131770-85-9

Basic information

• Product Name: BenzenaMine, 3-[(4-Methoxyphenyl)Methoxy]-
• Synonyms: BenzenaMine, 3-[(4-Methoxyphenyl)Methoxy]-;3-(4-Methoxy-benzyloxy)-phenylaMine
• CAS NO: 131770-85-9
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.2744
• Mol File: 131770-85-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BenzenaMine, 3-[(4-Methoxyphenyl)Methoxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: BenzenaMine, 3-[(4-Methoxyphenyl)Methoxy]-(131770-85-9)
• EPA Substance Registry System: BenzenaMine, 3-[(4-Methoxyphenyl)Methoxy]-(131770-85-9)

Safety Data

• Hazardous Substances Data: 131770-85-9(Hazardous Substances Data)

Upstream product

• 2746-25-0 p-Methoxybenzyl bromide 
• 824-94-2 p-methoxybenzyl chloride 
• 554-84-7 meta-nitrophenol 

Downstream Products

• 1442656-75-8 C₁₆H₁₅N₃O₃ 
• 1228102-80-4 6-(5-(1,3-dioxolane-2-yl)thiophen-2-yl)-N-(3-(4-methoxybenzyloxy)phenyl)thieno[3,2-d]pyrimidin-4-amine 
• 1228102-81-5 5-(4-(3-(4-methoxybenzyloxy)phenylamino)thieno[3,2-d]pyrimidin-6-yl)thiophene-2-carboxaldehyde 
• 1228102-90-6 4-(7-(3-(4-methoxybenzyloxy)phenylamino)thieno[3,2-b]pyridin-2-yl)benzaldehyde 
• 1228102-91-7 3-(7-(3-(4-methoxybenzyloxy)phenylamino)thieno[3,2-b]pyridin-2-yl)benzaldehyde 
• 1228103-15-8 N-(3-(4-methoxybenzyloxy)phenyl)-6-(5-(pyrrolidin-1-ylmethyl)thiophen-2-yl)thieno[3,2-d]pyrimidin-4-amine 
• 1228103-34-1 N-(3-(4-methoxybenzyloxy)phenyl)-2-(4-(piperidin-1-ylmethyl)phenyl)thieno[3,2-b]pyridin-7-amine 
• 1228102-50-8 3-(2-(4-(piperidin-1-ylmethyl)phenyl)thieno[3,2-b]pyridin-7-ylamino)phenol trifluoroacetic acid 
• 1228103-41-0 N-(3-(4-methoxybenzyloxy)phenyl)-2-(3-(piperidin-1-ylmethyl)phenyl)thieno[3,2-b]pyridin-7-amine 
• 1228103-53-4 N-(3-(4-methoxybenzyloxy)phenyl)-2-(4-methylpiperazin-1-yl)thiazolo[4,5-d]pyrimidin-7-amine 
• 1228102-66-6 3-(2-(4-methylpiperazin-1-yl)thiazolo[4,5-d]pyrimidin-7-ylamino)phenol trifluoroacetic acid 
• 1228102-79-1 3-(4-(3-(4-methoxybenzyloxy)phenylamino)thieno[3,2-d]pyrimidin-6-yl)benzaldehyde 
• 1228102-89-3 2-bromo-N-(3-(4-methoxybenzyloxy)phenyl)thieno[3,2-b]pyridin-7-amine 
• 1228102-97-3 N-(3-(4-methoxybenzyloxy)phenyl)-2-(methylthio)thiazolo[4,5-d]pyrimidin-7-amine 

Relevant articles and documents

Synthesis and biological evaluation of direct thrombin inhibitors bearing 4-(piperidin-1-yl)pyridine at the P1 position with potent anticoagulant activity

The design and synthesis of a new class of nonpeptide direct thrombin inhibitors, built on the structure of 1-(pyridin-4-yl)piperidine-4-carboxamide, are described. Starting from a strongly basic 1-amidinopiperidine derivative (6) showing poor thrombin (fIIa) and factor Xa (fXa) inhibition activities, anti-fIIa activity and artificial membrane permeability were considerably improved by optimizing the basic P1 and the X-substituted phenyl P4 binding moieties. Structure-activity relationship studies, usefully complemented with molecular modeling results, led us to identify compound 13b, which showed excellent fIIa inhibition (Ki = 6 nM), weak anti-Xa activity (K i = 5.64 μM), and remarkable selectivity over other serine proteases (e.g., trypsin). Compound 13b showed in vitro anticoagulant activity in the low micromolar range and significant membrane permeability. In mice (ex vivo), 13b demonstrated anticoagulant effects at 2 h after oral dosing (100 mg·kg-1), with a significant 43% prolongation of the activated partial thromboplastin time (aPTT), over controls (P 0.05).

Design, synthesis, and anticonvulsant activity evaluation of 4-(3-Alkoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-ones

A series of 4-(3-alkoxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-ones were synthesized using the appropriate synthetic route and evaluated experimentally in the maximal electroshock test; their neurotoxicities were evaluated by the rotarod neurotoxicity test. The structures of these compounds were confirmed by IR, MS, 1H-NMR, and elementary analysis. All target compounds exhibited anticonvulsant activity to varying degrees in the maximal electroshock test. 4-(3-Benzyloxy-phenyl)-2,4-dihydro-[1,2,4]triazol-3-one (4i) was the most promising compound with an ED50 value of 30.5 mg/kg and a protective index (PI) of 18.63, showing a higher safety than the standard carbamazepine (PI = 6.45). In addition, the potency of compound 4i against seizures induced by pentylenetetrazole and 3-mercaptopropionic acid suggested its broad-spectrum activity, and the mechanisms of action including inhibition of voltage-gated ion channels and modulation of GABAergic activity might be involved in its anticonvulsant activity. Copyright