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Fipronil

CAS No.
120068-37-3
Chemical Name:
Fipronil
Synonyms
Termidor;Fipronil 95%;Fluocyanobenpyrazole;ipronil;Non prednisolone;Frontline Spot-on;1-(2,6-Dichloro-4-trifluoroMethylphenyl)-3-cyano-5-aMino-4-(trifluoroMethylsulfinyl)pyrazole;5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile;REGENT;PRINCE
CBNumber:
CB7461570
Molecular Formula:
C12H4Cl2F6N4OS
Molecular Weight:
437.15
MDL Number:
MFCD00867812
MOL File:
120068-37-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:13

Fipronil Properties

Melting point 200-201°C
Boiling point 510.1±50.0 °C(Predicted)
Density 1.477-1.626
vapor pressure 3.7×10-7 Pa (25 °C)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility DMSO: 250 mg/mL (571.89 mM)
pka -5.86±0.20(Predicted)
form Solid
Water Solubility 1.9-2.4 mg 1l-1 (20 °C)
color White to Light yellow
λmax 208nm(H2O)(lit.)
Merck 14,4085
BRN 8090115
Henry's Law Constant 1.2×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Major Application agriculture
environmental
InChI 1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2
InChIKey ZOCSXAVNDGMNBV-UHFFFAOYSA-N
SMILES Nc1c(c(nn1-c2c(Cl)cc(cc2Cl)C(F)(F)F)C#N)S(=O)C(F)(F)F
LogP 4.000
CAS DataBase Reference 120068-37-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII QGH063955F
Pesticides Freedom of Information Act (FOIA) Fipronil
EPA Substance Registry System Fipronil (120068-37-3)
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H301+H311+H331-H372-H410
Precautionary statements  P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P314
PPE Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes  T,N
Risk Statements  23/24/25-48/25-50/53-55-57-36
Safety Statements  26-36/37/39-45-60-61-36/37-28
RIDADR  2588
WGK Germany  3
RTECS  UQ4430250
HazardClass  6.1(b)
PackingGroup  III
HS Code  29331990
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Aquatic Chronic 1
STOT RE 1 Oral
Hazardous Substances Data 120068-37-3(Hazardous Substances Data)
Toxicity LD50 in rats (mg/kg): 100 orally; >2000 dermally (Colliot); in mice (mg/kg): 32 i.p. (Cole)
REACH Registrations Active
NFPA 704
0
4 0

Fipronil price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001968 Fipronil European Pharmacopoeia (EP) Reference Standard 120068-37-3 180 mg $180 2026-04-30 Buy
Sigma-Aldrich 46451 Fipronil PESTANAL 120068-37-3 100mg $275 2026-04-30 Buy
Sigma-Aldrich 16785 Fipronil certified reference material, TraceCERT 120068-37-3 50mg $128 2026-04-30 Buy
TCI Chemical F0822 Fipronil 120068-37-3 1G $105 2026-04-30 Buy
TCI Chemical F0822 Fipronil 120068-37-3 5G $316 2026-04-30 Buy
Product number Packaging Price Buy
Y0001968 180 mg $180 Buy
46451 100mg $275 Buy
16785 50mg $128 Buy
F0822 1G $105 Buy
F0822 5G $316 Buy

Fipronil Chemical Properties,Uses,Production

Description

Fipronil is a white powder with a mouldy odour. It has a low solubility in water and is a slow-acting poison. It does not bind strongly with soil, and the half-life of fipronil– sulphone is 34 days. Fipronil is a broadspectrum insecticide of the phenylpyrazole group. Fipronil was first used extensively for the control of ants, beetles, cockroaches, fleas; ticks, termites, mole crickets, thrips, rootworms, weevils, flea of pets, field pest of corn, golf courses, and commercial turf, and other insects. Fipronil was first used in the United States in 1996. Fipronil is a topical insecticide. It kills adult fleas and larvae, ticks, and chewing lice. As a liquid, fipronil is applied on the back side skin of dogs and cats. Reports indicate that some animals do become hypersensitive (allergic) to fipronil.

Chemical Properties

White crystalline solid.

Chemical Properties

White SOlid

Uses

antifungal

Uses

Pesticide.

Uses

A broad spectrum insecticide which actively disrupts the CNS of contacted insects by blocking the passage of chloride ions through GABA receptors.

Uses

Fipronil is used for the control of a wide range of insect species in rice, cereals, corn, cotton, top fruit, sugar beet, sugar cane, oilseed rape, many vegetables and other high-value crops. It also has a veterinary use as an ectoparasiticide.

Definition

ChEBI: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile is a member of the class of pyrazoles that is 1H-pyrazole that is substituted at positions 1, 3, 4, and 5 by 2,6-dichloro-4-(trifluoromethyl)phenyl, cyano, (trifluoromethyl)sulfinyl, and amino groups, respectively. It is a nitrile, a dichlorobenzene, a primary amino compound, a member of pyrazoles, a sulfoxide and a member of (trifluoromethyl)benzenes.

Agricultural Uses

Insecticide, Veterinary medicine: Not approved for use in EU countries. Fipronil was introduced into the U.S. in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic animal and residential pests.

Trade name

BES® 602; CEASEFIRE®; CHIPCO®; COMBAT®; FRONTLINE; MB-46030®; H&G®; ICON®; MAXFORCE® ANT STATION; MAXFORCE® ROACH STATION; REGENCY SOFION®; REGENT®; REGENT® 500-FS; TERMIDOR® L VI-NIL

Mechanism of action

Broad-spectrum with contact and stomach action. GABA-gated chloride channel antagonist.

Pharmacology

Fipronil is a phenylpyrazole, the mode of action of which is to inhibit nerve transmission in arthropods by blocking γ -aminobutyric acid-gated chloride channels. Fipronil is available as spray and spot-on formulations to control fleas and ticks on cats and dogs. The adulticidal activity of fipronil accounts for the majority of its activity, although additional activity against flea eggs and larvae results from the presence of fipronil on hairs and debris shed into the environment from treated pets.
Autohistoradiography studies (11) into the cutaneous distribution of 14C-fipronil in the cat and dog following spot-on administration demonstrated that radioactivity was restricted principally to the stratum corneum, the viable epidermis, and the pilosebaceous units. Following its slow release from sebaceous glands, fipronil migrates in the sebum covering the skin and hairs by passive diffusion and was shown to persist on hair for up to 2 months after treatment.

Synthesis

FIPRONIL-SULFIDE

120067-83-6

Fipronil

120068-37-3

Example 1: This example illustrates the synthesis of 5-amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile. 100 g (0.23 mol) of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole (compound of formula (II)) was dissolved in a solvent mixture consisting of 900 g (6.97 mol) of dichloroacetic acid (DCAA) and 30 g (0.3 mol) of concentrated sulfuric acid. After stirring at 15°C for 30 min, 25 g (0.22 mol) of 30% w/w aqueous hydrogen peroxide solution was slowly added over 90 min. The reaction was continued until HPLC analysis showed a conversion of more than 95%. Upon completion of the reaction, the reaction mixture was quenched using sodium sulfite (Na2SO3). Subsequently, the separation and purification of the product was carried out by conventional methods, resulting in the target product in 98% yield and 97.5% HPLC purity.

Potential Exposure

Pyrazole/phenylpyrazole/organofluor ine insecticide; veterinary medicine. Fipronil was intro duced into the United States in 1996 for use in animal health and indoor pest control. It is the constituent of many products for controlling a wide spectrum of domestic ani mal and residential pests. Banned for use in EU.

Metabolic pathway

Through the abiotic degradation of fipronil in aqueous solution and on the soil surface, 5-amino-3- carbamoyl-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4- [(trifluoromethyl)sulfinyl]pyrazole is the only hydrolysis product detected. Fipronil in acidic aqueous solution exposed under a xenon lamp degrades with the concomitant appearance of 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)-phenyl]-4- (trifluoromethyl)pyrazole and 5-amino-3-cyano-1-[2,6- dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-sulfonic acid. Under field conditions, when fipronil is applied in formulation, four metabolites which include one product resulting from reduction on the sulfur atom of fipronil are detected.

Shipping

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN2902 Pesticide, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Degradation

Fipronil is stable in water at pH 5 and 7 but is slowly hydrolysed at pH 9 (DT50 28 days) to the amide (2). It undergoes rapid aqueous photolysis with a DT50 of ﹤0.5 day. The major photodecomposition product in water and on soil surfaces is desulfinyl-fipronil(3) which is formed by extrusion of the SO group. A minor photoproduct in water, on soil and on plant surfaces is the sulfonic acid (4). The mechanisms of these reactions are discussed in a recent paper by Bobe et al. (1998).

Toxicity evaluation

Acute oral LD50 for rats: 100 mg/kg

Waste Disposal

It is the responsibility of chemical waste generators to determine the toxicity and physical properties and of a discarded chemical and to properly identify its classification and certification as a haz ardous waste and to determine the disposal method. United States Environmental Protection Agency guidelines for the classification determination are listed in 40 CFR Parts 261.3. Additionally, waste generators must consult and fol low all regional, national, state and local hazardous waste laws to ensure complete and accurate classification and dis posal methods.

References

[1] Patent: WO2012/7938, 2012, A1. Location in patent: Page/Page column 9-10
[2] Patent: WO2007/122440, 2007, A1. Location in patent: Page/Page column 10-11
[3] Patent: US2009/30211, 2009, A1. Location in patent: Page/Page column 3
[4] Patent: WO2007/122440, 2007, A1. Location in patent: Page/Page column 11

Pesticide Type

Insecticide; Veterinary substance

20621-29-8
120068-79-3
120068-37-3
Synthesis of Fipronil from Trifluoromethyl sulfinyl chloride and 5-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole
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View Lastest Price from Fipronil manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fipronil pictures 2026-09-12 Fipronil
120068-37-3
0.99 RongNa Biotechnology Co.,Ltd
Fipronil pictures 2026-09-11 Fipronil
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$75.00-100.00 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Fipronil pictures 2026-09-11 Fipronil
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1KG 95%TC; 96%TC; 97%TC 7000kg/month WUHAN FORTUNA CHEMICAL CO., LTD
  • Fipronil pictures
  • Fipronil
    120068-37-3
  • 0.99
  • RongNa Biotechnology Co.,Ltd
  • Fipronil pictures
  • Fipronil
    120068-37-3
  • $75.00-100.00
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Fipronil pictures
  • Fipronil
    120068-37-3
  • 95%TC; 96%TC; 97%TC
  • WUHAN FORTUNA CHEMICAL CO., LTD

Fipronil Spectrum

4-((trifluoromethyl)sulfinyl)- m&b46030 PRINCE REGENT FIPRONIL 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile FIPRONIL <)>97 % (HPLC, EFF.) Goliath gel Granedo MC Grenade MC Maxforce FC Maxforce FC Select Roach Killer Bait Gel Over'n Out Regent TS TerMidor 80WG TopChoice (±)-5-amino-1-(2,6-dichloro)-4-(trifluoromethyl)phenyl-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile (±)-5-amino-1-(2,6-dichloro-α,α,α-trifluoro-p-tolyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitrile Fipronil 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-4-((trifluoromethyl)sulfinyl)-1H-pyrazole-3-carbonitrile Fipronil Solution, 100ppm Fipronil Solution, 1000ppm Fipronil80%WDG Fipronil 95% 1fipronil 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethane)sulfinyl-1H-pyrazole-3-carbonitrile Fipronil95or98% ProductName:Fipronil Frontline Spot-on Frontline Spray Combat F 1-[2,6-Dichloro-4-(trifluoromethyl)phenyl]-3-cyano-4-[(trifluoromethyl)sulfinyl]-5-aminopyrazole 5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylsulfinylpyrazole Fipronil 100mg [120068-37-3] 1H-Pyrazole-3-carbonitrile, 5-amino-1-2,6-dichloro-4-(trifluoromethyl)phenyl-4-(trifluoromethyl)sulfinyl- fipronil (bsi,draft e-iso) Fipronil Solution in Acetonitrile Fipronil@1000 μg/mL in Acetone Fipronil @100 μg/mL in Acetone Fipronil Reference Material FipronilSolution,400mg/L,1ml FipronilSolution,10mg/L,2x5ml Fipronil CRS Broad spectrum organic Insecticide fipronil 20%SC CAS No 120068-37-3 Broad spectrum insecticide fipronil 80%WDG cas 120068-37-3 Fluoronitrile 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(S)-trifluoromethylsulfinyl]pyrazole-3-carbonitrile 5-Amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl)sulfinylpyrazole-3-carbonitrile ipronil Benzo[i]dipyrido[3,2-a:2',7'-c]phenazine Flufenitrile technical Fipronil in Acetone Fipronil 10.00 μg/ml Acetonitrile Fipronil 100 μg/ml Acetonitrile C13645000 Fipronil L13645000ALFiproniL10μg/mLin Acetonitrile. XA13645000ALFiproniL100μg/mLin Acetonitrile Fipronil, GABA-gated Cl channel blocker