66643-52-5

Basic information

• Product Name: 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine
• Synonyms: 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine
• CAS NO: 66643-52-5
• Molecular Formula: C₇H₈ClN₃O
• Molecular Weight: 185.61
• Mol File: 66643-52-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine(66643-52-5)
• EPA Substance Registry System: 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine(66643-52-5)

Safety Data

• Hazardous Substances Data: 66643-52-5(Hazardous Substances Data)

Usage

General Description

8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine is a chemical compound that belongs to the pyridazino[4,5-b][1,4]oxazine class. It is a heterocyclic compound that contains a chloro group and a methyl group, and it exists in the dihydro form. 8-Chloro-3,4-dihydro-4-methyl-2H-pyridazino[4,5-b][1,4]oxazine has potential biological activity and may be used in pharmaceutical research. Its chemical structure and properties make it a promising candidate for the development of new drugs or therapeutic compounds. Additionally, it may also have industrial applications in the synthesis of other organic compounds.

Upstream product

• 66643-51-4 3,4-dichloro-5-<(2-hydroxyethyl)methylamino>-pyridazine 

Downstream Products

• 1313732-28-3 [6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-(tetrahydro-pyran-4-yl)-amine 
• 1313732-29-4 (3,4-dimethoxy-benzyl)-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 
• 1313732-30-7 (3,4-dimethoxy-benzyl)-[9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 
• 1313732-31-8 [6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-(2-pyridin-3-yl-ethyl)-amine 
• 1313732-32-9 [2-(4-methyl-piperazin-1-yl)-ethyl]-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 
• 1313732-33-0 [2-(4-methyl-piperazin-1-yl)-ethyl]-[9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 
• 1313732-34-1 [6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-(2-morpholin-4-yl-ethyl)-amine 
• 1313732-35-2 [9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-(2-morpholin-4-yl-ethyl)-amine 
• 1313732-41-0 methyl-(1-methyl-piperidin-4-ylmethyl)-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 
• 1313732-51-2 [9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-(2-piperazin-1-yl-ethyl)-amine 
• 1313732-56-7 1-[9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-piperidin-4-ylamine 
• 1313732-58-9 [9-methyl-3-(3-trifluoromethoxy-phenyl)-8,9-dihydro-7H-6-oxa-1,2,3a,4,9-pentaaza-cyclopenta[a]naphthalen-5-yl]-piperidin-4-yl-amine 
• 1313732-59-0 7-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-7-aza-spiro[3.5]non-2-ylamine 
• 1313732-60-3 (7-aza-spiro[3.5]non-2-yl)-[6-methyl-3-(3-trifluoromethoxy-phenyl)-7,8-dihydro-6H-9-oxa-1 ,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-5-yl]-amine 

Relevant articles and documents

Discovery of novel triazolo[4,3-b]pyridazin-3-yl-quinoline derivatives as PIM inhibitors

PIM kinase family (PIM-1, PIM-2 and PIM-3) is an appealing target for the discovery and development of selective inhibitors, useful in various disease conditions in which these proteins are highly expressed, such as cancer. The significant effort put, in the recent years, towards the development of small molecules exhibiting inhibitory activity against this protein family has ended up with several molecules entering clinical trials. As part of our ongoing exploration for potential drug candidates that exhibit affinity towards this protein family, we have generated a novel chemical series of triazolo[4,3-b]pyridazine based tricycles by applying a scaffold hopping strategy over our previously reported potent pan-PIM inhibitor ETP-47453 (compound 2). The structure-activity relationship studies presented herein demonstrate a rather selective PIM-1/PIM-3 biochemical profile for this novel series of tricycles, although pan-PIM and PIM-1 inhibitors have also been identified. Selected examples show significant inhibition of the phosphorylation of BAD protein in a cell-based assay. Moreover, optimized and highly selective compounds, such as 42, did not show significant hERG inhibition at 20 μM concentration, and proved its antiproliferative activity and utility in combination with particular antitumoral agents in several tumor cell lines.

NEW COMPOUNDS

There is provided compounds of formula I,wherein R1 R2, X, R3, X1, X2, Xa, Xb, Xc, Xd, Xf, X9 and R4 have meanings given in the description (and which compounds are optionally substituted as indicated in the description), and pharmaceutically-acceptable esters, amides, solvates or salts thereof, which compounds are useful in the treatment of diseases in which inhibition of a protein or lipid kinase (e.g. a PIM family kinase, such as PIM-1, PIM-2 and/or PIM-3) is desired and/or required, and particularly in the treatment of cancer or a proliferative disease. There is also provided combinations comprising the compounds of formula I.

TRICYCLIC COMPOUNDS FOR USE AS KINASE INHIBITORS

There is provided compounds of formula (I), wherein R1, R2, R3 and R4 have meanings given in the description (and which compounds are optionally substituted as indicated in the description), and pharmaceuticagy-acceptable esters, amides solvates or salts