Tag: M.W=100-150

Hu, Zhiye published the artcileNovel class of 7-Oxabicyclo[2.2.1]heptene sulfonamides with long alkyl chains displaying improved estrogen receptor α degradation activity, Category: isoquinoline, the main research area is estrogen receptor breast cancer selective downregulators SAR; Breast cancer; Estrogen receptor; Long alkyl chains; Selective estrogen receptor downregulators; Structure-activity relationships.

Hormone therapy is widely used in clinic for breast cancer treatment, such as tamoxifen, but long-term use can cause drug resistance. In this regard, a strategy based on small mol.-induced protein degradation, i.e. selective estrogen receptor downregulator (SERD), might be an effective alternative to hormone therapy for breast cancer. However, most of the SERD candidates involve very limited scaffolds and are still in clin. trials, and none of them has been approved for marketing. In this study, a series of novel 7-oxabicyclo[2.2.1]heptene sulfonamide (OBHSA) derivatives with long alkyl chains were identified as novel SERDs. We found that the position and the length of alkyl side chain have significant effect on the biol. activity of the SERD compounds and with the six-carbon side chain was the best. Among them, compounds 23a and 36 displayed potent inhibitory activity against MCF-7 breast cancer cell line with IC50 values of 0.84μM and 0.77μM, resp., as well as excellent ERα degradation activity. Primary mechanism study indicated that the degradation of ERα is mediated through proteasome-mediated process. Flow cytometry anal. of apoptosis of 36 suggested that the effect of this type compounds on MCF-7 cells is associated with apoptosis. As such, these compounds have shown potential to become promising leads for the development of highly efficient SERDs for drug-resistance breast cancer therapies.

European Journal of Medicinal Chemistry published new progress about Antitumor agents (drug resistance breast cancer therapies). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhu, Xiancui published the artcileSynthesis of rare-earth metal complexes with a morpholine-functionalized β-diketiminato ligand and their catalytic activities towards C-O and C-N bond formation, HPLC of Formula: 5961-59-1, the main research area is rare earth morpholine functionalized beta diketiminato complex preparation; crystal structure rare earth morpholine functionalized beta diketiminato complex; alcoholysis aminolysis catalyst rare earth morpholine beta diketiminato complex.

Unusual tridentate β-diketiminato rare-earth metal chlorides LRECl(μ-Cl)2Li(THF)2 (RE = Y (1a), Yb (1b), and Lu (1c); L = MeC(NDipp)CHC(Me)N(CH2)2NC4H8O; Dipp = 2,6-iPr2C6H3) and the corresponding dialkyl complexes LRE(CH2SiMe3)2 (RE = Y (2a), Yb (2b), and Lu (2c)) were prepared by reaction of a morpholine-functionalized β-diketiminato proligand HL with anhydrous RECl3 and rare-earth metal trialkyl complexes RE(CH2SiMe3)3(THF)2, resp. In 1 and 2, the morpholine moiety displayed a stable chair conformation and the resulting ligand coordinated to the rare-earth metal ion in a [NNN]-tridentate chelating fashion. Further these dialkyl complexes showed high activity towards the catalytic formation of C-O and C-N bonds in the alcoholysis of isothiocyanates and aminolysis of epoxides. A series of O-thiocarbamate derivatives were achieved in good to excellent yields by reaction of various alcs. with aromatic and aliphatic-substituted isothiocyanates at room temperature In addition, under solvent-free conditions, the ring-opening reaction of terminal and internal epoxides with arylamines yielded the corresponding β-amino alcs. with excellent regioselectivity. More importantly, a novel β-diketiminato/anilido yttrium alkyl complex LY(NHDipp)(CH2SiMe3) (5a) was isolated and characterized by the stoichiometric reaction of 2a with diisopropylaniline.

Dalton Transactions published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kuchukulla, Ratnakar Reddy published the artcileA recyclable Amberlyst-15-catalyzed three-component reaction in water to synthesize diarylmethyl sulfones, Formula: C8H10O2, the main research area is aldehyde sulfinate anisole amberlyst 15 catalyst three component reaction; diarylmethyl sulfone preparation green chem.

A recyclable Amberlyst-15-catalyzed three-component reaction in water was developed to synthesized asym. diarylmethyl sulfones in good to excellent yields with a wide substrate scope. Asym. diarylmethyl sulfones were prepared via C-C and C-S bond formation in a single step between easily available aryl/alkyl aldehydes, sodium aryl/alkyl sulfinates and tri/dimethoxybenzenes.

Green Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Yoshii, Tomomi published the artcileN-Hydroxybenzimidazole as a structurally modifiable platform for N-oxyl radicals for direct C-H functionalization reactions, Recommanded Product: 1,3-Dimethoxybenzene, the main research area is hydroxy benzimidazole preparation DFT; benzyl amide preparation; aldehyde benzyl amine tandem functionalization hydroxy benzimidazole tetrafluoroborate catalyst; carbonyl compound preparation; phenyl propanal nucleophile functionalization hydroxy benzimidazole tetrafluoroborate catalyst.

Synthesis of N-oxyl radicals based on N-hydroxybenzimidazole were prepared and used as catalysts for direct C-H functionalization reaction of aldehydes with benzyl amine to afford N-benzyl-amides RC(O)NHBn [R = n-pentyl, Ph, (CH2)2Ph, etc.] in one-pot manner. Also, a series of carbonyl compounds R1C(O)R2 [R1 = (CH2)2Ph; R2 = OEt, OBn, pyrrolidin-1-yl etc.] was prepared via 1-hydroxy-3-methyl-2-phenyl-1H-benzo[d]imidazol-3-ium tetrafluoroborate catalyzed C-H functionalization reaction of 3-phenylpropanal with various nucleophiles. A class of unsym. ketones R3C(O)R4 [R3 = (CH2)2Ph; R4 = Ph, CH2CO2Me, 1,3-(OMe)2C6H3, etc.] was synthesized via reaction of phenylpropanoyl fluoride with various carbon nucleophiles. Moreover, with 1-hydroxy-3-methyl-2-phenyl-1H-benzo[d]imidazol-3-ium tetrafluoroborate as catalyst, a metal-free approach for the synthesis of acyl fluorides R5C(O)F [R5 = (CH2)2Ph, 4-MeC6H4, 4-MeOC6H4] via direct C-H fluorination of aldehydes using selectfluor as reagent under mild conditions was reported. N-hydroxybenzimidazole catalysts were carried out for d. functional theory calculations in order to estimate the bond dissociation energy values of the O-H bonds within the moiety.

Chemical Science published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Recommanded Product: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Prasad, Sure Siva published the artcileOne-Pot, Three-Component Approach to Diarylmethylphosphonates: A Direct Entry to Polycyclic Aromatic Systems, COA of Formula: C8H10O2, the main research area is aldehyde three component reaction electron rich heteroarene alkyl phosphite; polycyclic arylmethyl phosphonate preparation cyclization formylphenylboronate; phenanthrene preparation.

A new type of three-component reaction was developed consisting of aldehydes, electron-rich (hetero)arenes, and trialkyl phosphite, which provided facile access to a wide range of diarylmethylphosphonates under mild reaction conditions. Simple 1- or two-step synthetic manipulation of the resulting compounds enabled the authors to reach several polycyclic (hetero)aromatic systems efficiently.

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, COA of Formula: C8H10O2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Korvinson, Kirill A. published the artcileCatalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine, Synthetic Route of 151-10-0, the main research area is arene arylamine benzylic alc chemoselective preparation; palladium catalyst reduction haloarene aryl triflate without hydrogen; hydroxydiboron methylmorpholine chemoselective reductant; chemoselective deuteration haloarene palladium catalyst deuterated hydroxyboron DMAP; deuteriation; diboron; hydrogenation; reduction; tetrahydroxydiboron.

Aryl bromides, iodides, chlorides, and triflates, benzylic halides and ethers, benzyl carbamates, alkenes, alkynes, azides, and aldehydes underwent reductive cleavage, hydrogenation, and reduction reactions using B2(OH)4 as reductant in the presence of Pd/C and 4-methylmorpholine. Aryl dihalides containing two different halogen atoms underwent selective reduction, with reduction of I favored over reduction of Br and Cl, and Br reduction favored over the reduction of Cl. Cyano groups were unaffected, but nitro group and ketones underwent reduction to a low extent. B2(OD)4 and N,N-bis(methyl-d3)pyridin-4-amine (DMAP-d6) were used as reagents for the reductive deuteration of aryl halides. Hydrogen gas has been observed to form with this reagent combination.

Advanced Synthesis & Catalysis published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Synthetic Route of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Peng, Xiang published the artcileFe-catalyzed decarbonylative alkylative spirocyclization of N-arylcinnamamides: access to alkylated 1-azaspirocyclohexadienones, Quality Control of 5961-59-1, the main research area is arylcinnamamide aldehyde decarbonylative alkylative spirocyclization; azaspirocyclohexadienone preparation; aldehyde; alkylation; cinnamamide; decarbonylation; spirocyclization.

For the convenient introduction of simple linear/branched alkyl groups into biol. important azaspirocyclohexadienones, a practical Fe-catalyzed decarbonylative cascade spirocyclization of N-aryl cinnamamides with aliphatic aldehydes to provide alkylated 1-azaspirocyclohexadienones was developed. Aliphatic aldehydes were oxidative decarbonylated into primary, secondary and tertiary alkyl radicals conveniently and allows for the subsequent cascade construction of dual C(sp3)-C(sp3) and C=O bonds via radical addition, spirocyclization and oxidation sequence.

Molecules published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Quality Control of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wu, Rongpei published the artcileB(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines, Safety of 4-Methoxy-N-methylaniline, the main research area is tertiary amine preparation chemoselective regioselective; aldehyde amine protonation deuteration reduction tris pentafluorophenyl borane catalyst.

A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines.

Organic & Biomolecular Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shi, Shuai published the artcileThree-component radical homo Mannich reaction, Recommanded Product: 4-Methoxy-N-methylaniline, the main research area is ester ketone amide gamma amino preparation; aldehyde ketone photochem homo Mannich amine thiol.

By employing a radical process, enolizable aldehydes were utilized as substrates in the three-component radical homo-Mannich reaction for the streamlined synthesis of γ-amino-carbonyl compounds. The electrophilic radicals were generated from thiols HSCHR1C(O)R2 (R1 = H, Me; R2 = Me, EtO, PhCH2O, 1-adamantyl, Et2N, etc.) via the desulfurization process facilitated by visible-light, and then added to the electron-rich double bonds of enamines, formed in-situ from aldehydes or ketones R3CH2C(O)R4 [R3 = H, Et, MeSCH2, Ph, PhCH2, etc., R4 = H; R3 = H, R4 = Ph, 3-FC6H4, etc.; R3R4 = (CH2)5, CH2CHPhCH2CH2, CH2N(CH2Ph)CH2CH2, etc.] and amines R5NHR6 [R5 = Me, R6 = H2C:CHCH2, PhCH2, cyclohexyl, etc.; R5 = PhCH2, R6 = PhCH2, EtO2CCH2, etc.; R5R6 = (CH2)4, CHPh(CH2)3, etc.] to provide the products I in a single step. The broad scope, mild conditions, high functional group tolerance, and modularity of this metal-free approach for the synthesis of complex tertiary amine scaffolds will likely be of great utility to chemists in both academia and industry.

Nature Communications published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Recommanded Product: 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chen, Xiao Yun published the artcileGreen H2O-Promoted Solvent-Free Synthesis of Enaminocarbonyl Compounds with High Stereoselectivity from Electron-Deficient Terminal Alkynes, HPLC of Formula: 5961-59-1, the main research area is enaminocarbonyl preparation diastereoselective green chem solvent free; terminal alkyne amine hydroamination.

A green H2O-promoted solvent-free hydroamination of electron-deficient terminal alkynes with amines has been developed. All secondary amines, including aliphatic and aromatic amines, gave the corresponding (E)-enamines in good to excellent yields, whereas primary aromatic amines afforded Z-configured products in moderate yields. Propiolates, propyn-1-ones, propynamides, and 1-(ethynylsulfonyl)-4-methylbenzene were explored in this Michael addition

Synlett published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, HPLC of Formula: 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem