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Pramipexole

CAS No.
104632-26-0
Chemical Name:
Pramipexole
Synonyms
pramipexol;(S)-Pramipexole;Pramipexole free base;(S)-N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diaMine;SND-919;Oprymea;Mirapexin;Pramipexole;Pramipexolum;(-)-Pramipexole
CBNumber:
CB0486178
Molecular Formula:
C10H17N3S
Molecular Weight:
211.33
MDL Number:
MFCD00869076
MOL File:
104632-26-0.mol
Last updated:2023-08-28 18:13:45

Pramipexole Properties

Melting point 288-290°C
Boiling point 378.0±42.0 °C(Predicted)
Density 1.17±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9.47±0.20(Predicted)
color White to Off-White
CAS DataBase Reference 104632-26-0(CAS DataBase Reference)
FDA UNII 83619PEU5T
ATC code N04BC05

SAFETY

Risk and Safety Statements

Pramipexole price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC P700750 (S)-Pramipexole 104632-26-0 10g $130 2021-12-16 Buy
Usbiological P5605 Pramipexole 104632-26-0 10mg $312 2021-12-16 Buy
SynQuest Laboratories 7H70-1-47 (S)-N6-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine 104632-26-0 1g $359 2021-12-16 Buy
American Custom Chemicals Corporation API0024667 (S)-2-AMINO-6-PROPYLAMINO-4,5,6,7-TETRAHYDROBENZTHIAZOLE 95.00% 104632-26-0 1G $374.85 2021-12-16 Buy
Biosynth Carbosynth FP45322 Pramipexole 104632-26-0 5G $250 2021-12-16 Buy
Product number Packaging Price Buy
P700750 10g $130 Buy
P5605 10mg $312 Buy
7H70-1-47 1g $359 Buy
API0024667 1G $374.85 Buy
FP45322 5G $250 Buy

Pramipexole Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Originator

Mirapex, Pharmacia and Upjohn, USA

Uses

partial/full D2S, D2L, D3, D4 receptor agonist

Uses

(S)-Pramipexole enantiomer. s disease (PD) and restless legs syndrome (RLS).[1] It is also sometimes used off-label as a treatment for cluster headache and to counteract the problems with sexual dysfunction experienced by some u sers of the selective serotonin reuptake inhibitor (SSRI) antidepressants.

Uses

(S)-Pramipexole enantiomer. A dopamine-D2-receptor agonist. Antiparkinsonian

Definition

ChEBI: A member of the class of benzothiazoles that is 4,5,6,7-tetrahydro-1,3-benzothiazole in which the hydrogens at the 2 and 6-pro-S-positions are substituted by amino and propylamino groups, respectively.

Manufacturing Process

75.5 g (0.5 mol) of 4-aminocyclohexanol hydrochloride and 74.0 g (0.5 mol) of phthalic acid anhydride are mixed with 65 g (0.5 mol) of ethyldiisopropyl amine and 1000 ml of toluene and boiled for 36 hours with a water separator. Then water is added, the toluene phase is separated off and the aqueous phase is extracted several times with chloroform. The organic phases are combined, dried and concentrated. The concentrated residue is recrystallised from isopropanol and 4-(phthalimido)-cyclohexanol was obtained. Yield: 95 g (77.8%). Melting point 175°-176°C.
95 g (0.388 mol) of 4-(phthalimido)-cyclohexanol are dissolved in 600 ml of chloroform and, after the addition of 450 ml of water and 120 ml of sulfuric acid, 90 g (0.3 mol) of potassium dichromate are added in batches. The internal temperature of the mixture is maintained at between 25° and 30°C by slight cooling. The mixture is stirred for a further 3 hours, then the chloroform phase is separated off and the mixture extracted twice more with chloroform. After drying and concentration of the extracts 82 g (86.9%) of 4(phthalimido)-cyclohexanone was obtained.
48.6 g (0.2 mol) of 4-(phthalimido)cyclohexanone are dissolved in glacial acetic acid, mixed with 36% of hydrobromic acid in glacial acetic acid and then 32 g (0.2 mol) of bromine in glacial acetic acid is added dropwise with cooling. The mixture is then concentrated by evaporation in vacuo and the residue is triturated several times with diethylether. The ether extracts are discarded and the residue is dissolved in of ethanol. After thiourea have been added the mixture is refluxed for 5 hours. It is then concentrated by evaporation, made alkaline with sodium hydroxide solution and extracted with chloroform. After drying and concentration of the extracts, the residue is purified by column chromatography on silica gel (eluant: chloroform/methanol = 1/1). The 2-amino-6-phthalimido-4,5,6,7-tetrahydro-benzthiazol was obtained. Melting point 244-246°C, dec. Yield: 30 g (50%).
9.5 g (31.7 mmol) of 2-amino-6-phthalimido-4,5,6,7-tetrahydro-benzthiazole are suspended in 100 ml of ethanol and, after the addition of 1.8 g (36 mmol) of hydrazine hydrate, refluxed for 2 hours. The mixture is then concentrated and purified by column chromatography on silica gel using methanol as eluant. The 2,6-diamino- 4,5,6,7-tetrahydro-benzthiazole was obtained.
To a solution of 2,6-diamino- 4,5,6,7-tetrahydro-benzthiazole in dimethylformamide are added n-propanal and the mixture is heated to 50°C for 1 hour. After cooling, the reaction solution is mixed with sodium borohydride and heated to 50°C for 30 min. The solvent is largely eliminated in vacuo. Whilst cooling with ice, the residue is mixed with water and 2 N hydrochloric acid until a pH of 1 is obtained. The aqueous solution is exwith ethylacetate and the organic phase discarded. The aqueous phase is mixed with potassium carbonate until an alkaline reaction is obtained and then extracted with ethyl acetate. The organic phase is dried and concentrated. The 2-amino-6-n-propylamino-4,5,6,7-tetrahydro-benzthiazole dihydrochloride crystallizes out when ethereal hydrochloric acid is added. Yield: 42%. Melting point: 286°-288°C.

Therapeutic Function

Antiparkinsonian, Antipsychotic

Biological Activity

pramipexole is a dopamine agonist of the non-ergoline class indicated for treating parkinson's disease (pd) and restless legs syndrome (rls).pramipexole also possesses low/insignificant affinity (500-10,000 nm) for the 5-ht1a, 5-ht1b, 5-ht1d, and α2-adren

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View Lastest Price from Pramipexole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pramipexole pictures 2024-01-08 Pramipexole
104632-26-0
US $9.00 / KG 1KG 99% 50000tons Wuhan Boyuan Import & Export Co., LTD
Pramipexole pictures 2023-08-29 Pramipexole
104632-26-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Pramipexole pictures 2023-08-16 Pramipexole
104632-26-0
US $400.00 / KG 1KG >99% 50000kg/Month Weijer International Trade (Hebei) Co., Ltd
  • Pramipexole pictures
  • Pramipexole
    104632-26-0
  • US $9.00 / KG
  • 99%
  • Wuhan Boyuan Import & Export Co., LTD
  • Pramipexole pictures
  • Pramipexole
    104632-26-0
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Pramipexole pictures
  • Pramipexole
    104632-26-0
  • US $400.00 / KG
  • >99%
  • Weijer International Trade (Hebei) Co., Ltd

Pramipexole Spectrum

SND-919 (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole (6S)-N'-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6α-diamine (S)-4,5,6,7-Tetrahydro-N'-propylbenzothiazole-2,6-diamine (S)-6-(Propylamino)-4,5,6,7-tetrahydrobenzothiazole-2-amine (S)-N6-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diaMine (6R)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diaMine PraMipexole Base PraMipexole(S)-2-AMino-6-propylaMino-4,5,6,7-tetrahydrobenzthiazole (6S)-N'-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine (6S)-N6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine (S)-4,5,6,7-TETRAHYDRO-N6-PROPYL-2,6-BENZOTHIAZOLEDIAMINE (s)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzthiazole n'-propyl-4,5,6,7-tetrahydrobenzothiazole-2,6-diamine (S)-2-Amino-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazoltetrahydrobenzothiazol PRAMIPEXOLE: PRAMIPEXOLE DIHYDROCHLORIDE Pramipexol diclorohidrato monohidrato PRAMIPEXOLE 2HCL MONOHYDRATE Pramipexole [(6S)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]-propyl-amine N~6~-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine dihydrochloride Pramipexole (USAN) (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzo[d]thiazolediamine (S)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole Pramipexole alkaline (S)-4,5,6,7-tetrhydro-N6-propyl-2,6-benzothiazolediamine (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N6-propyl-, (6S)- Pramipexole USP/EP/BP (-)-Pramipexole (6S)-6-N-propyl-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N(sup 6)-propyl-, (S)- Mirapexin Oprymea Pramipexolum Pramipexole (SND-919) PramipexoleQ: What is Pramipexole Q: What is the CAS Number of Pramipexole Q: What is the storage condition of Pramipexole TIANFU-CHEM 104632-26-0 Pramipexole (S)-Pramipexole Pramipexole free base (S)-N6-Propyl-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diaMine pramipexol (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole (S)-N6-Propyl-4,5,6,7-tetrahydrobenzodthiazol-2,6-diamine Pramexol hydrochloride 104632-26-0 C10H18ClN3S C10H21Cl2N3OS C10H17N3S Mirapexin, Sifrol API Chiral Reagents Sulfur & Selenium Compounds All Inhibitors Inhibitors Intermediates & Fine Chemicals Pharmaceuticals