4-[2-(dipropylamino)ethyl]-2,3-dihydro-1H-indol-2-one hydrochloride

• ChemBase ID: 153991
• Molecular Formular: C16H25ClN2O
• Molecular Mass: 296.8355
• Monoisotopic Mass: 296.16554111
• SMILES: CCCN(CCC)CCc1cccc2c1CC(=O)N2.Cl
• Canonical SMILES: CCCN(CCC)CCc1cccc2c1CC(=O)N2.Cl
• InChI: InChI=1S/C16H24N2O.ClH/c1-3-9-18(10-4-2)11-8-13-6-5-7-15-14(13)12-16(19)17-15;/h5-7H,3-4,8-12H2,1-2H3,(H,17,19);1H
• InChIKey: XDXHAEQXIBQUEZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(dipropylamino)ethyl]-2,3-dihydro-1H-indol-2-one hydrochloride
• IUPAC Traditional name: ropinirole hydrochloride
• Synonyms: 4-[2-(Dipropylamino)ethyl]-1,3-dihydro-2H-indol-2-one hydrochloride; SKF 101468 hydrochloride; Ropinirole hydrochloride; Ropinirole HCl; Ropinirole HCl; 4-[2-(Di-n-propylamino)ethyl]-2(3H)-indolone Hydrochloride; SKF-101468A; Requip; Ropinirole Hydrochloride; 4-[2-(dipropylamino)ethyl]-2,3-dihydro-1H-indol-2-one hydrochloride; 盐酸罗匹尼罗

Database IDs

• CAS Number: 91374-20-8
• MDL Number: MFCD01754173
• PubChem SID: 162248130
• PubChem CID: 68727

CALCULATED PROPERTIES

• Acid pKa: 12.142091
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.41230002
• LogD (pH = 7.4): 0.36175376
• Log P: 2.9692123
• Molar Refractivity: 81.4278 cm^3
• Polarizability: 30.66853 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; H2O: >10 mg/mL; Methanol; Water
• Apperance: light yellow powder; Off-White to Pale Yellow Solid
• Melting Point: 235-238°C
• Hydrophobicity(logP): 2.796

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: NM3288250
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50/53
• Safety Statements: 36-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H400
• GHS Precautionary statements: P273
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: room temp

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98% (HPLC); 95%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C16H24N2O · HCl

DETAILS

Sigma Aldrich - R2530

Biochem/physiol Actions
An agonist at the D2 and D3 dopamine receptor subtypes, binding with higher affinity to D3 than to D2 or D4. It has negligible effect on D1-receptors. It has medium in vitro affinity to opioid receptors. Ropinirole is said to have virtually no affinity to 5-HT1, 5-HT2, benzodiazepine, GABA, muscarinic, α1-, α2-, and β-adrenoreceptors. Used as antiparkinsonian drug.

Toronto Research Chemicals - R641000

An antiparkinsonian agent. A selective dopamine D2-receptor agonist.

REFERENCES

• Eden, R.J., et al.: Pharmacol. Biochem. Behav., 38, 147 (1991)
• Rascol, O., et al.: Mov. Disord., 13, 39 (1991)