bis((9R)-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),3,5,13,15-hexaene-3,4-diol) hydrate dihydrochloride

• ChemBase ID: 153507
• Molecular Formular: C34H38Cl2N2O5
• Molecular Mass: 625.58192
• Monoisotopic Mass: 624.21577769
• SMILES: CN1CCc2cccc3c2[C@H]1Cc1c3c(c(cc1)O)O.CN1CCc2cccc3c2[C@H]1Cc1c3c(c(cc1)O)O.O.Cl.Cl
• Canonical SMILES: CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O.CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O.O.Cl.Cl
• InChI: InChI=1S/2C17H17NO2.2ClH.H2O/c2*1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12;;;/h2*2-6,13,19-20H,7-9H2,1H3;2*1H;1H2/t2*13-;;;/m11.../s1
• InChIKey: CXWQXGNFZLHLHQ-DPFCLETOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((9R)-10-methyl-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) hydrate dihydrochloride
• IUPAC Traditional name: bis(apomorphine) hydrate dihydrochloride
• Synonyms: R-(-)-Apomorphine hydrochloride hemihydrate

Database IDs

• CAS Number: 41372-20-7
• EC Number: 206-243-0
• MDL Number: MFCD00150904
• PubChem SID: 24278821; 162247646
• PubChem CID: 107882

CALCULATED PROPERTIES

• Acid pKa: 9.259065
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.79732925
• LogD (pH = 7.4): 2.5251532
• Log P: 2.8666353
• Molar Refractivity: 79.9881 cm^3
• Polarizability: 31.638338 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: ~10 mg/mL, clear, yellow-green
• Apperance: white to gray calcined
• Melting Point: 285-287 °C(lit.)

Safety Information

• Storage Condition: protect from light; under inert gas
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)

Product Information

• Purity: ≥98.5%
• Linear Formula: C17H17NO2 · HCl · 1/2H2O

DETAILS

Sigma Aldrich - A4393

Biochem/physiol Actions
Nonselective dopamine agonist; causes nausea and emesis.
Packaging
1, 5 g in glass bottle
100, 250 mg in glass bottle
Application
R-(-)-Apomorphine hydrochloride hemihydrate is a nonselective dopamine agonist with anti-Parkinsonian and neuroprotective effects in vivo.