62567-44-6

Basic information

• Product Name: 3-Ethoxypyridazine
• Synonyms: Pyridazine, 3-ethoxy-
• CAS NO: 62567-44-6
• Molecular Formula: C₆H₈N₂O
• Molecular Weight: 124.14052
• Mol File: 62567-44-6.mol

Chemical Properties

• Melting Point: 35-36 °C
• Boiling Point: 69-71 °C(Press: 2-3 Torr)
• Appearance: /
• Density: 1.066±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.29±0.10(Predicted)
• CAS DataBase Reference: 3-Ethoxypyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ethoxypyridazine(62567-44-6)
• EPA Substance Registry System: 3-Ethoxypyridazine(62567-44-6)

Safety Data

• Hazardous Substances Data: 62567-44-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-Ethoxypyridazine is used as a reagent for the preparation of more complex chemical structures. Its reactive properties make it a valuable component in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
3-Ethoxypyridazine is used as a building block in the design and preparation of pharmaceuticals. Its unique structure and reactivity contribute to the development of new drug candidates with potential therapeutic applications.

Upstream product

• 1120-95-2 3-chloropyridazine 
• 141-52-6 sodium ethanolate 
• 17321-20-9 3-chloro-6-(ethyloxy)pyridazine 

Downstream Products

• 748141-86-8 1-[6-(ethyloxy)pyrazolo[1,5-b]pyridazin-3-yl]ethanone 
• 504-30-3 2H-Pyridazin-3-one 

Relevant articles and documents

1H-PYRAZOLO[4,3-B]PYRIDINES AS PDE1 INHIBITORS

The present invention provides 1H-pyrazolo[4,3-b]pyridines of formula (I) as PDE1 inhibitors and their use as a medicament, in particular for the treatment of neurodegenerative disorders and psychiatric disorders.

Ring-closing metathesis for the synthesis of heteroaromatics: evaluating routes to pyridines and pyridazines

Ring-closing olefin metathesis (RCM) has been applied to the efficient synthesis of densely and diversely substituted pyridine and pyridazine frameworks. Routes to suitable metathesis precursors have been investigated and the scope of the metathesis step has been probed. The metathesis products function as precursors to the target heteroaromatic structures via elimination of a suitable leaving group, which also facilitates earlier steps by serving as a protecting group at nitrogen. Further functionalisation of the metathesis products is possible both prior to and after aromatisation. The net result is a powerful strategy for the de novo synthesis of highly substituted heteroaromatic scaffolds.

N-phenyl-4-pyrazolo[1,5-6]pyridazin-3-ylpyrimidin-2-amines as potent and selective inhibitors of glycogen synthase kinase 3 with good cellular efficacy

Glycogen synthase kinase 3 regulates glycogen synthase, the rate-determining enzyme for glycogen synthesis. Liver and muscle glycogen synthesis is defective in type 2 diabetics, resulting in elevated plasma glucose levels. Inhibition of GSK-3 could potentially be an effective method to control plasma glucose levels in type 2 diabetics. Structure-activity studies on a N-phenyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amine series have led to the identification of potent and selective compounds with good cellular efficacy. Molecular modeling studies have given insights into the mode of binding of these inhibitors. Since the initial leads were also potent inhibitors of CDK-2/CDK-4, an extensive SAR was performed at various positions of the pyrazolo[1,5-b] pyridazin core to afford potent GSK-3 inhibitors that were highly selective over CDK-2. In addition, these inhibitors also exhibited very good cell efficacy and functional response. A representative example was shown to have good oral exposure levels, extending their utility in an in vivo setting. These inhibitors provide a viable lead series in the discovery of new therapies for the treatment of type 2 diabetes.

The Mechanism of Thermal Eliminations. Part 18. Relative Rates of Pyrolysis of 2-Ethoxypyrazine, 3-Ethoxypyridazine, 2-and 4-Ethoxypyrimidine, 3-Chloro-6-ethoxypyridazine, and 2-Chloro-4-ethoxypyrimidine : the Effect of the Aza 'Substituent' and ?-Bond Order on the Elimination Rate

A kinetic study has been made of the first-order thermal decomposition of the title compounds into ethylene and the corresponding aza-substituted pyridines, between 650 and 713 K.The relative elimination rates at 650 K are (2-ethoxypyridine = 1): 0.545, 10.0, 1.03, 1.12, 9.68, and 3.28, respectively.The electronic effects of the aza 'substituent' are small, and a more important factor appears to be the C-N ?-bond order; this latter accounts for the high reactivity of the pyridazines.The effects of the chloro substituent and of the aza 'substituent' are explicable in terms of a balance between electron withdrawal from the C-O bond (producing deactivation) and from the nitrogen involved in the cyclic transition state (producing deactivation).The effects of the chloro substituents confirm that the most important step of the reaction is breaking of the C-O bond.The statistically corrected rate (per ring nitrogen) of 2-ethoxypyrimidine is unexpectedly low.This may reflect difficulty in achieving the coplanar transition state in which the lone pairs in the s-orbitals of oxygen and the nitrogen not involved in the elimination are brought into close proximity.