Dicrotophos
Names
Preferred IUPAC name
(2E )-4-(Dimethylamino)-4-oxobut-2-en-2-yl dimethyl phosphate
Other names
Bidrin, Carbicron, 2-Dimethyl-cis-2-dimethylcarbamoyl-1-methylvinylphosphate
[ 1]
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.004.996
EC Number
KEGG
UNII
InChI=1S/C8H16NO5P/c1-7(6-8(10)9(2)3)14-15(11,12-4)13-5/h6H,1-5H3/b7-6+
N Key: VEENJGZXVHKXNB-VOTSOKGWSA-N
N InChI=1/C8H16NO5P/c1-7(6-8(10)9(2)3)14-15(11,12-4)13-5/h6H,1-5H3/b7-6+
Key: VEENJGZXVHKXNB-VOTSOKGWBK
C/C(=C\C(=O)N(C)C)/OP(=O)(OC)OC
Properties
Chemical formula
C8 H16 NO5 P
Molar mass
237.190 g/mol
Appearance
Yellow-brown liquid with a mild, ester odor
Density
1.22 g/mL
Boiling point
400 °C (752 °F; 673 K)
Solubility in water
miscible[ 1]
Vapor pressure
0.0001 mmHg[ 1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic
Flash point
> 93.3°C
NIOSH (US health exposure limits):
PEL (Permissible)
none[ 1]
REL (Recommended)
TWA 0.25 mg/m3 [skin][ 1]
IDLH (Immediate danger)
N.D.[ 1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Dicrotophos is an organophosphate acetylcholinesterase inhibitor used as an insecticide. Some common brand names for dicrotophos include Bidrin, Carbicron, Diapadrin, Dicron and Ektafos.[ 2]
References
^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0203" . National Institute for Occupational Safety and Health (NIOSH).
^ "DICROTOPHOS" . Oregon State University. Retrieved 2009-04-13 .
Pest control: Insecticides
Carbamates Inorganic compounds Insect growth regulators Neonicotinoids
Acetamiprid
Clothianidin
Dinotefuran
Imidacloprid
Imidaclothiz
Nitenpyram
Nithiazine
Paichongding
Thiacloprid
Thiamethoxam
Organochlorides Organophosphorus Pyrethroids Diamides
Chlorantraniliprole
Cyantraniliprole
Flubendiamide
Other chemicals Metabolites Biopesticides
Bacillus thuringiensis
Baculovirus
Beauveria bassiana
Beauveria brongniartii
Isaria fumosorosea
Metarhizium acridum
Metarhizium anisopliae
Nomuraea rileyi
Lecanicillium lecanii
Paenibacillus popilliae
Purpureocillium lilacinum
Spinosad
Enzyme(modulators)
ChAT Tooltip Choline acetyltransferase
Inhibitors: 1-(-Benzoylethyl)pyridinium
2-(α-Naphthoyl)ethyltrimethylammonium
3-Chloro-4-stillbazole
4-(1-Naphthylvinyl)pyridine
Acetylseco hemicholinium-3
Acryloylcholine
AF64A
B115
BETA
CM-54,903
N,N-Dimethylaminoethylacrylate
N,N-Dimethylaminoethylchloroacetate
AChE Tooltip Acetylcholinesterase BChE Tooltip Butyrylcholinesterase
Transporter(modulators)
CHT Tooltip Choline transporter
Inhibitors: Hemicholinium-3 (hemicholine)
Triethylcholine
VAChT Tooltip Vesicular acetylcholine transporter
Release(modulators)
Inhibitors
Others: Bungarotoxins (β-bungarotoxin, γ-bungarotoxin)
Enhancers
LPHN Tooltip Latrophilin agonists: α-Latrotoxin
Others: Atracotoxins (e.g., robustoxin, versutoxin)
Crotoxin
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators