85293-10-3

Basic information

• Product Name: (2-METHOXY-BENZYL)-HYDRAZINE
• Synonyms: ASINEX-REAG BAS 07761962;(2-METHOXY-BENZYL)-HYDRAZINE
• CAS NO: 85293-10-3
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.19
• Mol File: 85293-10-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2-METHOXY-BENZYL)-HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHOXY-BENZYL)-HYDRAZINE(85293-10-3)
• EPA Substance Registry System: (2-METHOXY-BENZYL)-HYDRAZINE(85293-10-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 85293-10-3(Hazardous Substances Data)

Usage

General Description

(2-Methoxy-benzyl)-hydrazine is an organic compound with the chemical formula C8H12N2O. It is a hydrazine derivative, which is a class of molecules containing an -NH-NH2 functional group. This chemical is a clear liquid with a slightly sweet odor and is commonly used in organic synthesis as a reagent for the preparation of various compounds. It is also utilized in the pharmaceutical and agrochemical industries, as well as in the production of dyes and polymers. Additionally, (2-methoxy-benzyl)-hydrazine has potential applications in the field of medicinal chemistry due to its ability to form bonds with certain biological molecules. However, like many chemical compounds, it should be handled with care and proper safety precautions.

Upstream product

• 52289-93-7 o-Methoxybenzyl bromide 
• 612-16-8 (2-methoxyphenyl)methanol 
• 135-02-4 ortho-anisaldehyde 
• 90-02-8 salicylaldehyde 
• 861548-34-7 2-methoxy-benzaldehyde-(2-methoxy-benzylhydrazone) 

Downstream Products

• 1051929-74-8 benzyl 4-(6-(2-methoxybenzyl)-4-methyl-7-oxo-3-(trifluoromethyl)-6,7-dihydro-1H-pyrazolo[3,4-d]pyridazin-1-yl)piperidine-1-carboxylate 

Relevant articles and documents

Rapid and reversible hydrazone bioconjugation in cells without the use of extraneous catalysts

The amenability of hydrazone linkages to disassemble via either hydrolysis in mildly acidic aqueous solutions or transimination upon treatment with amine nucleophiles renders them extremely attractive for applications in chemical biology, drug delivery and materials science. Unfortunately, however, the use of hydrazones is hampered by the extremely slow intrinsic rates of their formation from their hydrazine and carbonyl precursors. Consequently, hydrazone formation is typically performed in the presence of a large excess of cytotoxic aniline-based nucleophilic catalysts, rendering hydrazones unsuitable for biological applications that entail their formation in cells. Herein, we report a hydrazine scaffold - o-amino benzyl hydrazine - that rapidly forms hydrazones via intramolecular nucleophilic catalysis, thereby obviating the use of extraneous catalysts. We demonstrate the use of this scaffold for rapid and reversible peptide and protein hydrazone bioconjugation and also for reversible fluorescent labeling of sialylated glycoproteins and choline lipids in mammalian cells.