104632-26-0

Basic information

• Product Name: Pramipexole
• Synonyms: (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;pramipexol;(S)-2-Amino-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazoltetrahydrobenzothiazol;PRAMIPEXOLE: PRAMIPEXOLE DIHYDROCHLORIDE;Pramipexol diclorohidrato monohidrato;PRAMIPEXOLE 2HCL MONOHYDRATE
• CAS NO: 104632-26-0
• Molecular Formula: C₁₀H₁₇N₃S
• Molecular Weight: 211.33
• EINECS: 1806241-263-5
• Product Categories: All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents;Sulfur & Selenium Compounds;API;Mirapexin, Sifrol
• Mol File: 104632-26-0.mol
• Article Data: 27

Chemical Properties

• Melting Point: 288-290°C
• Boiling Point: 378 °C at 760 mmHg
• Flash Point: 182.4 °C
• Appearance: /
• Density: 1.17 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 9.47±0.20(Predicted)
• CAS DataBase Reference: Pramipexole(CAS DataBase Reference)
• NIST Chemistry Reference: Pramipexole(104632-26-0)
• EPA Substance Registry System: Pramipexole(104632-26-0)

Safety Data

• Hazardous Substances Data: 104632-26-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Originator

Mirapex, Pharmacia and Upjohn, USA

Uses

Different sources of media describe the Uses of 104632-26-0 differently. You can refer to the following data:
1. (S)-Pramipexole enantiomer. A dopamine-D2-receptor agonist. Antiparkinsonian
2. partial/full D2S, D2L, D3, D4 receptor agonist
3. (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.

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.

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

InChI:InChI=1/C10H17N3S/c1-2-5-12-7-3-4-8-9(6-7)14-10(11)13-8/h7,12H,2-6H2,1H3,(H2,11,13)/t7-/m1/s1

Upstream product

• 106006-84-2 (S)?2?amino?6?propionamido?4,5,6,7?tetrahydrobenzothiazole 
• 123-38-6 propionaldehyde 
• 106092-09-5 (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine 
• 599-91-7 propyl tosylate 
• 107-10-8 propylamine 
• 637-88-7 1,4-Cyclohexanedione 
• 123-62-6 propionic acid anhydride 
• 106006-80-8 N-(2-amino-4,5,6,7-tetrahydrobenzo[1,2-d]thiazol-6-yl)acetamide 
• 540-54-5 1-Chloropropane 
• 873431-80-2 (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate 
• 27514-08-5 N-(4-oxocyclohexyl)acetamide 
• 104617-50-7 N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)acetamide hydrobromide 
• 1046124-81-5 (6S)-N-(2-amino-4,5,6,7-tetrahydrobenzothiazole-6-yl)-2-nitro-N-propylbenzenesulfonamide 
• 68-11-1 mercaptoacetic acid 

Downstream Products

• 191217-81-9 pramipexole dihydrochloride monohydrate 
• 1026084-27-4 (-)-2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propylamino)-1-(4-(biphenyl-4-yl)piperazin-1-yl)ethanone 
• 1026084-30-9 (-)-2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propylamino)-1-(4-(2-methoxyphenyl)piperazin-1-yl)ethanone 
• 1026084-29-6 (-)-2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propylamino)-1-(4-phenylpiperazin-1-yl)ethanone 
• 1026084-33-2 (-)-2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propylamino)-1-(4-(2,3-dichlorophenyl)piperazin-1-yl)ethanone 
• 1373869-93-2 KA-3-7-1 
• 120-80-9 benzene-1,2-diol 
• 1373869-89-6 (S,E)-2-(5-(cyanoimino)-1-propylpyrrolidin-2yl) acetic acid 
• 1373869-90-9 (S,E)-2-(5-(carbamoylimino)-1-propylpyrrolidin-2yl)acid 
• 1612146-58-3 (S)-5'-(4-(2-((2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)ethyl)piperazin-1-yl)-1'-(4-methoxybenzyl)spiro[[1,3]dioxolane-2,3'-indolin]-2'-one 
• 1244656-98-1 (6S,7R)-N6-propyl-N7-((S)-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazol-2-yl)-4,5,6,7-tetrahydrobenzothiazole-2,6,7-triamine 
• 1026084-40-1 D-264 

Related news

Full paperNeuroprotective effects of Pramipexole (cas 104632-26-0) transdermal patch in the MPTP-induced mouse model of Parkinson's disease08/21/2019

Parkinson's disease (PD) is characterized by the selective death of dopaminergic neurons. To avoid inconvenience of frequent administration caused by short half life and recurrence of symptoms such as tremor and bradykinesia incurred by drug elimination, a novel long-acting pramipexole tran...detailed

The adrenergic α2 antagonist atipamezole alters the behavioural effects of Pramipexole (cas 104632-26-0) and increases Pramipexole (cas 104632-26-0) concentration in blood plasma08/20/2019

Pramipexole is a dopaminergic agonist used in Parkinson's disease treatment. It is thought to exert its therapeutic and side effects through actions on dopamine D3 receptors. In a recent study, we found that at doses occupying D3 but not D2 receptors pramipexole reduced locomotion and opera...detailed

Original articleLong-term safety and effectiveness of Pramipexole (cas 104632-26-0) in tetrahydrobiopterin deficiency08/19/2019

Tetrahydrobiopterin (BH4) deficiencies are inherited neuro-metabolic disorders leading to monoamine neurotransmitters deficiency. An individualized replacement therapy with neurotransmitters precursors is necessary to restore dopaminergic and serotoninergic homeostasis. The correction of dopamin...detailed

Pramipexole (cas 104632-26-0) nanocrystals for transdermal permeation: Characterization and its enhancement micro-mechanism08/18/2019

The purpose of the study was to improve transdermal delivery of pramipexole via nanocrystals and investigate the enhancement micro-mechanism. Pramipexole nanocrystals were prepared using wet media milling method and incorporated into carbomer gel. In vitro permeation studies through rabbit ear s...detailed

Relevant articles and documents

Preparation method of high-purity pramipexole

The invention relates to the technical field of pharmacy, and provides a preparation method of high-purity pramipexole. According to the invention, raceme 2, 6-diamino 4, 5, 6, 7-tetrahydrobenzothiazole is used as an initial raw material, and pramipexole is obtained through a three-step chemical reaction, so the introduction of uncontrollable factors of drug quality is reduced, and the requirements of drug application are better met; the market price of the initial raw materials is low, so that the preparation cost of pramipexole can be greatly reduced; the solvent used in the method is green, environmentally friendly, cheap, easy to obtain and suitable for industrial production, the HPLC purity of the obtained pramipexole can reach 99.86%, and the isomer purity can reach 99.89%.

Preparation method of pramipexole

The invention discloses a preparation method of pramipexole. The method comprises the following steps: adding (S)-2-amino-6-propionylamino-4,5,6,7-tetrahydrobenzothiazole into tetrahydrofuran, and carrying out a reduction reaction by using a sodium borohydride/boron trifluoride complex, wherein a molar ratio of (S)-2-amino-6-propionylamino-4,5,6,7-tetrahydrobenzothiazole to sodium borohydride to boron trifluoride complex is 1:1:2-1:3:4; and separating to obtain a target product (S)-2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole. The method provided by the invention has the advantages that the required raw materials are simple and easily available, the reaction conditions are mild, the use amount of the sodium borohydride/boron trifluoride complex is greatly reduced compared with theprior art, the reaction safety is greatly improved while the cost is saved, and the yield and the purity are higher, so that the method is suitable for industrial production.

Preparation method of pramipexole dihydrochloride and intermediate thereof

The invention discloses a preparation method of pramipexole dihydrochloride and an intermediate thereof. The invention provides a preparation of pramipexole II. The preparation method of the pramipexole II comprises the following steps: performing condensation reaction and reduction reaction on a pramipexole intermediate III, propylamine and hydrogen in an organic solvent and under the existence of a chiral catalyst, and performing one-pot method to obtain the pramipexole II. According to the preparation method provided by the invention, the route step is short, chiral resolution is not neededand the total molar yield is high; furthermore, the prepared product has high purity, can reach to the standard of raw material medicines and is suitable for industrialized production. (The formula is shown in the description).