(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 hydrochloride

• ChemBase ID: 119204
• Molecular Formular: C17H18ClNO2
• Molecular Mass: 303.78332
• Monoisotopic Mass: 303.1026065
• SMILES: [C@H]12c3c(c4c(C1)ccc(c4O)O)cccc3CCN2C.Cl
• Canonical SMILES: CN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O.Cl
• InChI: InChI=1S/C17H17NO2.ClH/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12;/h2-6,13,19-20H,7-9H2,1H3;1H/t13-;/m1./s1
• InChIKey: SKYZYDSNJIOXRL-BTQNPOSSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (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 hydrochloride; (9R)-10-methyl-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(17),2,4,6,13,15-hexaene-3,4-diol hydrochloride
• IUPAC Traditional name: apomorphine hydrochloride
• Synonyms: (R)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol hydrochloride; R(–)-APO; R(-)-Apomorphine hydrochloride; apomorphine hydrochloride; (6aR)-5,6,6a,7-Tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol Hydrochloride Hemihydrate; 6aβ-Aporphine-10,11-diol Hydrochloride Hemihydrate; (-)-10,11-Dihydroxy-aporphine Hydrochloride Hemihydrate; Apokyn Hemihydrate; Apomorphin Hemihydrate; Apomorphine Hemihydrate; Ixense Hemihydrate; l-Apomorphine Hemihydrate; (R)-Apomorphine Hydrochloride Hemihydrate; R(–)-10,11-二羟基阿朴啡; R(-)-阿扑吗啡 盐酸盐

Database IDs

• CAS Number: 41372-20-7; 314-19-2
• EC Number: 206-243-0
• MDL Number: MFCD00069236
• PubChem SID: 162102812
• PubChem CID: 9410

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: true

PROPERTIES

Physical Property

• Solubility: 0.15 M NaCl: insoluble; alcohol: soluble20 mg/mL; DMSO; H2O: soluble (Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidant.); Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >230°C (dec.)
• Optical Rotation: [α]22/D -75.75°, c = 0.37 in methanol(lit.)

Safety Information

• Storage Condition: Refrigerator
• RTECS: HQ1750000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: HCl; hydrochloride
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - D004

Biochem/physiol Actions
多巴胺受体激动剂。
Caution
吸湿性，感光性

Toronto Research Chemicals - A727500

Dopamine (D1 and D2) receptor agonist. Emetic. Antiparkinsonian.

REFERENCES

• Neumeyer, J.L., et al.: J. Pharm. Sci., 59, 1850 (1970)
• Ginos, J.Z., et al.: J. Med. Chem., 18, 1194 (1970)
• Muhtadi, F.J., et al.: Anal. Profiles Drug Subs., 20, 121 (1970)