2924-16-5

Basic information

• Product Name: 3-Fluorophenylhydrazine hydrochloride
• Synonyms: 3-FLUOROPHENYLHYDRAZINE HYDROCHLORIDE;1-(3-FLUOROPHENYL)HYDRAZINE HYDROCHLORIDE;3-FLUOROPHENYLHYDRAZINE HYDROCHLORIDE, 9 7%;3-Fluorophenylhydrazine HCl;3-Fluorophenylhydrazine hydrochloride 97%;Hydrazine, (3-fluorophenyl)-, monohydrochloride;3-FluorPhenylhydrazine hydrochloride
• CAS NO: 2924-16-5
• Molecular Formula: C₆H₇FN₂*ClH
• Molecular Weight: 162.59
• EINECS: 220-886-4
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Phenylhydrazine;Hydrazines;Nitrogen Compounds;Organic Building Blocks;Aryl Fluorinated Building Blocks;Building Blocks;C6;Chemical Synthesis;Fluorinated Building Blocks;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 2924-16-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 268 °C (dec.)(lit.)
• Boiling Point: 226.7 °C at 760 mmHg
• Flash Point: 90.9 °C
• Appearance: White to light brown/Powder
• Vapor Pressure: 0.0931mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Chloroform : DMSO = 1 : 1 (Slightly), Methanol (Slightly)
• BRN: 3627729
• CAS DataBase Reference: 3-Fluorophenylhydrazine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluorophenylhydrazine hydrochloride(2924-16-5)
• EPA Substance Registry System: 3-Fluorophenylhydrazine hydrochloride(2924-16-5)

Safety Data

• Hazard Codes: Xn,Xi,T
• Statements: 20/21/22-36/37/38-43-40-23/24/25
• Safety Statements: 26-37/39-45-36/37-36
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 2924-16-5(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

3-Fluorophenylhydrazine Hydrochloride can be used to synthesize compounds that are useful for the prophylaxis and treatment of pro-inflammatory cytokine mediated diseases, and in particular, p38 activity mediated inflammation and related conditions.

InChI:InChI=1/C6H7FN2.ClH/c7-5-2-1-3-6(4-5)9-8;/h1-4,9H,8H2;1H

Upstream product

• 372-19-0 meta-fluoroaniline 
• 658-27-5 m-fluorophenylhydrazine 
• 1121-86-4 1-Fluoro-3-iodobenzene 

Downstream Products

• 69099-29-2 1-(3-fluoro-phenyl)-1,4-dihydro-thiochromeno[4,3-c]pyrazole-3-carboxylic acid methyl ester 
• 188180-95-2 2-(3-Fluoro-phenyl)-3-oxo-3,5-dihydro-2H-pyridazino[4,3-b]indole-4-carboxylic acid ethyl ester 
• 204511-49-9 2-(3-Fluoro-phenyl)-2,5-dihydro-pyrazolo[3,4-c]quinolin-4-one 
• 251443-59-1 4,5-dihydro-1-(3-fluorophenyl)-5-(4-methylsulphonylphenyl)-3-trifluoromethyl-1H-pyrazole 
• 297755-12-5 6H-[1,3]thiazolo-[5,4-e]-indole-7,8dione-8-[N-(3-fluorophenyl)hydrazone](Z-isomer) 
• 287099-32-5 ethyl 7-chloro-3-(3-fluorophenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate 
• 346441-17-6 1-(3-fluorophenyl)-3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 6463-46-3 1-(3-fluoro-phenyl)-4,5-dihydro-1H-pyrazol-3-ylamine 
• 1000808-97-8 2-(3-fluorophenyl)-8-{[2-(3-fluorophenyl)-3-methyl-4-oxo-2,4-dihydrochromeno[4,3-c]pyrazol-8-yl]methyl}-3-methyl-2,4-dihydrochromeno[4,3-c]pyrazol-4-one 
• 1060664-16-5 4-(5-(4-(dimethylamino)phenyl)-1-(3-fluorophenyl)-4,5-dihydro-1H-pyrazol-3-yl)benzonitrile 
• 1060663-84-4 (+/-)-3-(4-Cyanophenyl)-1-(3-fluorophenyl)-5-phenyl-4,5-dihydro-1H-pyrazole 
• 138939-19-2 1-(3-fluorophenyl)-3,5-diphenyl-4,5-dihydro-1H-pyrazole 
• 912963-99-6 adamantane-1-carboxylic acid N'-(3-fluorophenyl)hydrazide 
• 138907-70-7 ethyl 5-amino-1-(3-fluorophenyl)-1H-pyrazole-4-carboxylate 

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 evaluation of glutamic acid derivatives as anti-oxidant and anti-inflammatory agents

A series of glutamic acid derivatives was synthesized and evaluated for their antioxidant activity and stability. We found several potent and stable glutamic acid derivatives. Among them, compound 12b exhibited good in vitro activity, chemical stability and cytotoxicity. A prototype compound 12b showed an anti-inflammatory effect in LPS-stimulated RAW 264.7 cell lines and in a zebrafish model.

Preparation method for 3-fluorophenylhydrazine hydrochloride

The invention relates to a preparation method for 3-fluorophenylhydrazine hydrochloride. The preparation method comprises the following steps: diazotization, reduction, purification and salt formation. During diazotization and reduction, concentrated hydrochloric acid enables a reaction solution to maintain highly acidic, so smooth and complete reaction is guaranteed. In the step of reduction, zinc dust-concentrated hydrochloric acid is used as a reducing agent to replace sodium hyposulfite, sodium bisulfate, stannous chloride-hydrochloric acid, etc., and the zinc dust-concentrated hydrochloric acid is good in reducing property and high in yield, shortens reaction time, enables impurities like zinc hydroxide produced after the reaction to be easy to remove and allows produced 3-fluorophenylhydrazine hydrochloride to be low in impurity content and high in purity. In the step of salt formation, acetone is used for leaching, so product purity is improved and product appearance is guaranteed. The preparation method is stable and reliable in process and easy to operate; and produced 3-fluorophenylhydrazine hydrochloride is high in purity (no less than 99% according to the results of content measurement via high performance liquid chromatography), has a yield of no less than 39% and completely meets market demands for 3-fluorophenylhydrazine hydrochloride.