35691-30-6

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 1,2,3,6-TETRAHYDROPYRIDAZINE-1,2-DICARBOXYLATE is used as a chemical intermediate for the synthesis of various drugs, contributing to the development of new pharmaceuticals with potential therapeutic properties.
Used in Drug Synthesis:
DIETHYL 1,2,3,6-TETRAHYDROPYRIDAZINE-1,2-DICARBOXYLATE is utilized as a building block in the synthesis of other organic compounds, playing a crucial role in the creation of complex molecular structures for medicinal applications.

InChI:InChI=1/C10H16N2O4/c1-3-15-9(13)11-7-5-6-8-12(11)10(14)16-4-2/h5-6H,3-4,7-8H2,1-2H3

Upstream product

• 77-79-2 3-Sulfolene 
• 4143-60-6 Diethyl azodicarboxylate 
• 106-99-0 buta-1,3-diene 
• 1972-28-7 diethylazodicarboxylate 
• 4143-61-7 diethyl diazodicarboxylate 

Downstream Products

• 52944-50-0 tetrahydro-1,2-pyridazinedicarboxylic acid,diethyl ester 
• 1313705-27-9 1,2-diethyl 4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2-thiazolyl]tetrahydro-1,2-pyridazinedicarboxylate 
• 59925-42-7 2-phenylthiocarbamoyl-tetrahydro-pyridazine-1-carboxylic acid ethyl ester 
• 5740-50-1 1-ethoxycarbonylhexahydropyridazine 
• 132846-75-4 (2-Chloro-phenyl)-carbamic acid 1,2-dimethyl-hexahydro-pyridazin-4-yl ester 
• 132846-73-2 (4-Ethoxy-phenyl)-carbamic acid 1,2-dimethyl-hexahydro-pyridazin-4-yl ester 
• 132846-72-1 (4-Methoxy-phenyl)-carbamic acid 1,2-dimethyl-hexahydro-pyridazin-4-yl ester 
• 132846-68-5 o-Tolyl-carbamic acid 1,2-dimethyl-hexahydro-pyridazin-4-yl ester 
• 132846-70-9 p-Tolyl-carbamic acid 1,2-dimethyl-hexahydro-pyridazin-4-yl ester 
• 95634-04-1 (Z)-N'-Benzyl-N,N-dimethyl-but-2-ene-1,4-diamine 
• 159583-31-0 4-nitro-N-(1,2-dimethyl-4-piperidazyl)benzamide 
• 159583-29-6 1,2-dimethyl-4-aminopiperidazine 
• 26163-36-0 1,2-Dimethyl-1,2,3,6-tetrahydropyridazin 

Relevant academic research and scientific papers

Inactivation of Cytochrome P-450 by a Catalytically Generated Cyclobutadiene Species

2,3-Bis(carbethoxy)-2,3-diazabicyclohex-5-ene (DDBCH), synthesized by a route analogues to that reported for the preparation of the bis(carbomethoxy) analogue, inactivates the phenobarbital-inducible cytochrome P-450 isozymes of rat liver in a time-, NADPH-, and oxygen-dependent manner.The enzymes are protected by carbon monoxide and competitive alternative substrates but not by glutathione.The cyclobutenyl ? bond and the diazabicyclo skeleton are required for destructive activity, but hydrolytic removal of the carbamate groups is not.Enzyme inactivation reflects alkylation of the prosthetic heme group of the enzyme by a catalytically generated reactive species.The alkylated prosthetic group has been isolated and has been characterized, after demetallation and esterification, as N-(2-cyclobutenyl)protoporphyrin IX.The N-alkyl group is primarily located on the nitrogen of pyrrole ring D.DDBCH is thus oxidized by cytochrome P-450 to a cyclobutadienoid species that alkylates the prosthetic heme group.

Homogeneous isomerization of 1,2-dicarbethoxy-1,2,3,6-tetrahydropyridazine by ruthenium complexes

N-protected 1,2,3,4-tetrahydropyridazines are readily obtained from the corresponding 1,2,3,6-tetrahydro-derivatives by double bond migration induced by ruthenium complexes.Almost quantitative conversions and complete chemioselectivities are achieved using RuCl2(PPh3)4 as catalyst precursor at 100 deg C in a pressure vessel.In the same conditions the cluster complex H4Ru4(CO)12 shows lower activity, while HRh(PPh3)4 gives unsatisfactory results.

β-ELIMINIERUNG AN QUARTAEREN HYDRAZINIUMSALZEN, EINE NEUE METHODE ZUR DARSTELLUNG UNSYMMETRISCH ALKYLIERTER DIAMINE

Deprotonation of the hydrazinium salts 5-8 with concomitant N-N cleavage resulted in the formation of imines, which were trapped by external nucleophiles.