(2S)-1-(trimethylazaniumyl)propan-2-yl carbamate chloride

• ChemBase ID: 162022
• Molecular Formular: C7H17ClN2O2
• Molecular Mass: 196.67508
• Monoisotopic Mass: 196.09785547
• SMILES: C([C@@H](OC(=O)N)C)[N+](C)(C)C.[Cl-]
• Canonical SMILES: C[C@@H](C[N+](C)(C)C)OC(=O)N.[Cl-]
• InChI: InChI=1S/C7H16N2O2.ClH/c1-6(11-7(8)10)5-9(2,3)4;/h6H,5H2,1-4H3,(H-,8,10);1H/t6-;/m0./s1
• InChIKey: XXRMYXBSBOVVBH-RGMNGODLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(trimethylazaniumyl)propan-2-yl carbamate chloride
• IUPAC Traditional name: (S)-bethanechol chloride
• Synonyms: (2S)-2-[(Aminocarbonyl)oxy]-N,N,N-trimethyl-1propanaminium Chloride; (S)-Bethanechol

Database IDs

• CAS Number: 944538-50-5
• PubChem SID: 162256157
• PubChem CID: 45266828

CALCULATED PROPERTIES

• Acid pKa: 15.340623
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -4.138114
• LogD (pH = 7.4): -4.1381025
• Log P: -4.1381145
• Molar Refractivity: 54.441 cm^3
• Polarizability: 17.012852 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B328895

A selective muscarinic receptor stimulant, used to treat cerebral palsy.

REFERENCES

• Buehler, M., et al.: Res. Vet. Sci., 84, 444 (2008)
• Fliri, A., et al.: J. Med. Chem., 52, 8038 (2008)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2008)