Terbuthylazine - analytical standard , CAS No.5915-41-3

CAS: 5915-41-3 Cat. No.: T114842 Molecular Weight: 229.71 EC Number: 227-637-9 PubChem CID: 22206

GRADE & PURITY Analytical standard

Synonyms

2-tert.Butylamino-4-aethylamino-6-chlor-1,3,5-triazin | 2-tert-Butylamino-4-chloro-6-ethylamino-s-triazine | 4-Ethylamino-6-tert-butylamino-2-chloro-S-triazine | N2-tert-Butyl-6-chloro-N4-ethyl-1,3,5-triazine-2,4-diyldiamine | 2-t-Butylamino-4-chloro-6-et

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-tert.Butylamino-4-aethylamino-6-chlor-1, 3, 5-triazin | 2-tert-Butylamino-4-chloro-6-ethylamino-s-triazine | 4-Ethylamino-6-tert-butylamino-2-chloro-S-triazine | N2-tert-Butyl-6-chloro-N4-ethyl-1, 3, 5-triazine-2, 4-diyldiamine | 2-t-Butylamino-4-chloro-6-et

Specifications & Purity

analytical standard

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: CCNC1=NC(=NC(=N1)Cl)NC(C)(C)C
• IUPAC Name: 2-N-tert-butyl-6-chloro-4-N-ethyl-1,3,5-triazine-2,4-diamine
• InChIKey: FZXISNSWEXTPMF-UHFFFAOYSA-N
• INCHI: 1S/C9H16ClN5/c1-5-11-7-12-6(10)13-8(14-7)15-9(2,3)4/h5H2,1-4H3,(H2,11,12,13,14,15)
• Isomeric SMILES: CCNC1=NC(=NC(=N1)Cl)NC(C)(C)C
• PubChem CID: 22206
• Molecular Weight: 229.71

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Triazines
      • Subclass Aminotriazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Triazines
• Subclass: Aminotriazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminotriazines
• Alternative Parents: Secondary alkylarylamines Chloro-s-triazines Aryl chlorides Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Amino-1,3,5-triazine - Chloro-s-triazine - Halo-s-triazine - Aminotriazine - Secondary aliphatic/aromatic amine - Aryl chloride - Aryl halide - 1,3,5-triazine - Heteroaromatic compound - Secondary amine - Azacycle - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Organic nitrogen compound - Amine - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aminotriazines. These are organic compounds containing an amino group attached to a triazine ring.
• External Descriptors: Triazine herbicides

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

Associated Targets(Human)

NR3C1 Tclin Glucocorticoid receptor (14987 Activities)

Discover Target: NR3C1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°F): 212 °F
• Flash Point(°C): 100 °C
• Molecular Weight: 229.710 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 229.109 Da
• Monoisotopic Mass: 229.109 Da
• Topological Polar Surface Area: 62.700 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 193.000
• 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. Haoye Li, Qingwen Yang, Haitong Wu, Jianying Guo, Zhaoxin Tang, Jianzhao Liao.  (2023)  Terbuthylazine exposure induces innate immune response and inflammation through activating cGAS-STING/NF-κB pathway in myocardium of broiler chicken (Gallus gallus).  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:38072555] [10.1016/j.pestbp.2023.105700]

2. Quanwei Li, Pan Guo, Shaofeng Wang, Luna Su, Tingyu Liang, Wenlan Yu, Jianying Guo, Qingwen Yang, Zhaoxin Tang, Jianzhao Liao.  (2023)  Gut microbiota disorders aggravate terbuthylazine-induced mitochondrial quality control disturbance and PANoptosis in chicken hepatocyte through gut-liver axis.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:38159754] [10.1016/j.scitotenv.2023.169642]

3. Haitong Wu, Haoye Li, Haihua Huo, Xinrun Li, Heyun Zhu, Lijiao Zhao, Jianzhao Liao, Zhaoxin Tang, Jianying Guo.  (2023)  Effects of terbuthylazine on myocardial oxidative stress and ferroptosis via Nrf2/HO-1 signaling pathway in broilers.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:38072553] [10.1016/j.pestbp.2023.105698]

4. Qing Wang, Tingting Wang, Yanqing Zhang, Jiaxing Ma, Yiqian Tuo.  (2022)  Preparation and evaluation of a chitosan modified biochar as an efficient adsorbent for pipette tip-solid phase extraction of triazine herbicides from rice.  FOOD CHEMISTRY,      [PMID:35870243] [10.1016/j.foodchem.2022.133716]

5. Wu Lijie, Li Zhanchao, Hu Mingzhu.  (2021)  Dynamic Microwave-Assisted Micelle Extraction Coupled with Cloud Point Preconcentration for the Determination of Triazine Herbicides in Soil.  JOURNAL OF CHROMATOGRAPHIC SCIENCE,  60  (5): (493-500).  [PMID:34302343] [10.1093/chromsci/bmab096]

6. Liwei Chen, Xiaoxin Hu, Ying Yang, Canlan Jiang, Cheng Bian, Chao Liu, Miaoyue Zhang, Tianming Cai.  (2018)  Degradation of atrazine and structurally related s-triazine herbicides in soils by ferrous-activated persulfate: Kinetics, mechanisms and soil-types effects.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2018.06.045]

7. Li Liang, Xinghua Wang, Ying Sun, Pinyi Ma, Xinpei Li, Huilan Piao, Yanxiao Jiang, Daqian Song.  (2017)  Magnetic solid-phase extraction of triazine herbicides from rice using metal-organic framework MIL-101(Cr) functionalized magnetic particles.  TALANTA,      [PMID:29310269] [10.1016/j.talanta.2017.11.017]

8. Shaofeng Wang, Quanwei Li, Pan Guo, Luna Su, Tingyu Liang, Wenlan Yu, Qingwen Yang, Jianying Guo, Zhaoxin Tang, Jianzhao Liao.  (2024)  Terbuthylazine induces oxidative stress and mitophagy through activating cGAS-STING pathway in chicken jejunum.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104132]