2-(Isoxazol-5-yl)aniline

Name: 2-(Isoxazol-5-yl)aniline
Brand: ChemScene
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CAS No. 87488-63-9
Cat. No. CS-0311584
Purity≥95%
MDL No.None

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General Information

CAS No. 87488-63-9
Cat. No. CS-0311584
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O
Molecular Weight 160.17
Synonym(s) Benzenamine,2-(5-isoxazolyl)-(9CI)
SMILES NC1=CC=CC=C1C2=CC=NO2

Description

2-(Isoxazol-5-yl)aniline features a fused heterocyclic scaffold combining an isoxazole ring with an aniline moiety, enabling robust integration into bioactive scaffolds. This electron-rich system facilitates conjugation in pharmaceutical intermediates and offers enhanced stability under standard reaction conditions.

Application

2-(Isoxazol-5-yl)aniline serves as a versatile building block for heterocyclic scaffolds, enabling efficient access to fused pyridine and quinoline systems via cyclization protocols. Its ortho-amino functionality facilitates direct coupling reactions and transition-metal-catalyzed transformations, while the isoxazole ring provides robust stability under standard reaction conditions. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.

Synthesis

Route1
- 87488-62-8
- ~%
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  87488-63-9
References
- Navas 3rd., Frank; Bishop, Michael J; Garrison, Deanna T; Hodson, Stephen J; Speake, Jason D; Bigham, Eric C; Drewry, David H; Saussy, David L; Liacos, James H; Irving, Paul E; Gobel, M Jeffrey Bioorganic and medicinal chemistry letters, 2002 , vol. 12, # 4 p. 575 - 579

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 52.05
LogP 1.9238
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(Isoxazol-5-yl)aniline

CAS No. 87488-63-9

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