5446-18-4

Basic information

• Product Name: 2,4-Dichlorophenylhydrazine hydrochloride
• Synonyms: 2,4-DICHLOROPHENYLHYDRAZINE HCL;2,4-DICHLOROPHENYLHYDRAZINE HYDROCHLORIDE;(2,4-dichlorophenyl)hydrazine monohydrochloride;1-(2,4-DICHLOROPHENYL)HYDRAZINE HYDROCHLORIDE;2,4-Dichoropheynylhydrazine hydrochloride;4-Bromo-3-Aminoacetophdnone;Hydrazine, (2,4-dichlorophenyl)-, monohydrochloride;2,4-Dichlorophenylhydrazine hydrochloride 99%
• CAS NO: 5446-18-4
• Molecular Formula: C₆H₆Cl₂N₂*ClH
• Molecular Weight: 213.49
• EINECS: 226-659-6
• Product Categories: Amines and Anilines;Halides;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Phenylhydrazine;API intermediates;Hydrazines;Nitrogen Compounds;Organic Building Blocks
• Mol File: 5446-18-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 220-224 °C(lit.)
• Boiling Point: 268.8 °C at 760 mmHg
• Flash Point: 116.4 °C
• Appearance: Off-white to light brown/Crystalline Powder
• Density: 1.475 g/cm³
• Vapor Pressure: 0.00752mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: soluble
• BRN: 3708828
• CAS DataBase Reference: 2,4-Dichlorophenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichlorophenylhydrazine hydrochloride(5446-18-4)
• EPA Substance Registry System: 2,4-Dichlorophenylhydrazine hydrochloride(5446-18-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT
• Hazardous Substances Data: 5446-18-4(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

2,4-Dichlorophenylhydrazine hydrochloride was used in the synthesis of pyrazole analogues of curcumin.

InChI:InChI=1/C6H6Cl2N2.ClH/c7-4-1-2-6(10-9)5(8)3-4;/h1-3,10H,9H2;1H

Upstream product

• 554-00-7 2,4-Dichloroaniline 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 77635-92-8 N-(2,4-Dichloro-phenyl)-N'-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-hydrazine 
• 501426-49-9 1-(2,4-dichlorophenyl)-4-methyl-5-(3,4-methylenedioxyphenyl)-1H-pyrazole-3-carboxylic acid ethyl ester 
• 511533-25-8 ethyl 1-(2',4'-dichlorophenyl)-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 4792-70-5 5,7-dichloro-indole-2-carboxylic acid ethyl ester 
• 1003004-61-2 1-(2,4-dichlorophenyl)-5-selenophene-2-yl-1H-pyrazole-3-carboxylic Acid Ethyl Ester 
• 77635-75-7 4-{1-[(2,4-Dichloro-phenyl)-hydrazono]-ethyl}-benzonitrile 
• 73569-32-1 2,3-Bis-[(2,4-dichloro-phenyl)-hydrazono]-propan-1-ol 
• 116599-88-3 1-(2,4-dichloro-anilino)-2-methyl-4,6-diphenyl-pyridinium; chloride 
• 106103-85-9 (2,4-dichloro-phenylhydrazono)-acetic acid 
• 99602-27-4 1,1-dichloro-2-(2,4-dichlorophenylazo)ethene 
• 14657-26-2 1-(2,4-dichloro-phenyl)-semicarbazide 
• 857816-75-2 acetic acid-[(2,3-dichloro-but-2-enylidene)-(2,4-dichloro-phenyl)-hydrazide] 
• 408539-08-2 2,3-dichloro-crotonaldehyde-(2,5-dichloro-phenylhydrazone) 
• 77635-35-9 4'-methylacetophenone 2,4-dichlorophenylhydrazone 

Relevant articles and documents

Design, Synthesis, and Antifungal Activity of 2,6-Dimethyl-4-aminopyrimidine Hydrazones as PDHc-E1 Inhibitors with a Novel Binding Mode

A series of novel 2,6-dimethyl-4-aminopyrimidine hydrazones 5 were rationally designed and synthesized as pyruvate dehydrogenase complex E1 (PDHc-E1) inhibitors. Compounds 5 strongly inhibited Escherichia coli (E. coli) PDHc-E1 (IC50 values 0.94-15.80 μM). As revealed by molecular docking, site-directed mutagenesis, enzymatic, and inhibition kinetic analyses, compounds 5 competitively inhibited PDHc-E1 and bound in a "straight"pattern at the E. coli PDHc-E1 active site, which is a new binding mode. In in vitro antifungal assays, most compounds 5 at 50 μg/mL showed more than 80% inhibition against the mycelial growth of six tested phytopathogenic fungi, including Botrytis cinerea, Monilia fructigena, Colletotrichum gloeosporioides, andBotryosphaeria dothidea. Notably, 5f and 5i were 1.8-380 fold more potent against M. fructigena than the commercial fungicides captan and chlorothalonil. In vivo, 5f and 5i controlled the growth of M. fructigena comparably to the commercial fungicide tebuconazole. Thus, 5f and 5i have potential commercial value for the control of peach brown rot caused by M. fructigena.

Design, synthesis and biological activities of novel benzoyl hydrazines containing pyrazole

In search of environmentally benign compounds with high biological activity, low toxicity and low resistance, 8 novel benzoyl hydrazines containing pyrazole were designed and synthesized. All compounds were characterized by 1H NMR spectra and HRMS. The preliminary results of biological activity assessment indicated that most of title compounds exhibited certain insecticidal activities against Mythimna separata Walker at 200 mg·L -1 but excellent fungicidal activities against six fungus at 50 mg·L-1, which were better than the control. Eight novel benzoyl hydrazines containing pyrazole were designed and synthesized. The preliminary results of biological activity assessment indicated that most of title compounds exhibited certain insecticidal activities against Mythimna separata Walker at 200 mg·L-1 but excellent fungicidal activities against six fungus at 50 mg·L-1, which were better than the control. Copyright

PHARMACEUTICAL COMPOUNDS

Condensed tricyclic compounds having a condensed structure containing one phenyl and one pyrazole ring linked with each other by a central ring comprising from five to eight atoms, having affinity for the CB1 and/or CB2 receptors, with central nervous system and/or peripheral activity, of formula (I): wherein the various substituents are as defined in the description. The compounds show affinity for the CB1 and/or CB2 cannabinoidergic receptors.