dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate

• ChemBase ID: 104729
• Molecular Formular: C4H8Cl3O4P
• Molecular Mass: 257.436681
• Monoisotopic Mass: 255.92257841
• SMILES: COP(=O)(OC)C(O)C(Cl)(Cl)Cl
• Canonical SMILES: COP(=O)(C(C(Cl)(Cl)Cl)O)OC
• InChI: InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
• InChIKey: NFACJZMKEDPNKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate
• IUPAC Traditional name: briten
• Synonyms: (2,2,2-Trichloro-1-hydroxyethyl)phosphonic acid dimethyl ester; Metrifonate; Trichlorfon; Trichlorphon; Metrifonate; (2,2,2-TRICHLORO-1-HYDROXYETHYL)PHOSPHONIC ACID DIMETHYL ESTER; Trichlorfon; Dylox; (2,2,2-三氯-1-羟乙基)磷酸二甲酯; 美曲磷酯; 敌百虫; 敌百虫

Database IDs

• CAS Number: 52-68-6
• EC Number: 200-149-3
• MDL Number: MFCD00055272
• Beilstein Number: 1709434
• PubChem SID: 162093294; 24869267; 24899252
• PubChem CID: 5853
• ATC CODE: P02BB01; QP52AB01; QP53AF02
• KEGG ID: C07971
• Unique Ingredient Identifier: DBF2DG4G2K
• Wikipedia Title: Metrifonate

CALCULATED PROPERTIES

• Acid pKa: 10.118215
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.1382517
• LogD (pH = 7.4): 1.1374327
• Log P: 1.1382622
• Molar Refractivity: 47.5918 cm^3
• Polarizability: 19.458757 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: TA0700000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-43-50/53
• Safety Statements: 24-37-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H317-H410
• GHS Precautionary statements: P273-P280-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 1000 mg
• Empirical Formula (Hill Notation): C4H8Cl3O4P

DETAILS

MP Biomedicals - 02156982

(Metrifonate; Trichlorfon)
Crystalline

Sigma Aldrich - 45698

Biochem/physiol Actions
Trichlorfon also known as metrifonate, is an insecticide that functions as an inhibitor of acetylcholine esterase. Trichlorfon has been shown to induce DNA damage and genetic defects in numerous cell lines in addition to inducing aneuploidy in male mouse germ cells. 1
Legal Information
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