4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile: a biocide and antifouling agent [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
tralopyril : A pyrrole resulting from the N-dealkylation of the ethoxymethyl group of chlorfenapyr. It is the active insecticide of the proinsecticide chlorfenapyr. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 183559 |
| CHEMBL ID | 2253356 |
| CHEBI ID | 141497 |
| SCHEMBL ID | 116957 |
| MeSH ID | M000602908 |
| Synonym |
|---|
| FT-0653194 |
| 4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)-1h-pyrrole-3-carbonitrile |
| 4-bromo-2-(4-chlorophenyl)-5-trifluoromethylpyrrole-3-carbonitrile |
| tralopyril |
| 4-bromo-2-(p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile |
| 4-bromo-2-(p-chlorophenyl)-5-(trifluoromethyl)-pyrrole-3-carbonitrile |
| 2-p-chlorophenyl-4-bromo-5-trifluoromethyl-3-cyanopyrrole |
| 4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile |
| CHEBI:141497 |
| 122454-29-9 |
| 4-bromanyl-2-(4-chlorophenyl)-5-(trifluoromethyl)-1h-pyrrole-3-carbonitrile |
| A804895 |
| 1h-pyrrole-3-carbonitrile, 4-bromo-2-(4-chlorophenyl)-5-(trifluoromethyl)- |
| unii-mec6mcy7qb |
| tralopyril [iso] |
| mec6mcy7qb , |
| AKOS015907736 |
| ac-303268 |
| econea |
| 4-bromo-2-(4-chlorophenyl)-3-cyano-5-(trifluoromethyl)pyrrole |
| cl-303268 |
| SCHEMBL116957 |
| CHEMBL2253356 |
| 4-bromo-2- (p-chlorophenyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile |
| 4-bromo-2-(4-chlorophenyl)-5-(tri-fluoromethyl)pyrrole-3-carbonitrile |
| dtxcid4021503 |
| tox21_303769 |
| cas-122454-29-9 |
| NCGC00357062-01 |
| dtxsid6041503 , |
| tralopyril, pestanal(r), analytical standard |
| AS-73211 |
| D95858 |
| Q17326630 |
| mfcd13184274 |
| CS-0442681 |
| Excerpt | Reference | Relevance |
|---|---|---|
| " Therefore, the results showed that tralopyril can induce adverse developmental effects on zebrafish embryos by disrupting the thyroid system and metabolism." | ( Tralopyril induces developmental toxicity in zebrafish embryo (Danio rerio) by disrupting the thyroid system and metabolism. Chen, X; Cheng, Y; Duan, M; Qian, L; Teng, M; Wang, C; Zhang, J; Zhao, F; Zheng, J, 2020) | 0.56 |
| Role | Description |
|---|---|
| acaricide | A substance used to destroy pests of the subclass Acari (mites and ticks). |
| insecticide | Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. |
| antifouling biocide | A compound that inhibits the growth of marine organisms. |
| [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 |
|---|---|
| organochlorine acaricide | Any organochlorine pesticide that has been used as an acaricide. |
| organochlorine insecticide | Any organochlorine pesticide that has been used as an insecticide. |
| organofluorine acaricide | |
| organofluorine insecticide | |
| pyrroles | An azole that includes only one N atom and no other heteroatom as a part of the aromatic skeleton. |
| nitrile | A compound having the structure RC#N; thus a C-substituted derivative of hydrocyanic acid, HC#N. In systematic nomenclature, the suffix nitrile denotes the triply bound #N atom, not the carbon atom attached to it. |
| monochlorobenzenes | Any member of the class of chlorobenzenes containing a mono- or poly-substituted benzene ring in which only one substituent is chlorine. |
| organobromine compound | A compound containing at least one carbon-bromine bond. |
| [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) |
|---|---|---|---|---|---|---|---|
| Luciferase | Photinus pyralis (common eastern firefly) | Potency | 89.3584 | 0.0072 | 15.7588 | 89.3584 | AID1224835 |
| hypoxia-inducible factor 1 alpha subunit | Homo sapiens (human) | Potency | 54.9410 | 3.1890 | 29.8841 | 59.4836 | AID1224846 |
| RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 0.1514 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521; AID1159523 |
| SMAD family member 2 | Homo sapiens (human) | Potency | 3.8895 | 0.1737 | 34.3047 | 61.8120 | AID1346859; AID1346924 |
| SMAD family member 3 | Homo sapiens (human) | Potency | 3.8895 | 0.1737 | 34.3047 | 61.8120 | AID1346859; AID1346924 |
| GLI family zinc finger 3 | Homo sapiens (human) | Potency | 0.6789 | 0.0007 | 14.5928 | 83.7951 | AID1259369; AID1259392 |
| AR protein | Homo sapiens (human) | Potency | 0.4687 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247 |
| estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 40.8944 | 0.0006 | 57.9133 | 22,387.1992 | AID1259377; AID1259378 |
| nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 5.2204 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224839; AID1224893 |
| progesterone receptor | Homo sapiens (human) | Potency | 4.8558 | 0.0004 | 17.9460 | 75.1148 | AID1346795 |
| retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 0.5296 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159555 |
| retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 2.9204 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531 |
| estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 0.3454 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403 |
| pregnane X nuclear receptor | Homo sapiens (human) | Potency | 2.1690 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982 |
| estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 1.0368 | 0.0002 | 29.3054 | 16,493.5996 | AID1259244; AID1259248; AID1259383 |
| v-jun sarcoma virus 17 oncogene homolog (avian) | Homo sapiens (human) | Potency | 16.7947 | 0.0578 | 21.1097 | 61.2679 | AID1159526; AID1159528 |
| Voltage-dependent calcium channel gamma-2 subunit | Mus musculus (house mouse) | Potency | 0.6113 | 0.0015 | 57.7890 | 15,848.9004 | AID1259244 |
| Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 0.6113 | 0.0015 | 51.7393 | 15,848.9004 | AID1259244 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| plasma membrane | Glutamate receptor 2 | Rattus norvegicus (Norway rat) |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1092203 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) larvae assessed as mortality at 100 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092210 | Insecticidal activity against Mythimna separata (Oriental armyworm) assessed as mortality at 200 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092209 | Insecticidal activity against Mythimna separata (Oriental armyworm) assessed as mortality at 100 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092205 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) assessed as mortality at 100 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092204 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) larvae assessed as mortality at 200 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092207 | Insecticidal activity against Mythimna separata (Oriental armyworm) assessed as mortality at 25 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092208 | Insecticidal activity against Mythimna separata (Oriental armyworm) assessed as mortality at 50 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092202 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) eggs assessed as mortality at 200 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092201 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) eggs assessed as mortality at 100 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| AID1092206 | Acaricidal activity against Tetranychus cinnabarinus (carmine spider mite) assessed as mortality at 200 mg/L | 2012 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 22, Issue:22 | The trifluoromethyl transformation synthesis, crystal structure and insecticidal activities of novel 2-pyrrolecarboxamide and 2-pyrrolecarboxlate. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 0 (0.00) | 29.6817 |
| 2010's | 10 (52.63) | 24.3611 |
| 2020's | 9 (47.37) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (11.73) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 1 (5.26%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 18 (94.74%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||