3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-(2H3)methyl(2H2)propanoic acid

• ChemBase ID: 163625
• Molecular Formular: C10H14N2O4
• Molecular Mass: 226.22916
• Monoisotopic Mass: 226.09535694
• SMILES: c1cc(c(cc1CC(C)(C(=O)O)NN)O)O
• Canonical SMILES: NNC(C(=O)O)(Cc1ccc(c(c1)O)O)C
• InChI: InChI=1S/C10H14N2O4/c1-10(12-11,9(15)16)5-6-2-3-7(13)8(14)4-6/h2-4,12-14H,5,11H2,1H3,(H,15,16)
• InChIKey: TZFNLOMSOLWIDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-(^2H₃)methyl(^2H₂)propanoic acid
• IUPAC Traditional name: 3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-(^2H₃)methyl(^2H₂)propanoic acid
• Synonyms: α-Hydrazino-3,4-dihydroxy-α-methyl-benzenepropanoic Acid-d5; DL-α-Hydrazino-3,4-dihydroxy-α-methylhydrocinnamic Acid-d5; α-Hydrazino-α-methyldopa-d5; dl-MK 485-d5; NSC 92521-d5; Carbidopa-d5

Database IDs

• PubChem SID: 162257760
• PubChem CID: 45038549

CALCULATED PROPERTIES

• Acid pKa: 3.5892224
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.3181038
• LogD (pH = 7.4): -2.5354536
• Log P: -1.1881938
• Molar Refractivity: 68.7683 cm^3
• Polarizability: 22.330229 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water (hot)
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 182-184°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C175917

Labelled Carbidopa, an inhibitor of aromatic amino acid decarboxylase.

REFERENCES

• Sletzinger, M., et al.: J. Med. Chem., 6, 101 (1963)