1029643-92-2

Basic information

• Product Name: N-phenylmethylidenepiperidinyl-4-amine
• Synonyms: N-phenylmethylidenepiperidinyl-4-amine
• CAS NO: 1029643-92-2
• Molecular Weight: 188.272
• Mol File: 1029643-92-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-phenylmethylidenepiperidinyl-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenylmethylidenepiperidinyl-4-amine(1029643-92-2)
• EPA Substance Registry System: N-phenylmethylidenepiperidinyl-4-amine(1029643-92-2)

Safety Data

• Hazardous Substances Data: 1029643-92-2(Hazardous Substances Data)

Upstream product

• 13035-19-3 4-aminopiperidine 
• 100-52-7 benzaldehyde 

Downstream Products

• 577778-40-6 1-(4-aminopiperidin-1-yl)propan-1-one 
• 1401533-08-1 tert-butyl 4-{[(3-chlorobenzo[b]thiophene-2-yl)carbonyl](3-pyridin-4-ylbenzyl) amino}piperidine-1-carboxylate 
• 1401533-26-3 tert-butyl 4-[(3-pyridin-4-ylbenzyl)amino]piperidine-1-carboxylate 
• 1401533-01-4 C₂₂H₁₉ClFN₃OS 
• 1401533-00-3 C₂₂H₁₉Cl₂N₃OS 
• 1401532-99-7 C₂₂H₂₀ClN₃OS 
• 1401532-97-5 C₂₃H₂₃ClFN₃O₂S 
• 1401532-96-4 C₂₃H₂₃Cl₂N₃O₂S 
• 1401532-95-3 C₂₃H₂₄ClN₃O₂S 
• 1401532-94-2 C₂₁H₂₀BrClN₂OS 
• 1401532-92-0 C₂₆H₂₃ClFN₃OS 
• 1401532-91-9 C₂₆H₂₃Cl₂N₃OS 
• 1401533-19-4 C₂₇H₂₇ClFN₃O₃S 
• 1401533-18-3 C₂₇H₂₇Cl₂N₃O₃S 

Relevant articles and documents

Potent small molecule Hedgehog agonists induce VEGF expression in vitro

Here, we describe the synthesis, SAR studies as well as biological investigations of the known Hedgehog signaling agonist SAG and a small library of its analogues. The SAG and its derivatives were analyzed for their potency to activate the expression of the Hh target gene Gli1 in a reporter gene assay. By analyzing SAR important molecular descriptors for Gli1 activation have been identified. SAG as well as compound 10c proven to be potent activators of VEGF expression in cultivated dermal fibroblasts. Importantly and in contrast to SAG, derivative 10c displayed no toxicity in concentrations up to 250 μm.

SOLUBLE EPOXIDE HYDROLASE INHIBITORS

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Palladium-mediated N-arylation of heterocyclic diamines: Insights into the origin of an unusual chemoselectivity

The chemoselectivity of the palladium-mediated reaction of bromobenzene with various heterocyclic diamines was studied. Whatever the ligand used, 3-aminopyrrolidine underwent arylation of the secondary amine function (> 82%), whereas the more flexible 3-aminoazepinine was arylated on its primary function (>70%). The ratio "arylation of primary amine versus arylation of secondary amine" of 3-aminopiperidine with bromobenzene varied from 90:10 (BINAP, electron-enriched and hindered biphenyls L2 or L3) to 32:68 with the Josiphos-type ligand L10. The same trend was observed when 4-aminopiperidine was used (82:18 with L2 and 17:83 with L10). This selectivity can be tuned by the choice of aryl halide partners having different steric and electronic properties. A cooperative effect of both nitrogens of diamines during the reaction was deduced from competitive experiments. Finally, 13C and 31P NMR experiments, carried out with 3-aminopyrrolidine at room temperature, support a fast coordination of the primary amine to the metal. Indeed, a palladium complex resulting from the unusual displacement of one phosphane group of the intermediate ArPdX(BINAP) by the primary amino group was characterized.