28082-45-3

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Benzyl-1,1-dimethylhydrazine is used as a chemical intermediate for the synthesis of pharmaceuticals and organic compounds. It plays a crucial role in the production of various drugs and organic molecules.
Used in Aerospace Industry:
In the aerospace industry, 2-benzyl-1,1-dimethylhydrazine is used as a liquid rocket fuel. Its high energy density and combustion properties make it suitable for propulsion systems in rockets and spacecraft.
However, due to its extreme toxicity and potential health risks, including respiratory and skin irritation, organ damage, and cancer, proper handling and disposal procedures are necessary when working with this chemical.

Upstream product

• 65114-32-1 1,2-dibenzyl-1,2-dimethylhydrazine 
• 100-52-7 benzaldehyde 
• 1075-70-3 benzaldehyde N,N-dimethylhydrazone 
• 57-14-7 N,N-Dimethylhydrazine 
• 100-44-7 benzyl chloride 

Downstream Products

• 78817-45-5 benzoic acid N-benzyl-N',N'-dimethyl-hydrazide 
• 1450733-40-0 (S)-1-benzyl-3-(1-benzyl-2,2-dimethoxyethyl)-1-dimethylaminourea 
• 63299-79-6 2-Benzyl-4-(2,6-diisopropylphenyl)-1,1-dimethyl-thiosemicarbazid 
• 63299-78-5 2-Benzyl-1,1-dimethyl-4-(2,6-dimethylphenyl)-thiosemicarbazid 

Relevant academic research and scientific papers

Plant growth regulator daminozide is a selective inhibitor of human KDM2/7 histone demethylases

The JmjC oxygenases catalyze the N-demethylation of Nε- methyl lysine residues in histones and are current therapeutic targets. A set of human 2-oxoglutarate analogues were screened using a unified assay platform for JmjC demethylases and related oxygenases. Results led to the finding that daminozide (N-(dimethylamino)succinamic acid, 160 Da), a plant growth regulator, selectively inhibits the KDM2/7 JmjC subfamily. Kinetic and crystallographic studies reveal that daminozide chelates the active site metal via its hydrazide carbonyl and dimethylamino groups.

Efficient reductions of dimethylhydrazones using preformed primary amine boranes

A convenient method for the reduction of N,N-dimethylhydrazones using amine borane complexes generated in situ is described. It was found that primary amine borane complexes performed exceedingly well at reducing N,N-dimethylhydrazones in as little as 1.1 equivalents, furnishing the corresponding air-sensitive hydrazine products in excellent yields.

Modular construction of quaternary hemiaminal-based inhibitor candidates and their in cellulo assessment with HIV-1 protease

Non-peptidomimetic drug-like protease inhibitors have potential for circumventing drug resistance. We developed a much-improved synthetic route to our previously reported inhibitor candidate displaying an unusual quaternized hemi-aminal. This functional group forms from a linear precursor upon passage into physiological media. Seven variants were prepared and tested in cellulo with our HIV-1 fusion-protein technology that result in an eGFP-based fluorescent readout. Three candidates showed inhibition potency above 20 μM and toxicity at higher concentrations, making them attractive targets for further refinement. Importantly, our class of original inhibitor candidates is not recognized by two major multidrug resistance pumps, quite in contrast to most clinically applied HIV-1 protease inhibitors.

Stereoselective pinacol coupling of planar chiral (benzaldehyde)Cr(Co)3, (benzaldimine)Cr(CO)3, ferrocenecarboxaldehyde and (dienal)Fe(CO)3 complexes with samarium diiodide

An intermolecular pinacol coupling of the Planar chiral tricarbonylchromium complexes of o-substituted benzaldehydes or benzaldimines with samarium(II) diiodide in THF produces exclusively threo 1.2-diols or 1,2-diamines in an optically pure form, while the corresponding racemic o- substituted benzaldehyde or benzaldimine chromium complexes give a mixture of threo and erythro pinacol coupling products in a various ratio depending upon the nature of o-substituent. Similarly, planar chiral 2-substituted ferrocenecarboxaldehydes and (dienal)Fe(CO)3 produce the corresponding 1.2- diols with high stereoselectivity. The generated transition metal-complexed ketyl radical intermediates are configurationally stable with restriction to a rotation about C(α)-C(ipso) bond.

Linear dicarbonylation of difunctionalized butenes

Difunctional butenes are linearly dicarbonylated into 3-hexene-1,6-dioic acid or alkyl diesters thereof, well suited for the ultimate production of, e.g., adipic acid, by reacting such difunctional butene with carbon monoxide and, if appropriate, an alcohol, at an elevated temperature under superatmospheric pressure, in the presence of at least one source of hydrogen chloride and a catalytically effective amount of palladium, at least a portion of which palladium being in the zero oxidation state, as well as a quaternary onium chloride of nitrogen or phosphorus, the nitrogen or phosphorus atom being tetracoordinated to carbon atoms, with the proviso that the nitrogen atom may be coordinated to two pentavalent phosphorus atoms.