Chlorantraniliprole - Moligand™, ≥98% , CAS No.500008-45-7

CAS: 500008-45-7 Cat. No.: C1492973 Molecular Weight: 483.15 EC Number: 610-489-8

GRADE & PURITY Moligand™, ≥98%

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Specifications & Purity

Moligand™, ≥98%

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)Cl
• IUPAC Name: 5-bromo-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloropyridin-2-yl)pyrazole-3-carboxamide
• InChIKey: PSOVNZZNOMJUBI-UHFFFAOYSA-N
• INCHI: 1S/C18H14BrCl2N5O2/c1-9-6-10(20)7-11(17(27)22-2)15(9)24-18(28)13-8-14(19)25-26(13)16-12(21)4-3-5-23-16/h3-8H,1-2H3,(H,22,27)(H,24,28)
• Isomeric SMILES: CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)Cl
• WGK Germany: 3
• Molecular Weight: 483.15
• Reaxy-Rn: 11247880
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11247880&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyrazolylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyrazolylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrazolylpyridines
• Alternative Parents: Toluenes Chlorobenzenes Aryl chlorides Aryl bromides Pyrazoles Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Carboximidic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organochlorides Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2-pyrazolylpyridine - Chlorobenzene - Halobenzene - Toluene - Aryl bromide - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Azole - Heteroaromatic compound - Pyrazole - Azacycle - Carboximidic acid - Carboximidic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organohalogen compound - Organobromide - Organochloride - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrazolylpyridines. These are compounds containing a pyrazolylpyridine skeleton, which consists of a pyrazole linked (not fused) to a pyridine by a bond.
• External Descriptors: Pyrazole insecticides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive; Light sensitive
• Melt Point(°C): 208-210°C
• Molecular Weight: 483.100 g/mol
• XLogP3: 4.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 480.971 Da
• Monoisotopic Mass: 480.971 Da
• Topological Polar Surface Area: 88.900 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 586.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Ferry Saputra, Yu-Heng Lai, Marri Jmelou M. Roldan, Honeymae C. Alos, Charlaine A. Aventurado, Ross D. Vasquez, Chung-Der Hsiao.  (2023)  The Effect of the Pyrethroid Pesticide Fenpropathrin on the Cardiac Performance of Zebrafish and the Potential Mechanism of Toxicity.  Biology-Basel,  12  (9): (1214).  [PMID:37759613] [10.3390/biology12091214]

2. Xu Chen, Yanxia Mao, Anguan Wang, Linchuan Lu, Qi Shao, Chunhui Jiang, Hongfei Lu.  (2023)  Synthesis and application of purine-based fluorescence probe for continuous recognition of Cu2+ and glyphosate.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:37639808] [10.1016/j.saa.2023.123291]

3. Fan Du, Chen-Xi Feng, Di-Fei Zhou, Xiaomin Hou.  (2023)  Evaluation of the Two Typical Diamide Insecticide-Induced Oxidative Damages and the Molecular Mechanism Underlying Their Toxicity in Triticum aestivum.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:37195717] [10.1021/acs.jafc.3c01085]

4. Qi Shao, Chunhui Jiang, Xu Chen, Anguan Wang, Linchuan Lu, Liang Chen, Hongfei Lu.  (2023)  Sensing of organophosphorus pesticides by fluorescent complexes based on purine-hydrazone receptor and copper (II) and its application in living-cells imaging.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:37031483] [10.1016/j.saa.2023.122676]

5. Yifan Li, Shujun Ni, Yunping Wang, Ruichi Li, Hong Sun, Xuan Ye, Zhen Tian, Yalin Zhang, Jiyuan Liu.  (2023)  The chemosensory protein 1 contributes to indoxacarb resistance in Plutella xylostella (L.).  PEST MANAGEMENT SCIENCE,      [PMID:36809665] [10.1002/ps.7415]

6. Pei-Rong Li, Yu Shi, Di Ju, Yu-Xi Liu, Wei Wang, Ying-Shi He, Yu-Yun Zhang, Xue-Qing Yang.  (2022)  Metabolic functional redundancy of the CYP9A subfamily members leads to P450-mediated lambda-cyhalothrin resistance in Cydia pomonella.  PEST MANAGEMENT SCIENCE,  79  (4): (1452-1466).  [PMID:36519662] [10.1002/ps.7317]

7. Xu Jing, Jing Wu, Huihui Wang, Luyao Guo, Xiaojiao Zheng, Xiaowen Wang, Shuo Wang.  (2021)  Application of deep eutectic solvent-based extraction coupled with an S-CQD fluorescent sensor for the determination of pirimicarb in cereals.  FOOD CHEMISTRY,      [PMID:34662796] [10.1016/j.foodchem.2021.131360]

8. Mao-Ye Li, Xiao-Hui Tu, Ye Cao, Shi-Guang Li, Su Liu.  (2021)  Characterisation of a copper/zinc superoxide dismutase from Pieris rapae and its role in protecting against oxidative stress induced by chlorantraniliprole.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:33838718] [10.1016/j.pestbp.2021.104825]

9. Yifan Li, Hong Sun, Hassan Yasoob, Zhen Tian, Yue Li, Ruichi Li, Shengli Zheng, Jiyuan Liu, Yalin Zhang.  (2021)  Biogenetic cantharidin is a promising leading compound to manage insecticide resistance of Mythimna separata (Lepidoptera: Noctuidae).  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:33518040] [10.1016/j.pestbp.2020.104769]

10. Yuanhang Ren, Jiaxing Shi, Yangping Mu, Ke Tao, Hong Jin, Taiping Hou.  (2019)  AW1 Neuronal Cell Cytotoxicity: The Mode of Action of Insecticidal Fatty Acids.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:31593462] [10.1021/acs.jafc.9b02197]

11. Bendong Shi, Qiaohan Liu, Chenchen Xu, Ziwei Zhang, Jingzeng Cai.  (2024)  Chlorantraniliprole induces mitophagy, ferroptosis, and cytokine homeostasis imbalance in grass carp (Ctenopharyngodon idella) hepatocytes via the mtROS-mitochondrial fission/fusion axis.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:38582593] [10.1016/j.pestbp.2024.105830]

12. Wenmin Li, Yikun Zan, Tong Wu, Sa Yang, Linlin Liu, Shanshan Li, Pingli Dai, Jing Gao.  (2024)  Impact of chlorantraniliprole on honey bees: Differential sensitivity and biological responses in Apis mellifera and Apis cerana.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:39510278] [10.1016/j.scitotenv.2024.177417]

13. Jiyuan Liu, Zhen Tian, Ruichi Li, Shujun Ni, Hong Sun, Fei Yin, Zhenyu Li, Yalin Zhang, Yifan Li.  (2024)  Key Contributions of the Overexpressed Plutella xylostella Sigma Glutathione S-Transferase 1 Gene (PxGSTs1) in the Resistance Evolution to Multiple Insecticides.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38261632] [10.1021/acs.jafc.3c09458]

14. Wenqiu Song, Weihua Liu, Qianqian Wang, Lin Hao, Qiuhua Wu, Chun Wang.  (2025)  A recyclable and durable azo-linked porous organic polymer for fast enrichment and sensitive detection of diamide insecticides in environmental and food samples.  FOOD CHEMISTRY,      [PMID:40252448] [10.1016/j.foodchem.2025.144371]

15. Yifan Chen, Fan Yang, Xiaomin Hou.  (2025)  Systematic evaluation of three-generation diamide insecticides with glutathione reductase 2: molecular mechanisms and phytotoxic effects.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:41442911] [10.1016/j.saa.2025.127377]

16. Xin-Yu Wang, Zi-Peng Li, Bi-Yun Feng, Jie Cheng, Ji-Xiao Zhu, Guang-Hui Xu, Wei-Feng Huang, Li-Tao Yi.  (2025)  Long term chlorantraniliprole exposure induced intestinal and cognitive impairment via inducing lipid and amino acid metabolism dysfunction.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:40466326] [10.1016/j.ecoenv.2025.118470]

17. Jie Zhao, Hao-Ran Kan, Xin-Xin Jin, Jiang-Yuan Zhang, Hong-Run Zhou, Xiao-Qiang Han, Jing Ye.  (2026)  Identification and Stability Assessment of Reference Genes in Helicoverpa armigera Under Plant Secondary Substance and Insecticide Stresses.  Biology-Basel,  15  (2): (175).  [PMID:41594910] [10.3390/biology15020175]

18. Yang Bingnian, Peng Ziqin, Xia Guangping, Ruan Guihua, Huang Yipeng, Tang Ningli.  (2026)  Controllable synthesis of reticulated covalent organic polymers for the rapid extraction of triazine herbicides in vegetables prior to analysis by high-performance liquid chromatography.  MICROCHIMICA ACTA,  193  (3): (150).  [PMID:41663847] [10.1007/s00604-026-07841-x]

19. Zheng Kang-Wu, Wei Zi-Han, Xia Zi-Nan, Wang Bo-Kun, Gao Ping, Li Yu-Ting, Yang Xue-Qing.  (2026)  Transgenerational Effects of Elevated Temperature on Life History and Lambda-Cyhalothrin Sensitivity in Cydia Pomonella.  NEOTROPICAL ENTOMOLOGY,  55  (1): (9).  [PMID:41680466] [10.1007/s13744-026-01370-1]

20. Chun Yang, Ming-Tao He, Zhen-Zhen Zheng, Feng Wang, Ru-Qian Chen, Hua-Wei Li, Xi-Zhong Yan, Xiao-Yan Zhi.  (2026)  Application of Natural Sesquiterpene Lactone for Pesticide Discovery: Design, Synthesis, and Insecticidal Evaluation of Xanthatin Derivatives Featuring Isoxazoline, Arylvinyl, and Sulfone Motifs.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:] [10.1021/acs.jafc.5c16234]