Rotigotine hydrochlorideProduct ingredient for Rotigotine
- Name
- Rotigotine hydrochloride
- Drug Entry
- Rotigotine
Rotigotine (Neupro) is a non-ergoline dopamine agonist indicated for the treatment of Parkinson's disease (PD) and restless legs syndrome (RLS) in Europe and the United States. It is formulated as a once-daily transdermal patch which provides a slow and constant supply of the drug over the course of 24 hours.
Like other dopamine agonists, rotigotine has been shown to possess antidepressant effects and may be useful in the treatment of depression as well.
Rotigotine was developed by Aderis Pharmaceuticals. In 1998 Aderis licensed worldwide development and commercialization rights to Schwarz Pharma of Germany. It was approved by the European Medicines Agency in 2006 and by the FDA in 2007. However, all Neupro patches in the United States and some of Europe were recalled in 2008 due to delivery mechanism issues. Rotigotine has been authorized as a treatment for RLS since August 2008.
- Accession Number
- DBSALT000155
- Structure
Structure for Rotigotine hydrochloride (DBSALT000155)
- Synonyms
- Rotigotine HCl
- UNII
- 6Q1W9573L2
- CAS Number
- 125572-93-2
- Weight
- Average: 351.934
Monoisotopic: 351.142362856 - Chemical Formula
- C19H26ClNOS
- InChI Key
- CEXBONHIOKGWNU-NTISSMGPSA-N
- InChI
- InChI=1S/C19H25NOS.ClH/c1-2-11-20(12-10-17-6-4-13-22-17)16-8-9-18-15(14-16)5-3-7-19(18)21;/h3-7,13,16,21H,2,8-12,14H2,1H3;1H/t16-;/m0./s1
- IUPAC Name
- (6S)-6-{propyl[2-(thiophen-2-yl)ethyl]amino}-5,6,7,8-tetrahydronaphthalen-1-ol hydrochloride
- SMILES
- Cl.[H][C@@]1(CCC2=C(C1)C=CC=C2O)N(CCC)CCC1=CC=CS1
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.00904 mg/mL ALOGPS logP 5.01 ALOGPS logP 4.34 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 10.03 Chemaxon pKa (Strongest Basic) 10.97 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 23.47 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 94.56 m3·mol-1 Chemaxon Polarizability 37.16 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon