(2E)-4-[bis(2H3)methylamino]but-2-enoic acid hydrochloride

• ChemBase ID: 167502
• Molecular Formular: C6H12ClNO2
• Molecular Mass: 165.61798
• Monoisotopic Mass: 165.05565631
• SMILES: C(=C\CN(C)C)/C(=O)O.Cl
• Canonical SMILES: CN(C/C=C/C(=O)O)C.Cl
• InChI: InChI=1S/C6H11NO2.ClH/c1-7(2)5-3-4-6(8)9;/h3-4H,5H2,1-2H3,(H,8,9);1H/b4-3+
• InChIKey: UUHNQHFOIVLAQX-BJILWQEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-[bis(^2H₃)methylamino]but-2-enoic acid hydrochloride
• IUPAC Traditional name: (2E)-4-[bis(^2H₃)methylamino]but-2-enoic acid hydrochloride
• Synonyms: (E)-4-(Dimethylamino)but-2-enoic Acid-d6 Hydrochloride; (E)-4-(Dimethylamino)-2-butenoic Acid-d6 Hydrochloride; trans 4-Dimethylaminocrotonic Acid-d6 Hydrochloride

Database IDs

• PubChem SID: 162261635
• PubChem CID: 71316120

CALCULATED PROPERTIES

• Acid pKa: 4.7334747
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4276114
• LogD (pH = 7.4): -2.380049
• Log P: -2.3762531
• Molar Refractivity: 36.4664 cm^3
• Polarizability: 13.588985 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D446632

Reagent used in the preparation of labelled tyrosine kinase inhibiting antitumor agents.

REFERENCES

• Michalczyk, A., et al.: Bioorg. Med. Chem., 16, 3482 (2008)
• Sos, M., et al.: Canc. Res., 70, 868 (2008)