Бензидразон

Description

Benzidrazone (bisamidinohydrazone 1H-benz(f)indene-1,3(2H)-dione) is a hydrazone derivative of a condensed bicyclic ketone system. According to the scientific literature, the compound has been studied as a selective inhibitor of the synthesis of herpes simplex virus glycoproteins; its dihydrochloride salt is also known (CAS 72795-33-6).

Basic Attributes

• CAS No: 76788-93-7
• Chemical formula: C15H16N8
• Molecular Weight: 308.347
• Exact weight: 308.15
• PSA Specifications: 154
• XLogP3: 0.8

Synonyms

1H-benz(f)indene-1,3(2H)dione-bis-amidinohydrazone; benzhydrazone; benzhydrazone dihydrochloride; hydrazinecarboximidamide, 2,2"-(1H-benz(f)indene-1,3(2H)-diylidene)bis-, dihydrochloride.

Structure and properties

The high value of the polar surface of the molecule (PSA 154) with a low lipophilicity index (XLogP3 0.8) reflects the presence of two amidinohydrazone fragments rich in nitrogen atoms - this is also indicated by the gross formula C15H16N8 with eight nitrogen atoms per molecule. This polar structure, capable of forming multiple hydrogen bonds, is typical of biologically active hydrazones synthesized as potential antiviral agents.

Scope of application

In the available scientific literature, the compound is described as a selective inhibitor of the synthesis of glycoproteins of the herpes simplex virus, that is, as an object of research in the field of antiviral chemistry, and not as a commercial pharmaceutical drug. In addition to their antiviral profile, bisamidinohydrazones of fused diketones are used in the chemistry of coordination compounds as chelating ligands due to several nitrogen donor centers in the molecule.

Data limitations

The supplier's dump does not contain information about the appearance, melting and boiling points, density, solubility and hazard parameters of this compound - these characteristics were not found in open sources for the commercial form of the substance and are not included in the description so as not to distort the actual picture.

Storage and transportation

In the absence of passport data on temperature and chemical stability, the substance should be stored as a fine organic synthesis reagent - in a dry, cool room, protected from light and external chemical influences, in a sealed container.

Connection class

Hydrazones of fused aromatic diketones are formed by condensation of a carbonyl group with a hydrazide function and are stabilized by conjugation with a bicyclic ring. The presence of two amidinohydrazone fragments at opposite ends of the molecule makes such compounds convenient objects for screening biological activity: polar groups ensure interaction with protein targets, and a rigid aromatic ring determines the binding geometry. It is this combination that explains the interest in benzydrazone as a model compound in studies of antiviral glycoprotein inhibitors.