17240-33-4

Basic information

• Product Name: 6-Methoxy-iMidazo[1,2-b]pyridazine
• Synonyms: 6-Methoxy-iMidazo[1,2-b]pyridazine
• CAS NO: 17240-33-4
• Molecular Formula: C₇H₇N₃O
• Molecular Weight: 149.14998
• Mol File: 17240-33-4.mol

Chemical Properties

• Appearance: /
• Density: 1.309g/cm³
• Refractive Index: 1.639
• CAS DataBase Reference: 6-Methoxy-iMidazo[1,2-b]pyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methoxy-iMidazo[1,2-b]pyridazine(17240-33-4)
• EPA Substance Registry System: 6-Methoxy-iMidazo[1,2-b]pyridazine(17240-33-4)

Safety Data

• Hazardous Substances Data: 17240-33-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H7N3O/c1-11-7-3-2-6-8-4-5-10(6)9-7/h2-5H,1H3

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 6775-78-6 6-chloroimidazo[1,2-b]pyridazine 

Downstream Products

• 453548-00-0 [4-(6-methoxy-imidazo[1,2-b]pyridazin-3-yl)-pyrimidin-2-yl]-phenyl-amine 

Relevant articles and documents

Synthesis, characterization, and antidiabetic activity of 6-methoxyimidazo[1,2-b]pyridazine derivatives

The present article describes the synthesis, characterization, and antidiabetic activity of 6-methoxyimidazo[1,2-b]pyridazine derivatives 7a-l. The synthetic sequence for the preparation of these derivatives involves the following prominent reactions: (a) Step 1: involves the high-pressure amination reaction; (b) Step 2: involves the Zinc oxide nanoparticle-catalyzed cyclization reaction; (c) Step 3: involves the methoxylation; (d) Step 4: involves the bromination reaction; (e) Step 5: involves the Suzuki coupling reaction; (f) Step 6: involves the reduction of the –NO2 group; (g) Step 7: involves Boc protection of the 1o amino group (h) Step 8: involves diazotization of the amine group and finally the last of the synthesis (i) Step 9: involves the saponification of the ethyl ester group. Furthermore, the structures of the newly synthesized 6-methoxyimidazo[1,2-b]pyridazine derivatives 7a–l were determined using 1H NMR, 13C NMR, and Mass and IR spectroscopic analyses. These derivatives were evaluated for their antidiabetic property and the results revealed that most of the compounds exhibited significant potency. It is worth mentioning that compounds 7b (69.87%), 7f (69.0%), 7h (68.79%), and 7l (68.61%) with substitution R = para-NH2, para-COOH, meta-NH2, and meta-COOH, respectively, showed significant (good) hypoglycemic activity when compared to the standard drug insulin (50 mg/kg b.w) in reducing the blood glucose level.

TrkB POSITIVE ALLOSTERIC MODULATORS

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Imidazo[1,2-b]pyridazines: A potent and selective class of cyclin-dependent kinase inhibitors

Modification of imidazo[1,2-a]pyridine CDK inhibitors lead to identification of less lipophilic imidazo[1,2-b]pyridazine series of CDK inhibitors. Although several equivalent compounds from these two series have similar structure and show similar CDK acti

Studies on Anti-MRSA parenteral cephalosporins I. Synthesis and antibacterial activity of 7

In order to improve the antibacterial activity of cefozopran (CZOP) against methicillin-resistant Staphylococcus aureus (MRSA), we initiated chemical modification to introduce a 2-(5-amino-1,2,4-thiadiazol-3-yl)-2(Z)-hydroxyimino acetyl group at the C-7 position and a 3- or 6-substituted imidazo[1,2-b]pyridazinium or 5-substituted imidazo[1,2-a]pyridinium group at the C-3' position. Although this approach successfully enhanced the anti-MRSA activity of CZOP two to eight times, a slight decrease in the activity against Gram-negative bacteria including Pseudomonas aeruginosa was involved. Among the novel derivatives, 3-(6-aminoimidazo [1,2-b]pyridazinium-1-yl) methyl-7β-[2-(5-amino -1,2,4-thiadiazol-3-yl) -2(Z)-hydroxyiminoacetamidol]-3-cephem-4-carboxylate (44a) showed an excellent balance of activity against MRSA and Gram-negative bacteria.