58498-12-7

Basic information

• Product Name: 2-(4-AMINOBENZYL)PYRIDINE
• Synonyms: 2-(4-AMINOBENZYL)PYRIDINE;2-(p-Aminobenzyl)pyridine;4-(2-Pyridinylmethyl)benzenamine;4-(pyridin-2-ylmethyl)aniline(SALTDATA: 2HCl);[4-(2-pyridylmethyl)phenyl]amine dihydrochloride;4-(pyridin-2-ylmethyl)aniline dihydrochloride;Benzenamine,4-(2-pyridinylmethyl)-
• CAS NO: 58498-12-7
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.23708
• Mol File: 58498-12-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-AMINOBENZYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-AMINOBENZYL)PYRIDINE(58498-12-7)
• EPA Substance Registry System: 2-(4-AMINOBENZYL)PYRIDINE(58498-12-7)

Safety Data

• Hazardous Substances Data: 58498-12-7(Hazardous Substances Data)

Upstream product

• 620-87-1 2-(4-nitrobenzyl)pyridine 
• 955-44-2 2-(α-hydroxy-4-nitrobenzyl)pyridine 
• 87926-07-6 2-(p-Phthalimidobenzyl)pyridine 
• 63233-47-6 2-(p-Acetamidobenzyl)pyridine 
• 555-16-8 4-nitrobenzaldehdye 
• 109-04-6 2-bromo-pyridine 
• 101-82-6 2-Benzylpyridine 
• 145654-37-1 2-(α-chloro-4-nitrobenzyl)pyridine 
• 87926-10-1 N-methyl-2-(p-phthalimidobenzyl)pyridinium iodide 
• 87926-09-8 N-methyl-2-(p-acetamidobenzyl)pyridinium iodide 

Downstream Products

• 101-82-6 2-Benzylpyridine 
• 58498-11-6 2-(4'-hydroxybenzyl)pyridine 
• 87926-07-6 2-(p-Phthalimidobenzyl)pyridine 
• 229004-94-8 7-(4-methylphenyl)-N-{4-[(pyridin-2-yl)methyl]phenyl}-2,3-dihydro-1-benzoxepine-4-carboxamide 
• 4350-41-8 2-(4-chlorobenzyl)pyridine 
• 113-92-8 chlorphenamine maleate 
• 1062139-51-8 ethyl (2E)-2-pentanoyl-3-{[4-(pyridin-2-ylmethyl)phenyl]amino}acrylate 
• 408365-54-8 N-(4-cyanophenyl)-4'-(trifluoromethyl)-1,1'-biphenyl-2-carboxamide 
• 408366-24-5 4'-(Methylsulfonyl)-N-[4-(2-pyridinylmethyl)phenyl]-1,1'-biphenyl-2-carboxamide 
• 408366-20-1 4'-(Methylthio)-N-[4-(2-pyridinylmethyl)phenyl]-1,1'-biphenyl-2-carboxamide 
• 408366-15-4 N-[4-(2-Pyridinylmethyl)phenyl]-4'-(trifluoromethoxy)-1,1'-biphenyl-2-carboxamide 
• 408365-06-0 N-[4-(2-Pyridinylmethyl)phenyl]-4'-(trifluoromethyl)-1,1'-biphenyl-2-carboxamide 
• 408366-14-3 4'-Methoxy-N-[4-(2-pyridinylmethyl)phenyl]-1,1'-biphenyl-2-carboxamide 
• 408365-08-2 4'-chloro-N-[4-(2-pyridinylmethyl)phenyl]-1,1'-biphenyl-2-carboxamide 

Relevant articles and documents

A hydroquinone based palladium catalyst for room temperature nitro reduction in water

A hydroquinone based palladium complex [Pd(H2L)(Cl)2] (1), acts as an efficient room temperature catalyst for reduction of nitroarenes in water as solvent. 1 also acts as a tandem catalyst for Suzuki-Miyaura cross coupling in ethanol followed by reduction of nitroarenes in one pot with a loading of 0.25 mol% catalyst.

Affinity of 3-acyl substituted 4-quinolones at the benzodiazepine site of GABAA receptors

The finding that alkyl 1,4-dihydro-4-oxoquinoline-3-carboxylate and N-alkyl-1,4-dihydro-4-oxoquinoline-3-carboxamide derivatives may be high-affinity ligands at the benzodiazepine binding site of the GABAA receptor, prompted a study of 3-acyl-1,4-dihydro-4-oxoquinoline (3-acyl-4-quinolones). In general, the affinity of the 3-acyl derivatives was found to be comparable with the 3-carboxylate and the 3-carboxamide derivatives, and certain substituents (e.g., benzyl) in position 6 were again shown to be important. As it is believed that the benzodiazepine binding site is situated between an α- and a γ-subunit in the GABAA receptor, selected compounds were tested on the α1β2γ2s, α2β2γ2s and α3β2γ2s GABAA receptor subtypes. The 3-acyl-4-quinolones display various degrees of selectivity for α1- versus α2- and α3-containing receptors, and high-affinity ligands essentially selective for α1 over α3 were developed.

Orally active CCR5 antagonists as anti-HIV-1 agents 2: Synthesis and biological activities of anilide derivatives containing a pyridine N-oxide moiety

In order to develop orally active CCR5 antagonists, we investigated 1-benzoxepine derivatives containing new polar substituents, such as phosphonate, phosphine oxide or pyridine N-oxide moieties, as replacements for the previoiusly reported quaternary ammonium moiety. Among these compounds, the 2-(α-hydroxybenzyl)pyridine N-oxide 5e exhibited moderate CCR5 antagonistic activity and had an acceptable pharmacokinetic profile in rats. Subsequent chemical modification was performed and compound (S)-5f possessing the (S)-configuration hydroxy group was found to be more active than the (R)-isomer. Replacement of the 1-benzoxepine ring with a 4-methylphenyl group by a 1-benzazepine ring with a 4-[2-(butoxy)ethoxy]phenyl group enhanced the activity in the binding assay. In addition, introduction of a 3-trifluoromethyl group on the phenyl group of the anilide moiety led to greatly increased activity in the HIV-1 envelope-mediated membrane fusion assay. In particular, compound (S)-5s showed the most potent CCR5 antagonistic activity (IC 50=7.2 nM) and inhibitory effect (IC50=5.4 nM) in the fusion assay, together with good pharmacokinetic properties in rats.

Anilide derivative, production and use thereof

This invention is to provide a compound of the formula: wherein R1 is an optionally substituted 5- to 6-membered ring: C is a divalent group of the formula: wherein the ring A is an optionally substituted 5- to 6-membered aromatic ring, X is an optionally substituted C, N or O atom, and the ring B is an optionally substituted 5- to 7-membered ring; Z is a chemical bond or a divalent group; R2 is (1) an optionally substituted amino group in which a nitrogen atom may form a quaternary ammonium, etc., or a salt thereof, which is useful for antagonizing MCP-1 receptor.

Studies on antiulcer drugs. V. Synthesis and antiulcer activity of aralkylbenzazoles

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Enamine Rearrangement of 2-Benzylpyridinium Salts to 2-Aminobiphenyls

N-Methyl-2-benzylpyridinium iodide (1c) undergoes ring opening and recyclization reactions when heated with methylammonium sulphite to give 2-methylaminobiphenyl (2c), 2-hydroxybiphenyl (3) and 2-benzylpyridine (4).A similar reaction of N-methyl-2-(p-acetylbenzyl)-, N-methyl-2-(p-acetamidobenzyl)-, N-methyl-2-(p-phthalimidobenzyl)-, N-methyl-2-(p-ethylaminobenzyl)-, N-methyl-2-(p-methylethylaminobenzyl)-, and N-methyl-2-butyl-pyridinium iodides (1e, g-k) affords 2-methylamino-4-acetylbiphenyl (2e), 2-methylamino-4-aminobiphenyl (2g = 2h), 2-methylamino-4-ethylaminobiphenyl (2i), 2-methylamino-4-methylethylaminobiphenyl (2j) and N-methyl-2-propylaniline (2k) respectively in good yields.On the other hand, N-methyl-2-(carbamylmethyl)- (1a), N-methyl-2-(cyanomethyl)- (1b) and N-methyl-2-(p-nitrobenzyl)pyridinium iodides (1d) do not undergo such a rearrangement.It has been found that the unquaternized 2-benzylpyridine when heated with methylammonium sulphite undergoes recyclization to 2-methylaminobiphenyl (2k).

Novel Bis as Antitrypanosomal Agents

A series of novel 1,1'-(4,1-phenylene)bis was prepared and evaluated for activity against Trypanosoma rhodesiense in mice.The importance of the bis structure and the nature of the spacer between the two phenyl rings for optimal activity have been revealed.The potent parenteral activity of several analogues within this series as well as preliminary indication of oral activity lends encouragement to further development of this structural class.

RECYCLIZATION OF 2-BENZYLPYRIDINIUM SALTS TO 2-AMINOBIPHENYLS

Under the influence of aqueous solutions of alkylammonium sulfites, substituted 2-benzylpyridinium salts undergo rearrangement to 2-aminobiphenyls.The competitive processes that occur during rearrangement of the 2-benzylpyridinium salts were studied.