1,2-Benzoisoxazol-5-amine

Name: 1,2-Benzoisoxazol-5-amine
Brand: ChemScene
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CAS No. 239097-74-6
Cat. No. CS-W019732
Purity≥97%
MDL No.MFCD13190363

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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+
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General Information

CAS No. 239097-74-6
Cat. No. CS-W019732
Purity ≥97%
MDL No. MFCD13190363
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O
Molecular Weight 134.14
Synonym(s) 1,2-Benzoxazol-5-amine; Benzisoxazol-5-amine; Benzo[d]isoxazol-5-amine
SMILES NC1=CC2=C(ON=C2)C=C1

Description

1,2-Benzoisoxazol-5-amine features a fused heterocyclic core with a primary amine at the 5-position, enabling direct functionalization in synthetic sequences. The electron-rich isoxazole ring enhances reactivity in coupling reactions, while the planar structure supports π-stacking interactions in molecular recognition applications. This bench-stable compound serves as a key scaffold for bioactive molecule design.

Application

1,2-Benzoisoxazol-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through standard coupling and functionalization reactions. Its stability under ambient conditions and compatibility with common protecting group strategies facilitate efficient access to diverse analogs. The amine functionality allows direct incorporation into peptide-like architectures or further derivatization via acylation, alkylation, or transition-metal-catalyzed cross-coupling, making it a practical reagent for lead optimization campaigns.

Synthesis

Route1
- In-stock
  
  39835-28-4
- ~72%
- In-stock
  
  239097-74-6
References
- Kikuchi, Kazuya; Hannak, Renate B.; Guo, Mao-Jun; Kirby, Anthony J.; Hilvert, Donald Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 18 p. 6189 - 6196

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

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Computational Chemistry Data

TPSA 52.05
LogP 1.41
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisoxazole compounds

Key Words

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1,2-Benzoisoxazol-5-amine

CAS No. 239097-74-6

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