4,5-Dibromopyridazin-3(2H)-one

Name: 4,5-Dibromopyridazin-3(2H)-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 5788-58-9
Cat. No. CS-W010192
Purity≥98%
MDL No.MFCD00023641

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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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4,5-Dibromopyridazin-3(2H)-one|CS-W010192

Structure of 5788-58-9

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General Information

CAS No. 5788-58-9
Cat. No. CS-W010192
Purity ≥98%
MDL No. MFCD00023641
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂Br₂N₂O
Molecular Weight 253.88
Synonym(s) N'-(5-bromo-2-oxo-2H-indol-3-yl)naphthalene-1-sulfonohydrazide
SMILES BrC(C=NN1)=C(Br)C1=O

Description

4,5-Dibromopyridazin-3(2H)-one features two bromine substituents at the 4- and 5-positions of a pyridazinone scaffold, delivering high reactivity for cross-coupling transformations. This bench-stable, moisture-tolerant heterocycle integrates readily into complex molecular architectures, enabling efficient access to functionalized pyridazinone derivatives in medicinal chemistry and materials synthesis.

Application

4,5-Dibromopyridazin-3(2H)-one serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridazinones via palladium-catalyzed cross-coupling reactions. The dibromo functionality provides orthogonal reactivity for sequential functionalization, while the pyridazinone core offers stability and compatibility with diverse reaction conditions. This compound facilitates rapid diversification in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 21577-50-4
- ~90%
- In-stock
  
  5788-58-9
References
- Humphries, Paul S.; Oliver, Robert M. Tetrahedron Letters, 2009 , vol. 50, # 22 p. 2682 - 2684
Route2
- 38164-25-9
- ~%
- In-stock
  
  5788-58-9
References
- Synlett, , # 8 p. 1113 - 1116

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P305+P351+P338

Quality Control

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Computational Chemistry Data

TPSA 45.75
LogP 1.2949
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

Key Words

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4,5-Dibromopyridazin-3(2H)-one

CAS No. 5788-58-9

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