4-(dimethylamino)but-2-enoic acid hydrochloride

• ChemBase ID: 69474
• Molecular Formular: C6H12ClNO2
• Molecular Mass: 165.61798
• Monoisotopic Mass: 165.05565631
• SMILES: C(=O)(/C=C/CN(C)C)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: 4-(dimethylamino)but-2-enoic acid hydrochloride; (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride
• IUPAC Traditional name: 4-(dimethylamino)but-2-enoic acid hydrochloride; (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride
• Synonyms: 4-Dimethylamino crotonic acid hydrochloride; 4-(Dimethylamino)-2-butenoic acid hydrochloride; trans-4-Dimethylaminocrotonic acid hydrochloride; (E)-4-(Dimethylamino)but-2-enoic Acid Hydrochloride; (E)-4-(Dimethylamino)-2-butenoic Acid Hydrochloride; trans 4-Dimethylaminocrotonic Acid Hydrochloride; 4-(dimethylamino)but-2-enoic acid hydrochloride

Database IDs

• CAS Number: 848133-35-7; 98548-81-3
• MDL Number: MFCD03695466
• PubChem SID: 162035200
• PubChem CID: 45358758

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; Water
• Apperance: White Solid
• Melting Point: 142-146°C; 155 - 157°C; 157-162 °C
• Hydrophobicity(logP): -2.007

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338

Product Information

• Purity: 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C6H11NO2 · HCl

DETAILS

Sigma Aldrich - 735299

Packaging
1 g in glass bottle

Toronto Research Chemicals - D446630

Reagent used in the preparation of 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)