14763-20-3

Usage

Uses

Used in Pharmaceutical Synthesis:
(3-chlorophenyl)hydrazine is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical industry, (3-chlorophenyl)hydrazine is utilized as a precursor in the production of pesticides and other agrochemicals, enhancing crop protection and yield.
Used in Dye Manufacturing:
(3-chlorophenyl)hydrazine is employed as a building block in the manufacturing of dyes, contributing to the coloration and properties of various dye products.
Used in Organic Chemistry as a Reagent:
As a reagent in organic chemistry, (3-chlorophenyl)hydrazine is used for the preparation of other compounds, facilitating the advancement of chemical research and the creation of novel substances.
Used in Cancer Treatment Research:
(3-chlorophenyl)hydrazine is under investigation for its potential therapeutic applications in cancer treatment, due to its demonstrated anti-inflammatory and cytotoxic properties, which may contribute to the development of new cancer therapies.

InChI:InChI=1/C6H7ClN2/c7-5-2-1-3-6(4-5)9-8/h1-4,9H,8H2

Upstream product

• 17333-84-5 3-chlorobenzenediazonium 
• 108-42-9 3-chloro-aniline 
• 456-39-3 3-chlorobenzenediazonium tetrafluoroborate 
• 541-73-1 1,3-Dichlorobenzene 
• 2312-23-4 m-chlorophenylhydrazine hydrochloride 
• 7647-01-0 hydrogenchloride 
• 100-77-6 3-chlorobenzenediazonium chloride 

Downstream Products

• 107915-27-5 4-[2-(3-chloro-phenyl)-5-methyl-2H-pyrazol-3-yl]-pyridine 
• 107915-26-4 4-[1-(3-chloro-phenyl)-5-methyl-1H-pyrazol-3-yl]-pyridine 
• 20629-91-8 2-(3-chloro-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one 
• 2989-41-5 benzaldehyde-(3-chloro-phenylhydrazone) 
• 118305-91-2 1-(3-chloro-phenyl)-4-propyl-pyrazolidine-3,5-dione 
• 108870-85-5 N-(5-chloro-2-nitro-phenyl)-N'-(3-chloro-phenyl)-hydrazine 
• 6463-41-8 1-(m-chlorophenyl)-3-amino-2-pyrazoline 
• 27588-30-3 1-(3-chloro-phenyl)-4-methyl thiosemicarbazide 
• 119379-82-7 1,4-bis-(3-chloro-phenyl)-thiosemicarbazide 
• 412339-43-6 2-(3-chlorophenyl)phthalazin-1(2H)-one 
• 81303-08-4 4-chloro-2,3-diphenyl-1H-indole 
• 131409-98-8 4-[5-ethyl-2-(3-chloro-phenyl)-2H-pyrazol-3-yl]-pyridine 
• 34873-74-0 1-(3-chloro-phenyl)-[1,2,4]triazolidine-3,5-dione 
• 40401-41-0 1-(3-chlorophenyl)-3-methyl-1H-pyrazol-5-amine 

Relevant academic research and scientific papers

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.

Preparation method of 3-chlorophenylhydrazine phosphate

The invention relates to a preparation method of 3-chlorophenylhydrazine phosphate. The method comprises the steps of diazotization, reduction, purification and salt formation. In the diazotization and reduction steps, a reaction liquid is kept strongly acidic with concentrated hydrochloric acid, such that smooth and complete reactions are ensured. In the reduction step, zinc powder-concentrated hydrochloric acid is adopted as a reducing agent for replacing sodium thiosulfate, sodium bisulfite, stannous chloride-hydrochloric acid and the like, such that reduction performance is good, yield is high, and reaction time is shortened. Impurities such as zinc hydroxide produced in the reaction are easy to remove, such that product impurity amount is low, and product purity is high. In the salt formation step, acetone is used for leaching, such that product purity is improved, and product appearance is ensured. The preparation method has the advantages of stable and reliable process, easy operation, and high product purity (product content is no lower than 99.2% as a result of high-performance liquid chromatography). A product yield is no lower than 42%. The method can completely satisfy market demands on 3-chlorophenylhydrazine phosphate.

Preparation method for 3-chlorophenyl-hydrazine oxalate

The invention relates to a preparation method for 3-chlorophenyl-hydrazine oxalate. The preparation method comprises the steps of diazotization, reduction, purification and salt formation. In the steps of diazotization and reduction, a reaction liquid is maintained strongly acidic by using concentrated hydrochloric acid to ensure smooth and complete reaction. In the step of reduction, zinc powder-concentrated hydrochloric acid is taken as a reducing agent which replaces sodium thiosulfate, sodium hydrogen sulfite, stannous chloride-hydrochloric acid and the like, so that the reducing performance is good, the yield is high, the reaction time is shortened, impurities such as zinc hydroxide generated after reaction are conveniently removed, and the product is few in impurities and high in purity. In the step of salt formation, acetone is used for elution, so that the product purity is improved and the appearance of the product is ensured. The preparation method provided by the invention is stable and reliable in process and easy to operate, and the product purity is high (the content of 3-chlorophenyl-hydrazine oxalate measured by high performance liquid chromatography is greater than or equal to 99%), and the yield is greater than or equal to 42%, and therefore, the demand on 3-chlorophenyl-hydrazine oxalate in the market is fully satisfied.

SUBSTITUTED HETEROAROMATIC PYRAZOLE-CONTAINING CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted heteroaromatic pyrazole-containing carboxamide and urea derivatives as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

Substituted Heteroaromatic Pyrazole-Containing Carboxamide and Urea Compounds as Vanilloid Receptor Ligands

Substituted heteroaromatic pyrazole-containing carboxamide and urea compounds as vanilloid receptor ligands, pharmaceutical compositions containing these compounds and also to a method of using these compounds for treating and/or inhibiting pain and further diseases and/or disorders.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH AN N-CYCLIC GROUP AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives bearing a phenyl moiety substituted with an N-cyclic group as vanilloid receptor ligands formula (S) to pharmaceutical compositions containing these compounds of the general formula (S) and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH AN O-CONTAINING GROUP AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives of formula (Q) as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH A CO-CONTAINING GROUP AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives bearing a phenyl moiety substituted with a CO-containing group as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH AN SO2-CONTAINING GROUP AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives bearing a phenyl moiety substituted with a S02-containing group as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.

SUBSTITUTED PYRAZOLYL-BASED CARBOXAMIDE AND UREA DERIVATIVES BEARING A PHENYL MOIETY SUBSTITUTED WITH AN N-CONTAINING GROUP AS VANILLOID RECEPTOR LIGANDS

The invention relates to substituted pyrazolyl-based carboxamide and urea derivatives of formula (R) bearing a phenyl moiety substituted with an N-containing group as vanilloid receptor ligands, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.