14380-86-0

Upstream product

• 64-17-5 ethanol 
• 4192-28-3 Phth-L-Ala-OH 
• 85-44-9 phthalic anhydride 
• 79410-47-2 ethyl L-azidopropanoate 
• 1074-82-4 potassium phtalimide 
• 535-11-5 Ethyl 2-bromopropionate 
• 136918-14-4 phthalimide 
• 63696-99-1 (S)-ethyl 2-(methylsulfonyloxy)propanoate 
• 897045-43-1 (S)-phthaloylalanine 
• 7699-00-5 (R)-Ethyl lactate 
• 17344-99-9 AlaOEt 
• 7217-71-2 1-phenyl-2-propenyl acetate 
• 24249-89-6 ethyl 2-(1,3-dioxoisoindolin-2-yl)acrylate 
• 100-52-7 benzaldehyde 

Downstream Products

• 5423-95-0 4-hydroxy-3-methyl-2H-isoquinolin-1-one 
• 861136-85-8 1-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-ethanone 
• 861136-90-5 [3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-methanol 
• 861136-87-0 (3-methansulfonyl-phenyl)-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-yl)-amine 
• 861136-88-1 N-[3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-phenyl]-acetamide 
• 861136-86-9 3-(1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-ylamino)-N,N-dimethyl-benzamide 
• 861136-89-2 (1-methoxy-3-methyl-5,6,7,8-tetrahydro-isoquinolin-4-yl)-(3-trifluoromethoxy-phenyl)-amine 
• 7114-80-9 3-methylisoquinolone 
• 7115-16-4 1-chloro-3-methyl-isoquinoline 

Relevant academic research and scientific papers

Synthesis of α,α-disubstituted amino acids based on tandem reaction of dehydroamino acid derivatives

The formation of all-substituted sp3-hybridized carbon-center was investigated via tandem reaction of dehydroamino acid derivatives. The diethylzinc-promoted reaction of dehydroamino acid derivatives with acid anhydride or π-allyl palladium complex proceeded smoothly to afford α,α-disubstituted amino acids via a radical and anionic carbon-carbon bond-forming processes. The tandem reductive reaction of N-phthaloyl dehydroalanine also proceeded effectively by using Bu3SnH and Pd(PPh3)4.

On the Chemistry of Pyrrole Pigments, XCI: Copper Complexes of Pyridinologous Linear Tri- and Tetra-pyrroles as Cyclopropanation Catalysts

In addition to two recently described pyridinologous linear tri- and tetrapyrroles a biisoquinologous system was prepared and its geometrical features derived by means of NMR measurements and force field calculations.The copper complexes of these three ligands were isolated and characterized, and then used as catalysts in the cyclopropanation of styrene.The results were found to be similar to those reported for a variety of catalysts in literature.Thus, it was demonstrated that these systems can be used in principle as catalysts. - Keywords.Pyridinologous linear tri- and tetrapyrroles; Copper chelates; 1H-NMR spectra; Configuration; Conformation; Cyclopropanation catalyst.

Novel phthalimide derivatives with TNF-α and IL-1β expression inhibitory and apoptotic inducing properties

Modulation of the immune system is an emerging concept in the control of tumor growth. Bearing in mind the pharmacological properties of thalidomide and its phthalimide derivatives, we describe here the structural design, synthesis and pharmacological evaluation of N-acylhydrazones derived from phthalimide. The ability of these N-acylhydrazones in inhibiting the secretion of TNF-α in stimulated cells as well as in inhibiting the transcription of the TNF-α gene was evaluated. We identified N-acylhydrazones 6b and 9c, which substantially impaired TNF-α secretion, expression and reduced IL-1β production similar to thalidomide or Revlimid. N-Acylhydrazone 9c was also able to induce apoptosis in Jurkat cells, however it does not have either antiproliferative properties or cytotoxicity for mouse splenocytes. Beyond that, we have assayed the ability of these compounds to induce cell death and a number of them are able to induce apoptosis.

Nonsymmetrical azocarbonamide carboxylates as effective Mitsunobu reagents

A family of nonsymmetrical Mitsunobu reagents possessing both dialkyl amide and ester substituents was developed. These new reagents were readily prepared in a single pot from inexpensive, commercially available materials by using a scalable and environmentally friendly procedure. They were shown to exhibit activity parallel to that of diethyl azodicarboxylate/diisopropyl azodicarboxylate in a wide variety of Mitsunobu reactions. Importantly, the acyl hydrazine reaction byproducts were readily separable from the crude mixture by standard aqueous workup. In addition, the discovery of effective nonsymmetrical Mitsunobu reagents offers new directions for the ongoing development of this important reaction.

Synthesis of new cyclic imides derivatives with potential hypolipidemic activity

Certain new nitrogen-substituted derivatives of cyclic imides phthalimide (a), 1,8-naphthalimide (b), and diphenimide (c), were synthesized aiming to obtain potent hypolipidemic agents. Thus, 2-(N-imido) propanoic acids, 2-(N-phthalimido)-2-methylpropionic acid, and their ethyl esters were synthesized (Target derivative A). Also their corresponding N-substituted-2-(N- imido) propionamides and 2-(N-phthalimido)-2-methylpropionamides were prepared (Target derivative B). In addition, N-phthalimidomethyleneoxy acetate was prepared. Some of the newly prepared compounds were subjected to 3D studies and were found to be superimposed on Clofibrate, which is the first generation of fibrate drugs. The preliminary evaluation of hypolipidemic activity of the newly prepared compounds against triton WR-1339-induced hyperlipidemia in rat showed that several derivatives have demonstrated significant lowering of serum total cholesterol and triglyceride levels at dose of 150 mg/kg/i.p. comparing with Fenofibrate which is one of the second generations of fibrate drugs. Springer Science+Business Media, LLC 2010.

COMBINATION THERAPY WITH INHIBITORS OF INDUCIBLE NITRIC OXIDE SYNTHASE AND ALKYLATING AGENTS

A combination therapy comprising administration of a carbamoylating chemotherapeutic agent in conjunction with administration of a selective iNOS inhibitor compound is disclosed. Optionally, resection and radiation therapy are provided with the therapeutic combination. A medicament comprising a carbamoylating chemotherapeutic agent and a selective iNOS inhibitor compound together with a pharmaceutically acceptable carrier is further disclosed. A kit comprising a carbamoylating chemotherapeutic agent and a selective iNOS inhibitor compound is further disclosed.

Poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors based on a tetrahydro-1(2H)-isoquinolinone Scaffold: Synthesis, biological evaluation and X-ray crystal structure

The synthesis, activity and physical properties of two series of novel potent tetrahydro-1(2H)-isoquinolinone based PARP-1 inhibitors are described. The new structural classes with a non-planar ring system interact specifically with the PARP-1 protein at the nicotinamide-binding site. Georg Thieme Verlag Stuttgart.

SUBSTITUTED TETRAHYDRO-2H-ISOQUINOLIN-1-ONE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, AND USE OF THE SAME AS MEDICAMENTS

The invention relates to compounds of general formula (I), the designations of the substituents R1, R2, Ar and X being cited in the description, and to the physiologically compatible salts thereof. The invention also relates to a method for producing said compounds, and to the use thereof as medicaments. The inventive compounds are poly(ADP-ribose)polymerase (PARP) inhibitors.

METHODS FOR TREATMENT AND PREVENTION OF GASTROINTESTINAL CONDITIONS

Therapeutic methods for the prevention ad treatment of conditions and diseases of the gastrointestinal tract involving an overproduction of nitric oxide by inducible nitric oxide synthase are described, the methods including administering to a subject in need thereof a therapeutically effective amount of a selective inhibitor of inducible nitric oxide synthase (iNOS). The methods also include the use of selective inhibitors of iNOs in combination with other therapeutic agents, including antimicrobial agents and antisecretory agents.

CsF in organic synthesis. Inversion of secondary mesylates and tosylates

Clean inversion of secondary mesylates and tosylates is effected by CsF in DMF. A variety of oxygen-, sulfur-, nitrogen-, and carbon-nucleophiles are employable. The reaction conditions have been optimized. The use of CsF in DMF is crucial and the reaction proceeds on the surface of solid CsF. It is suggested that hydrogen bonding between CsF and an active hydrogen of nucleophiles is responsible for the smooth reaction. Cesium carbonate fails to give rise to high specificity of inversion indicative of superiority of CsF.