Atomfair Fluazinam Frowncide C13H4Cl2F6N4O4 CAS 79622-59-6

Fluazinam (CAS: 79622-59-6) is a highly effective chlorophenylpyridine fungicide with the molecular formula C13H4Cl2F6N4O4. Its IUPAC name is 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine . This broad-spectrum fungicide is widely recognized for its protective and curative action against fungal pathogens, particularly Oomycetes such as Phytophthora and Plasmopara species. Fluazinam exhibits excellent residual activity and rainfastness, making it ideal for integrated pest management (IPM) programs in agriculture. It functions as a potent uncoupler of oxidative phosphorylation, disrupting fungal energy production. Available in technical-grade purity (>98%), this compound is suitable for research, formulation development, and agrochemical studies. Proper handling and storage under cool, dry conditions are recommended…

Description

Fluazinam (CAS: 79622-59-6) is a highly effective chlorophenylpyridine fungicide with the molecular formula C13H4Cl2F6N4O4. Its IUPAC name is 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine. This broad-spectrum fungicide is widely recognized for its protective and curative action against fungal pathogens, particularly Oomycetes such as Phytophthora and Plasmopara species. Fluazinam exhibits excellent residual activity and rainfastness, making it ideal for integrated pest management (IPM) programs in agriculture. It functions as a potent uncoupler of oxidative phosphorylation, disrupting fungal energy production. Available in technical-grade purity (>98%), this compound is suitable for research, formulation development, and agrochemical studies. Proper handling and storage under cool, dry conditions are recommended to maintain stability.

Properties

  • CAS Number: 79622-59-6
  • Complexity: 628
  • IUPAC Name: 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine
  • InChI: InChI=1S/C13H4Cl2F6N4O4/c14-6-1-4(12(16,17)18)3-22-11(6)23-9-7(24(26)27)2-5(13(19,20)21)8(15)10(9)25(28)29/h1-3H,(H,22,23)
  • InChI Key: UZCGKGPEKUCDTF-UHFFFAOYSA-N
  • LogP: log Kow = 4.1
  • Exact Mass: 463.9513790
  • Molecular Formula: C13H4Cl2F6N4O4
  • Molecular Weight: 465.09
  • SMILES: C1=C(C=NC(=C1Cl)NC2=C(C=C(C(=C2[N+](=O)[O-])Cl)C(F)(F)F)[N+](=O)[O-])C(F)(F)F
  • Topological: 117
  • Monoisotopic Mass: 463.9513790
  • Physical Description: Light yellow solid; Omega 500F: Yellow liquid with a pungent odor (40% active ingredient); [Reference #2]
  • Color/Form: Light yellow crystals
  • Odor: Pungent at 23 ยฐC
  • Melting Point: 115-117 ยฐC
  • Solubility: Solubility in n-hexane 12, acetone 470, toluene 410, diethyl ether 320, dichloromethane 330, ethanol 150
  • Density: 1.259 g/mL at 25 ยฐC
  • Vapor Pressure: 0.000056 [mmHg]
  • Henry’s Law Constant: Henry’s Law constant = 2.5X10-4 atm-cu m/mol at 25 ยฐC /Estimated/
  • Stability/Shelf Life: Stable to acid, alkali and heat.
  • Viscosity: 1040 cP at 20 rpm, 572 cP at 50 rpm, 375 cP at 100 rpm
  • Dissociation Constants: pKa = 7.34 at 20 ยฐC
  • Synonyms: Fluazinam, 79622-59-6, Frowncide, Fluazinam [ISO], 3-Chloro-N-(3-chloro-2,6-dinitro-4-trifluoromethylphenyl)-5-trifluoromethyl-2-pyridylamine, 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine, 0P91PCK33Q, DTXSID7032551, CHEBI:81843, Shirlan Flow, 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2-pyridinamine, Fluazinam 10 microg/mL in Cyclohexane, Altima, Sekoya, Mapro, N-(3-Chloro-5-trifluoromethyl-2-pyridyl)-2,6-dinitro-3-chloro-4-trifluoromethylaniline, Shirlan (Zeneca), IKF 1216, ASC 66825, ASC 67178, PP 192, 3-Chloro-N-(3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-2-pyridinamine, HSDB 7264, UNII-0P91PCK33Q, MFCD00214168, Fluazinam (Standard), FLUAZINAM [MI], FLUAZINAM [HSDB], 3-Chloro-N-(5-chloro-2,6-dinitro-4-trifluoromethylphenyl)-5-trifluoromethyl-2-pyridinamine, SCHEMBL22373, CHEMBL1878267, DTXCID5012551, HY-B1839R, ICI-A-192, UZCGKGPEKUCDTF-UHFFFAOYSA-, HY-B1839, IKF-1216, Tox21_301177, PP-192, AKOS015895939, AC-8413, KS-5367, NCGC00163725-01, NCGC00163725-02, NCGC00163725-03, NCGC00163725-04, NCGC00255075-01, 2-Pyridinamine, 3-chloro-N-(3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-, CAS-79622-59-6, CS-0013909, F0869, NS00008648, Fluazinam, PESTANAL(R), analytical standard, C18578, F21449, A839728, Q2202504, 3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)p, 3-chloranyl-N-[3-chloranyl-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridin-2-amine, 3-CHLORO-N-(3-CHLORO-5-TRIFLUOROMETHYL-2-PYRIDYL)-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-2,6-DINITRO-P-TOLUIDINE, 3-Chloro-N-(3-chloro-5-trifluoromethyl-2-pyridyl)-alpha,alpha,alpha-trifluoro-2,6-dinitro-p-toluidine, 3-Chloro-N-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2,6-dinitro-4-(trifluoromethyl)aniline, FLUAZINAM;3-CHLORO-N-(3-CHLORO-2,6-DINITRO-4-(TRIFLUOROMETHYL)PHENYL)-5-(TRIFLUOROMETHYL)-2-PYRIDINAMINE, InChI=1/C13H4Cl2F6N4O4/c14-6-1-4(12(16,17)18)3-22-11(6)23-9-7(24(26)27)2-5(13(19,20)21)8(15)10(9)25(28)29/h1-3H,(H,22,23)

Application

Fluazinam is primarily used as a fungicide in agricultural applications to control diseases like late blight in potatoes and downy mildew in grapes. It is effective against a broad range of fungal pathogens, particularly Oomycetes, due to its unique mode of action disrupting mitochondrial ATP production. The compound is often applied as a foliar spray, providing both protective and curative benefits. Its strong rainfastness ensures prolonged efficacy even under adverse weather conditions. Researchers also study Fluazinam for its potential resistance management properties in integrated pest control systems.

Safety and Hazards

GHS Hazard Statements

  • H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
  • H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]
  • H332: Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]
  • H351: Suspected of causing cancer [Warning Carcinogenicity]
  • H360: May damage fertility or the unborn child [Danger Reproductive toxicity]
  • H370: Causes damage to organs [Danger Specific target organ toxicity, single exposure]
  • H372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]

Precautionary Statements

  • P203, P260, P261, P264, P264+P265, P270, P271, P272, P280, P302+P352, P304+P340, P305+P354+P338, P308+P316, P317, P318, P319, P321, P333+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (32.3%)
  • Skin Sens. 1 (98.6%)
  • Eye Dam. 1 (98.2%)
  • Acute Tox. 4 (98.2%)
  • Repr. 2 (84.8%)
  • Repr. 2 (13.4%)
  • STOT RE 2 (13.4%)
  • Aquatic Acute 1 (98.6%)
  • Aquatic Chronic 1 (98.6%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

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