Pirimiphos-methyl solution - analytical standard, 0.100mg/ml in methanol , CAS No.29232-93-7

CAS: 29232-93-7 Cat. No.: P115116 Molecular Weight: 305.33 Beilstein Registry Number: 755726 EC Number: 249-528-5

GRADE & PURITY Analytical standard, 0.100mg/ml in methanol

Synonyms

Primiphos-methyl | NCGC00163924-02 | NCGC00254624-01 | O-(2-(DIETHYLAMINO)-6-METHYL-4-PYRIMIDINYL) O,O-DIMETHYL PHOSPHOROTHIOATE | Pirimifosmethyl | Pyridimine phosphate | 4-dimethoxyphosphinothioyloxy-N,N-diethyl-6-methyl-2-pyrimidinamine | DTXCID004266

Storage

Protected from light,Room temperature

Shipped In

Normal

Specifications

Synonyms

Primiphos-methyl | NCGC00163924-02 | NCGC00254624-01 | O-(2-(DIETHYLAMINO)-6-METHYL-4-PYRIMIDINYL) O, O-DIMETHYL PHOSPHOROTHIOATE | Pirimifosmethyl | Pyridimine phosphate | 4-dimethoxyphosphinothioyloxy-N, N-diethyl-6-methyl-2-pyrimidinamine | DTXCID004266

Specifications & Purity

analytical standard, 0.100mg/ml in methanol

Storage

Protected from light, Room temperature

Shipped In

Normal

Grade

Analytical standard

Names and Identifiers

• Canonical Smiles: CCN(CC)C1=NC(=CC(=N1)OP(=S)(OC)OC)C
• IUPAC Name: 4-dimethoxyphosphinothioyloxy-N,N-diethyl-6-methylpyrimidin-2-amine
• InChIKey: QHOQHJPRIBSPCY-UHFFFAOYSA-N
• INCHI: 1S/C11H20N3O3PS/c1-6-14(7-2)11-12-9(3)8-10(13-11)17-18(19,15-4)16-5/h8H,6-7H2,1-5H3
• Isomeric SMILES: CCN(CC)C1=NC(=CC(=N1)OP(=S)(OC)OC)C
• WGK Germany: 3
• RTECS: TF1410000
• UN Number: 3082
• Packing Group: III
• Molecular Weight: 305.33
• Beilstein: 755726
• Reaxy-Rn: 755726
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=755726&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic thiophosphoric acids and derivatives
      • Subclass Thiophosphoric acid esters
        • Level5 Aryl thiophosphates
          • Level6 Pyrimidinyl phosphorothioates

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic thiophosphoric acids and derivatives
• Subclass: Thiophosphoric acid esters
• Intermediate Tree Nodes: Aryl thiophosphates
• Direct Parent: Pyrimidinyl phosphorothioates
• Alternative Parents: Thiophosphate triesters Dialkylarylamines Aminopyrimidines and derivatives Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidinyl phosphorothioate - Dialkylarylamine - Thiophosphate triester - Aminopyrimidine - Pyrimidine - Heteroaromatic compound - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidinyl phosphorothioates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where R= pyrimidine, R' = organyl group , and R\" = any atom.
• External Descriptors: Organophosphorus 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

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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

Associated Targets(non-human)

Tetranychus urticae (2600 Activities)

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

Bemisia tabaci (599 Activities)

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

Chilo suppressalis (440 Activities)

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

Liposcelis entomophila (20 Activities)

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

Liposcelis bostrychophila (71 Activities)

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

Liposcelis paeta (15 Activities)

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive.
• Melt Point(°C): 15°C
• Molecular Weight: 305.340 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 305.096 Da
• Monoisotopic Mass: 305.096 Da
• Topological Polar Surface Area: 88.800 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 310.000
• 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. Xinyue Zhang, Zhi Li, Yang Wang, Shuaihua Zhang, Xiaohuan Zang, Chun Wang, Zhi Wang.  (2023)  Preparation of black phosphorus nanosheets/ zeolitic imidazolate framework nanocomposite for high-performance solid-phase microextraction of organophosphorus pesticides.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:37660557] [10.1016/j.chroma.2023.464339]

2. Kai Zhang, Liangzi Wang, Jingitao liu, Shiyu Zhao, Longfei Ding, Binhua Zhou, Bo Zhao.  (2023)  A Highly Sensitive Electrochemical Methamidophos Immobilized AChE Biosensor for Organophosphorus Pesticides Detection.  International Journal of Electrochemical Science,      [PMID:] [10.20964/2022.04.44]

3. Guozheng Zhao, Binhua Zhou, Xiuwen Wang, Jian Shen, Bo Zhao.  (2021)  Detection of organophosphorus pesticides by nanogold/mercaptomethamidophos multi-residue electrochemical biosensor.  FOOD CHEMISTRY,      [PMID:33735695] [10.1016/j.foodchem.2021.129511]

4. Kangmiao Guo, Xiaokun Wu, Fan Zhang, Ying Cao, Zenglei Tan, Shuwen Xiao, Lijie Wu.  (2024)  Deep Eutectic Solvents-Based Ultrasonic-Assisted Dispersive Liquid–Liquid Microextraction for the Determination of Organophosphorus Pesticides in Honeysuckle Dew Samples.  MOLECULES,  29  (14): (3423).  [PMID:39065001] [10.3390/molecules29143423]

5. Dan Zhao, Gang Yu, Miaoxiu Ge, Mingdai Han, Haibing Meng, Wei Xiong, Luhong Wen.  (2024)  Post-modified linker functionalization of metal organic frameworks for high-efficiency adsorption and quantification of trace organophosphorus pesticides in environmental water.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.127470]

6. Manman Qin, Leting Wang, Kaixin Xu, Zhehao Liang, Chao Zhong, Yanfei Xie, Dan Shan, Jun Yu, Jiang Wang, Hao Fan.  (2025)  Rapid identification of high-viscosity rice soup quality using neutral desorption extractive electrospray ionization mass spectrometry.  Analytical Methods,      [PMID:40758120] [10.1039/D5AY00420A]