6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE

Name: 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 88145-89-5
Cat. No. CS-W001027
Purity≥98%
MDL No.MFCD00462868

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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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6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE|CS-W001027

Structure of 88145-89-5

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General Information

CAS No. 88145-89-5
Cat. No. CS-W001027
Purity ≥98%
MDL No. MFCD00462868
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-Bromoquinazoline-2,4-dione
SMILES Brc1ccc2[nH]c(=O)[nH]c(=O)c2c1

Description

6-Bromoquinazoline-2,4(1H,3H)-dione features a brominated quinazolinone core with enhanced electron deficiency at the C6 position, enabling selective coupling in cross-coupling reactions. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds and serves as a key intermediate in kinase inhibitor development.

Application

6-Bromoquinazoline-2,4(1H,3H)-dione serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its electron-deficient quinazoline core exhibits excellent stability and compatibility with diverse reaction conditions, facilitating efficient synthesis of substituted heterocycles. The molecule’s well-defined reactivity profile supports rapid diversification for scaffold exploration, particularly in kinase inhibitor development.

Synthesis

Route1
- 124-38-9
- In-stock
  
  39263-32-6
- ~99%
- In-stock
  
  88145-89-5
References
- WO2004/99159 A1, ; Page 34; 58; 68 ; WO 2004/099159 A1
Route2
- In-stock
  
  57-13-6
- In-stock
  
  52727-57-8
- ~80%
- In-stock
  
  88145-89-5
References
- WO2012/87938 A1, ; Page/Page column 113-114 ; WO 2012/087938 A1
Route3
- 590-28-3
- In-stock
  
  5794-88-7
- ~81%
- In-stock
  
  88145-89-5
References
- Chinese Chemical Letters, , vol. 23, # 4 p. 431 - 433

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

Quality Control

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Computational Chemistry Data

TPSA 65.72
LogP 0.9789
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Quinazoline compounds

Key Words

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6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE

CAS No. 88145-89-5

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