Structure via PubChem · Public domain (PubChem)
pirimicarb
Sign in to saveAlso known as Dimethylcarbamic acid 2-(dimethylamino)-5,6-dimethyl-4-pyrimidinyl ester
Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity but does not affect useful predators such as ladybirds that eat them. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1969, four years after its discovery.
In the Vinony graph
Within Vinony's link graph, pirimicarb is referenced by 264 other articles, and connects out to botulinum toxin group, carbamate and chlorpyrifos.
It is catalogued under topics including Acetylcholinesterase inhibitors, Aminopyrimidines and Aromatic carbamates.
Its subject is documented across 12 Wikipedia language editions.
Chemical data
- Formula
- C11H18N4O2
- Molecular weight
- 238.29 g/mol
- IUPAC name
- [2-(dimethylamino)-5,6-dimethylpyrimidin-4-yl] N,N-dimethylcarbamate
- SMILES
- CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
- InChIKey
- YFGYUFNIOHWBOB-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 58.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
316 papers- Peer review of the pesticide risk assessment of the active substance pirimicarb.EFSA journal. European Food Safety Authority · 2024
- Pirimicarb Induction of Behavioral Disorders and of Neurological and Reproductive Toxicities in Male Rats: Euphoric and Preventive Effects of Ephedra alata Monjauzeana.Pharmaceuticals (Basel, Switzerland) · 2023
- Pirimicarb: 2-dimethylamino-5,6-dimethylpyrimidin-4-yl dimethyl-carbamate.Acta crystallographica. Section E, Structure reports online · 2010
- Pirimicarb resistance and associated mechanisms in field-collected and selected populations of Neoseiulus californicus.Pesticide biochemistry and physiology · 2022
- Development of a simple polymer-based sensor for detection of the Pirimicarb pesticide.Scientific reports · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 238.143
- Has use
- insecticide
Show 4 more facts
- chemical formula
- C₁₁H₁₈N₄O₂
- canonical SMILES
- CC1=C(N=C(N=C1OC(=O)N(C)C)N(C)C)C
- Commons category
- Pirimicarb
- subject has role
- carcinogen
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Pirimicarb is a selective carbamate insecticide used to control aphids on vegetable, cereal and orchard crops by inhibiting acetylcholinesterase activity but does not affect useful predators such as ladybirds that eat them. It was originally developed by Imperial Chemical Industries Ltd., now Syngenta, at their Jealott's Hill site and first marketed in 1969, four years after its discovery.
==References==
Excerpted from Wikipedia’s “pirimicarb” article, available under the CC BY-SA 4.0 licence.
Available in 12 languages
via Wikidata sitelinks · CC0