(3S,4R)-3-ethyl-4-{[1-(2H3)methyl-1H-imidazol-5-yl]methyl}oxolan-2-one hydrochloride

• ChemBase ID: 176725
• Molecular Formular: C11H17ClN2O2
• Molecular Mass: 244.71788
• Monoisotopic Mass: 244.09785547
• SMILES: [C@@H]1([C@H](COC1=O)Cc1cncn1C)CC.Cl
• Canonical SMILES: CC[C@@H]1C(=O)OC[C@@H]1Cc1cncn1C.Cl
• InChI: InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1
• InChIKey: RNAICSBVACLLGM-GNAZCLTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-ethyl-4-{[1-(^2H₃)methyl-1H-imidazol-5-yl]methyl}oxolan-2-one hydrochloride
• IUPAC Traditional name: (3S,4R)-3-ethyl-4-{[3-(^2H₃)methylimidazol-4-yl]methyl}oxolan-2-one hydrochloride
• Synonyms: (3S,4R)-3-Ethyldihydro-4-[[1-(methyl-d3)-1H-imidazol-5-yl]methyl]-2(3H)-furanone Hydrochloride; (+)-Pilocarpine-d3 Hydrochloride; Adsorbocarpine-d3; Almocarpine-d3; Isopto Carpine-d3; NSC 5746-d3; Pilocar-d3; Pilocar SMP-d3; Pilocarpal-d3; Pilocarpine Chloride-d3; Pilocarpine-d3 Hydrochloride

Database IDs

• PubChem SID: 164232635
• PubChem CID: 46782754

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.44190395
• LogD (pH = 7.4): 0.9023369
• Log P: 0.94975144
• Molar Refractivity: 56.5342 cm^3
• Polarizability: 21.924238 Å^3
• Polar Surface Area: 44.12 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Alcohol; Water
• Apperance: Crystalline Solid
• Melting Point: 204-205°C

DETAILS

Toronto Research Chemicals - P441502

Antiglaucoma agent; miotic; sialogogue.

REFERENCES

• Al-Badr, A.A., et al.: Anal. Profiles Drug Subs., 12, 385 (1983)
• Vivino, F.B., et al.: Arch. Intern. Med., 159, 174 (1983)
• Horiot, J.-C., et al.: Radiother. Oncol., 55, 233 (1983)