4-Benzyloxyphenylhydrazine hydrochloride
[CAS# 52068-30-1]

Identification

• Classification: Chemical reagent >> Organic reagent >> Hydrazine
• Name: 4-Benzyloxyphenylhydrazine hydrochloride
• Molecular Formula: C₁₃H₁₄N₂O.HCl
• Molecular Weight: 250.72
• CAS Registry Number: 52068-30-1
• EC Number: 257-636-9
• SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)NN.Cl

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H315-H319-H332-H335
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P363-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2A	H319

Discovery and Applications

4-Benzyloxyphenylhydrazine hydrochloride was synthesized through a series of chemical reactions involving the benzylation of phenylhydrazine, followed by the addition of hydrochloric acid to form the stable hydrochloride salt. This synthesis was aimed at exploring the biological activity of phenylhydrazine derivatives, particularly their potential as intermediates in drug development. The precise date of discovery is not well-documented, but the compound has been referenced in scientific literature from the early 21st century as part of efforts to create novel pharmacological agents.

4-Benzyloxyphenylhydrazine hydrochloride has garnered interest primarily in the field of medicinal chemistry due to its potential applications in the synthesis of pharmaceuticals. One of its primary uses is as an intermediate in the creation of more complex molecules with therapeutic potential. Its unique structure allows it to participate in a variety of chemical reactions.

A notable application of 4-benzyloxyphenylhydrazine hydrochloride is in the development of anti-cancer agents. Researchers have explored its use in the synthesis of compounds that can inhibit the growth of cancer cells by interfering with specific cellular pathways. Additionally, its potential as an antioxidant has been investigated, given that hydrazine derivatives often exhibit properties that can neutralize free radicals and protect against oxidative stress.

Beyond cancer research, 4-benzyloxyphenylhydrazine hydrochloride is also utilized in the study of neuroprotective agents. Compounds derived from this chemical have shown promise in protecting neuronal cells from damage, which could be beneficial in treating neurodegenerative diseases such as Alzheimer's and Parkinson's.

References

2020. Novel quinolinone-pyrazoline hybrids: synthesis and evaluation of antioxidant and lipoxygenase inhibitory activity. Molecular Diversity, 24(4).
DOI: 10.1007/s11030-020-10045-x