Profenofos is an organophosphate insecticide used to control a wide range of insect pests, including aphids, leafhoppers, and mites. It is a synthetic compound with a chemical formula of C12H14O3PS. Profenofos is typically applied as an emulsifiable concentrate or granular formulation. It works by inhibiting the enzyme acetylcholinesterase, which is essential for nerve function in insects. Profenofos is known for its effectiveness in controlling insect pests on various crops, including cotton, soybeans, and vegetables. However, its use has been restricted in several countries due to its potential environmental and health concerns. Profenofos can persist in the environment and pose risks to wildlife, particularly aquatic organisms. Concerns also exist about its potential toxicity to humans, especially through exposure during application or through contaminated food. Researchers study profenofos to understand its mechanisms of action, assess its environmental fate and toxicity, and develop safer alternatives.'
ID Source | ID |
---|---|
PubMed CID | 38779 |
CHEMBL ID | 2138242 |
CHEBI ID | 38845 |
SCHEMBL ID | 25281 |
MeSH ID | M0082317 |
Synonym |
---|
o-(4-bromo-2-chlorophenyl)-o-ethyl-s-propyl phosphorothioate |
brn 2150258 |
o-(4-bromo-2-chlorophenyl)-o-ethyl-s-propylphosphorothioate |
profenofos [ansi:bsi:iso] |
phosphorothioic acid, o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl ester, (r)- |
(+)-profenofos |
hsdb 6992 |
(s)-o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl phosphorothioate |
phosphorothioic acid, o-(4-bromo-2-chlorophenyl)-o-ethyl s-propyl ester |
einecs 255-255-2 |
ai3-29236 |
selecron |
epa pesticide chemical code 111401 |
caswell no. 266aa |
(r)-o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl phosphorothioate |
phosphorothioic acid, o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl ester, (s)- |
(-)-profenofos |
cga 15324 |
profenofos, analytical standard |
o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl phosphorothioate |
CHEBI:38845 , |
curacron |
41198-08-7 |
phosphorothioic acid, o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl ester |
profenofos |
o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl thiophosphate |
NCGC00164297-01 |
NCGC00164297-02 |
4-bromo-2-chloro-1-[ethoxy(propylsulfanyl)phosphoryl]oxybenzene |
NCGC00164297-03 |
C18404 |
tox21_300752 |
dtxsid3032464 , |
dtxcid1012464 |
NCGC00254657-01 |
cas-41198-08-7 |
unii-7j04o7bs4w |
ccris 9291 |
ec 255-255-2 |
7j04o7bs4w , |
profenophos |
FT-0630618 |
AKOS015899345 |
oms-2004 |
profenofos [mi] |
cga-15324 |
profenofos [hsdb] |
profenofos [iso] |
(rs)-(o-4-bromo-2-chlorophenyl o-ethyl s-propyl phosphorothioate) |
SCHEMBL25281 |
CHEMBL2138242 |
o-(4-bromo-2-chlorophenyl) o-ethyl s-propyl thiophosphate # |
profenofos, pestanal(r), analytical standard |
o-4-bromo-2-chlorophenyl o-ethyl s-propyl phosphorothioate |
profenofos 100 microg/ml in cyclohexane |
profenofos 10 microg/ml in cyclohexane |
profenofos 100 microg/ml in methanol |
Q2111894 |
profenofos 1000 microg/ml in acetone |
profenofos 1000 microg/ml in toluene |
CS-0012846 |
HY-B0832 |
profenofos 1000 microg/ml in methanol |
Phenofos (PFF) is an organophosphorus pesticide frequently detected in surface waters, soil habitats, and even biota. Profenofos is a broad-spectrum organoph phosphate insecticide and acaricide.
Excerpt | Reference | Relevance |
---|---|---|
"Profenofos has been frequently detected in surface and underground water." | ( Cyanidin-3-O-glucoside mediated photodegradation of profenofos in water. Hua, R; Li, QX; Lv, P; Tao, Y; Wu, X; Yang, Y; Zhang, N, 2022) | 1.69 |
Profenofos is a persistent and toxic organophosphorus insecticide. On the basis of the obtained LC(50) values for 96-hour exposure intervals, profenofOS can be rated as highly toxic to C.
Excerpt | Reference | Relevance |
---|---|---|
") were tested as toxic standards." | ( Virulence of the entomopathogenic fungus Metarhizium flavoviride Gams and Rozsypal and toxicity of diflubenzuron, fenitrothion-esfenvalerate and profenofos-cypermethrin to nontarget arthropods in Mauritania. Demba, SA; Peveling, R, 1997) | 0.5 |
" rosenbergii, particularly at the post-larvae stage (9-10 mm) on lethal (LC(50)) and sublethal (EC(50)) effects of toxic substances using post-exposure feeding rate as end point." | ( Laboratory toxicity test and post-exposure feeding inhibition using the giant freshwater prawn Macrobrachium rosenbergii. Baird, DJ; Little, DC; Satapornvanit, K, 2009) | 0.35 |
"Profenofos (EC(50)) is a persistent and toxic organophosphorus insecticide." | ( Genotoxic effects of profenofos on the marine fish, Therapon jarbua. Janaki Devi, V; Kumaraguru, AK; Nagarani, N; Vijayalakshimi, N; Yokesh Babu, M, 2012) | 2.14 |
"This study aimed to determine unsafe farming practices, nonergonomically designed equipment, and possible adverse health effects of pesticide exposure." | ( Occupational safety of farmers in the vegetable industry. Lu, JL, 2011) | 0.37 |
" Pre-treatment with vitamin E (600 μM) caused a significant attenuation in the toxic effect; reversing subsequent PFF-induced elevation of ROS and malondialdehyde (MDA) levels, further strengthening the involvement of oxidative stress in PFF-mediated toxicity." | ( Enantiomer-specific profenofos-induced cytotoxicity and DNA damage mediated by oxidative stress in rat adrenal pheochromocytoma (PC12) cells. Lu, X; Yu, C, 2014) | 0.73 |
" Tier II evaluation by spray of pesticides at their field recommended doses on potted mustard plants showed monocrotophos as the highly toxic insecticide with 100% mortality even with 1h of exposure followed by thiamethoxam, dichlorvos, profenofos and chlorpyriphos which are not to be recommended for use in pollinator attractive flowering plants." | ( Evaluation of pesticide toxicity at their field recommended doses to honeybees, Apis cerana and A. mellifera through laboratory, semi-field and field studies. Bhatt, JC; Jain, SK; Sah, K; Stanley, J; Sushil, SN, 2015) | 0.6 |
" The toxicological interaction of five organophosphorus pesticides was evaluated using the concentration addition model, the combination index-isobologram equation and the toxic unit approach." | ( Binary combinations of organophosphorus pesticides exhibit differential toxicity under oxidised and un-oxidised conditions. Arora, S; Kumar, A, 2015) | 0.42 |
" In this review, we discuss the worldwide usage of PFF pesticide, its toxic effects on humans and other living organisms in the environment, and biodegradation of this chemical by various microbial strains." | ( Profenofos, an Acetylcholinesterase-Inhibiting Organophosphorus Pesticide: A Short Review of Its Usage, Toxicity, and Biodegradation. Chatterjee, S; Kushwaha, M; Verma, S, 2016) | 1.88 |
Excerpt | Relevance | Reference |
---|---|---|
" A weak dose-related decrease in AChE was observed at NTNO but no dose-response relationship was observed at HTLO exposure condition." | ( Influence of temperature and dissolved oxygen on the acute toxicity of profenofos to fathead minnows (Pimephales promelas). Baer, KN; Olivier, K; Pope, CN, 2002) | 0.55 |
" These data indicate that some of the pronounced neurobehavioral changes observed following fenamiphos dosing may be centrally mediated (blocked by SCO only), despite the small amount of inhibition of brain ChE." | ( Differential profiles of cholinesterase inhibition and neurobehavioral effects in rats exposed to fenamiphos or profenofos. McDaniel, KL; Moser, VC, ) | 0.34 |
" Dose-response bioassays were conducted on area-wide collection of bollworm populations from major host plants, while biochemical techniques were used to evaluate basic mechanisms underlying resistance." | ( Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. Achaleke, J; Brévault, T; Ghogomu, RT; Martin, T; Vaissayre, M, 2009) | 0.35 |
" The residue levels of profenofos on rice straw, soil and rice grain were significantly affected by the dosage and frequency applied." | ( Environmental behavior of profenofos under paddy field conditions. Fan, M; He, J; Liu, X, 2010) | 0.97 |
"0 L ha(-1)) and double dosage (1." | ( Dissipation of cypermethrin, chlorpyriphos, and profenofos in tomato fruits and soil following application of pre-mix formulations. Gajbhiye, VT; Gupta, RK; Gupta, S; Sharma, RK, 2011) | 0.62 |
Role | Description |
---|---|
EC 3.1.1.7 (acetylcholinesterase) inhibitor | An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. |
acaricide | A substance used to destroy pests of the subclass Acari (mites and ticks). |
agrochemical | An agrochemical is a substance that is used in agriculture or horticulture. |
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Class | Description |
---|---|
organic thiophosphate | |
organophosphate insecticide | |
organochlorine insecticide | Any organochlorine pesticide that has been used as an insecticide. |
monochlorobenzenes | Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
acetylcholinesterase | Homo sapiens (human) | Potency | 3.5871 | 0.0025 | 41.7960 | 15,848.9004 | AID1347395; AID1347397; AID1347398; AID1347399 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 33.2872 | 0.0007 | 14.5928 | 83.7951 | AID1259369 |
AR protein | Homo sapiens (human) | Potency | 28.8517 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247; AID743035; AID743042; AID743054 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 6.7701 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224839; AID1224893 |
progesterone receptor | Homo sapiens (human) | Potency | 11.8107 | 0.0004 | 17.9460 | 75.1148 | AID1346795 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 13.7251 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 28.8400 | 0.0015 | 30.6073 | 15,848.9004 | AID1224848; AID1224849; AID1259403 |
pregnane X nuclear receptor | Homo sapiens (human) | Potency | 29.6672 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 23.9318 | 0.0002 | 29.3054 | 16,493.5996 | AID743069; AID743075 |
peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 4.2277 | 0.0010 | 19.4141 | 70.9645 | AID743191 |
aryl hydrocarbon receptor | Homo sapiens (human) | Potency | 6.7861 | 0.0007 | 23.0674 | 1,258.9301 | AID743085; AID743122 |
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 33.2872 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 29.8641 | 0.0003 | 23.4451 | 159.6830 | AID743065; AID743067 |
nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 35.2561 | 0.0006 | 27.2152 | 1,122.0200 | AID651741; AID743219 |
Cellular tumor antigen p53 | Homo sapiens (human) | Potency | 29.6672 | 0.0023 | 19.5956 | 74.0614 | AID651631 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1104142 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Gaschiga isolated from tomato plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104164 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from maize plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111160 | Resistant factor, ratio of LC50 for Aphis gossypii clone C4 (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111162 | Insecticidal activity against Aphis gossypii clone Ivo (cotton aphid) in cotton plant leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111156 | Resistant factor, ratio of LC50 for Aphis gossypii clone Ivo (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1104149 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from tomato plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104170 | Insecticidal activity against fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104144 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Ngong to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104155 | Resistance factor, ratio of LD50 for fourth-instar larval stage of pyrethroid-resistance Helicoverpa armigera laboratory strain GS-RR06 to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111164 | Insecticidal activity against Aphis gossypii clone Auber (cotton aphid) in egg plant leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1104156 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Gaschiga isolated from tomato plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111168 | Insecticidal activity against Aphis gossypii clone NM1 (cotton aphid) in zucchini or squash leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111166 | Insecticidal activity against Aphis gossypii clone C4 (cotton aphid) in zucchini or squash leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111167 | Insecticidal activity against Aphis gossypii clone C9 (cotton aphid) in zucchini or squash leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1104163 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from tomato plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104169 | Insecticidal activity against fourth-instar larval stage of pyrethroid-resistance Helicoverpa armigera laboratory strain GS-RR06 assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111157 | Resistant factor, ratio of LC50 for Aphis gossypii clone Burk (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111161 | Resistant factor, ratio of LC50 for Aphis gossypii clone C9 (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1104159 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Ngong isolated from cotton plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111163 | Insecticidal activity against Aphis gossypii clone Burk (cotton aphid) in cotton plant leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111165 | Insecticidal activity against Aphis gossypii clone PsP4 (cotton aphid) in pepper plant leaf assessed as mortality after 24 hr by leaf disk assay | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1111158 | Resistant factor, ratio of LC50 for Aphis gossypii clone Auber (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
AID1104151 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from maize plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1111159 | Resistant factor, ratio of LC50 for Aphis gossypii clone PsP4 (cotton aphid) to Aphis gossypii clone NM1 | 2010 | Pest management science, Mar, Volume: 66, Issue:3 | Insecticide resistance traits differ among and within host races in Aphis gossypii. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 9 (6.92) | 18.7374 |
1990's | 7 (5.38) | 18.2507 |
2000's | 39 (30.00) | 29.6817 |
2010's | 46 (35.38) | 24.3611 |
2020's | 29 (22.31) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.
| This Compound (39.19) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 1 (0.74%) | 5.53% |
Reviews | 1 (0.74%) | 6.00% |
Case Studies | 3 (2.21%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 131 (96.32%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |