Basic information
- CAS
54774-45-7- Standard SMILES
CC1(C)[C@H](C(=O)OCc2cccc(Oc3ccccc3)c2)[C@@H]1C=C(Cl)Cl- InChIKey
RLLPVAHGXHCWKJ-HKUYNNGSSA-N- Molecular formula
- C21H20Cl2O3
- Average molar mass
- 391.3 g/mol
- Monoisotopic mass
- 390.0789499
Overview
Cis-permethrin is an organic molecular entity. It has a role as a pyrethroid insecticide.
Names & identifiers
- Preferred name
- cis-Permethrin
- IUPAC
- trans-(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
- English name
- CIS-PERMETHRIN
- Molecular formula
- C21H20Cl2O3
- Molecular weight
- 391.29
Names & synonyms
CIS-PERMETHRIN61949-76-6Permethrin, cis-1RS,cis-PermethrinGC30YV53C8Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R,3R)-rel-NRDC-148FMC-35171Permethrin, (cis)-RefChem:860330(A+-)-CIS-FMC-33297263-346-3
Show more names
AMBUSHnrdc167'LGC' (1701)(1R)-cis-Permethrin(1r-cis)-nyl)methyleste(3-PHENOXYPHENYL)METHYL-CIS-3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE(1R)-2α-(2,2-Dichloroethenyl)-3,3-dimethyl-1α-cyclopropanecarboxylic acid 3-phenoxybenzyl ester(1R)-2,2-Dimethyl-3β-(2,2-dichloroethenyl)cyclopropane-1β-carboxylic acid 3-phenoxybenzyl ester
54774-45-7(+)-CIS-PERMETHRIN1R-CIS-PERMETHRIN(+/-)-cis-Permethrin(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate3-Phenoxybenzyl (1R,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylateDTXSID0038338Cispermethrin pesticide purity reference material
Properties
Computed structural properties
- XLogP
- 6.5
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 7
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 521
Experimental & physicochemical properties
Pesticides
Pesticides -> Biocides -> Antiparasitic products, insecticides and repellents -> Antiparasitics
Pesticide
Pesticide
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Boiling point
- 505.74 °C · 505.74°C (rough estimate)
- Density
- 1.1531 · 1.1531 (rough estimate)
- refractive index
- 1.65 · 1.6500 (estimate)
- form
- Solid
- color
- White to off-white
- FDA UNII
- 620 Q217008 · 620Q217008
- EPA Substance Registry System
- (+)-cis-Permethrin (54774-45-7)
- Toxicity
- 50 orl-mus: · LD50 orl-mus: 85 mg/kg EVHPAZ14,15,76
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 147 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Toxicology
USGS Health-Based Screening Levels for Evaluating Water-Quality
cis-Permethrin
68769
Pesticide
2900
Acute HHBP for children; Acute PAD adequately accounts for all chronic toxicity, including carcinogenicity. Applies to permethrin CASRN 52645531.
Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Safety data
- Toxicity
- LD50 orl-mus: 85 mg/kg EVHPAZ14,15,76
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.
Uses & manufacturing
Use ClassificationPesticides -> Biocides -> Antiparasitic products, insecticides and repellents -> Antiparasitics
Applications
Uses1R-cis-Permethrin is an insecticide and neurotoxin. 1R-cis-Permethrin affects neuron membranes by prolonging sodium channel activation[1].
Suppliers26 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…