Formetanate Hydrochloride
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Basic Info
Common Name | Formetanate Hydrochloride(F03998) |
2D Structure | |
Description | Formetanate hydrochloride is a carbamate pesticide. Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides. They are widely used in homes, gardens and agriculture. The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined. Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795) |
FRCD ID | F03998 |
CAS Number | 23422-53-9 |
PubChem CID | 31899 |
Formula | C11H16ClN3O2 |
IUPAC Name | [3-(dimethylaminomethylideneamino)phenyl] N-methylcarbamate;hydrochloride |
InChI Key | MYPKGPZHHQEODQ-UHFFFAOYSA-N |
InChI | InChI=1S/C11H15N3O2.ClH/c1-12-11(15)16-10-6-4-5-9(7-10)13-8-14(2)3;/h4-8H,1-3H3,(H,12,15);1H |
Canonical SMILES | CNC(=O)OC1=CC=CC(=C1)N=CN(C)C.Cl |
Isomeric SMILES | CNC(=O)OC1=CC=CC(=C1)N=CN(C)C.Cl |
Synonyms | Caswell No. 465B FORMETANATE HYDROCHLORIDE Carzol 23422-53-9 Formetanate HCl Carzol SP Carzol 92SP Schering 36056 Morton EP 332 UNII-W0Y3OP0N2Z |
Classifies | Pesticide |
Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
Kingdom | Organic compounds |
Superclass | Benzenoids |
Class | Benzene and substituted derivatives |
Subclass | Phenyl methylcarbamates |
Intermediate Tree Nodes | Not available |
Direct Parent | Phenyl methylcarbamates |
Alternative Parents | |
Molecular Framework | Aromatic homomonocyclic compounds |
Substituents | Phenyl methylcarbamate - Phenoxy compound - Carbamic acid ester - Carbonic acid derivative - Amidine - Carboxylic acid amidine - Formamidine - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound |
Description | This compound belongs to the class of organic compounds known as phenyl methylcarbamates. These are aromatic compounds containing a methylcarbamic acid esterified with a phenyl group. |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 257.718 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 3 |
Rotatable Bond Count | 4 |
Complexity | 254 |
Monoisotopic Mass | 257.093 |
Exact Mass | 257.093 |
Formal Charge | 0 |
Heavy Atom Count | 17 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Isotope Atom Count | 0 |
Covalently-Bonded Unit Count | 2 |
ADMET
Model | Result | Probability |
---|---|---|
Absorption | ||
Blood-Brain Barrier | BBB+ | 0.8780 |
Human Intestinal Absorption | HIA+ | 0.9859 |
Caco-2 Permeability | Caco2+ | 0.5331 |
P-glycoprotein Substrate | Non-substrate | 0.7611 |
P-glycoprotein Inhibitor | Non-inhibitor | 0.9157 |
Non-inhibitor | 0.7242 | |
Renal Organic Cation Transporter | Non-inhibitor | 0.8484 |
Distribution | ||
Subcellular localization | Mitochondria | 0.7040 |
Metabolism | ||
CYP450 2C9 Substrate | Non-substrate | 0.6272 |
CYP450 2D6 Substrate | Non-substrate | 0.6989 |
CYP450 3A4 Substrate | Substrate | 0.6248 |
CYP450 1A2 Inhibitor | Inhibitor | 0.5761 |
CYP450 2C9 Inhibitor | Non-inhibitor | 0.8159 |
CYP450 2D6 Inhibitor | Non-inhibitor | 0.8901 |
CYP450 2C19 Inhibitor | Non-inhibitor | 0.6586 |
CYP450 3A4 Inhibitor | Non-inhibitor | 0.7273 |
CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6563 |
Excretion | ||
Toxicity | ||
Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9076 |
Non-inhibitor | 0.8010 | |
AMES Toxicity | AMES toxic | 0.5503 |
Carcinogens | Carcinogens | 0.5090 |
Fish Toxicity | High FHMT | 0.9130 |
Tetrahymena Pyriformis Toxicity | High TPT | 0.9587 |
Honey Bee Toxicity | Low HBT | 0.5668 |
Biodegradation | Not ready biodegradable | 0.9969 |
Acute Oral Toxicity | I | 0.6377 |
Carcinogenicity (Three-class) | Non-required | 0.5682 |
Model | Value | Unit |
---|---|---|
Absorption | ||
Aqueous solubility | -2.8372 | LogS |
Caco-2 Permeability | 1.1193 | LogPapp, cm/s |
Distribution | ||
Metabolism | ||
Excretion | ||
Toxicity | ||
Rat Acute Toxicity | 3.5098 | LD50, mol/kg |
Fish Toxicity | 0.6900 | pLC50, mg/L |
Tetrahymena Pyriformis Toxicity | 0.5916 | pIGC50, ug/L |
MRLs
Food | Product Code | Country | MRLs | Application Date | Notes |
---|---|---|---|---|---|
Other Spices | Japan | 4ppm | |||
Japanese Plum(Including Prune) | Japan | 0.5ppm | |||
Nectarine | Japan | 4ppm | |||
Peach | Japan | 4ppm | |||
Pear | Japan | 3ppm | |||
Japanese Pear | Japan | 3ppm | |||
Apple | Japan | 3ppm | |||
Other Citrus Fruits | Japan | 4ppm | |||
Lime | Japan | 4ppm | |||
Grapefruit | Japan | 4ppm | |||
Orange(Including Navel Orange) | Japan | 4ppm | |||
Lemon | Japan | 4ppm | |||
Unshu Orange,Pulp | Japan | 4ppm | |||
Apples | Canada | 3mg/kg | |||
Citrus Fruits | Canada | 4mg/kg | |||
Peaches/Nectarines | Canada | 3mg/kg | |||
Pears | Canada | 3mg/kg | |||
Plums | Canada | 0. 5mg/kg |
References
Title | Journal | Date | Pubmed ID |
---|---|---|---|
An index for selective toxicity of miticides to phytophagous mites and their predators based on orchard trials. | Pest Manag Sci | 2003 Dec | 14667054 |