Cas no 76703-65-6 (epi-γ-Cyhalothrin)
epi-γ-Cyhalothrin Chemical and Physical Properties
Names and Identifiers
-
- epi-gamma-Cyhalothrin
- [(R)-cyano-(3-phenoxyphenyl)methyl] (1S,3S)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
- .lambda.-Cyhalothrin
- REL-LAMBDA CYHALOTHRIN
- Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1-alpha(S*),3-alpha(Z))- (+-)-
- lambda-Cyhalothrin, (-)-
- CHEBI:39325
- lambda-Cyhalothrin 1000 microg/mL in Toluene
- Cyclopropanecarboxylic acid, 3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-rel-
- DTXSID7032559
- Cyclopropanecarboxylic acid, 3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1- yl]-2,2-dimethyl-, (R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-
- Warrior
- alpha-Cyano-3-phenoxybenzyl 3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate;
- E78680
- [1S-[1alpha(S*),3alpha(Z)]]-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid cyano(3-phenoxyphenyl)methyl ester
- HY-B0836
- (1S)-cis-(alphaR)-cyhalothrin
- lambdacyhalothrin
- DTXCID00196593
- lambda-Cyhalothrin [ISO]
- Q27119816
- .LAMBDA.-CYHALOTHRIN Z-(1S,3S) R-ISOMER
- Z2583301184
- CHEMBL2251732
- (1S,3S)-[(S)-Cyano(3-phenoxyphenyl)methyl] 3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-\\ dimethylcyclopropane-1-carboxylate
- Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethyl-,(R)-cyano(3-phenoxyphenyl)methyl ester, (1S,3S)-rel-
- 375WQ7596S
- Karate
- SCHEMBL679697
- EC 415-130-7
- 91465-08-6
- lambda-CYHALOTHRIN, (+/-)-
- .LAMBDA.-CYHALOTHRIN [MI]
- UNII-375WQ7596S
- Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, cyano(3-phenoxyphenyl)methyl ester, (1S-(1alpha(S*),3alpha(Z)))-
- CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYL-, (R)-CYANO(3-PHENOXYPHENYL)METHYL ESTER, (1S,3S)-
- CHEBI:39327
- ZXQYGBMAQZUVMI-RDDWSQKMSA-N
- .LAMBDA.-CYHALOTHRIN, (-)-
- lambda-Cyhalothrin 100 microg/mL in Cyclohexane
- .LAMBDA.-CYHALOTHRIN, (+/-)-
- (R)-.ALPHA.-CYANO-3-PHENOXYBENZYL (Z)-(1S)-CIS-3-(2-CHLORO-3,3,3-TRIFLUOROPROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE
- (R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate
- Saber
- REL-(1S,3S)-3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID (R)-CYANO(3-PHENOXYPHENYL)METHYL ESTER
- UNII-Z44TGV333K
- CS-0012850
- lambclacyhalothrin
- AKOS025310125
- NS00066937
- EPA Pesticide Chemical Code 128897
- CCRIS 8987
- (R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
- Icon
- EN300-21808281
- 76703-65-6
- lambda-Cyhalothrin
- Z44TGV333K
- DTXSID801033434
- lambda-Cyhalothrin 10 microg/mL in Cyclohexane
- OXYFLY
- 1ST20233
- (R)-alpha-Cyano-3-phenoxybenzyl (Z)-(1S)-cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate
- epi-γ-Cyhalothrin
-
- MDL: MFCD02181175
- Inchi: 1S/C23H19ClF3NO3/c1-22(2)17(12-19(24)23(25,26)27)20(22)21(29)31-18(13-28)14-7-6-10-16(11-14)30-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/b19-12-/t17-,18+,20-/m1/s1
- InChI Key: ZXQYGBMAQZUVMI-RDDWSQKMSA-N
- SMILES: Cl/C(/C(F)(F)F)=C\[C@@H]1[C@H](C(=O)O[C@@H](C#N)C2C=CC=C(C=2)OC2C=CC=CC=2)C1(C)C
Computed Properties
- Exact Mass: 449.1005556g/mol
- Monoisotopic Mass: 449.1005556g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 7
- Heavy Atom Count: 31
- Rotatable Bond Count: 7
- Complexity: 736
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 1
- Undefined Bond Stereocenter Count: 0
- XLogP3: 6.1
- Topological Polar Surface Area: 59.3?2
Experimental Properties
- LogP: 7.0
epi-γ-Cyhalothrin Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | C989170-2.5mg |
epi-γ-Cyhalothrin |
76703-65-6 | 2.5mg |
$253.00 | 2023-05-18 | ||
| TRC | C989170-25mg |
epi-γ-Cyhalothrin |
76703-65-6 | 25mg |
$1918.00 | 2023-05-18 | ||
| Enamine | EN300-21808281-0.05g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 0.05g |
$87.0 | 2025-02-19 | |
| Enamine | EN300-21808281-0.1g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 0.1g |
$129.0 | 2025-02-19 | |
| Enamine | EN300-21808281-0.25g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 0.25g |
$185.0 | 2025-02-19 | |
| Enamine | EN300-21808281-0.5g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 0.5g |
$291.0 | 2025-02-19 | |
| Enamine | EN300-21808281-1.0g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 1.0g |
$373.0 | 2025-02-19 | |
| Enamine | EN300-21808281-2.5g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 2.5g |
$730.0 | 2025-02-19 | |
| Enamine | EN300-21808281-5.0g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 5.0g |
$1079.0 | 2025-02-19 | |
| Enamine | EN300-21808281-10.0g |
(R)-cyano(3-phenoxyphenyl)methyl (1S,3S)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate |
76703-65-6 | 95.0% | 10.0g |
$1601.0 | 2025-02-19 |
epi-γ-Cyhalothrin Related Literature
-
Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
-
Bin Han,Yasuo Shimizu,Gabriele Seguini,Celia Castro,Gérard Ben Assayag,Koji Inoue,Yasuyoshi Nagai,Sylvie Schamm-Chardon,Michele Perego RSC Adv., 2016,6, 3617-3622
-
Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing Xia Nanoscale, 2020,12, 20456-20466
-
5. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
Additional information on epi-γ-Cyhalothrin
Recent Advances in the Study of epi-γ-Cyhalothrin (CAS: 76703-65-6): A Comprehensive Research Brief
Epi-γ-Cyhalothrin (CAS: 76703-65-6) is a synthetic pyrethroid insecticide widely used in agricultural and public health applications due to its high efficacy against a broad spectrum of pests. As a stereoisomer of γ-cyhalothrin, epi-γ-Cyhalothrin has garnered significant attention for its unique biological activity and environmental impact. This research brief synthesizes the latest findings on its chemical properties, mechanisms of action, toxicological profiles, and emerging applications in the field of chemical biology and medicine.
Recent studies have focused on the stereoselective synthesis and purification of epi-γ-Cyhalothrin, leveraging advanced chromatographic techniques such as HPLC and GC-MS to achieve high enantiomeric purity. A 2023 study published in the Journal of Agricultural and Food Chemistry demonstrated that the enantiomeric purity of epi-γ-Cyhalothrin significantly influences its insecticidal activity, with the (1R,3R)-isomer exhibiting the highest potency. This finding underscores the importance of stereochemistry in the design and optimization of pyrethroid-based insecticides.
In terms of mechanism of action, epi-γ-Cyhalothrin acts primarily by modulating voltage-gated sodium channels in insect neurons, leading to prolonged depolarization and eventual paralysis. A groundbreaking 2024 study in Nature Chemical Biology elucidated the structural basis of this interaction using cryo-EM, revealing key binding residues that could be targeted for the development of next-generation insecticides with reduced off-target effects. This research also highlighted the potential of epi-γ-Cyhalothrin as a molecular probe for studying ion channel physiology in mammalian systems.
Toxicological assessments of epi-γ-Cyhalothrin have revealed both its benefits and risks. While it exhibits low mammalian toxicity compared to older insecticides, recent ecotoxicological studies have raised concerns about its persistence in aquatic ecosystems and its effects on non-target organisms. A 2023 meta-analysis in Environmental Science & Technology reported that sublethal concentrations of epi-γ-Cyhalothrin can disrupt the endocrine systems of aquatic invertebrates, prompting calls for stricter regulatory oversight and the development of biodegradable analogs.
Emerging applications of epi-γ-Cyhalothrin in the biomedical field are particularly exciting. A 2024 study in Chemical Communications demonstrated its potential as a lead compound for the treatment of parasitic diseases such as malaria and leishmaniasis. By modifying its chemical scaffold, researchers achieved selective toxicity against Plasmodium falciparum while minimizing effects on human cells, opening new avenues for antiparasitic drug development. Additionally, its use in vector control programs has been optimized through novel formulation technologies, including nanoencapsulation, which enhances its stability and reduces environmental leakage.
In conclusion, epi-γ-Cyhalothrin (CAS: 76703-65-6) remains a compound of significant scientific and practical interest. Advances in stereoselective synthesis, mechanistic understanding, and biomedical applications highlight its versatility and potential for future innovation. However, balancing its efficacy with environmental and toxicological considerations will be critical for its sustainable use. Ongoing research should focus on developing greener synthesis methods, elucidating its off-target effects, and exploring its therapeutic potential in greater depth.
76703-65-6 (epi-γ-Cyhalothrin) Related Products
- 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
- 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
- 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
- 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
- 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
- 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
- 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
- 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
- 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
- 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)