1-(2-Amino-4-methoxyphenyl)ethanone

Name: 1-(2-Amino-4-methoxyphenyl)ethanone
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CAS No. 42465-53-2
Cat. No. CS-0040295
Molecule weight165.19
Purity≥97%
MDL No.MFCD04972112

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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+
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1-(2-Amino-4-methoxyphenyl)ethanone|CS-0040295

Structure of 42465-53-2

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General Information

CAS No. 42465-53-2
Cat. No. CS-0040295
Purity ≥97%
MDL No. MFCD04972112
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁NO₂
Molecular Weight 165.19
Synonym(s) 2'AMINO-4'-METHOXYACETOPHENONE
SMILES CC(C1=CC=C(OC)C=C1N)=O

Description

1-(2-Amino-4-methoxyphenyl)ethanone features a phenolic amine moiety flanked by a methoxy group and a ketone-bearing side chain, enabling direct incorporation into bioactive scaffolds. This bench-stable intermediate pairs readily with nucleophiles under mild conditions, streamlining access to substituted anilines and heterocyclic systems in medicinal chemistry workflows.

Application

1-(2-Amino-4-methoxyphenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted aniline derivatives and heterocyclic scaffolds. Its amino and methoxy groups offer orthogonal reactivity for downstream functionalization, while the acetyl moiety provides stability and facilitates purification. The compound exhibits good bench stability and compatibility with standard coupling and cyclization protocols, making it a practical choice for synthesizing bioactive molecules.

Synthesis

Route1
- 58487-62-0
- ~34%
- In-stock
  
  42465-53-2
- 37528-39-5
References
- Heinicke, Grant; Hung, Tran V.; Prager, Rolf H.; Ward, A. David Australian Journal of Chemistry, 1984 , vol. 37, # 4 p. 831 - 844
Route2
- 58487-62-0
- ~35%
- In-stock
  
  42465-53-2
- 51410-08-3
- 37528-39-5
- 91099-10-4
References
- Heinicke, Grant; Hung, Tran V.; Prager, Rolf H.; Ward, A. David Australian Journal of Chemistry, 1984 , vol. 37, # 4 p. 831 - 844
Route3
- 139-77-5
- ~%
- In-stock
  
  42465-53-2
References
- Heinicke, Grant; Hung, Tran V.; Prager, Rolf H.; Ward, A. David Australian Journal of Chemistry, 1984 , vol. 37, # 4 p. 831 - 844

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 52.32
LogP 1.48
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(2-Amino-4-methoxyphenyl)ethanone

CAS No. 42465-53-2

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