(9R)-10-(2-chloroethyl)-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(16),2(7),3,5,13(17),14-hexaene-3,4-diol hydrochloride

• ChemBase ID: 156446
• Molecular Formular: C18H19Cl2NO2
• Molecular Mass: 352.25496
• Monoisotopic Mass: 351.07928421
• SMILES: c1cc2c3c(c1)c1c(ccc(c1O)O)C[C@H]3N(CC2)CCCl.Cl
• Canonical SMILES: ClCCN1CCc2c3[C@H]1Cc1ccc(c(c1c3ccc2)O)O.Cl
• InChI: InChI=1S/C18H18ClNO2.ClH/c19-7-9-20-8-6-11-2-1-3-13-16(11)14(20)10-12-4-5-15(21)18(22)17(12)13;/h1-5,14,21-22H,6-10H2;1H/t14-;/m1./s1
• InChIKey: ASPGECRWCJCPPO-PFEQFJNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-10-(2-chloroethyl)-10-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1(16),2(7),3,5,13(17),14-hexaene-3,4-diol hydrochloride
• IUPAC Traditional name: chloroethylnorapomorphine hydrochloride
• Synonyms: NCA hydrochloride; R(-)-Chloroethylnorapomorphine hydrochloride; NCA 盐酸盐; R(-)-氯乙基降阿朴吗啡 盐酸盐

Database IDs

• CAS Number: 75344-87-5
• MDL Number: MFCD00069237
• PubChem SID: 162250584
• PubChem CID: 13059527

CALCULATED PROPERTIES

• Acid pKa: 9.239847
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.2865524
• LogD (pH = 7.4): 3.617204
• Log P: 3.7587712
• Molar Refractivity: 89.3314 cm^3
• Polarizability: 35.25893 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: soluble; aqueous base: unstable; H2O: soluble
• Apperance: off-white solid

Safety Information

• Storage Condition: desiccated; protect from light
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85%
• Grade: analytical standard, for drug analysis
• Empirical Formula (Hill Notation): C18H18ClNO2 · HCl

DETAILS

Sigma Aldrich - D007

Biochem/physiol Actions
Irreversible dopamine receptor alkylating agent
Reconstitution
Dissolve in oxygen-free boiled water containing 0.1% sodium metabisulfite or other antioxidants. Solutions should be freshly prepared.