2-hydrazinyl-3-(4-hydroxy-3-methoxyphenyl)-2-(2H3)methyl(2H2)propanoic acid

• ChemBase ID: 173479
• Molecular Formular: C11H16N2O4
• Molecular Mass: 240.25574
• Monoisotopic Mass: 240.111007
• SMILES: c1cc(c(cc1CC(NN)(C)C(=O)O)OC)O
• Canonical SMILES: NNC(C(=O)O)(Cc1ccc(c(c1)OC)O)C
• InChI: InChI=1S/C11H16N2O4/c1-11(13-12,10(15)16)6-7-3-4-8(14)9(5-7)17-2/h3-5,13-14H,6,12H2,1-2H3,(H,15,16)
• InChIKey: CZEXQBQCMOVXGP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydrazinyl-3-(4-hydroxy-3-methoxyphenyl)-2-(^2H₃)methyl(^2H₂)propanoic acid
• IUPAC Traditional name: 2-hydrazinyl-3-(4-hydroxy-3-methoxyphenyl)-2-(^2H₃)methyl(^2H₂)propanoic acid
• Synonyms: α-Hydrazino-4-hydroxy-3-methoxy-α-methylbenzenepropanoic Acid-d5; α-Hydrazino-4-hydroxy-3-methoxy-α-methylhydrocinnamic Acid-d5; 3-O-Methyl Carbidopa-d5

Database IDs

• PubChem SID: 164229389
• PubChem CID: 71750262

CALCULATED PROPERTIES

• Acid pKa: 3.670011
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.1131046
• LogD (pH = 7.4): -2.3547285
• Log P: -0.98487025
• Molar Refractivity: 73.2506 cm^3
• Polarizability: 24.227926 Å^3
• Polar Surface Area: 104.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M294592

Labelled 3-O-Methylcarbidopa, an impurity of Carbidopa (C175915) with potential use as therapeutic agents to treat hypertension and Parkinson's disease.

REFERENCES

• Gelber, L. et al.: J. Chrom., 257, 317 (1983)
• Kallwass, H. et al.: Bioorg. Med. Chem., 2, 557 (1983)