Formparanate
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Basic Info
Common Name | Formparanate(F03999) |
2D Structure | |
Description | Formparanate 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 | F03999 |
CAS Number | 17702-57-7 |
PubChem CID | 37148 |
Formula | C12H18ClN3O2 |
IUPAC Name | dimethyl-[[2-methyl-4-(methylcarbamoyloxy)phenyl]iminomethyl]azanium;chloride |
InChI Key | SDIUYIZASVDZKT-UHFFFAOYSA-N |
InChI | InChI=1S/C12H17N3O2.ClH/c1-9-7-10(17-12(16)13-2)5-6-11(9)14-8-15(3)4;/h5-8H,1-4H3,(H,13,16);1H |
Canonical SMILES | CC1=C(C=CC(=C1)OC(=O)NC)N=C[NH+](C)C.[Cl-] |
Isomeric SMILES | CC1=C(C=CC(=C1)OC(=O)NC)N=C[NH+](C)C.[Cl-] |
Synonyms | Carbamic acid, methyl-, 4-(((dimethylamino)methylene)amino)-m-tolyl ester, hydrochloride dimethyl-[[2-methyl-4-(methylcarbamoyloxy)phenyl]iminomethyl]azanium chloride Formparanate hydrochloride [ISO] UC 34096 Carbamic acid, methyl-, ester with N'-(4-hydroxy-o-tolyl)-N,N-dimethylformamidine, HCl Methanimidamide, N,N-dimethyl-N'-(2-methyl-4-(((methylamino)carbonyl)oxy)phenyl)-, HCl Methylcarbamic acid 4-(((dimethylamino)methylene)amino)-m-tolyl ester hydrochloride N,N-Dimethyl-N'-(2-methyl-4-(((methylamino)carbonyl)oxy)phenyl)methanimidamide hydrochloride AC1L1X4R LS-50133 |
Classifies | Pesticide |
Update Date | Nov 13, 2018 17:07 |
Properties
Property Name | Property Value |
---|---|
Molecular Weight | 271.745 |
Hydrogen Bond Donor Count | 2 |
Hydrogen Bond Acceptor Count | 4 |
Rotatable Bond Count | 4 |
Complexity | 279 |
Monoisotopic Mass | 271.109 |
Exact Mass | 271.109 |
Formal Charge | 0 |
Heavy Atom Count | 18 |
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 |
Targets
- General Function:
- Serine hydrolase activity
- Specific Function:
- Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
- Gene Name:
- ACHE
- Uniprot ID:
- P22303
- Molecular Weight:
- 67795.525 Da
References
- Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088
- General Function:
- Identical protein binding
- Specific Function:
- Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
- Gene Name:
- BCHE
- Uniprot ID:
- P06276
- Molecular Weight:
- 68417.575 Da
- Mechanism of Action:
- Like the organophosphates, their mode of action is inhibition of cholinesterase enzymes, affecting nerve impulse transmission.
References
- Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088