124436-43-7

Basic information

• Product Name: methyl 2-[1-(4-pyridazinyl)ethylidene]hydrazinecarbodithioate
• Synonyms: methyl 2-[1-(4-pyridazinyl)ethylidene]hydrazinecarbodithioate
• CAS NO: 124436-43-7
• Molecular Formula: C8H10N4S2
• Molecular Weight: 226.3218
• Mol File: 124436-43-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 2-[1-(4-pyridazinyl)ethylidene]hydrazinecarbodithioate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-[1-(4-pyridazinyl)ethylidene]hydrazinecarbodithioate(124436-43-7)
• EPA Substance Registry System: methyl 2-[1-(4-pyridazinyl)ethylidene]hydrazinecarbodithioate(124436-43-7)

Safety Data

• Hazardous Substances Data: 124436-43-7(Hazardous Substances Data)

Upstream product

• 5397-03-5 hydrazinecarbodithioic acid methyl ester 
• 50901-46-7 Methyl 4-pyridazinyl ketone 
• 39123-39-2 ethyl pyridazine-4-carboxylate 

Relevant articles and documents

Synthesis and antiviral activity of thiosemicarbazone derivatives of pyridazinecarbaldehydes and alkyl pyridazinyl ketones

Various novel thiosemicarbazones (TSCs) 15b-e, 16b-e, 17b-e, 18b-e, and 19b-e derived from 4-pyridazinecarbaldehyde, 3-pyridazinecarbaldehyde, 4-acetylpyridazine, 3-acetylpyridazine, and 3-propionylpyridazine were prepared and their cytotoxic and antiherpetic potentials were evaluated. It was found that the replacement of the 2-pyridyl-moiety in aldehyde derived compounds 20a-c by a 4-pyridazinyl group (compounds 15b-d) abolishes biological activity. However, in TSCs derived from 3-pyridazinecarbaldehyde (16b-d) the cytotoxic potency was considerably reduced (factor ~300), while the antiviral activity was largely retained. A total loss of biological activity occurred when the pyridyl group in TSC 20d, derived from 2-acetylpyridine, was replaced by the 4-pyridazinyl system (17d). By employment of the 3-pyridazinyl unit for isosteric modification, however, the cell toxicity could be reduced significantly (factor 100) without impairing the antiherpetic potential also in the series of TSCs derived from N-heteroaromatic ketones. It was observed that there is no obvious influence of the size of the cycloamino substituent on the biological activities in compounds 20a-d, 15b-d, 16b-d, 17b-d, and 18b-d. While the pyridine derived TSCs in our experiments proved clearly cytotoxic at lower concentrations than those being antivirally active, the aza-analogous compounds derived from 3-acetyl-pyridazine (18b-e) inhibited plaque formation at concentrations equal to those causing cytotoxic effects. The TSCs 16b-e derived from 3-pyridazinecarbaldehyde were found to show selective antiviral activity against HSV-1. In addition, a significant improvement of the water solubility of heteroaromatic TSCs could be achieved by the replacement of the CH-moiety in position 6 of the pyridine derivatives 20a-c by a nitrogen atom (compounds 16b-d).