6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine hydrochloride

• ChemBase ID: 121394
• Molecular Formular: C19H26ClN5O4
• Molecular Mass: 423.89384
• Monoisotopic Mass: 423.16733202
• SMILES: c1(nc(c2c(n1)cc(c(c2)OC)OC)N)N1CCN(C(=O)C2OCCC2)CC1.Cl
• Canonical SMILES: COc1cc2nc(nc(c2cc1OC)N)N1CCN(CC1)C(=O)C1CCCO1.Cl
• InChI: InChI=1S/C19H25N5O4.ClH/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14;/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22);1H
• InChIKey: IWSWDOUXSCRCKW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine hydrochloride
• IUPAC Traditional name: terazosin hydrochloride
• Synonyms: 6,7-dimethoxy-2-[4-(oxolane-2-carbonyl)piperazin-1-yl]quinazolin-4-amine hydrochloride; (4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl)(tetrahydrofuran-2-yl)methanone hydrochloride; 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonyl]piperazine hydrochloride; Terazosin hydrochloride; 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[(tetrahydro-2-furanyl)carbonxyl]piperazine Hydrochloride; Terazosin Hydrochloride

Database IDs

• CAS Number: 63590-64-7
• MDL Number: MFCD00467965
• PubChem SID: 162215747; 24278740
• PubChem CID: 44383

CALCULATED PROPERTIES

• Acid pKa: 19.929197
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -0.32373834
• LogD (pH = 7.4): 0.95433736
• Log P: 1.1797276
• Molar Refractivity: 105.1764 cm^3
• Polarizability: 40.394585 Å^3
• Polar Surface Area: 103.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; ethanol: soluble4 mg/mL; H2O: soluble25 mg/mL; Water
• Apperance: white to off-white powder; White to Off-White Solid
• Melting Point: 261-263°C
• Hydrophobicity(logP): 2.182

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: TK8044925
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Product Information

• Purity: ≥98% (TLC); 95%
• Salt Data: HCl

DETAILS

Sigma Aldrich - T4680

Biochem/physiol Actions
α1-adrenoceptor antagonist.

Toronto Research Chemicals - T105000

An α-1-adrenergicblocker related to prazosin.

REFERENCES

• Patterson, S.E., et al.: J. Chromatog., 311, 206 (1984)
• Fort, F.L., et al.: Drug Chem. Toxicol., 7, 435 (1984)
• Lepor, H., et al.: J. Urol., 148, 1467 (1984)