1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate

• ChemBase ID: 128186
• Molecular Formular: C10H19O7PS
• Molecular Mass: 314.292421
• Monoisotopic Mass: 314.05891058
• SMILES: CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
• Canonical SMILES: CCOC(=O)CC(C(=O)OCC)SP(=O)(OC)OC
• InChI: InChI=1S/C10H19O7PS/c1-5-16-9(11)7-8(10(12)17-6-2)19-18(13,14-3)15-4/h8H,5-7H2,1-4H3
• InChIKey: WSORODGWGUUOBO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diethyl 2-[(dimethoxyphosphoryl)sulfanyl]butanedioate
• IUPAC Traditional name: malaoxon
• Synonyms: 2-[(Dimethoxyphosphinyl)thio]butanedioic Acid 1,4-Diethyl Ester; Diethyl[(Dimethoxyphosphino)thio]butanedioate; Liromat; O,O-Dimethyl S-1,2-Bis(ethoxyca rbonyl)ethyl Phosphorothioate; Oxycarbophos; 2-(dimethoxyphosphorylthio) butanedioic acid diethyl ester; Malaoxon; Malaoxon; 马拉氧磷

Database IDs

• CAS Number: 1634-78-2
• MDL Number: MFCD00055461
• Beilstein Number: 1804523
• PubChem SID: 162222497
• PubChem CID: 15415
• Wikipedia Title: Malaoxon

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9674136
• LogD (pH = 7.4): 0.9674136
• Log P: 0.9674136
• Molar Refractivity: 70.1914 cm^3
• Polarizability: 28.715778 Å^3
• Polar Surface Area: 88.13 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >100 °C; >212 °F

Safety Information

• RTECS: WM8410000
• European Hazard Symbols: Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H310
• GHS Precautionary statements: P280-P301 + P310-P302 + P350-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C10H19O7PS

DETAILS

Sigma Aldrich - 36142

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - M110500

An active metabolite of Malathion. It is a widely used anticholinesterase phosphorothioate insecticide.

REFERENCES

• Levy, D., et al.: Biochem. Pharmacol., 35, 1079 (1986)
• Sussman, J., et al.: Science, 253, 872 (1986)
• Barak, D., et al.: J. Biol. Chem., 269, 6296 (1986)
• Szegletes, T., et al.: Biochemistry, 37, 4206 (1986)