# Bentazon

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Bentazon Names Preferred IUPAC name 3-(Propan-2-yl)-2λ6,1,3-benzothiadiazine-2,2,4(1H,3H)-trione Identifiers CAS Number 25057-89-0 Y 3D model (JSmol) Interactive image ChEBI CHEBI:3018 Y ChEMBL ChEMBL1567045 ChemSpider 2238 ECHA InfoCard 100.042.335 PubChem CID 2328 UNII R4S7ZGZ9CT Y CompTox Dashboard (EPA) DTXSID0023901 InChI InChI=1S/C10H12N2O3S/c1-7(2)12-10(13)8-5-3-4-6-9(8)11-16(12,14)15/h3-7,11H,1-2H3 Key: ZOMSMJKLGFBRBS-UHFFFAOYSA-N InChI=1/C10H12N2O3S/c1-7(2)12-10(13)8-5-3-4-6-9(8)11-16(12,14)15/h3-7,11H,1-2H3 Key: ZOMSMJKLGFBRBS-UHFFFAOYAA SMILES O=C1N(C(C)C)S(=O)(=O)Nc2ccccc12 Properties Chemical formula C10H12N2O3S Molar mass 240.28 g·mol−1 Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

**Bentazon**, or **Bentazone**, is a [herbicide](/source/Herbicide) active ingredient. It is selective.[1] Chemically, it is a [thiadiazine](/source/Thiadiazine).[2] Sodium bentazon is available commercially[2] as "Basagran", "Herbatox", "Leader" and "Laddock" and is coloued slightly brown.[1]

Bentazon is a [Group C / C3 / 6](https://en.wikipedia.org/wiki/Category:Group_6_herbicides) (Australian, Global, numeric) herbicide under the [HRAC classification](/source/HRAC_classification).[3]

## Usage

Bentazon controls plants unable to metabolise it. It is considered safe for use on [alfalfa](/source/Alfalfa), beans (except garbanzo beans), [maize](/source/Corn), [peanuts](/source/Peanut), [peas](/source/Pea) (with the exception of blackeyed peas),[1] pepper, [peppermint](/source/Peppermint), [rice](/source/Rice), [sorghum](/source/Sorghum), [soybeans](/source/Soybeans) and [spearmint](/source/Spearmint); as well as lawns and [turf](/source/Sod).[4] Bentazon is usually applied aerially or through contact spraying. Bentazon in high heat can give off [sulfur](/source/Sulfur) and [nitrogen](/source/Nitrogen) fumes.[1][2]

Bentazon is registered in the US.[5] In 2010 the formulations "Prompt" and "Laddock", both mixtures of bentazon and [atrazine](/source/Atrazine), were voluntarily cancelled, though other bentazone products remain available as of 2025.[6][7][8][9]

## Environmental behaviour

Bentazon is quickly metabolized by plants and animals. [Soil leaching](/source/Leaching_(agriculture)) and [runoff](/source/Surface_runoff) may cause water contamination. In 1995 the [EPA](/source/EPA) found bentazon in water "exceeding levels of concern". Bentazone is not regulated by the [Safe Drinking Water Act](/source/Safe_Drinking_Water_Act).[4] Bentazon was detectable in 64 out of 200 wells in California - the highest number of detections in a 1995 study.[4][10] In response, California set a bentazon limit in drinking water of 200 ppb (parts per billion).

The EPA forbids application and disposal of bentazon directly into water,[4] just like nearly every single other pesticide also.

## Ecotoxicity

Bentazon is non-toxic to [honeybees](/source/Honeybees) and beetles.[11] It is toxic to [rainbow trout](/source/Rainbow_trout) and [bluegill sunfish](/source/Bluegill) at 190 ppm and 616 ppm, respectively.[1][2] Bentazon affects birds' reproductive capacities.[4]

To mammals, bentazon is moderately toxic if ingested or absorbed through skin. The [LD50](/source/LD50) is 500 mg/kg for cats, 1100 mg/kg to 2063 mg/kg for rats, 400 mg/kg for mice, and 750 mg/kg for rabbits.[1][2] Dogs, fed 13.1 mg/day, developed diarrhoea, anemia and dehydration.[12] In another study, dogs developed prostate inflammation also.[1][10] Bentazon does not cause gene mutations.[2]

## Toxicity to humans

Bentazon is non-carcinogenic to humans, based on animal tests.[2][13] However, there have been no studies on humans.[1] Bentazon can irritate the eyes, skin and respiratory tract;[1][14] ingesting bentazon causes [nausea](/source/Nausea), [diarrhoea](/source/Diarrhoea), trembling, vomiting and difficulty breathing.[1][14]

The toxic effects have been seen in humans who killed themselves with bentazon:[14] it caused fevers, [renal failure](/source/Renal_failure), [accelerated heart rate](/source/Tachycardia), [shortness of breath](/source/Dyspnea) and [hyperthermia](/source/Hyperthermia). Eating 88 grams of bentazon killed an adult.[14]

**Food limits**

Food limits are set on bentazon prevent toxic effects. In the US:[2] 0.02 ppm for milk; 0.05 ppm for meat and animal products; 0.05 ppm for dried beans (except soy), corn, bohemian chili peppers, peanuts, rice, soybeans, and sorghum used for fodder and grain; 0.5 ppm for succulent beans and peas; 0.3 ppm for peanut hulls; 1 ppm for mint and dried peas; 3 ppm for rice (straw), and corn and peanuts used in hay or forage; 8 ppm for pea vine hays (dried), and soybeans used for foraging or hay.[1]

## References

1. ^ [***a***](#cite_ref-EXTOXNET_1-0) [***b***](#cite_ref-EXTOXNET_1-1) [***c***](#cite_ref-EXTOXNET_1-2) [***d***](#cite_ref-EXTOXNET_1-3) [***e***](#cite_ref-EXTOXNET_1-4) [***f***](#cite_ref-EXTOXNET_1-5) [***g***](#cite_ref-EXTOXNET_1-6) [***h***](#cite_ref-EXTOXNET_1-7) [***i***](#cite_ref-EXTOXNET_1-8) [***j***](#cite_ref-EXTOXNET_1-9) [***k***](#cite_ref-EXTOXNET_1-10) ["Pesticide Information Profile: Bentazon"](https://pmep.cce.cornell.edu/profiles/extoxnet/24d-captan/bentazon-ext.html). *EXTOXNET: Extension Toxicology Network*. Cornell University. Retrieved 1 March 2013.

1. ^ [***a***](#cite_ref-alexeeff_2-0) [***b***](#cite_ref-alexeeff_2-1) [***c***](#cite_ref-alexeeff_2-2) [***d***](#cite_ref-alexeeff_2-3) [***e***](#cite_ref-alexeeff_2-4) [***f***](#cite_ref-alexeeff_2-5) [***g***](#cite_ref-alexeeff_2-6) [***h***](#cite_ref-alexeeff_2-7) Fan, Anna M.; Alexeeff, George V. (February 1999). ["Public Health Goal for Bentazon in Drinking Water"](https://web.archive.org/web/20120324070722/http://oehha.ca.gov/water/phg/pdf/bentaz_f.pdf) (PDF). *Office of Environmental Health Hazard Assessment*. p. 1. Archived from [the original](http://oehha.ca.gov/water/phg/pdf/bentaz_f.pdf) (PDF) on 24 March 2012. Retrieved 2 March 2013.

1. **[^](#cite_ref-3)** ["Classification of Herbicides According to Site of Action"](https://www.weedscience.org/Documents/ShowDocuments.aspx?DocumentID=1193). Retrieved 19 July 2025.

1. ^ [***a***](#cite_ref-RED_4-0) [***b***](#cite_ref-RED_4-1) [***c***](#cite_ref-RED_4-2) [***d***](#cite_ref-RED_4-3) [***e***](#cite_ref-RED_4-4) ["Reregistration Eligibility Decision (RED) Facts"](https://web.archive.org/web/20141016102954/http://www.epa.gov/oppsrrd1/REDs/factsheets/0182fact.pdf) (PDF). United States Environmental Protection Agency. Archived from [the original](http://www.epa.gov/oppsrrd1/REDs/factsheets/0182fact.pdf) (PDF) on 16 October 2014. Retrieved 28 February 2013.

1. **[^](#cite_ref-5)** OFFICE OF PREVENTION, PESTICIDES AND TOXIC SUBSTANCES. ["Reregistration Eligibility Decision: Bentazon"](https://web.archive.org/web/20141016102947/http://www.epa.gov/oppsrrd1/REDs/0182.pdf) (PDF). United States Environmental Protection Agency. p. 43. Archived from [the original](http://www.epa.gov/oppsrrd1/REDs/0182.pdf) (PDF) on 16 October 2014. Retrieved 1 March 2013.

1. **[^](#cite_ref-6)** ["Laddok Herbicide pesticide information"](https://www.pomerix.com/pesticides/laddok-herbicide). *www.pomerix.com*.

1. **[^](#cite_ref-7)** ["Laddok 5L Herbicide pesticide information"](https://www.pomerix.com/pesticides/laddok-5l-herbicide). *www.pomerix.com*. Retrieved 19 September 2025.

1. **[^](#cite_ref-8)** ["Prompt 5L Herbicide pesticide information"](https://www.pomerix.com/pesticides/prompt-5l-herbicide). *www.pomerix.com*.

1. **[^](#cite_ref-9)** ["Prompt Herbicide pesticide information"](https://www.pomerix.com/pesticides/prompt-herbicide). *www.pomerix.com*.

1. ^ [***a***](#cite_ref-survey_10-0) [***b***](#cite_ref-survey_10-1) ["National Pesticide Survey"](https://nepis.epa.gov/Exe/ZyNET.exe/91014VMJ.txt?ZyActionD=ZyDocument&Client=EPA&Index=1986%20Thru%201990&Docs=&Query=&Time=&EndTime=&SearchMethod=1&TocRestrict=n&Toc=&TocEntry=&QField=&QFieldYear=&QFieldMonth=&QFieldDay=&UseQField=&IntQFieldOp=0&ExtQFieldOp=0&XmlQuery=&File=D%3A%5CZYFILES%5CINDEX%20DATA%5C86THRU90%5CTXT%5C00000027%5C91014VMJ.txt&User=ANONYMOUS&Password=anonymous&SortMethod=h%7C-&MaximumDocuments=1&FuzzyDegree=0&ImageQuality=r75g8/r75g8/x150y150g16/i425&Display=p%7Cf&DefSeekPage=x&SearchBack=ZyActionL&Back=ZyActionS&BackDesc=Results%20page&MaximumPages=1&ZyEntry=1). United States Environmental Protection Agency. 1990. Retrieved 2 March 2013.

1. **[^](#cite_ref-Huber_11-0)** Huber, R.; Otto, S. (September 1994). "Environmental Behavior of Bentazon Herbicide". *Reviews of Environmental Contamination and Toxicology*. Vol. 137. pp. 111–134. [doi](/source/Doi_(identifier)):[10.1007/978-1-4612-2662-8_3](https://doi.org/10.1007%2F978-1-4612-2662-8_3). [ISBN](/source/ISBN_(identifier)) [978-1-4612-7625-8](https://en.wikipedia.org/wiki/Special:BookSources/978-1-4612-7625-8). [PMID](/source/PMID_(identifier)) [8029493](https://pubmed.ncbi.nlm.nih.gov/8029493).

1. **[^](#cite_ref-toxrev_12-0)** ["TOXICOLOGICAL REVIEW of BENTAZON: In Support of Summary Information on the Integrated Risk Information System (IRIS)"](https://web.archive.org/web/20110204004253/http://www.epa.gov/iris/toxreviews/0134tr.pdf) (PDF). United States Environmental Protection Agency. February 1998. Archived from [the original](http://www.epa.gov/iris/toxreviews/0134tr.pdf) (PDF) on February 4, 2011. Retrieved 1 March 2013.

1. **[^](#cite_ref-iris_13-0)** ["Bentazon (Basagran) (CASRN 25057-89-0)"](http://www.epa.gov/iris/subst/0134.htm). *Integrated Risk Information System*. United States Environmental Protection Agency. Retrieved 2 March 2013.{{[cite web](https://en.wikipedia.org/wiki/Template:Cite_web)}}: CS1 maint: deprecated archival service ([link](https://en.wikipedia.org/wiki/Category:CS1_maint:_deprecated_archival_service))

1. ^ [***a***](#cite_ref-EMT_14-0) [***b***](#cite_ref-EMT_14-1) [***c***](#cite_ref-EMT_14-2) [***d***](#cite_ref-EMT_14-3) ["Bentazon: Emergency Medical Treatment"](https://www.nlm.nih.gov/toxnet/index.html). *Hazardous Substances Data Bank*. Retrieved 2 March 2013.

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Adapted from the Wikipedia article [Bentazon](https://en.wikipedia.org/wiki/Bentazon) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Bentazon?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.