4-carbamoyl-1-[({2-[(1E)-(hydroxyimino)methyl]pyridin-1-ium-1-yl}methoxy)methyl](2H4)pyridin-1-ium dichloride

• ChemBase ID: 160844
• Molecular Formular: C14H16Cl2N4O3
• Molecular Mass: 359.20784
• Monoisotopic Mass: 358.05994575
• SMILES: c1cc[n+](c(c1)/C=N/O)COC[n+]1ccc(cc1)C(=O)N.[Cl-].[Cl-]
• Canonical SMILES: O/N=C/c1cccc[n+]1COC[n+]1ccc(cc1)C(=O)N.[Cl-].[Cl-]
• InChI: InChI=1S/C14H14N4O3.2ClH/c15-14(19)12-4-7-17(8-5-12)10-21-11-18-6-2-1-3-13(18)9-16-20;;/h1-9H,10-11H2,(H-,15,19);2*1H
• InChIKey: QELSIJXWEROXOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-carbamoyl-1-[({2-[(1E)-(hydroxyimino)methyl]pyridin-1-ium-1-yl}methoxy)methyl](^2H₄)pyridin-1-ium dichloride
• IUPAC Traditional name: 4-carbamoyl-1-[({2-[(1E)-(hydroxyimino)methyl]pyridin-1-ium-1-yl}methoxy)methyl](^2H₄)pyridin-1-ium dichloride
• Synonyms: 1[[[4-(Aminocarbonyl)pyridinio-d4]methoxy]methyl]-2-[(hydroxyimino)methyl]pyridinium Dichloride; HI 6-d4 Chloride; HJ 6-d4; Asoxime-d4 Chloride

Database IDs

• PubChem SID: 162254979
• PubChem CID: 71313507

CALCULATED PROPERTIES

• Acid pKa: 4.0283117
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -8.605383
• LogD (pH = 7.4): -8.76639
• Log P: -7.592572
• Molar Refractivity: 78.1549 cm^3
• Polarizability: 29.134598 Å^3
• Polar Surface Area: 92.67 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A790002

Cholinesterase reactivator. A potential antidote for organophosphate poisoning.

REFERENCES

• Clement, J.G., et al.: Arch. Toxicol., 62, 220 (1988)
• Kusic, R., et al.: Hum. Exp. Toxicol., 10, 113 (1988)
• Clement, J.G., et al.: Biopharm. Drug Dispos., 16, 415 (1988)