7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

Name: 7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one
Brand: ChemScene
Availability: InStock
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CAS No. 105807-83-8
Cat. No. CS-0028251
Purity≥97%
MDL No.MFCD11048439

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7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one|CS-0028251

Structure of 105807-83-8

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General Information

CAS No. 105807-83-8
Cat. No. CS-0028251
Purity ≥97%
MDL No. MFCD11048439
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂N₂O₂
Molecular Weight 192.21
Synonym(s) 7-amino-2,2-dimethyl-2H-benzo[b][1,4]oxazin-3(4H)-one
SMILES CC1(OC2=C(C=CC(N)=C2)NC1=O)C

Description

7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one features a sterically hindered oxazine core with a strategically positioned amino group enabling direct incorporation into peptide conjugates and bioactive molecule scaffolds. The electron-rich amine facilitates nucleophilic coupling reactions under mild conditions, while the fused ring system imparts metabolic stability and enhanced solubility in polar organic solvents. This scaffold serves as a key building block for targeted therapeutics and fluorescent probes.

Application

7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one serves as a versatile scaffold for the synthesis of bioactive heterocycles, enabling efficient derivatization at the amino and carbonyl sites. Its bench-stable structure supports straightforward functionalization via acylation, alkylation, and coupling reactions, while the ortho-amino group facilitates directed metalation and cyclization processes. This compound functions as a key intermediate in the development of pharmaceutical candidates requiring fused oxazine frameworks.

Synthesis

Route1
- In-stock
  
  85160-83-4
- ~75%
- In-stock
  
  105807-83-8
References
- Shridhar, D. R.; Rao, K. Srinivasa; Singh, A. N.; Rastogi, K.; Jain, M. L.; et al. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1985 , vol. 24, p. 1263 - 1267

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 64.35
LogP 1.3783
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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7-Amino-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one

CAS No. 105807-83-8

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