5-Bromopyridazin-4-amine

Name: 5-Bromopyridazin-4-amine
Brand: ChemScene
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CAS No. 55928-90-0
Cat. No. CS-0060148
Purity≥97%
MDL No.None

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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+
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Structure of 55928-90-0

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General Information

CAS No. 55928-90-0
Cat. No. CS-0060148
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrN₃
Molecular Weight 174.00
Synonym(s) 5-Bromo-4-pyridazinamine
SMILES C1=C(C(=CN=N1)N)Br

Description

5-Bromopyridazin-4-amine is a halogenated heterocyclic amine featuring a bromine substituent at the 5-position and a primary amine at the 4-position of the pyridazinone core. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule exhibits favorable stability under standard bench conditions and serves as a key intermediate in medicinal chemistry and agrochemical synthesis.

Application

5-Bromopyridazin-4-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. Its bromine substituent facilitates efficient C–Br bond functionalization under standard Suzuki, Stille, or Negishi conditions, while the pyridazin-4-amine core provides a hydrogen-bonding capable nitrogen for target engagement. The compound exhibits good bench stability and is readily purified by recrystallization, supporting reliable integration into multi-step synthesis workflows.

Synthesis

Route1
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  20744-39-2
- ~%
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  55928-90-0
References
- Harcken, Christian; Riether, Doris; Kuzmich, Daniel; Liu, Pingrong; Betageri, Raj; Ralph, Mark; Emmanuel, Michel; Reeves, Jonathan T.; Berry, Angela; Souza, Donald; Nelson, Richard M.; Kukulka, Alison; Fadra, Tazmeen N.; Zuvela-Jelaska, Ljiljana; Dinallo, Roger; Bentzien, Joerg; Nabozny, Gerald H.; Thomson, David S. Journal of Medicinal Chemistry, 2014 , vol. 57, # 4 p. 1583 - 1598

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 51.8
LogP 0.8213
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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5-Bromopyridazin-4-amine

CAS No. 55928-90-0

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