6971-45-5

Basic information

• Product Name: (2-Methoxyphenyl)hydrazine hydrochloride
• Synonyms: 2-METHOXYBENZYLHYDRAZINE DIHYDROCHLORIDE;(2-methoxyphenyl)hydrazine monohydrochloride;2-Methoxyphenylhydrazine hydrochloride 98%;(2-Methoxyphenyl)hydrazine hydrochloride
• CAS NO: 6971-45-5
• Molecular Formula: C₇H₁₀N₂O*ClH
• Molecular Weight: 225.12
• EINECS: 230-199-1
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Phenylhydrazine
• Mol File: 6971-45-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 118-120°C
• Boiling Point: 263.5 °C at 760 mmHg
• Flash Point: 113.2 °C
• Appearance: /
• Vapor Pressure: 0.0014mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility: Soluble in water
• CAS DataBase Reference: (2-Methoxyphenyl)hydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Methoxyphenyl)hydrazine hydrochloride(6971-45-5)
• EPA Substance Registry System: (2-Methoxyphenyl)hydrazine hydrochloride(6971-45-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 6971-45-5(Hazardous Substances Data)

Usage

General Description

(2-Methoxyphenyl)hydrazine hydrochloride, also known as o-Methoxyphenylhydrazine hydrochloride, is a chemical compound that is a derivative of hydrazine. It is commonly used in pharmaceutical and research applications as a building block for the synthesis of various pharmaceuticals and agrochemicals. (2-Methoxyphenyl)hydrazine hydrochloride has been studied for its potential as a DNA-alkylating agent in cancer treatment and has shown promising results in preclinical studies. However, it is important to handle this compound with caution as it is considered to be hazardous and can cause irritation to the skin, eyes, and respiratory system. Additionally, it should be stored in a cool, dry place away from heat, sparks, and open flames.

InChI:InChI=1/C8H12N2O.2ClH/c1-11-8-5-3-2-4-7(8)6-10-9;;/h2-5,10H,6,9H2,1H3;2*1H

Upstream product

• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 68528-93-8 4-{[1-(2-methoxy-phenyl)-3-methyl-5-oxo-1,5-dihydro-pyrazol-4-ylidene]-hydrazino}-N-thiazol-2-yl-benzenesulfonamide 
• 110570-16-6 4-Hydroxy-3-{1-[(2-methoxy-phenyl)-hydrazono]-ethyl}-chromen-2-one 
• 53526-99-1 2-<2-(2-methoxyphenyl)hydrazino>tropone 
• 121953-66-0 4-isopropenyl-2-<2-(2-methoxyphenyl)hydrazino>tropone 
• 81016-49-1 5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid N'-(2-methoxy-phenyl)-hydrazide 
• 87650-47-3 4-[1-(2-Methoxy-phenyl)-5-oxo-2,5-dihydro-1H-pyrazol-3-yl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester 
• 501426-51-3 1-(2-methoxyphenyl)-4-methyl-5-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester 
• 503000-58-6 N-(6a-ethyl-decahydro-pyrrolo[3,2,1-ij]quinolin-9-ylidene)-N'-(2-methoxy-phenyl)-hydrazine 
• 1026587-55-2 2-(2-methoxy-phenyl)-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester 
• 110570-29-1 1-(2-Methoxy-phenyl)-3-methyl-1H-chromeno[4,3-c]pyrazol-4-one 
• 73726-36-0 1-Hydroxymethyl-3-(2-methoxy-phenyl)-5,7-dimethyl-4-oxo-3,4-dihydro-phthalazine-6-carboxylic acid ethyl ester 
• 863585-94-8 3-amino-5-(4-methoxybenzyl)-2-(2-methoxyphenyl)-2,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one 

Relevant articles and documents

Synthesis, in vitro Antimicrobial, and Cytotoxic Activities of New 1,3,4-Oxadiazin-5(6H)-one Derivatives from Dehydroabietic Acid

A series of new 1,3,4-oxadiazin-5(6H)-one derivatives (6a–n) of dehydroabietic acid were designed and synthesized as potential antimicrobial and antitumor agents. Their structures were characterized by IR, 1H NMR, 13C NMR, MS, and elemental analyses. All the title compounds were evaluated for their antimicrobial activity against four bacterial and three fungal strains using the serial dilution method. Among them, compound 6e showed the highest antibacterial activity against Bacillus subtilis with a minimum inhibitory concentration (MIC) value of 1.9 μg/mL. In addition, the in vitro cytotoxic activities of the title compounds were also assayed against three human carcinoma cell lines (MCF-7, SMMC-7721, and HeLa) through the MTT colorimetric method. As a result, compounds 6b, 6g, 6k, and 6m exhibited significant inhibition against at least one cell line with IC50 values below 10 μM. Compound 6m was especially found to be the most potent derivative with IC50 values of 2.26 ± 0.23, 0.97 ± 0.11, and 1.89 ± 0.31 μM against MCF-7, SMMC-7721, and HeLa cells, respectively, comparable to positive control etoposide.

Synthesis and antimicrobial activities of novel 1H-dibenzo[a,c]carbazoles from dehydroabietic acid

A series of novel 1H-dibenzo[a,c]carbazole derivatives were synthesized in good yield through reaction of methyl 7-oxo-dehydroabietate with a variety of substituted phenylhydrazines. The structures of the newly synthesized compounds were confirmed by IR, 1H NMR, MS spectral studies and elemental analysis. All compounds were investigated for their activity against four bacteria (Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas fluorescens) and three fungi (Trichophyton rubrum, Candida albicans and Aspergillus niger). Among the compound tested, 6d, 6e, 6f and 6m exhibited pronounced antibacterial activities and 6e and 6m also showed moderate antifungal activities. Particularly, 6d exhibited stronger antibacterial activity against B. subtilis comparable to positive control.