Pyrimethanil - analytical standard, ≥98.5% , CAS No.53112-28-0

CAS: 53112-28-0 Cat. No.: P110000 Molecular Weight: 199.25 Beilstein Registry Number: 151589 EC Number: 414-220-3

GRADE & PURITY Analytical standard, ≥98.5%

Synonyms

4,6-dimethyl-~{N}-phenyl-pyrimidin-2-amine | HY-B2033 | N-(4,6-dimethylpyrimidin-2-yl)aniline | STK693289 | EN300-651703 | PYRIMETHANIL [MI] | 6IA5HP6C8Z | 4,6-dimethyl-N-phenyl-2-pyrimidinamine | AC-12527 | Tox21_300808 | 12B-067 | DTXSID8034877 | Pyrime

Storage

Room temperature

Shipped In

Normal

Overview

Pyrimethanil is a broad spectrum anilino-pyrimidine foliar fungicide. Pyrimethanil functions by inhibiting the biosynthesis of methionine in Botrytis cinerea.
A broad spectrum anilino-pyrimidine foliar fungicide.

Specifications

Synonyms

4, 6-dimethyl-~{N}-phenyl-pyrimidin-2-amine | HY-B2033 | N-(4, 6-dimethylpyrimidin-2-yl)aniline | STK693289 | EN300-651703 | PYRIMETHANIL [MI] | 6IA5HP6C8Z | 4, 6-dimethyl-N-phenyl-2-pyrimidinamine | AC-12527 | Tox21_300808 | 12B-067 | DTXSID8034877 | Pyrime

Specifications & Purity

analytical standard, ≥98.5%

Storage

Room temperature

Shipped In

Normal

Grade

Analytical standard

Purity

≥98.5%

Names and Identifiers

• Pubchem Sid: 504756081
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756081
• Canonical Smiles: CC1=CC(=NC(=N1)NC2=CC=CC=C2)C
• IUPAC Name: 4,6-dimethyl-N-phenylpyrimidin-2-amine
• InChIKey: ZLIBICFPKPWGIZ-UHFFFAOYSA-N
• INCHI: 1S/C12H13N3/c1-9-8-10(2)14-12(13-9)15-11-6-4-3-5-7-11/h3-8H,1-2H3,(H,13,14,15)
• Isomeric SMILES: CC1=CC(=NC(=N1)NC2=CC=CC=C2)C
• WGK Germany: 2
• UN Number: 3077
• Molecular Weight: 199.25
• Beilstein: 151589
• Reaxy-Rn: 151589
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=151589&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Aniline and substituted anilines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Aniline and substituted anilines
• Intermediate Tree Nodes: Not available
• Direct Parent: Aniline and substituted anilines
• Alternative Parents: Aminopyrimidines and derivatives Heteroaromatic compounds Secondary amines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aniline or substituted anilines - Aminopyrimidine - Pyrimidine - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Secondary amine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
• External Descriptors: Pyrimidine fungicides

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)

NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

Discover Target: NR1H4

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Associated Targets(non-human)

Alternaria solani (773 Activities)

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Oculimacula yallundae (312 Activities)

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Thanatephorus cucumeris (609 Activities)

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Aspergillus niger (16508 Activities)

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Phytophthora infestans (820 Activities)

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Fusarium oxysporum (3998 Activities)

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Botrytis cinerea (4183 Activities)

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Bipolaris maydis (114 Activities)

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Alternaria mali (94 Activities)

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Ceratobasidium cereale (139 Activities)

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Fusarium fujikuroi (210 Activities)

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Pyricularia oryzae (1832 Activities)

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Mycosphaerella arachidis (441 Activities)

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Rhizoctonia solani (2251 Activities)

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Sclerotinia sclerotiorum (877 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Fusarium graminearum (1554 Activities)

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Macrophoma (17 Activities)

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Phomopsis asparagi (62 Activities)

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Alternaria kikuchiana (71 Activities)

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Fruit (10 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 93.3°C
• Molecular Weight: 199.250 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.111 Da
• Monoisotopic Mass: 199.111 Da
• Topological Polar Surface Area: 37.800 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 179.000
• 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. Suling Zhang, Ziluo Hua, Hongting Zhao, Weixuan Yao, Yuanzhao Wu, Defeng Fu, Jiancong Sun.  (2021)  Defective Zr-based metal–organic frameworks as sorbent for the determination of fungicides in environmental water samples by rapid dispersive micro-solid-phase extraction coupled to liquid chromatography/mass spectrometry.  JOURNAL OF SEPARATION SCIENCE,  44  (10): (2113-2120).  [PMID:33721403] [10.1002/jssc.202001240]

2. Zhengdong Shen, Qinzhen Fan, Qian Yu, Rui Wang, Huan Wang, Xianming Kong.  (2020)  Facile detection of carbendazim in food using TLC-SERS on diatomite thin layer chromatography.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:33086143] [10.1016/j.saa.2020.119037]

3. Weixuan Yao, Zhefeng Fan, Suling Zhang.  (2019)  Preparation of metal-organic framework UiO-66-incorporated polymer monolith for the extraction of trace levels of fungicides in environmental water and soil samples.  JOURNAL OF SEPARATION SCIENCE,  42  (16): (2679-2686).  [PMID:31177628] [10.1002/jssc.201900168]

4. Jiale Yang, Chen Fan, Gang Tang, Wenbing Zhang, Hongqiang Dong, You Liang, Yanfei Wang, Mingqiang Zou, Yongsong Cao.  (2018)  Relationship between the Structure of Ionic Liquid and Its Enrichment Ability To Trace Fungicides from an Environmental Water Sample.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:30133274] [10.1021/acs.jafc.8b03244]

5. Kaiqiang Wang, Da-Wen Sun, Hongbin Pu, Qingyi Wei.  (2018)  Surface-enhanced Raman scattering of core-shell Au@Ag nanoparticles aggregates for rapid detection of difenoconazole in grapes.  TALANTA,      [PMID:30262083] [10.1016/j.talanta.2018.08.005]

6. Xuan Zhao, Mengsong Chen, Hanxin Mao, Chuanqing Zhang, Jianyan Wu.  (2024)  Genetic structure and pyrimethanil resistance of Botrytis spp. causing gray mold on strawberry from greenhouses in Zhejiang, China.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:39477582] [10.1016/j.pestbp.2024.106128]

7. Wenying Ding, Bingfeng Chen, Minglong Song, Meng Liu, Binghai Lv, Danyan Qiu, Yuke Zhu, Zhenyan Zhang, Mengwei Zhang, Rongshe Zhang, Tao Lu, Haifeng Qian.  (2025)  Different effects of heterocyclic compounds on the diversity and functions of soil microbiota.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:41175752] [10.1016/j.jhazmat.2025.140318]