ChemicalBook > CAS DataBase List > Pergolide mesylate salt

Pergolide mesylate salt

Product Name
Pergolide mesylate salt
CAS No.
66104-23-2
Chemical Name
Pergolide mesylate salt
Synonyms
MPE;Nopar;Permax;Celance;Veceral;Pergolin;ly127809;NSC 319773;PERGOLIDE MESYLATE;Pergolide mesilate CRS
CBNumber
CB9455089
Molecular Formula
C20H30N2O3S2
Formula Weight
410.59
MOL File
66104-23-2.mol
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Pergolide mesylate salt Property

Melting point:
252-254°C
alpha 
aD20 between -18.0° and -23.0° (c = 10 mg/ml in DMF)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
ethanol: soluble2mg/mL
form 
solid
pka
pKa (66% DMF) 7.8(at 25℃)
color 
white
optical activity
[α]20/D 35°, c = 0.2 in pyridine(lit.)
InChIKey
UWCVGPLTGZWHGS-PLBOZXOQNA-N
SMILES
C12=C3C=CC=C1[C@@]1([H])C[C@H](CN(CCC)[C@]1([H])CC2=CN3)CSC.S(=O)(=O)(O)C |&1:6,9,15,r|
CAS DataBase Reference
66104-23-2(CAS DataBase Reference)
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Safety

Hazard Codes 
T+
Risk Statements 
28
Safety Statements 
28-36/37-45
RIDADR 
UN 1544
WGK Germany 
3
RTECS 
KE6345000
HS Code 
2939690000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1510845
Product name
Pergolide mesylate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$510
Updated
2024/03/01
Cayman Chemical
Product number
26085
Product name
Pergolide (mesylate)
Purity
≥95%
Packaging
25mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
26085
Product name
Pergolide (mesylate)
Purity
≥95%
Packaging
50mg
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0000010
Product name
Pergolide mesilate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000010
Price
$220
Updated
2024/03/01
Cayman Chemical
Product number
26085
Product name
Pergolide (mesylate)
Purity
≥95%
Packaging
100mg
Price
$177
Updated
2024/03/01
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Pergolide mesylate salt Chemical Properties,Usage,Production

Description

Pergolide mesylate is a potent, long-acting dopamine agonist useful in the treatment of Parkinson’s disease and hyperprolactinemia, Compared with lergotrile, pergolide mesylate has shown less toxicity and lower propensity for inducing psychosis.

Description

Pergolide is a potent dopamine D1 and D2 receptor agonist (Kis = 111 and 0.495 nM, respectively, for rat striatal receptors). It depresses dopaminergic firing in paralyzed rats (ED50 = <20 μg/kg), an effect that can be reversed by the dopamine D2-selective antagonist spiperone or the dopamine D1-selective antagonist SCH 23390 . Pergolide (0.025 and 0.05 mg/kg) increases the volume threshold for inducing bladder contraction in a cynomolgus monkey model of Parkinson''s disease induced by MPTP. It also reduces carrageenan-induced paw edema in adrenalectomized rats (ED50 = 0.4 mg/kg).

Chemical Properties

White to Off-White Solid

Originator

Lilly (USA)

Uses

A dopaminergic agonist that also decrease plasma prolactin concentrations. An antiparkinsonian agent

Uses

glucocorticoid, antiinflammatory

Uses

dopamine receptor agonist, anti-Parkinson's agent

Definition

ChEBI: A methanesulfonate salt obtained from pergolide by mixing eqimolar amount of pergolide and methanesulfonic acid. A dopamine D2 receptor agonist which also has D1 and D2 agonist properties, it i used in the management of Parkinson's disease, although it was withdrawn from the U.S. and Canadian markets in 2007 due to an increased risk of cardiac valve dysfunction.

Manufacturing Process

Dimethyl disulfide (73.6 ml, 0.79 mol) and tri-n-butylphosphine (79.6 ml, 0.32 mol) were added to a solution of 9,10-dihydrolysergol in (8.1 g, 0.032 mol) in the 150 ml of anhydrous DMF and were stirred at room temperature for 6 hours under a nitrogen atmosphere. Dimethyl disulfide of the reaction mixture was removed under vacuo. A solution of the residue in ethyl acetate was extracted with 3.7% HCl (aq.). The aqueous layer was basified with ammonium hydroxide to a pH of 10 and then extracted with ethyl acetate. Removal of ethyl acetate followed by a silica gel column purification eluting with 10% MeOH/CH2Cl2 gave5.5.g of D-6-methyl-8β(methylthiomethyl)ergoline (60%).
A solution of D-6-methyl-8β-(methylthiomethyl)ergoline (0.4 g, 0.0014 mol) and NaI (0.63 g, 0.0042 mol) in 10 ml of propionic anhydride was refluxed for 40 hours. The reaction mixture was guenched with a 10% Na2CO3 solution and extracted by ethyl acetate. The combined organic layers were washed with a saturated brine solution, dried with magnesium sulfate and concentrated to produce oil. The oil was purified by silica gel column, eluting with 10% MeOH/CH2Cl2 to give 0.33 g of D-1,6-dipropionyl-8β(methylthiomethyl)ergoline.
LiAlH4 (0.6 g, 0.0156 mol) was slowly added to a solution of D-1,6dipropionyl-8β-(methylthiomethyl)ergoline in the 20 ml anhydrous THF at 0°C under nitrogene atmosphere. The mixture was stirred at 0°C for 30 min and then at room temperature for 4 hours. The reaction was cooled to 0°C and 0.6 ml of water was slowly added. The mixture was stirred at 0°C for 10 min and 1.8 ml of 15% NaOH (aq.) and 2.5 ml of water were added respectively. The mixture was stirred for 30 min at room temperature and then filtered. Excess of the solvent was removed under reduced pressure to give 150 mg of 8β-((methylthio)methyl)-6-propyl-ergoline or pergolide (yield: 68%). Ergoline,8-((methylthio)methyl)-6-propyl-, monomethanesulfonate, (8β)- may be prepared by mixing of components in solution.

brand name

Permax (Valeant).

Therapeutic Function

Dopamine agonist

Biochem/physiol Actions

Dopaminergic agonist; suppresses pituitary secretion of prolactin; anti-Parkinsonian agent.

Pergolide mesylate salt Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Pergolide mesylate salt manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Pergolide mesylate salt 66104-23-2
Price
US $0.00-0.00/KG
Min. Order
5mg
Purity
99%
Supply Ability
2000tons
Release date
2019-12-27
Shaanxi Dideu Medichem Co. Ltd
Product
Pergolide mesylate salt 66104-23-2
Price
US $0.00-0.00/KG
Min. Order
100g
Purity
99%+
Supply Ability
10 tons
Release date
2019-12-27
Career Henan Chemical Co
Product
Pergolide mesylate salt 66104-23-2
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
100KG
Release date
2018-08-20

66104-23-2, Pergolide mesylate saltRelated Search:


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