29902-28-1

Usage

Uses

Used in Pharmaceutical Industry:
4-Methyl-1-hydrazino-phthalazine is used as a synthetic intermediate for the development of novel phthalazine derivatives. These derivatives are specifically designed to act as antihypertensive agents, which are crucial in the treatment and management of high blood pressure. 4-Methyl-1-hydrazino-phthalazine's unique structure allows for the creation of new drugs that can effectively lower blood pressure and improve cardiovascular health.
In the synthesis of these antihypertensive agents, 4-Methyl-1-hydrazino-phthalazine plays a vital role in providing the necessary structural framework for the development of new and innovative medications. Its chemical properties and reactivity enable the formation of a wide range of phthalazine-based compounds with potential therapeutic benefits.
Overall, 4-Methyl-1-hydrazino-phthalazine is a valuable compound in the pharmaceutical industry, particularly for its role in the synthesis of antihypertensive agents. Its unique chemical properties and potential applications make it a promising candidate for further research and development in the field of drug discovery and design.

InChI:InChI=1/C9H10N4/c1-6-7-4-2-3-5-8(7)9(11-10)13-12-6/h2-5H,10H2,1H3,(H,11,13)

Upstream product

• 19064-68-7 1-chloro-4-methylphthalazine 
• 4776-85-6 4-methylphthalazin-1-amine 
• 54145-23-2 4-methyl-1(2H)-phthalazinethione 
• 5004-48-8 1-methyl-3,4-dihydro-4-oxophthalazine 
• 84257-71-6 1-(ethoxycarbonylmethylthio)-4-methylphthalazine 

Downstream Products

• 84257-75-0 3-(phenyl)-6-methyl-s-triazolo<3,4-a>phthalazine 
• 134478-15-2 1-(4-cinnamylidene-2-phenyl-5-(4H)-imidazolon-1-ylamino)-4-methylphthalazine 
• 134478-18-5 (E)-2-[(4-Methyl-phthalazin-1-yl)-hydrazono]-4-phenyl-but-3-enoic acid 
• 134478-19-6 (E)-2-[(4-Methyl-phthalazin-1-yl)-hydrazono]-4-(4-nitro-phenyl)-but-3-enoic acid 
• 134478-20-9 (3E,5E)-2-[(4-Methyl-phthalazin-1-yl)-hydrazono]-6-phenyl-hexa-3,5-dienoic acid 
• 84257-73-8 N-(4-methylphthalazin-1-yl)-p-nitrobenzaldehyde hydrazone 
• 84257-74-9 3-(p-nitrophenyl)-6-methyl-s-triazolo<3,4-a>phthalazine 
• 84257-76-1 3-(4'methoxyphenyl)-6-methyl-1,2,4-triazolo<3,4-a>phthalazine 
• 84257-78-3 3-(o-hydroxyphenyl)-6-methyl-s-triazolo<3,4-a>phthalazine 
• 134478-17-4 2-[(4-Methyl-phthalazin-1-yl)-hydrazono]-propionic acid 
• 84257-77-2 3-(m-methylphenyl)-6-methyl-s-triazolo<3,4-a>phthalazine 
• 134478-29-8 N-[3-Ethyl-4-p-tolyl-3H-thiazol-(2Z)-ylidene]-N'-(4-methyl-phthalazin-1-yl)-hydrazine 
• 134478-30-1 N-[4-(4-Chloro-phenyl)-3-ethyl-3H-thiazol-(2Z)-ylidene]-N'-(4-methyl-phthalazin-1-yl)-hydrazine 
• 134478-31-2 N-[4-(4-Bromo-phenyl)-3-ethyl-3H-thiazol-(2Z)-ylidene]-N'-(4-methyl-phthalazin-1-yl)-hydrazine 

Relevant academic research and scientific papers

SYNTHESIS OF SOME NOVEL PHTHALAZINE DERIVATIVES

The synthetic routes to twenty seven new phthalazine derivatives are described.The chemical constitution of the new compounds was confirmed by elemental analysis, IR, 1H NMR and mass spectral data.

Substitution and Ring Closure Reactions of Phthalazine Derivatives

1-(Phenylthio)- and 1-(hydroxycarbonylmethylthio)-4-methylphthalazines were prepared from 1-chloro-4-methylphthalazines (1).A series of 2-benzyl- and benzenesulfonyl derivatives was prepared from the corresponding halides and 4-methyl-1(2H)-phthalazinone (4). 4-Methyl-1(2H)-phthalazinthione (6) was substituted at SH group to give 1-(benzylthio)- and 1-(ethoxycarbonylmethylthio)-4-methylphthalazines, 7 and 8 respectively.Treatment of hydrazine hydrate with 8 produced 1-hydrazino-4-methylphthalazine (10).However, when the latter compound was treated with 1 it gave 1,2-bis-(4-methylphthalazinyl)hydrazine.Treatment of 10 with aromatic aldehydes in glacial acetic acid gave the corresponding 3-phenyl-s-triazolo-6-methylphthalazines 13. 1-Hydrazino-4-methylphthalazine (10) underwent cyclization reactions with acetic anhydride, ethyl chloroformate, carbon disulphide, ethyl formate, ethyl oxalate and with nitrous acid to give the corresponding triazolo-, triazino- and tetrazolophthalazine compounds.

Hydrazination of Pyridazines and Phthalazines

It is shown by 15N-labelling techniques that hydrazination of pyridazines partly occurs according to a reaction pathway, involving addition of the nucleophile (hydrazine), ring opening and ring closure (SN(ANRORC)-mechanism).It is also proved that phthalazines undergo hydrazination without ring opening (SN(AE)-mechanism).