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24016-03-3

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24016-03-3 Usage

Description

2-Amino-3-benzyloxypyridine is an organic compound characterized by its brown crystalline powder form. It is a key intermediate in the synthesis of various pharmaceutical compounds, particularly those targeting Raf kinase, which plays a significant role in cell signaling and is associated with several diseases, including cancer.

Uses

Used in Pharmaceutical Industry:
2-Amino-3-benzyloxypyridine is used as a key intermediate in the preparation of pyridinyl/pyridazinyloxymethyl substituted Raf kinase inhibitors. These inhibitors are crucial in the development of targeted therapies for various diseases, including cancer, due to their ability to modulate the activity of Raf kinase.
Additionally, 2-Amino-3-benzyloxypyridine is used in the synthesis of 1-acetyl-2-[2-(3-benzyloxypyridinyl)]iminoimidazolidine, which is another important compound in the pharmaceutical industry. 2-Amino-3-benzyloxypyridine has potential applications in the development of new drugs targeting various diseases.
Furthermore, 2-Amino-3-benzyloxypyridine is utilized in the formation of 9-benzyloxy-3-ethoxycarbonylpyrido[1,2-a]pyrimidin-4-one upon condensation with diethyl ethoxymethylene malonate. 2-Amino-3-benzyloxypyridine serves as a building block for the development of novel therapeutic agents with potential applications in the treatment of various medical conditions.

Biochem/physiol Actions

2-Amino-3-benzyloxypyridine is an inhibitor of mitogen-activated protein kinase p38α activity.

Check Digit Verification of cas no

The CAS Registry Mumber 24016-03-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,0,1 and 6 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 24016-03:
(7*2)+(6*4)+(5*0)+(4*1)+(3*6)+(2*0)+(1*3)=63
63 % 10 = 3
So 24016-03-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H12N2O/c13-12-11(7-4-8-14-12)15-9-10-5-2-1-3-6-10/h1-8H,9H2,(H2,13,14)/p+1

24016-03-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A12603)  2-Amino-3-benzyloxypyridine, 98+%   

  • 24016-03-3

  • 5g

  • 357.0CNY

  • Detail
  • Alfa Aesar

  • (A12603)  2-Amino-3-benzyloxypyridine, 98+%   

  • 24016-03-3

  • 25g

  • 1220.0CNY

  • Detail
  • Alfa Aesar

  • (A12603)  2-Amino-3-benzyloxypyridine, 98+%   

  • 24016-03-3

  • 100g

  • 3951.0CNY

  • Detail
  • Aldrich

  • (144487)  2-Amino-3-benzyloxypyridine  99%

  • 24016-03-3

  • 144487-5G

  • 270.27CNY

  • Detail
  • Aldrich

  • (144487)  2-Amino-3-benzyloxypyridine  99%

  • 24016-03-3

  • 144487-25G

  • 923.13CNY

  • Detail

24016-03-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-phenylmethoxypyridin-2-amine

1.2 Other means of identification

Product number -
Other names 2-Amino-3-benzyloxypyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:24016-03-3 SDS

24016-03-3Relevant articles and documents

Highly Selective, Reversible Inhibitor Identified by Comparative Chemoproteomics Modulates Diacylglycerol Lipase Activity in Neurons

Baggelaar, Marc P.,Chameau, Pascal J. P.,Kantae, Vasudev,Hummel, Jessica,Hsu, Ku-Lung,Janssen, Freek,Van Der Wel, Tom,Soethoudt, Marjolein,Deng, Hui,Den Dulk, Hans,Allarà, Marco,Florea, Bogdan I.,Di Marzo, Vincenzo,Wadman, Wytse J.,Kruse, Chris G.,Overkleeft, Herman S.,Hankemeier, Thomas,Werkman, Taco R.,Cravatt, Benjamin F.,Van Der Stelt, Mario

, p. 8851 - 8857 (2015)

Diacylglycerol lipase (DAGL)-α and -β are enzymes responsible for the biosynthesis of the endocannabinoid 2-arachidonoylglycerol (2-AG). Selective and reversible inhibitors are required to study the function of DAGLs in neuronal cells in an acute and temporal fashion, but they are currently lacking. Here, we describe the identification of a highly selective DAGL inhibitor using structure-guided and a chemoproteomics strategy to characterize the selectivity of the inhibitor in complex proteomes. Key to the success of this approach is the use of comparative and competitive activity-based proteome profiling (ABPP), in which broad-spectrum and tailor-made activity-based probes are combined to report on the inhibition of a protein family in its native environment. Competitive ABPP with broad-spectrum fluorophosphonate-based probes and specific β-lactone-based probes led to the discovery of α-ketoheterocycle LEI105 as a potent, highly selective, and reversible dual DAGL-α/DAGL-β inhibitor. LEI105 did not affect other enzymes involved in endocannabinoid metabolism including abhydrolase domain-containing protein 6, abhydrolase domain-containing protein 12, monoacylglycerol lipase, and fatty acid amide hydrolase and did not display affinity for the cannabinoid CB1 receptor. Targeted lipidomics revealed that LEI105 concentration-dependently reduced 2-AG levels, but not anandamide levels, in Neuro2A cells. We show that cannabinoid CB1-receptor-mediated short-term synaptic plasticity in a mouse hippocampal slice model can be reduced by LEI105. Thus, we have developed a highly selective DAGL inhibitor and provide new pharmacological evidence to support the hypothesis that "on demand biosynthesis" of 2-AG is responsible for retrograde signaling.

Discovery of 1-(3-(benzyloxy)pyridin-2-yl)-3-(2-(piperazin-1-yl)ethyl)urea: A new modulator for amyloid beta-induced mitochondrial dysfunction

Elkamhawy, Ahmed,Park, Jung-eun,Hassan, Ahmed H.E.,Ra, Hyunhwa,Pae, Ae Nim,Lee, Jiyoun,Park, Beoung-Geon,Moon, Bongjin,Park, Hyun-Mee,Roh, Eun Joo

, p. 56 - 69 (2017/02/05)

Herein, we report a new series of aliphatic substituted pyridyl-urea small molecules synthesized as potential modulators for amyloid beta (Aβ) induced mitochondrial dysfunction. Their blocking activities against Aβ-induced mitochondrial permeability transition pore (mPTP) opening were evaluated by JC-1 assay which measures the change of mitochondrial membrane potential (ΔΨm). The inhibitory activity of sixteen compounds against Aβ-induced mPTP opening was superior or almost similar to that of the standard Cyclosporin A (CsA). Among them, 1-(3-(benzyloxy)pyridin-2-yl)-3-(2-(piperazin-1-yl)ethyl)urea (5x) effectively maintained mitochondrial function and cell viabilities on ATP assay, MTT assay, and ROS assay. Using CDocker algorithm, a molecular docking model presented a plausible binding mode for 5x with cyclophilin D (CypD) receptor as a major component of mPTP. Moreover, hERG and BBB-PAMPA assays presented safe cardiotoxicity and high CNS bioavailability profiles for 5x. Taken as a whole, this report presents compound 5x as a new nonpeptidyl mPTP blocker may hold a promise for further development of Alzheimer's disease (AD) therapeutics.

Synthesis and evaluation of new pyridyl/pyrazinyl thiourea derivatives: Neuroprotection against amyloid-β-induced toxicity

Park, Jung-eun,Elkamhawy, Ahmed,Hassan, Ahmed H.E.,Pae, Ae Nim,Lee, Jiyoun,Paik, Sora,Park, Beoung-Geon,Roh, Eun Joo

, p. 322 - 334 (2017/10/16)

Herein, we report synthesis and evaluation of new twenty six small molecules against β amyloid (Aβ)-induced opening of mitochondrial permeability transition pore (mPTP) using JC-1 assay which measures the change of mitochondrial membrane potential (ΔΨm). The neuroprotective effect of seventeen compounds against Aβ-induced mPTP opening was superior to that of the standard Cyclosporin A (CsA). Fifteen derivatives eliciting increased green to red fluorescence percentage less than 40.0% were evaluated for their impact on ATP production, cell viability and neuroprotection against Aβ-induced neuronal cell death. Among evaluated compounds, derivatives 9w, 9r and 9k had safe profile regarding ATP production and cell viability. In addition, they exhibited significant neuroprotection (69.3, 51.8 and 48.2% respectively). Molecular modeling study using CDocker algorithm predicted plausible binding modes explaining the elicited mPTP blocking activity. Hence, this study suggests compounds 9w, 9r and 9k as leads for further development of novel therapy to Alzheimer's disease.

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