6-Chloro-4,5-dimethylpyridazin-3-amine

Name: 6-Chloro-4,5-dimethylpyridazin-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 76593-36-7
Cat. No. CS-0109669
Purity≥98%
MDL No.MFCD00828815

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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-Chloro-4,5-dimethylpyridazin-3-amine|CS-0109669

Structure of 76593-36-7

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General Information

CAS No. 76593-36-7
Cat. No. CS-0109669
Purity ≥98%
MDL No. MFCD00828815
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈ClN₃
Molecular Weight 157.60
Synonym(s) 6-Chloro-4,5-dimethylpyridazin-3-amine, 3-Amino-6-chloro-4,5-dimethyl-1,2-diazine
SMILES NC1=NN=C(Cl)C(C)=C1C

Description

6-Chloro-4,5-dimethylpyridazin-3-amine features a chlorine-substituted pyridazine core with methyl groups at the 4- and 5-positions, delivering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into bioactive molecules, serving as a key heterocyclic building block in medicinal chemistry for targeted kinase inhibitors and CNS-directed therapeutics.

Application

6-Chloro-4,5-dimethylpyridazin-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its chlorine atom facilitates nucleophilic substitution under mild conditions, while the pyridazinamine core provides a rigid, electron-deficient platform for further functionalization. The compound exhibits good bench stability and is compatible with diverse reaction conditions, making it valuable for rapid library synthesis and API development.

Synthesis

Route1
- In-stock
  
  34584-69-5
- ~51%
- In-stock
  
  76593-36-7
References
- Almansa; De Arriba; Cavalcanti; Gomez; Miralles; Merlos; Garcia-Rafanell; Forn Journal of Medicinal Chemistry, 2001 , vol. 44, # 3 p. 350 - 361
Route2
- 23130-84-9
- ~50%
- In-stock
  
  76593-36-7
References
- Polanc, Slovenko; Stanovnik, Branko; Tisler, Miha Synthesis, 1980 , # 10 p. 830 - 831

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 1.32904
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridazine compounds

Key Words

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6-Chloro-4,5-dimethylpyridazin-3-amine

CAS No. 76593-36-7

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