(2E)-3-{[bis(2H3)methoxyphosphoryl]oxy}-N-methylbut-2-enamide

• ChemBase ID: 174720
• Molecular Formular: C7H14NO5P
• Molecular Mass: 223.163521
• Monoisotopic Mass: 223.06095918
• SMILES: N(C(=O)/C=C(/OP(=O)(OC)OC)\C)C
• Canonical SMILES: CNC(=O)/C=C(/OP(=O)(OC)OC)\C
• InChI: InChI=1S/C7H14NO5P/c1-6(5-7(9)8-2)13-14(10,11-3)12-4/h5H,1-4H3,(H,8,9)/b6-5+
• InChIKey: KRTSDMXIXPKRQR-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-{[bis(^2H₃)methoxyphosphoryl]oxy}-N-methylbut-2-enamide
• IUPAC Traditional name: (2E)-3-{[bis(^2H₃)methoxyphosphoryl]oxy}-N-methylbut-2-enamide
• Synonyms: Phosphoric Acid Dimethyl-d6 (1E)-1-Methyl-3-(methylamino)-3-oxo-1-propenyl Ester; 3-Hydroxy-N-methyl-cis-crotonamide Dimethyl-d6 Phosphate; Apadrin-d6; Azodrin-d6; Azodrin 202R-d6; Azodrin 60-d6; C 1414-d6; Corophos-d6; Croton 36-d6; Kadett 36-d6; Monicil-d6; Monocil 40-d6; Monocos-d6; Monocron-d6; Monodhan-d6; Monokrotofos-d6; Monostar-d6; Nuvacron-d6; Nuvacron 36SL-d6; Parryfos-d6; SD 9129-d6; Sufos-d6; Monocrotophos-d6

Database IDs

• PubChem SID: 164230630
• PubChem CID: 71750789

CALCULATED PROPERTIES

• Acid pKa: 15.726248
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.4663406
• LogD (pH = 7.4): -0.4663361
• Log P: -0.46633604
• Molar Refractivity: 51.6446 cm^3
• Polarizability: 20.145319 Å^3
• Polar Surface Area: 73.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M526052

Labelled Monocrotophos, an organophosphorous insecticide. Monocrotophos is used mainly against cotton pests but it is also used in the protection of citrus, rice, potatoes, vegetables and other crops.

REFERENCES

• Patel, I. et al.: Ind. J. Agric. Sci., 67, 83 (1997)
• Rao, V.L. et al.: Ind. J. Agric. Sci., 54, 209 (1997)
• Kinzer, R.E. et al.: J, Econ. Entomol., 69, 697 (1997)