7197-01-5

Usage

Uses

Used in Medicinal Chemistry:
6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine is used as a potential building block for the development of new pharmaceutical compounds due to its unique molecular structure and the presence of bio-active molecules. Its application in this field is driven by the need to explore novel chemical entities that can be utilized in the synthesis of therapeutic agents.
Used in Research and Development:
6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine is used as a subject of study in scientific research, particularly in the fields of organic chemistry and medicinal chemistry. Its application in this context is aimed at understanding its chemical properties, potential reactivity, and possible biological activities, which could lead to the discovery of new applications or insights into its behavior in various chemical environments.
Used in Chemical Synthesis:
6-Chloro-3-methyl[1,2,4]triazolo[4,3-b]pyridazine is used as an intermediate in the synthesis of more complex molecules, particularly in the field of heterocyclic chemistry. Its application in this area is focused on the exploration of new synthetic routes and the development of novel methodologies for the preparation of related compounds with potential applications in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C6H5ClN4/c1-4-8-9-6-3-2-5(7)10-11(4)6/h2-3H,1H3

Upstream product

• 17284-97-8 3-Chloro-6-hydrazinopyridazine 
• 108-24-7 acetic anhydride 
• 32894-07-8 S-benzyl thioacetimidate hydrochloride 
• 17284-97-8 3-chloro-6-hydrazinopyridazine 
• 158607-18-2 3-(2,3-dibromo-2-ethylidenehydrazino)-6-chloropyridazine 
• 59681-36-6 4-acetylhydrazinomethylene-2-phenyloxazol-5(4H)-one 
• 64-19-7 acetic acid 
• 7190-92-3 6-chloro-3-ethylidenehydrazinopyridazine 
• 78-39-7 Triethyl orthoacetate 
• 141-30-0 3,6-dichlorpyridazine 
• 1068-57-1 acetic acid hydrazide 
• 570-08-1 diethyl acetylmalonate 
• 1445-45-0 Trimethyl orthoacetate 
• 80140-14-3 1-acetyl-2-(6-chloro-3-pyridazinyl)-hydrazine 

Downstream Products

• 56383-11-0 3-methyl-6-morpholino-1,2,4-triazolo<4,3-b>pyridazine 
• 80504-64-9 6-(benzylamino)-3-methyl-s-triazolo<4,3-b>pyridazine 
• 33050-38-3 3,6-dichloro-1,2,4-triazolo<4,3-b>pyridazine 
• 7190-90-1 6-hydrazino-3-methyl-1,2,4-triazolo<4,3-b>pyridazine 
• 882856-81-7 tert-butyl [(3R,4R)-1-(3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate 
• 1353880-76-8 N-benzyl-2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-77-9 N-(4-fluorobenzyl)-2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-78-0 N-(3,5-difluorobenzyl)-2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-amine 
• 1353880-82-6 ethyl 2-(benzyl(2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino)-2-oxoacetate 
• 1353880-83-7 ethyl 2-((2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(4-fluorobenzyl)amino)-2-oxoacetate 
• 1353880-84-8 ethyl 2-((3,5-difluorobenzyl)(2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino)-2-oxoacetate 
• 1353880-88-2 2-(benzyl(2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino)-2-oxoacetic acid 
• 1353880-89-3 2-((2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)(4-fluorobenzyl)amino)-2-oxoacetic acid 
• 1353880-90-6 2-((3,5-difluorobenzyl)(2,4-dimethyl-2-(((3-methyl[1,2,4]triazolo[4,3-b]pyridazin-6-yl)oxy)methyl)-3,4-dihydro-2H-1,4-benzoxazin-7-yl)amino)-2-oxoacetic acid 

Relevant academic research and scientific papers

ARYLACETAMIDE ANALOGS OF PIPERAZINE-[1,2,4]TRIAZOLO[4,3-B]PYRIDAZINES

Provided are compounds with the following structure: Formula (I), and methods of making and using same. The methods of using the compounds may be methods for treating or prophylaxis of a cryptosporidium infection.

INHIBITORS OF LIN28 AND METHODS OF USE THEREOF

The present disclosure relates to compounds of formula (I) and compositions comprising the same. The disclosure further relates to methods of treating cancers.

TRIAZOLOPHTHALAZINE COMPOUNDS, USE AS ANTI-HUMAN IMMUNODEFICIENCY VIRUS INHIBITORS OF HIV VIF-DEPENDENT DEGRADATION OF APOBEC3

The present disclosure is concerned with triazolophthalazine compounds that are capable of inhibiting infection by the Human Immunodeficiency Virus (HIV) by inhibiting HIV Vif-dependent degradation of the APOBEC3 innate immune system. The present disclosu

Synthesis and bioevaluation of 6-chloropyridazin-3-yl hydrazones and 6-chloro-3-substituted-[1,2,4]triazolo[4,3-b]pyridazines as cytotoxic agents

An efficient synthesis of a series of 6-chloro-3-substituted-[1,2,4]triazolo[4,3-b]pyridazines is described via intramolecular oxidative cyclization of various 6-chloropyridazin-3-yl hydrazones with iodobenzene diacetate. The structures of the newly synth

TRIAZOLO COMPOUNDS

The present invention relates to compounds of formula (I) and its use for the treatment of neurological disorders.

Synthesis and antiproliferative activity of 2-(([1,2,4]triazolo[4,3-b]- pyridazin-6-yloxy)methyl)-2,4-dimethyl-3,4-dihydro-2Hbenzo[b][1,4]oxazine derivatives

A small library of [1,2,4]triazolo[4,3-b]pyridazin-6-yloxy derivatives 14-17 of N-benzyl-N-(2-((4-amidinophenoxy)methyl)-2,4-dimethyl-3,4-dihydro-2H- benzo[b][1,4]oxazin-7-yl)-oxalic acid monoamides 1 was prepared by replacement of benzamidine with a [1,2

Nucleophilic substitution reactions, molecular aggregation, structure and lipophilicity of 6-chloro-3-chloromethyl-1,2,4-triazolo[4,3-b]pyridazine

The synthesis of 6-chloro-3-chloromethyl-1,2,4-triazolo[4,3-b] pyridazine and its vicarious nucleophilic substitution products are described and characterized by spectroscopic methods and X-ray diffraction. The lipophilicities of the title compound, its a

AMINOPIPERIDINES AS DIPEPTIDYL PEPTIDASE-IV INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES

The present invention is directed to novel substituted aminopiperidines which are inhibitors of the dipeptidyl peptidase-IV enzyme ("DPP-IV inhibitors") and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is involved, such as diabetes and particularly Type 2 diabetes. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which the dipeptidyl peptidase-IV enzyme is involved.

4-Acylhydrazinomethylene-2-phenyloxazol-5(4H)-ones as acylating agents: Synthesis of salicylanilides and 1,2,4-triazolo[4,3-b] pyridazines

A simple and general method for the acylation of an amino or hydrazino group by the application of hydrazides has been developed. It starts from hydrazides (2), which are converted with 4-ethoxymethylene-2-phenyl-oxazol-5(4H)-one (1) to the corresponding 4-acylhydrazinomethylene-2-phenyloxazol-5(4H)-ones (3). The latter react with nitrogen-containing nucleophiles in 1,4-dioxane in the presence of triethylamine or zirconium(IV) chloride to give the corresponding amides (7) or mixtures of hydrazides (12) and 1,2,4-triazolo[4,3-b]pyridazines (11). Upon prolonged heating, compounds (11) are the main products.

Synthesis and Reactivity of some 1,2,4-Triazolopyridazine Derivatives

The triazolopyridazine derivatives were obtained in the reaction of 3-chloro-6-hydrazinopyridazine with acetic acid and ethyl chloroformate.Acting on 6-chloro-3-methyl-1,2,4-triazolopyridazine with phosphorus pentachloride, a methyl group in position 3 has unexpectedly been exchanged by chlorine.The mechanism of fusing the triazole ring to the pyridazine system has been studied by the reaction of 3-chloro-6-hydrazinopyridazine with formaldehyde, acetaldehyde, and treatment the resulting Schiff bases by bromine in acetic acid with sodium acetate added.Key words: 1,2,4-Triazolopyridazines, nucleophilic substitution, cyclization mechanism