diethyl 4-nitrophenyl phosphate

• ChemBase ID: 132299
• Molecular Formular: C10H14NO6P
• Molecular Mass: 275.195021
• Monoisotopic Mass: 275.0558738
• SMILES: CCOP(=O)(OCC)Oc1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: CCOP(=O)(Oc1ccc(cc1)[N+](=O)[O-])OCC
• InChI: InChI=1S/C10H14NO6P/c1-3-15-18(14,16-4-2)17-10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3
• InChIKey: WYMSBXTXOHUIGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl 4-nitrophenyl phosphate
• IUPAC Traditional name: paraoxon; diethyl 4-nitrophenyl phosphate
• Synonyms: Paraoxon-ethyl; Diethyl p-nitrophenyl phosphate; Paraoxon-ethyl; O,O-Diethyl O-(4-nitrophenyl) phosphate; O,O-Diethyl O-(4-nitrophenyl) phosphate; Paraoxon; Eticol; Fosfakol; Miotisal A; Phosphacol; Soluglaucit; Phosphoric Acid Diethyl 4-Nitrophenyl Ester; 4-Nitrophenyl Diethyl Phosphate; Chinorto; Diethyl 4-Nitrophenyl Phosphate; Mintacol; Miotisal; Phosphachole; Phosphakol; Paraoxon; 对氧磷; 对硝基苯磷酸二乙酯; O,O-二乙基磷酸对硝基苯酯; O,O-二乙基磷酸对硝基苯酯; 乙基对氧磷; 对氧磷

Database IDs

• CAS Number: 311-45-5
• EC Number: 206-221-0
• MDL Number: MFCD00007316
• Beilstein Number: 1915526
• PubChem SID: 24894279; 162226576; 24862269; 24899254
• PubChem CID: 9395

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.4253368
• LogD (pH = 7.4): 2.4253368
• Log P: 2.4253368
• Molar Refractivity: 64.6983 cm^3
• Polarizability: 25.075983 Å^3
• Polar Surface Area: 90.58 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether; Hexane
• Apperance: Pale Yellow Liquid; yellow oil
• Boiling Point: 169-170°C
• Density: 1.274 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.51(lit.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: TC2275000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1
• Risk Statements: 26/27/28-50
• Safety Statements: 36/37/39-45-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H330-H400
• GHS Precautionary statements: P260-P264-P273-P280-P284-P301 + P310; P260-P264-P273-P280-P284-P302 + P350
• 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 1
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PON1(5444)
• Mechanism of Action: Acetylcholinesterase inhibitor; Parasympathomimetic

Product Information

• Purity: ≥90%; 90%
• Grade: analytical standard; PESTANAL®, analytical standard; technical grade
• Packaging: ampule of 100 mg
• Impurities: ≤10% 4-nitrophenol
• Application(s): Cholinergic, miotic, insecticide
• Linear Formula: O2NC6H4OP(O)(OC2H5)2

DETAILS

Sigma Aldrich - D9286

Biochem/physiol Actions
Potent irreversible acetylcholinesterase inhibitor
包装
1 g in glass bottle
Sealed ampule
Physical form
Oily liquid
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D9286.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D9286.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 855790

Biochem/physiol Actions
Potent irreversible acetylcholinesterase inhibitor

Sigma Aldrich - 36186

Biochem/physiol Actions
Potent irreversible acetylcholinesterase inhibitor
Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - PS610

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Potent irreversible acetylcholinesterase inhibitor

Toronto Research Chemicals - P191850

A cholinesterase inhibitor.

REFERENCES

• Pickering, W.R., et al.: Biochem. Pharmacol., 16, 1183 (1967)
• Fr. Pat., 1964, 1 372 446; CA, 61, 16016, (synth)
• v. Hooidonk, C. et al., Rec. Trav. Chim. (J. R. Neth. Chem. Soc.), 1967, 86, 449-457, (props)
• Keith, L.H. et al., J. Assoc. Off. Anal. Chem., 1968, 51, 1063-1094, (pmr)
• Boyd, G.R., J. Agric. Food Chem., 1970, 18, 742-743, (synth)
• Ashani, Y. et al., J. Med. Chem., 1973, 16, 446-450, (props)
• Holmstead, R.L. et al., J. Assoc. Off. Anal. Chem., 1974, 57, 1050-1055, (ms)
• Krcmar, J. et al., Pharmazie, 1976, 31, 614-617, (uv)
• Horner, L. et al., Annalen, 1977, 61-76, (props)
• Stan, H.-J. et al., Fresenius' Z. Anal. Chem., 1977, 287, 271-285, (glc, ms)
• Stan, H.-J. et al., Biomed. Environ. Mass Spectrom., 1982, 9, 483-492, (ms)
• Ripley, B.D. et al., J. Assoc. Off. Anal. Chem., 1983, 66, 1084-1095, (glc)
• Stan, H.-J. et al., J. Chem. Res., 1983, 279, 173-187, (glc, anal)
• Butler, E.G., CA, 1984, 101, 165 142, (metab)
• Dangerous Prop. Ind. Mater. Rep., 1994, 14, 532-548, (rev, haz)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, NIM500