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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
Molecular Weight:
410.59
MDL Number:
MFCD00153859
MOL File:
66104-23-2.mol
MSDS File:
SDS
Last updated:2023-05-18 11:30:59

Pergolide mesylate salt Properties

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
pka pKa (66% DMF) 7.8(at 25℃)
form solid
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)
FDA UNII 55B9HQY616

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300
Precautionary statements  P301+P330+P331+P310
Hazard Codes  T+
Risk Statements  28
Safety Statements  28-36/37-45
RIDADR  UN 1544
WGK Germany  3
RTECS  KE6345000
HS Code  2939690000

Pergolide mesylate salt price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 1510845 Pergolide mesylate United States Pharmacopeia (USP) Reference Standard 66104-23-2 200mg $510 2024-03-01 Buy
Cayman Chemical 26085 Pergolide (mesylate) ≥95% 66104-23-2 25mg $57 2024-03-01 Buy
Cayman Chemical 26085 Pergolide (mesylate) ≥95% 66104-23-2 50mg $107 2024-03-01 Buy
Sigma-Aldrich Y0000010 Pergolide mesilate European Pharmacopoeia (EP) Reference Standard 66104-23-2 y0000010 $220 2024-03-01 Buy
Cayman Chemical 26085 Pergolide (mesylate) ≥95% 66104-23-2 100mg $177 2024-03-01 Buy
Product number Packaging Price Buy
1510845 200mg $510 Buy
26085 25mg $57 Buy
26085 50mg $107 Buy
Y0000010 y0000010 $220 Buy
26085 100mg $177 Buy

Pergolide mesylate salt Chemical Properties,Uses,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

dopamine receptor agonist, anti-Parkinson's agent

Uses

glucocorticoid, antiinflammatory

Uses

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

Global( 151)Suppliers
Supplier Tel Email Country ProdList Advantage
Tianjin Kilo Pharmaceutical Sci-Tech Co., Ltd
+86-02223869539 +86-15560057295 trade.kilopharma@foxmail.com China 27 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290 1056@dideu.com China 3759 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29423 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Finetech Industry Limited
+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9571 58

View Lastest Price from Pergolide mesylate salt manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pergolide mesylate salt pictures 2021-07-20 Pergolide mesylate salt
66104-23-2
US $0.00-0.00 / KG 5mg 99% 2000tons Shaanxi Dideu Medichem Co. Ltd
Pergolide mesylate salt  pictures 2020-02-26 Pergolide mesylate salt
66104-23-2
US $0.00-0.00 / KG 100g 99%+ 10 tons Shaanxi Dideu Medichem Co. Ltd
Pergolide mesylate salt pictures 2019-07-06 Pergolide mesylate salt
66104-23-2
US $1.00 / KG 1G 98% 100KG Career Henan Chemical Co

Pergolide mesylate salt Spectrum

8BETA-[(METHYLTHIO)METHYL]-6-PROPYLERGOLINE MESYLATE SALT 8-BETA-[(METHYLTHIO)METHYL]-6-PROPYLERGOLINE MONOMETHANE SULFONATE Pergolide mesylate EPIV Pergolidemetylsulfonate (8b)-8-[(Methylthio)methyl]-6-propylergoline Mesylate Celance Nopar Permax 8-alpha-Methylthiomethyl-6-pro 8β-[(methylthio)methyl]-6-propylergoline methanesulfonate salt Ergoline, 8-[(methylthio)methyl]-6-propyl-, (8b)-, monomethanesulfonate (9CI) NSC 319773 Pergolide methanesulfonate (8)-8-[(Methylthio)methyl]-6-propylergoline Mesylate Pergolide methanesulfonate salt, 8β-[(Methylthio)methyl]-6-propylergoline methanesulfonate salt Pergolin Veceral Pergolide methanesulfonate salt 8beta-[(Methylthio)methyl]-6-propylergoline methanesulfonate salt beta-((Methylthio)Methyl)-6-propylergolineMethanesulfonate Pergolide Mesylate, USP Pergolide Mesylate (200 mg) Ergoline, 8-[(methylthio)methyl]-6-propyl-, (8β)-, monomethanesulfonate (9CI) (8beta)-8-[(methylthio)methyl]-6-propyl-Ergoline monomethanesulfonate (9CI) 8-beta-((methylthio)methyl)-6-propylergolinemethanesulfonate 8-beta-((methylthio)methyl)-6-propyl-ergolinmethanesulfonate(1:1) ly127809 PERGOLIDE MESYLATE PERGOLIDE MESYLATE SALT MPE Pergolide mesilate CRS Pergolide mesylate salt, 98%, an antiparkinsonian agent which functions as a dopaminergic agonist (6aR,9R,10aR)-9-[(Methylsulfanyl)methyl]-7-propyl- 4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline monomethanesulfonate Pergolide mesylate salt USP/EP/BP Pergolide Mesylate (LY127809) Veterinary Drugs Pergolide mesylate salt Pergolide Mesylate (1510845) 66104-23-2 C20H30N2O3S2 C21H18N3O2 C19H26N2SCH4O3S LOCOID API Intermediates & Fine Chemicals Neurochemicals Pharmaceuticals