3-{[bis(2H3)methylcarbamoyl]oxy}-1-methylpyridin-1-ium bromide

• ChemBase ID: 177162
• Molecular Formular: C9H13BrN2O2
• Molecular Mass: 261.11572
• Monoisotopic Mass: 260.01603967
• SMILES: c1c(ccc[n+]1C)OC(=O)N(C)C.[Br-]
• Canonical SMILES: C[n+]1cccc(c1)OC(=O)N(C)C.[Br-]
• InChI: InChI=1S/C9H13N2O2.BrH/c1-10(2)9(12)13-8-5-4-6-11(3)7-8;/h4-7H,1-3H3;1H/q+1;/p-1
• InChIKey: VNYBTNPBYXSMOO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[bis(^2H₃)methylcarbamoyl]oxy}-1-methylpyridin-1-ium bromide
• IUPAC Traditional name: 3-{[bis(^2H₃)methylcarbamoyl]oxy}-1-methylpyridin-1-ium bromide
• Synonyms: 3-[[(Dimethyl-d6-amino)carbonyl]oxy]-1-methylpyridinium Bromide; 3-Hydroxy-1-methylpyridinium Bromide (Dimethyl-d6)carbamate; 1-Methyl-3-hydroxypyridinium Bromide (Dimethyl-d6)carbamate; Kalimin-d6; Kalymin-d6; Mestinon-d6; Mestinon-d6 Bromide; NSC 679759-d6; Piridostigmin-d6; Pyridostigmine-d6 Bromide

Database IDs

• PubChem SID: 164233072
• PubChem CID: 71751887

CALCULATED PROPERTIES

• Acid pKa: 19.526827
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -3.4667275
• LogD (pH = 7.4): -3.4667275
• Log P: -3.4667275
• Molar Refractivity: 49.659 cm^3
• Polarizability: 18.862677 Å^3
• Polar Surface Area: 33.42 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P991707

Labelled Pyridostigmine Bromide (P991705). Cholinergic, used in the treatment of myasthenia gravis, and is a pre-exposure antidote to chemical warfare agents.

REFERENCES

• Kayihan, G., et al.: Toxicol. Environ. Chem., 92, 1783 (2010)
• Yu, Q., et al.: Bioorg. Med. Chem., 18, 4687 (2010)
• Voicu, V., et al.: J. Pharm. Biomed. Anal., 52, 508 (2010)