3-(4-Bromophenyl)isoxazol-5-amine

Name: 3-(4-Bromophenyl)isoxazol-5-amine
Brand: ChemScene
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CAS No. 119162-53-7
Cat. No. CS-0205910
Molecule weight239.07
Purity≥98%
MDL No.MFCD06199354

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Type	HazMat Fee
Excepted Quantity	$0.00
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3-(4-Bromophenyl)isoxazol-5-amine|CS-0205910

Structure of 119162-53-7

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General Information

CAS No. 119162-53-7
Cat. No. CS-0205910
Purity ≥98%
MDL No. MFCD06199354
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂O
Molecular Weight 239.07
Synonym(s) 3-(4-Bromophenyl)-5-isoxazolamine
SMILES C1=C(C=CC(=C1)Br)C2=NOC(=C2)N

Description

3-(4-Bromophenyl)isoxazol-5-amine features a brominated phenyl group attached to an isoxazole core bearing a primary amine. This electron-deficient heterocycle integrates readily into medicinal chemistry scaffolds, offering a handle for downstream functionalization via amine-directed coupling. The molecule exhibits bench-stable handling and compatibility with standard synthetic protocols.

Application

3-(4-Bromophenyl)isoxazol-5-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient construction of pharmaceutical scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi transformations, while the isoxazol-5-amine moiety offers hydrogen-bonding capacity and metabolic stability. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthetic sequences requiring orthogonal reactivity and functional group compatibility.

Synthesis

Route1
- 151-50-8
- 71426-51-2
- ~80%
- In-stock
  
  119162-53-7
References
- Kong, Yung Cheol; Kim, Kyongtae; Park, Yung Ja Heterocycles, 2001 , vol. 55, # 1 p. 75 - 89

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 52.05
LogP 2.6863
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Isoxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-(4-Bromophenyl)isoxazol-5-amine

CAS No. 119162-53-7

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