-based cysteine protease inhibitors. The synthesis approach was designed to allow the introduction of diverse functionality at all variable sites about the ketone carbonyl using readily available precursors. The chloromethyl ketone scaffold is attached to the solid support through the newly developed hydrazine linker. Successful nucleophilic displacement of the support-bound α-chloro hydrazones with carboxylates, thiolates, and amines provides entry to the acyloxymethyl, mercaptomethyl, and amidomethyl ketone classes of cysteine protease inhibitors. Further transformations followed by cleavage from support provides the fully substituted ketone products in 40-100% overall yields after release from support. Significantly, racemization of the α-stereocenter does not occur during loading onto support, nucleophilic displacement, or cleavage from support.

Journal of the American Chemical Society published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C5H10O2S, Recommanded Product: Ethyl 2-mercaptopropanoate.

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

Yamamoto, Takeshi published the artcileQuantitative structure-activity relationship study of N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbonyl)guanidines as potent Na/H exchange inhibitors, Safety of Ethyl 2-mercaptopropanoate, the publication is Chemical & Pharmaceutical Bulletin (2000), 48(6), 843-849, database is CAplus and MEDLINE.

The authors have previously reported that N-(4-isopropyl-2,2-dimethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl)guanidine methanesulfonate salt (KB-R9032) is a potent and highly water-soluble Na/H exchange inhibitor. In a series of studies on Na/H exchange inhibitors, the authors designed and synthesized N-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazine-6-carbonyl)guanidines (I, R¹ = H, R² = H or Me and R³ = H, Me, Et, iso-Pr, Pr, Bu or pentyl) as more potent inhibitors with high water-solubility The design strategy for I was based on a quant. structure-activity relation (QSAR) study, involving the proportional relation between the biol. activity and hydrophobicity of the ring structure of N-(2H-benzo[1,4]oxazine-6-carbonyl)guanidines (II). As expected, I showed more potent activity than II. It was found by using the QSAR anal. that I were about five-fold more potent than II. The increase in potency of I well agreed with the authors previous QSAR anal. result. The most potent derivative was the methanesulfonate salt of the 4-iso-Pr derivative of I (IC₅₀=0.0091 μM). In addition to the in vitro study, the 4-iso-Pr derivative of I showed significant protective activity against ventricular fibrillation in a rat acute myocardial infarction model.

Chemical & Pharmaceutical Bulletin published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C19H21N3O3S, Safety of Ethyl 2-mercaptopropanoate.

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

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

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

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