2,6-Dichloroquinazolin-4(1H)-one

Name: 2,6-Dichloroquinazolin-4(1H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 20197-87-9
Cat. No. CS-0069809
Purity≥98%
MDL No.MFCD11520689

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2,6-Dichloroquinazolin-4(1H)-one|CS-0069809

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General Information

CAS No. 20197-87-9
Cat. No. CS-0069809
Purity ≥98%
MDL No. MFCD11520689
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Cl₂N₂O
Molecular Weight 215.04
Synonym(s) 2,6-Dichloroquinazolin-4(3H)-one
SMILES O=C1N=C(Cl)NC2=C1C=C(Cl)C=C2

Description

2,6-Dichloroquinazolin-4(1H)-one features a rigid, electron-deficient quinazoline core with strategically positioned chlorine substituents. This configuration enhances its utility as a synthetic intermediate in medicinal chemistry, particularly for constructing kinase inhibitors and bioactive heterocycles under standard coupling conditions.

Application

2,6-Dichloroquinazolin-4(1H)-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted quinazoline scaffolds through nucleophilic displacement and palladium-catalyzed coupling reactions. Its dichloro substitution pattern provides orthogonal reactivity for sequential functionalization, while the quinazolinone core exhibits bench stability and compatibility with common purification methods. This compound functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- In-stock
  
  20028-68-6
- ~87%
- In-stock
  
  20197-87-9
References
- Ram, Vishnu Ji; Farhanullah; Tripathi, Brajendra K.; Srivastava, Arvind K. Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 11 p. 2439 - 2444
Route2
- In-stock
  
  1640-60-4
- ~%
- In-stock
  
  20197-87-9
References
- Journal of Medicinal Chemistry, , vol. 50, # 10 p. 2297 - 2300

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 45.75
LogP 2.2299
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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2,6-Dichloroquinazolin-4(1H)-one

CAS No. 20197-87-9

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