ROTIGOTINE
- Product Name
- ROTIGOTINE
- CAS No.
- 99755-59-6
- Chemical Name
- ROTIGOTINE
- Synonyms
- Neupro;CS-110;N 0923;SPM 962;Rotigotine;S(-)-N-0437;14C]-Rotigotine;Rotigotine (Base);Rotigotine (N-0437;ROTIGOTINE USP/EP/BP
- CBNumber
- CB81001679
- Molecular Formula
- C19H25NOS
- Formula Weight
- 315.47
- MOL File
- 99755-59-6.mol
ROTIGOTINE Property
- Melting point:
- 78 °C
- Boiling point:
- 470.1±45.0 °C(Predicted)
- Density
- 1.15±0.1 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- DMF: 30 mg/ml; DMF:PBS(pH7.2) (1:2): 0.33 mg/ml; DMSO: 20 mg/ml; Ethanol: 1 mg/ml
- Water Solubility
- Insoluble in water
- form
- powder to crystal
- pka
- 10.49±0.40(Predicted)
- color
- White to Almost white
Safety
- Hazard Codes
- Xn
- Risk Statements
- 22
- HS Code
- 2934990002
- Hazardous Substances Data
- 99755-59-6(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H336May cause drowsiness or dizziness
H361Suspected of damaging fertility or the unborn child
H362May cause harm to breast-fed children
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P263Avoid contact during pregnancy/while nursing.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P281Use personal protective equipment as required.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P308+P313IF exposed or concerned: Get medical advice/attention.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- R0220
- Product name
- Rotigotine
- Packaging
- 10MG
- Price
- $150
- Updated
- 2024/03/01
- Product number
- R0220
- Product name
- Rotigotine
- Packaging
- 50MG
- Price
- $557
- Updated
- 2024/03/01
- Product number
- 20246
- Product name
- Rotigotine
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 20246
- Product name
- Rotigotine
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $78
- Updated
- 2024/03/01
- Product number
- 20246
- Product name
- Rotigotine
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $109
- Updated
- 2024/03/01
ROTIGOTINE Chemical Properties,Usage,Production
Description
While levodopa is still considered the cornerstone of treatment of Parkinson’s disease, many patients begin to experience treatment-related problems, such as a wearing-off phenomenon and the development of dyskinesias as the disease progresses. Continuous dopaminergic stimulation by means of a dopamine agonist has been recognized as being associated with a lower incidence of dyskinesias. Using a selective dopamine agonist as monotherapy in early disease may delay the onset of levodopa therapy, or at a minimum, lower its dose in adjunctive situations to minimize the adverse neurotoxic effects of levodopa. Rotigotine is a nonergolinic dopamine D3/D2/D1 receptor agonist, and it is the first dopamine agonist to be launched as a transdermal patch.
Description
Rotigotine is a non-selective dopamine receptor agonist with pEC50 values of 9.6, 10.4, 8.2, 7.7, and 7.7 for D1, D2, D3, D4, and D5, respectively. It demonstrates a high-affinity for D1, D2, and D3 with lesser affinity for D4 and D5 receptor subtypes. This binding profile is similar to that of apomorphine and pergolide but differentiated from that of pramipexole and ropinirole, which have a more narrow profile of receptor specificity. Each of these agonists demonstrates anti-Parkinsonian effects in animal and clinical models through their ability to directly activate dopamine receptors.
Originator
Aderis (US)
Uses
It is a non-ergot dopamine agonist drug and is indicated for the treatment of Parkinson disease.
Definition
ChEBI: Rotigotine is a member of tetralins.
brand name
Neupro
General Description
Rotigotine, (6S)-6-{propyl[2-(2-thienyl)ethyl]amino}-5,6,7,8-tetrahydro-1-naphthalenol (Neupro),is a nonergoline that is available as a silicone-based, selfadhesivematrix, transdermal system for continuous delivery over a 24-hour period. Approximately 45% of the drug is releasedwithin 24 hours. The terminal half-life of rotigotine is5 to 7 hours after removal of the patch. Rotigotine is 90%bound to plasma proteins. The compound undergoes extensivemetabolism and has low bioavailability by the oralroute. The major metabolites of rotigotine are the glucuronideand sulfate conjugates of rotigotine and sulfateconjugates of N-despropylrotigotine and N-desthienylethylrotigotine. Rotigotine is excreted in the urine (71%) andfeces (11%).Studies using human liver microsomes didnot find any interactions with CYP1A2, CYP2C9,CYP2C19, CYP2D6, and CYP3A4 substrates.Rotigotinetransdermal system contains sodium metabisulfite, and individualssensitive to sulfite could be at risk for allergic reactions.Additionally, somnolence is a common adverse reactionwith individuals on rotigotine, and patients should beclosely monitored during therapy.In transfected Chinesehamster ovary (CHO) cells, rotigotine binds with high affinityat D3 and D2L receptors (variants in the D2 receptor subtypeare caused by insertion of the 29 amino acids into thethird loop to give D2s and D2L).Using rat CHO cells,rotigotine shows over 30-fold selectivity at D3 versus D2 receptors.48 Rotigotine was approved in May 2007 for thetreatment of early-stage PD.
Clinical Use
Treatment of Parkinson’s disease
Restless legs syndrome (RLS)
Synthesis
The synthesis described by the originators at Discovery Therapeutics Inc. (now known as Aderis Pharmaceuticals) is shown in the scheme. The synthesis utilizes the chiral methoxy tetralin 62 as starting precursor which was obtained via chiral crystallization procedure described in a patent literature [34]. Demethylation of tetraline 62 with refluxing 40% HBr solution for several hours provided phenol 63 in 96% yield. Reaction of the amine 63 with 2- thiophenylethyl tosylate 64 in refluxing xylene for 24-32 h in the presence of 0.6 equiv sodium carbonate gave the desired rotigotine (IX) without requiring chromatographic purification. The ratio of sodium carbonate to the amine was critical to achieving good yields (59-84% yield) without requiring extensive purification. Rotigotine was isolated as the HCl salt.
Drug interactions
Potentially hazardous interactions with other drugs
Antipsychotics: avoid concomitant use (antagonism
of effect).
Metoclopramide: avoid concomitant use (antagonism
of effect).
Metabolism
Rotigotine is metabolised in the gut wall and liver by N-dealkylation as well as direct and secondary conjugation. Main metabolites are sulfates and glucuronide conjugates of the parent compound as well as N-desalkyl-metabolites, which are biologically inactive. Approximately 71% of the rotigotine dose is excreted in urine and a smaller part of about 23% is excreted in faeces.
ROTIGOTINE Preparation Products And Raw materials
Raw materials
Preparation Products
ROTIGOTINE Suppliers
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View Lastest Price from ROTIGOTINE manufacturers
- Product
- Rotigotine 99755-59-6
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- More Than 99%
- Supply Ability
- 50kg/Month
- Release date
- 2024-09-29
- Product
- Rotigotine;Rotigotine hydrochloride 99755-59-6
- Price
- US $15.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- large quantity
- Release date
- 2023-07-20
- Product
- ROTIGOTINE 99755-59-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 97%-99.9%
- Supply Ability
- 100kg
- Release date
- 2019-12-25