(9S)-10-propyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol hydrochloride

• ChemBase ID: 131755
• Molecular Formular: C19H22ClNO2
• Molecular Mass: 331.83648
• Monoisotopic Mass: 331.13390663
• SMILES: CCCN1CCc2cccc3c2[C@@H]1Cc1c3c(c(cc1)O)O.Cl
• Canonical SMILES: CCCN1CCc2c3[C@@H]1Cc1ccc(c(c1c3ccc2)O)O.Cl
• InChI: InChI=1S/C19H21NO2.ClH/c1-2-9-20-10-8-12-4-3-5-14-17(12)15(20)11-13-6-7-16(21)19(22)18(13)14;/h3-7,15,21-22H,2,8-11H2,1H3;1H/t15-;/m0./s1
• InChIKey: PCOQOGIDTIFQAM-RSAXXLAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9S)-10-propyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol hydrochloride
• IUPAC Traditional name: (9S)-10-propyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol hydrochloride
• Synonyms: S(+)-NPA hydrochloride; S(+)10,11-Dihydroxy-N-n-propylnoraporphine hydrochloride; S(+)-Propylnorapomorphine hydrochloride

Database IDs

• CAS Number: 79703-31-4
• MDL Number: MFCD00069246
• PubChem SID: 162226032; 24893232
• PubChem CID: 13533173

CALCULATED PROPERTIES

• Acid pKa: 9.313709
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.181287
• LogD (pH = 7.4): 2.938351
• Log P: 3.6735916
• Molar Refractivity: 89.2607 cm^3
• Polarizability: 35.331387 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble (Solutions should be freshly prepared.); H2O: moderately soluble (Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidant. Solutions should be freshly prepared.)
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - D041

Biochem/physiol Actions
Limbic-selective dopamine antagonist.
Caution
Store tightly sealed at 4 °C; subject to rapid oxidation. Packed under argon; reseal bottle under argon or nitrogen to maximize stability.