4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine

Name: 4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine
Brand: ChemScene
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CAS No. 1309377-79-4
Cat. No. CS-0308366
Molecule weight171.58
Purity≥95%
MDL No.MFCD20688584

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4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine|CS-0308366

Structure of 1309377-79-4

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General Information

CAS No. 1309377-79-4
Cat. No. CS-0308366
Purity ≥95%
MDL No. MFCD20688584
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆ClN₃O
Molecular Weight 171.58
Synonym(s) 4-chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine
SMILES ClC1=C2OCCNC2=NC=N1

Description

4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine is a heterocyclic scaffold featuring a fused pyrimidine-oxazine core with a chlorine substituent at the 4-position. This electron-deficient framework enables direct incorporation into medicinal chemistry campaigns, serving as a rigid bioisostere in kinase inhibitor design. The compound exhibits enhanced metabolic stability and favorable solubility profiles under standard conditions.

Application

4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. Its chlorine substituent enables nucleophilic substitution reactions under mild conditions, facilitating the introduction of diverse amine- and thiol-containing functionalities. The scaffold exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for modular synthesis of complex nitrogen-containing systems.

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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 47.04
LogP 0.9343
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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4-Chloro-6H,7H,8H-pyrimido[5,4-b][1,4]oxazine

CAS No. 1309377-79-4

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