6-bromo-N-(prop-2-en-1-yl)quinazolin-4-amine

• ChemBase ID: 154014
• Molecular Formular: C11H10BrN3
• Molecular Mass: 264.1212
• Monoisotopic Mass: 263.00580934
• SMILES: C=CCNc1c2cc(ccc2ncn1)Br
• Canonical SMILES: C=CCNc1ncnc2c1cc(Br)cc2
• InChI: InChI=1S/C11H10BrN3/c1-2-5-13-11-9-6-8(12)3-4-10(9)14-7-15-11/h2-4,6-7H,1,5H2,(H,13,14,15)
• InChIKey: BCPOLXUSCUFDGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromo-N-(prop-2-en-1-yl)quinazolin-4-amine
• IUPAC Traditional name: 6-bromo-N-(prop-2-en-1-yl)quinazolin-4-amine
• Synonyms: 6-Bromo-N-2-propenyl-4-quinazolinamine; SMER28

Database IDs

• CAS Number: 307538-42-7
• MDL Number: MFCD02166825
• PubChem SID: 162248153
• PubChem CID: 1560402

CALCULATED PROPERTIES

• Acid pKa: 18.91125
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9810452
• LogD (pH = 7.4): 2.992157
• Log P: 2.9923007
• Molar Refractivity: 66.0933 cm^3
• Polarizability: 25.153282 Å^3
• Polar Surface Area: 37.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: insoluble
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-36/37
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: >99% (HPLC)
• Empirical Formula (Hill Notation): C11H10BrN3

DETAILS

Sigma Aldrich - S8197

Biochem/physiol Actions
SMER28 is a small molecule modulator of mammalian autophagy; enhances A53T alpha-synuclein clearance in PC-12 cells independent of rapamycin treatment; appears to act independent of the mTOR pathway, but combined treatment with saturating rapamycin concentration enhances the effect of either compound alone on A53T alpha-synuclein clearance; autophagy inducers may prove useful in the treatment of neurodegenerative and infectious diseases and cancer.