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Cyantraniliprole 736994-63-1

Cyantraniliprole 736994-63-1

CAS No.: 736994-63-1

Cyantraniliprole (also known as HGW-86), an anthranilic diamide analog, is a novel and potent second-generation insectic
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Cyantraniliprole (also known as HGW-86), an anthranilic diamide analog, is a novel and potent second-generation insecticide which is able to deter insect feeding and reduce disease transmission. Cyantraniliprol is a valuable tool for managing Frankliniella occidentalis (Pergande) and also is as effective as abamectin in deterring potato psyllid feeding and could significantly reduce transmission of Lso and the spread of ZC. Cyantraniliprole is approved for use in the United States, Canada, China, and India. Because of its uncommon mechanism of action as a ryanoid, it has activity against pests such as Diaphorina citri that have developed resistance to other classes insecticides. Cyantraniliprole is highly toxic to bees, which resulted in registration of its use as a pesticide being delayed in the USA.



Physicochemical Properties


Molecular Formula C19H14BRCLN6O2
Molecular Weight 473.71
Exact Mass 472.005
CAS # 736994-63-1
Related CAS # Cyantraniliprole-d3;1392493-34-3
PubChem CID 11578610
Appearance White to off-white solid powder
Density 1.612g/cm3
Boiling Point 561.256ºC at 760 mmHg
Flash Point 293.237ºC
Index of Refraction 1.704
LogP 4.433
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 4
Heavy Atom Count 29
Complexity 672
Defined Atom Stereocenter Count 0
SMILES

O=C(C1=CC(Br)=NN1C2=NC=CC=C2Cl)NC3=C(C(NC)=O)C=C(C#N)C=C3C

InChi Key DVBUIBGJRQBEDP-UHFFFAOYSA-N
InChi Code

InChI=1S/C19H14BrClN6O2/c1-10-6-11(9-22)7-12(18(28)23-2)16(10)25-19(29)14-8-15(20)26-27(14)17-13(21)4-3-5-24-17/h3-8H,1-2H3,(H,23,28)(H,25,29)
Chemical Name

5-bromo-2-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]pyrazole-3-carboxamide
Synonyms

HGW-86;HGW86;HGW 86.
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vitro

In vitro activity: Cyantraniliprole (also known as HGW-86), an anthranilic diamide analog, is a novel and potent second-generation insecticide which is able to deter insect feeding and reduce disease transmission. Cyantraniliprol is a valuable tool for managing Frankliniella occidentalis (Pergande) and also is as effective as abamectin in deterring potato psyllid feeding and could significantly reduce transmission of Lso and the spread of ZC. Cyantraniliprole is approved for use in the United States, Canada, China, and India. Because of its uncommon mechanism of action as a ryanoid, it has activity against pests such as Diaphorina citri that have developed resistance to other classes insecticides. Cyantraniliprole is highly toxic to bees, which resulted in registration of its use as a pesticide being delayed in the USA.


Kinase Assay:


Cell Assay:

ln Vivo

Animal Protocol


References Pest Manag Sci.2013 Sep;69(9):1066-72.
Additional Infomation Cyantraniliprole is a carboxamide that is chlorantraniliprole in which the chlorine atom attached to the phenyl ring has been replaced by a cyano group. A ryanodine receptor agonist, it is used as insecticide for the control of whitefly, thrips, aphids, fruitflies, and fruit worms in crops such as onions, potatoes and tomatoes. It is highly toxic to honeybees. It has a role as a ryanodine receptor agonist. It is a pyrazole insecticide, a nitrile, an organochlorine compound, an organobromine compound, a member of pyridines and a secondary carboxamide.

Solubility Data


Solubility (In Vitro)
DMSO:10 mM in DMSO
Water:<1 mg/mL
Ethanol:
Solubility (In Vivo) Solubility in Formulation 1: ≥ 2.5 mg/mL (5.28 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.28 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1110 mL 10.5550 mL 21.1100 mL
5 mM 0.4222 mL 2.1110 mL 4.2220 mL
10 mM 0.2111 mL 1.0555 mL 2.1110 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.