5-chloro-7-[(diethylamino)methyl]quinolin-8-ol

• ChemBase ID: 154774
• Molecular Formular: C14H17ClN2O
• Molecular Mass: 264.75058
• Monoisotopic Mass: 264.10294085
• SMILES: CCN(CC)Cc1cc(c2cccnc2c1O)Cl
• Canonical SMILES: CCN(Cc1cc(Cl)c2c(c1O)nccc2)CC
• InChI: InChI=1S/C14H17ClN2O/c1-3-17(4-2)9-10-8-12(15)11-6-5-7-16-13(11)14(10)18/h5-8,18H,3-4,9H2,1-2H3
• InChIKey: QDFFXEIFWNNJJU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-7-[(diethylamino)methyl]quinolin-8-ol
• IUPAC Traditional name: 5-chloro-7-[(diethylamino)methyl]quinolin-8-ol
• Synonyms: 5-Chloro-7-(diethylaminomethyl)quinolin-8-ol; 5-Chloro-7-[(diethylamino)methyl]-8-quinolinol; ML-3H2

Database IDs

• CAS Number: 103325-93-5
• MDL Number: MFCD02165436
• PubChem SID: 162248912
• PubChem CID: 716637

CALCULATED PROPERTIES

• Acid pKa: 6.87143
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.46429455
• LogD (pH = 7.4): 1.6823575
• Log P: 1.7698823
• Molar Refractivity: 74.8049 cm^3
• Polarizability: 30.159857 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble20 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-41
• Safety Statements: 26-39-45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98%
• Empirical Formula (Hill Notation): C14H17ClN2O

DETAILS

Sigma Aldrich - M2324

Biochem/physiol Actions
ML-3H2 is an allosteric hexamer-stabilizing inhibitor of human porphobilinogen synthase (PBGS;ALAD)