6049-56-5

Upstream product

• 15463-91-9 3-bromo-3-phenylpropionic acid 
• 62-53-3 aniline 
• 13474-22-1 1,4-diphenyl-azetidin-2-one 
• 6846-55-5 ethyl 3-anilino-3-phenylpropanoate 
• 742-43-8 1,3-diphenyl-3-(N-phenylamino)propanone 
• 185106-85-8 N-[(Z)-2-(4,5-dihydro-1,3-oxazol-2-yl)-1-phenylethenyl]aniline 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 142-04-1 aniline hydrochloride 
• 95003-25-1 C₂₁H₂₀N₂O 
• 201024-81-9 C,N-diphenylnitrone 

Downstream Products

• 179173-50-3 1-[[1-[3-Phenyl-3-(phenylamino)propionyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 15148-17-1 3-phenyl-3-(phenylamino)propan-1-ol 
• 13474-22-1 1,4-diphenyl-azetidin-2-one 

Relevant academic research and scientific papers

Natural phosphate modified with lithium nitrate: A new efficient catalyst for the construction of carbon-carbon, carbon-sulfur, and carbon-nitrogen bonds

The addition of small amounts of lithium nitrate to natural phosphate followed by calcination gives a new catalyst Li/NP (weight ratio LiNO3/NP = 1/15). This material showed catalytic activity in the Michael addition of amines, mercaptans, and active methylene compounds to chalcone derivatives with high yields under mild reaction conditions. Li/NP is used as the catalyst for a facile synthesis of -amino acids, -sulfur acids, and 4 H-chromenes under heterogeneous conditions. The usual, undesirable byproducts from the Michael condensation such as 1,2-addition, bis-addition, and polymerization compounds are not observed with this method. The work-up procedure is simplified by simple filtration with the use of Li/NP.

A new and expeditious strategy for the synthesis of β-amino acids from Δ2-oxazolines

A new, mild two-step synthesis of racemic β-amino acids starting from 2-alkyl-Δ2-oxazolines is described. The process implies the initial formation of masked N-substituted or N-unsubstituted β-enamino acid derivatives followed by chemoselective reduction of the enamino moiety. The process takes place with high yields, total chemoselectivity and moderate diastereoselectivity.

A new and mild synthesis of β-amino acids from masked β-enamino acid derivatives

A new method of synthesis of racemic β-amino acids 6 by reduction of masked N-substituted and N-unsubstituted β-enamino acid derivatives 4 via C- protected β-amino acids 5 is described. The process occurs with high yields, total chemoselectivity and moderate diastereoselectivity. Readily available starting materials, inexpensive reagents and mild conditions are used to furnish derivatives 5 and 6.

Piperidine derivatives with PAF antagonist activity

Compounds of general formula I and their salts and solvates are PAF antagonists and as such are useful in the treatment of various diseases or disorders mediated by PAF. Pharmaceutical compositions including these compounds and processes for their prepara

(2-Alkyl-3-pyridyl)methylpiperazine derivatives as PAF antagonists

The present invention relates to new (2-alkyl-3-pyridyl) methylpiperazine derivatives of general formula I: wherein R1, R2 and Z are as defined in Claim 1. The invention also relates to processes for their preparation and to pharmaceutical compositions containing them. These compounds are potent, orally active PAF antagonists and, consequently, they are useful in the treatment of the diseases in which this substance is involved.

Synthesis and Structure-Activity Relationships of 1-Acyl-4-(2-methyl-3-pyridyl)cyanomethyl)piperazines as PAF Antagonists

A second generation of (cyanomethyl)piperazines, 1-acyl-4-((2-methyl-3-pyridyl)cyanomethyl)piperazines, with increased oral activity was prepared and evaluated in vitro in PAF-induced platelet aggregation assay (PAG) and in vivo in a PAF-induced hypotension test in normotensive rats (HYP).Oral activity was ascertained through a PAF-induced mortality test in mice (MOR).Attachment of a methyl group at position 2 of our earlier pyridine derivatives resulted in an improvement of 1 order of magnitude or greater in the ID50 of the oral test.Three different types of acylsubstituents of similar potency emerge from this work: N-(diphenylmethylamino)acetyl, 3-substituted 3-hydroxy-3-phenylpropionyl, and N-substituted 3-amino-3-phenylpropionyl groups.The most interesting compounds, 26 (UR-12460, PAG IC50 = 0.040 μM, HYP, ID50 = 0.021 mg/kg iv, MOR, ID50 = 0.30 mg/kg po) and 58 (UR-12519, PAG IC50 = 0.041 μM, HYP, ID50 = 0.015 mg/kg iv, MOR, ID50 = 0.044 mg/kg po), compare favorably with WEB-2086.Compounds 26 and 58 were also tested in active anaphylactic shock (AAS) and endotoxin-induced mortality (EIM) tests.On the basis of these data, compounds 26 and 58 have been selected for further pharmacological development.

Asymmetric Syntheses of the Naturally Ocurring β-Amino Acids, β-Lysine, β-Leucine and β-Phenyl-β-alanine via Nitrone Cycloaddition

A general asymmetric synthesis of β-amino acids is based on the dipolar cycloaddition of nitrones 7 (R* chiral) with vinyl acetate 8a, ketene acetals 8b or α-chloroacrylonitrile 8c.The cycloadducts 9 are converted either directly (9b) or via the isoxazolidones 10 (9a, 9c) into the free β-amino acids 11.Diastereoselectivity at C-3 in the adducts 9 ranges between 2:1 and 11:1.The natural β-amino acids, β-lysine, β-leucine and β-phenyl-β-alanine, have been prepared in this way.