benzyl (2S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate hydrate

• ChemBase ID: 154223
• Molecular Formular: C27H36N6O6
• Molecular Mass: 540.61134
• Monoisotopic Mass: 540.2696329
• SMILES: CC(C)(C)NC(=O)[C@@H]1CN(CCN1C(=O)OCc1ccccc1)c1nc2cc(c(cc2c(n1)N)OC)OC.O
• Canonical SMILES: COc1cc2nc(nc(c2cc1OC)N)N1CCN([C@@H](C1)C(=O)NC(C)(C)C)C(=O)OCc1ccccc1.O
• InChI: InChI=1S/C27H34N6O5.H2O/c1-27(2,3)31-24(34)20-15-32(11-12-33(20)26(35)38-16-17-9-7-6-8-10-17)25-29-19-14-22(37-5)21(36-4)13-18(19)23(28)30-25;/h6-10,13-14,20H,11-12,15-16H2,1-5H3,(H,31,34)(H2,28,29,30);1H2/t20-;/m0./s1
• InChIKey: KQHMFDHSRXAELV-BDQAORGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate hydrate
• IUPAC Traditional name: benzyl (2S)-4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-2-(tert-butylcarbamoyl)piperazine-1-carboxylate hydrate
• Synonyms: (2S)-4-(4-amino-6,7-dimethoxy-2-quinazolinyl)-2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinecarboxylic acid, phenylmethyl ester hydrate; L-765,314 hydrate

Database IDs

• MDL Number: MFCD11045931
• PubChem SID: 24278734; 162248362
• PubChem CID: 25102593

CALCULATED PROPERTIES

• Acid pKa: 14.706538
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.7414566
• LogD (pH = 7.4): 3.0183098
• Log P: 3.2404923
• Molar Refractivity: 144.0273 cm^3
• Polarizability: 55.593033 Å^3
• Polar Surface Area: 132.14 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble14 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C27H34N6O5 · xH2O

DETAILS

Sigma Aldrich - L3040

Biochem/physiol Actions
Potent and selective α1B-adrenoceptor antagonist.