(2S)-2-(2-chlorophenyl)-2-hydroxy(1,1-2H2)ethyl (13C,15N)carbamate

• ChemBase ID: 163813
• Molecular Formular: C9H10ClNO3
• Molecular Mass: 217.61966374
• Monoisotopic Mass: 217.0353106
• SMILES: c1cccc(c1Cl)[C@@H](CO[13C](=O)[15NH2])O
• Canonical SMILES: [15NH2][13C](=O)OC[C@H](c1ccccc1Cl)O
• InChI: InChI=1S/C9H10ClNO3/c10-7-4-2-1-3-6(7)8(12)5-14-9(11)13/h1-4,8,12H,5H2,(H2,11,13)/t8-/m1/s1/i9+1,11+1
• InChIKey: OLBWFRRUHYQABZ-XNNCNNARSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(2-chlorophenyl)-2-hydroxy(1,1-^2H₂)ethyl (^1^3C,^1^5N)carbamate
• IUPAC Traditional name: (2S)-2-(2-chlorophenyl)-2-hydroxy(1,1-^2H₂)ethyl (^1^3C,^1^5N)carbamate
• Synonyms: (1S)-1-(2-Chlorophenyl)-1,2-ethanediol 2-Carbamate-13C,15N,d2; JNJ 10234094-13C,15N,d2; RWJ 333369-13C,15N,d2; YKP 509-13C,15N,d2; (S)-Carisbamate-13C,15N,d2

Database IDs

• PubChem SID: 162257948
• PubChem CID: 71314561

CALCULATED PROPERTIES

• Acid pKa: 13.385699
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.2871857
• LogD (pH = 7.4): 1.2871853
• Log P: 1.2871857
• Molar Refractivity: 51.4694 cm^3
• Polarizability: 20.323898 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C183512

Labelled Carisbamate; it is being developed for adjuvant treatment of partial onset epilepsy. Carisbamate produces anticonvulsant effects in primary generalized, complex partial and absence-type seizure models, and exhibits neuroprotective and antiepilept

REFERENCES

• Courtney, K., et al.: J. Pharmacol. Exp. Ther., 195, 225 (1975)
• Nau, C., et al.: J. Membr. Biol., 201, 1 (1975)
• Codd, E., et al.: Pain, 134, 254 (1975)
• Francois, J., et al.: Epilepsia, 49, 393 (1975)