2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl](2H3)propanehydrazide hydrochloride

• ChemBase ID: 161137
• Molecular Formular: C10H16ClN3O5
• Molecular Mass: 293.70414
• Monoisotopic Mass: 293.07784831
• SMILES: c1(c(c(ccc1CNNC(=O)C(CO)N)O)O)O.Cl
• Canonical SMILES: OCC(C(=O)NNCc1ccc(c(c1O)O)O)N.Cl
• InChI: InChI=1S/C10H15N3O5.ClH/c11-6(4-14)10(18)13-12-3-5-1-2-7(15)9(17)8(5)16;/h1-2,6,12,14-17H,3-4,11H2,(H,13,18);1H
• InChIKey: ULFCBIUXQQYDEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl](^2H₃)propanehydrazide hydrochloride
• IUPAC Traditional name: 2-amino-3-hydroxy-N'-[(2,3,4-trihydroxyphenyl)methyl](^2H₃)propanehydrazide hydrochloride
• Synonyms: DL-Serine 2-[(2,3,4-Trihydroxyphenyl)methyl]hydrazide-d3 Hydrochloride; DL-Serine N2-(2,3,4-trihydroxybenzyl)hydrazide-d3 Hydrochloride; N-(DL-Seryl)-N'-(2,3,4-trihydroxybenzyl)hydrazine-d3 Hydrochloride; Ro-4-4602-d3; Benserazide-d3 Hydrochloride

Database IDs

• PubChem SID: 162255272
• PubChem CID: 46780647

CALCULATED PROPERTIES

• Acid pKa: 8.688219
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -3.9209604
• LogD (pH = 7.4): -2.2601278
• Log P: -1.9928483
• Molar Refractivity: 73.2301 cm^3
• Polarizability: 24.415533 Å^3
• Polar Surface Area: 148.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Light Green Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B120502

Used as antiparkinsonian. A peripheral decarboxylase inhibitor.

REFERENCES

• Burkard, W.P., et al.: Experientia, 18, 411 (1962)
• Marion, M.-H., et al.: Adv. Neurol., 45, 493 (1962)
• Pinder, R.M., et al.: Drugs, 11, 329 (1976)