Category: 30095-98-8

Walker, Jeffery W.; Martin, Hunter; Schmitt, Frederick R.; Barsotti, Robert J. published the artcile< Rapid release of an α-adrenergic receptor ligand from photolabile analogs>, Formula: C9H9NO4, the main research area is alpha adrenergic receptor agonist photorelease; phenylephrine analog photorelease adrenergic receptor.

A series of 2-nitrobenzyl derivatives of the α1-selective adrenergic agonist, L-phenylephrine [(R)-N-[2-(3-hydroxyphenyl)-2-hydroxyethyl]-N-methylammonium chloride], were synthesized and characterized for the purpose of developing biol. inert compounds that can be rapidly converted to L-phenylephrine by near-UV irradiation The compounds, derivatized on the phenolic oxygen, were O-(1-(2-nitrophenyl)ethyl)phenylephrine (I), O-(2-nitrobenzyl)phenylephrine (II), O-(4,5-dimethoxy-2-nitrobenzyl)phenylephrine (III), and O-(α-carboxyl-2-nitrobenzyl)phenylephrine (IV). All 4 compounds photolyzed to free phenylephrine following a brief exposure to 300-350-nm light or 347-nm laser light with steady-state quantum yields ranging from 0.05 to 0.28. The rates of phenylephrine formation on photolysis were estimated from the decay rates of aci-nitro intermediates detected by absorbance between 380 and 500 nm. IV displayed the highest quantum yield (0.28) and most rapid photolysis rate (1980 s-1) measured under near physiol. conditions, pH 8.0, 22°. Biol. properties of the compounds were examined in smooth muscle from rat caudal artery. Laser pulse photolysis of IV at 347 nm initiated a maximal contraction in Krebs buffer, pH 7.1, 25°, that mimicked the response to 50 μM phenylephrine but was faster in onset. Photoinitiated contractions were characterized by a delay of 0.93 s followed by a rising phase with a 10-90% rise time of 3.56 s. Responses were fully blocked by the α1-selective antagonist prazosin. Similar results were obtained using I-III, but a slowly developing sustained phase of smooth muscle contraction was altered in the presence of I-III. IV represents a useful new biol. inactive caged phenylephrine that should facilitate temporally and spatially resolved studies of α1-adrenergic receptor mechanisms in cells and tissues.

Biochemistry published new progress about Caudal artery. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Formula: C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Bunce, Richard A.; Herron, Derrick M.; Johnson, Lara B.; Kotturi, Sharadsrikar V. published the artcile< Diastereoselective synthesis of substituted tetrahydroquinoline-4-carboxylic esters by a tandem reduction-reductive amination reaction>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is cyclization reduction nitrophenylpropanal; tandem reduction reductive amination nitrophenylpropanal; quinolinecarboxylate tetrahydro diastereoselective preparation; diastereoselective preparation tetrahydroquinolinecarboxylate.

A diastereoselective synthesis of cis-1-methyl-2-alkyl-1,2,3,4-tetrahydroquinoline-4-carboxylic acids and cis-2-alkyl-1,2,3,4-tetrahydroquinoline-4-carboxylic esters was developed from Me (2-nitrophenyl)acetate (I). The method involves alkylation of I with an allylic halide, ozonolysis of the double bond, and catalytic hydrogenation. The final hydrogenation initiates a tandem sequence involving reduction of the aromatic nitro group, condensation of the aniline or hydroxylamine nitrogen with the side chain carbonyl group, reduction of the resulting nitrogen intermediate, and reductive amination of the tetrahydroquinoline with formaldehyde produced in the ozonolysis to give a Me (±)-1-methyl-2-alkyl-1,2,3,4-tetrahydroquinoline-4-carboxylate. Removal of the formaldehyde prior to hydrogenation gives the simple (±)-2-alkyl derivatives The products were isolated in high yield as single diastereomers having the C-2 alkyl group cis to the C-4 carboxylic ester. The reaction was extended to the synthesis of tricyclic structures with similar high diastereoselection.

Journal of Organic Chemistry published new progress about Amination (intramol., stereoselective). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Marquez Ruiz, Juan F.; Kedziora, Kinga; O’Reilly, Mary; Maguire, Jacqueline; Keogh, Brian; Windle, Henry; Kelleher, Dermot P.; Gilmer, John F. published the artcile< Azo-reductase activated budesonide prodrugs for colon targeting>, SDS of cas: 30095-98-8, the main research area is azoreductase budesonide prodrug colon targeting.

Budesonide is a synthetic glurocorticoid that undergoes substantial first pass metabolism, limiting systemic exposure. Its use in treatment of inflammatory bowel disease would benefit from a targeting strategy that could lead to a local topical effect, improving safety and increasing anti-inflammatory efficacy. A two-step prodrug strategy involving azoredn./cyclization that we developed previously for prednisolone is here applied with some variations to budesonide. The budesonide prodrugs were tested using an in vitro azoreductase assay simulating human colonic microflora. The kinetics of amino steroid ester cyclization and its pH dependence was also evaluated. The stability of the prodrugs systems in simulated human duodenal and gastric fluid was evaluated to determine the likelihood of intact intestinal transit. The propionic acid derived prodrug 3 undergoes rapid activation by Clostridium perfingens and its putative reduction product cyclizes with acceptable rapidity when synthesized independently. These properties of 3 suggest that it has potential in management of ulcerative colitis.

Bioorganic & Medicinal Chemistry Letters published new progress about Anti-inflammatory agents. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, SDS of cas: 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Pan, Fei; Wu, Bin; Shi, Zhang-Jie published the artcile< Cu-Catalyzed Intramolecular Amidation of Unactivated C(sp3)-H Bonds To Synthesize N-Substituted Indolines>, Application In Synthesis of 30095-98-8, the main research area is indoline preparation intramol amidation unactivated aniline bond; C閳å¢?activation; copper; indoline; radical; synthetic methods.

A copper-catalyzed intramol. amidation of unactivated C(sp3)-H bonds to construct indoline derivatives has been developed. Such an amidation proceeded well at primary C-H bonds preferred to secondary C-H bonds. The transformation owned a broad substrate scope. The corresponding indolines were obtained in good to excellent yields. N-Formal and other carbonyl groups were suitable and were easily deprotected and transformed into Me or long-chained alkyl groups. Preliminary mechanistic studies suggested a radical pathway.

Chemistry – A European Journal published new progress about Amidation (Intramol.). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application In Synthesis of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Eckermann, Ruben; Breunig, Michael; Gaich, Tanja published the artcile< Formal Total Synthesis of (�-Strictamine by [2,3]-Sigmatropic Stevens Rearrangements>, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate, the main research area is strictamine formal total synthesis sigmatropic Stevens rearrangement; Stevens rearrangement; [2,3]-sigmatropic rearrangement; alkaloids; diazo compounds; total synthesis.

To date, more than 100 congeners of the akuammiline alkaloid family have been isolated. Their signature structural element is a methanoquinolizidine moiety, a cage-like scaffold structurally related to adamantane. The structural variations of the family members originate from oxidative processes that mostly trigger rearrangements of the methanoquinolizidine motif. The family of the akuammiline alkaloids is best represented by strictamine. It bears the least functionalized carbon skeleton of all family members without lacking the signature structural motifs. Herein, we report the formal synthesis of (�-strictamine (I) through a Stevens [2,3]-sigmatropic rearrangement as a key step and the synthetic pitfalls related with its synthesis.

Chemistry – A European Journal published new progress about [2,3]-Sigmatropic rearrangement. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Recommanded Product: Methyl 2-(2-nitrophenyl)acetate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Kobayashi, Goro; Matsuda, Yoshiro; Natsuki, Reiko published the artcile< Quinolizine derivatives. VI. Synthesis and reaction of 1-cyano-2-methylthio-4H-quinolizin-4-ones>, Synthetic Route of 30095-98-8, the main research area is quinolizinone methylthio; methylthioquinolizinone; cyanomethylthioquinolizinone.

Reaction of æµ?æµ?-bis(methylthio)methylene-2-pyridylacetonitrile (I) and active methylene compounds R2CH2CO2R1 (II) (R1 = Me, Et; R2 = CN, CO2Me, 2-O2NC6H4, etc.) in Me2SO, in the presence of K2CO3, afforded 1-cyano-2-methylthio-4H-quinolizin-4-ones (III) with the corresponding substituent in 3-position. Reaction of some of these 3-substituted compounds with benzylamine produced 2-benzylamino-1-cyano-4H-quinolizin-4-ones. Reduction of 3(2-pyridyl) derivative of III over Raney Ni gave 1-cyano-3-(2-pyridyl)-4H-quinolizin-4-one.

Chemical & Pharmaceutical Bulletin published new progress about Cycloaddition reaction. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Synthetic Route of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dao, Pascal; Smith, Nikaia; Tomkiewicz-Raulet, Celine; Yen-Pon, Expedite; Camacho-Artacho, Marta; Lietha, Daniel; Herbeuval, Jean-Phillipe; Coumoul, Xavier; Garbay, Christiane; Chen, Huixiong published the artcile< Design, Synthesis, and Evaluation of Novel Imidazo[1,2-a][1,3,5]triazines and Their Derivatives as Focal Adhesion Kinase Inhibitors with Antitumor Activity>, Application In Synthesis of 30095-98-8, the main research area is imidazo triazine preparation focal adhesion kinase inhibitor antitumor activity.

A series of triazinic inhibitors of focal adhesion kinase (FAK) have been recently shown to exert antiangiogenic activity against HUVEC cells and anticancer efficacy against several cancer cell lines. We report herein that we further explored the heterocyclic core of these inhibitors by a fused imidazole ring with the triazine to provide imidazo[1,2-a][1,3,5]triazines, e.g., I. Importantly, these new compounds displayed 10-7-10-8 M IC50 values, and the best inhibitor showed IC50 value of 50 nM against FAK enzymic activity. Several inhibitors potently inhibited the proliferation of a panel of cancer cell lines expressing high levels of FAK. Apoptosis anal. in U87-MG and HCT-116 cell lines suggested that these compounds delayed cell cycle progression by arresting cells in the G2/M phase of the cell cycle, retarding cell growth. Further investigation demonstrated that these compounds strongly inhibited cell-matrix adhesion, migration, and invasion of U87-MG cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application In Synthesis of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Palmer, Francine N.; Lach, Franck; Poriel, Cyril; Pepper, Adrian G.; Bagley, Mark C.; Slawin, Alexandra M. Z.; Moody, Christopher J. published the artcile< The diazo route to diazonamide A: studies on the tyrosine-derived fragment>, Application of C9H9NO4, the main research area is diazonamide tyrosine derived fragment preparation.

Various approaches to the tyrosine-derived fragment of the marine secondary metabolite diazonamide A are described. Initial efforts were focused on the originally proposed structure of the natural product, and a feasibility study established that a model 4-aryltryptamine could be readily prepared For example, Boc-protected 4-bromotryptamine underwent Pd(0)-catalyzed coupling with 3-allyl-2-methoxyphenylboronic acid, derived from 2-bromophenyl allyl ether by Claisen rearrangement, O-methylation and lithiation-boration. The resulting biaryl compound I was elaborated into an 浼?diazo-灏?ketoester II, whose Rh2(OAc)4-catalyzed reaction with Cbz-Val-NH2 gave the desired tryptamine-oxazole III following cyclodehydration of the intermediate ketoamide. Another strategy used Cbz-Tyr-OBu-t to synthesize, in eight steps, tyrosyl benzofuran derivative IV, a potential precursor to the benzofuran ring of the original structure of diazonamide A. Iodination, O-protection and Stille coupling were the key steps in the synthesis of IV.

Organic & Biomolecular Chemistry published new progress about Borylation (coupled with lithiation). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application of C9H9NO4.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Lu, Guan-Han; Huang, Tzu-Chia; Hsueh, Hsiao-Chin; Yang, Shin-Cherng; Cho, Ting-Wei; Chou, Ho-Hsuan published the artcile< Novel N-transfer reagent for converting 浼?amino acid derivatives to 浼?diazo compounds>, Related Products of 30095-98-8, the main research area is diazo dipeptide synthesis isotope thermal decomposition; amino acid nitrogen transfer reagent reaction mechanism.

A novel universal N-transfer reagent for direct and effective transformation of 浼?amino ketones, acetamides, and esters to the corresponding 浼?diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of 浼?substituted-浼?diazo carbonyl compounds from 浼?amino acid derivatives but also permits preparation of 浼?diazo dipeptides from N-terminal dipeptides (32 examples, up to 91%).

Chemical Communications (Cambridge, United Kingdom) published new progress about Amino acids Role: RCT (Reactant), RACT (Reactant or Reagent). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Related Products of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Pan, Fei; Wu, Bin; Shi, Zhang-Jie published the artcile< Cu-Catalyzed Intramolecular Amidation of Unactivated C(sp3)-H Bonds To Synthesize N-Substituted Indolines>, Application In Synthesis of 30095-98-8, the main research area is indoline preparation intramol amidation unactivated aniline bond; C鈭扝 activation; copper; indoline; radical; synthetic methods.

A copper-catalyzed intramol. amidation of unactivated C(sp3)-H bonds to construct indoline derivatives has been developed. Such an amidation proceeded well at primary C-H bonds preferred to secondary C-H bonds. The transformation owned a broad substrate scope. The corresponding indolines were obtained in good to excellent yields. N-Formal and other carbonyl groups were suitable and were easily deprotected and transformed into Me or long-chained alkyl groups. Preliminary mechanistic studies suggested a radical pathway.

Chemistry – A European Journal published new progress about Amidation (Intramol.). 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Application In Synthesis of 30095-98-8.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics