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Synthesis of cytotoxic pyrroloquinazolinoquinoline alkaloid luotonin A

A convenient synthesis of cytotoxic pyrroloquinazolinoquinoline alkaloid, luotonin A (1), was achieved in 3 steps; (i) reaction of anthranilic acid with O-methylbutyrolactim to deoxyvasicinone, (ii) oxidation of deoxyvasicinone, and (iii) formation of luotonin A by the reaction of vasicinone with anthranyl aidehyde.

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Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Propionic Acid Derivatives and Methods of Use Thereof

Provided herein are compounds and pharmaceutical compositions of formula I where R1, R2, R3, R4, R5 and R6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomers of these compounds. In addition methods are provided for inhibiting the binding of an integrin to treat various pathophysiological conditions.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Efficient multicomponent synthesis of alpha-trifluoromethyl proline, homoproline, and azepan carboxylic acid dipeptides

Cyclic imines bearing CF3 and C2F5 group were successfully used for the first Ugi multicomponent synthesis of polyfluoro-alkyl-substituted proline, homoproline, and azepan carboxylic acid derivatives. Based on the suggested reaction the first synthesis of dipeptides containing alpha-CF3 cyclic amino acids residue was described. The scope and limitations of the approach are discussed. Georg Thieme Verlag Stuttgart.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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DECARBOXYLATION OF CYCLIC beta-ENAMINOKETOESTERS WITH BORIC ACID

Cyclic beta-enaminoketoesters prepared by condensation between lactim ethers and beta-ketoesters are decarboxylated without deacylation by thermolysis in presence of boric acid to lead stereospecifically to cyclic beta-enaminones.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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AZETIDINE-SUBSTITUTED PYRAZOLINES AS PAR-1 ANTAGONISTS

The invention relates to blood clotting, and especially to the use of azetidine-substituted pyrazolines as medicaments, novel azetidine-substituted pyrazolines, methods for the production thereof, and the use of the same for producing medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular diseases, preferably thromboembolic diseases.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 5264-35-7, name is 5-Methoxy-3,4-dihydro-2H-pyrrole, introducing its new discovery. Computed Properties of C5H9NO

Studies on Pyrrolidones. Synthesis and N-Alkylation of &beta-Enaminoesters Derived from Pyroglutamic Acid

The condensation of iminoether 7, derived from pyroglutamic acid (4), with active methylene reagents such as Meldrum’s acid or methyl cyanoacetate, lead to beta-enaminoesters 2.Solid-liquid phase transfer N-alkylation of these compounds is described.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Diketene a Privileged Synthon in the Synthesis of Heterocycles. Part 2: Six-Membered Ring Heterocycles

Diketene is an ideal molecule for use in many organic transformations, since it possesses electrophilic and nucleophilic sites which react with numerous functional groups. Diketene is mostly used as the common starting material for structurally diverse mono-, spiro-, and fused six-membered heterocycles such as lactones, pyrans, pyridines, quinolines, isoquinolines, oxazine, quinoxalines, benzothiazinone, 1,4-thiazidines, and oxazinonethione.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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BENZAMIDINE DERIVATIVE

Compounds of general formula (1) and pharmacologically acceptable salts thereof: ???[wherein ??????R1 represents a hydrogen atom, a halogen atom, an alkyl group or a hydroxyl group; ??????R2 represents a hydrogen atom or a halogen atom; ??????R3 represents a hydrogen atom, an alkyl group which may be substituted, an aralkyl group, an alkylcarbonyl group which may be substituted, an alkylsulfonyl group which may be substituted or the like; ??????each of R4 and R5 represents a hydrogen atom, a halogen atom, an alkyl group which may be substituted, a carbamoyl group or the like; ??????R6 represents a heterocycle or the like; ??????each of R7 and R8 represents a hydrogen atom, an alkyl group or the like; ??????n represents 0, 1 or 2] ???exhibit excellent activated blood coagulation factor X inhibitory activity and are useful for the prevention or treatment of blood coagulation-related diseases.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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N-heterocyclic carbene-catalyzed annulation of alpha-cyano-1,4-diketones with ynals

In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

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Synthesis and biological evaluation of pyrrolinic isosteres of rilmenidine. Discovery of cis-/trans-dicyclopropylmethyl-(4,5-dimethyl-4,5-dihydro-3H-pyrrol-2-yl)- amine (LNP 509), an I1 imidazoline receptor selective ligand with hypotensive activity

To find new compounds selective for purported I1 imidazoline receptors (I1Rs), over I2 imidazoline binding sites (I2BS) and alpha2-adrenoceptors (alpha2ARs), a series of pyrrolinic isosteres of rilmenidine has been prepared and their biological activity at I1Rs, I2BS, and alpha2ARs evaluated. This isosteric replacement provided us with compounds which still bound to I1Rs but not to I2BS nor to alpha2-ARs. A limited structure-affinity relationship was generated around the heterocyclic moiety of these ligands. One compound in this series, LNP 509 (1e) [cis-/trans-dicyclopropylmethyl-(4,5-dimethyl-4,5-dihydro-3H-pyrrol-2-yl) -amine], had no detectable affinity at alpha2ARs yet was capable of lowering blood pressure after central administration. These pyrrolinic analogues constitute a new chemical class of imidazoline related compounds with high selectivity for the I1Rs. They could be used as new tools in the study of I1Rs and in the conception of new centrally acting hypotensive drugs.

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Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem