4-(4-Aminophenoxy)-N-methylpicolinamide

Name: 4-(4-Aminophenoxy)-N-methylpicolinamide
Brand: ChemScene
Availability: InStock
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CAS No. 284462-37-9
Cat. No. CS-D1788
Purity≥98%
MDL No.MFCD08692047

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-(4-Aminophenoxy)-N-methylpicolinamide|CS-D1788

Structure of 284462-37-9

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General Information

CAS No. 284462-37-9
Cat. No. CS-D1788
Purity ≥98%
MDL No. MFCD08692047
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₃N₃O₂
Molecular Weight 243.27
Synonym(s) 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
SMILES O=C(NC)C1=NC=CC(OC2=CC=C(N)C=C2)=C1

Description

4-(4-Aminophenoxy)-N-methylpicolinamide features a polar aniline ether linkage paired with a sterically hindered N-methylpyridine amide, enabling robust solubility in aqueous and organic media. This scaffold integrates electron-rich aromatic systems with directional hydrogen-bonding capacity, facilitating precise molecular recognition in drug discovery applications.

Application

4-(4-Aminophenoxy)-N-methylpicolinamide serves as a versatile building block for medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and electrophilic substitution reactions. The aniline moiety supports facile derivatization, while the picolinamide framework enhances solubility and facilitates metal coordination in catalytic systems. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses targeting pharmaceutical scaffolds.

Synthesis

Route1
- In-stock
  
  73771-11-6
- ~82%
- In-stock
  
  284462-37-9
References
- WO2012/112570 A1, ; Page/Page column 57 ; WO 2012/112570 A1
Route2
- 123-30-8
- 220000-87-3
- ~99%
- In-stock
  
  284462-37-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 8 p. 2220 - 2223
Route3
- 864272-34-4
- ~97%
- In-stock
  
  284462-37-9
References
- WO2005/82853 A1, ; Page/Page column 209 ; WO 2005/082853 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 77.24
LogP 1.8157
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

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4-(4-Aminophenoxy)-N-methylpicolinamide

CAS No. 284462-37-9

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