Name | Pramipexole |
Synonyms | Sifrol SND-919 Oprymea U-98528E Mirapexin Pramipexol SUD919CL2Y Pramipexole Pramipexolum UNII-83619PEU5T (S)-Pramipexole (-)-Pramipexole Pramipexole Teva Pramipexolum [Latin] Pramipexol [Spanish] Pramipexole free base (S)-2-Amino-6-propylamino-4,5,6,7-tetrahydrobenzthiazole (S)-4,5,6,7-Tetrahydro-N'-propylbenzothiazole-2,6-diamine (6S)-4,5,6,7-Tetrahydro-N6-propyl-2,6-benzothiazolediamine (S)-2-Amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole (S)-6-(Propylamino)-4,5,6,7-tetrahydrobenzothiazole-2-amine (6S)-N'-Propyl-4,5,6,7-tetrahydrobenzothiazole-2,6α-diamine 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N6-propyl-, (S)- (6S)-4,5,6,7-Tetrahydro-2-amino-6α-(propylamino)benzothiazole 2,6-Benzothiazolediamine, 4,5,6,7-tetrahydro-N(sup 6)-propyl-, (S)- |
CAS | 104632-26-0 |
EINECS | 600-593-1 |
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 |
Molecular Formula | C10H17N3S |
Molar Mass | 211.33 |
Density | 1.17±0.1 g/cm3(Predicted) |
Melting Point | 288-290°C |
Boling Point | 378.0±42.0 °C(Predicted) |
Solubility | DMSO 42 mg/mL Water <1 mg/mL Ethanol 42 mg/mL |
Appearance | White to white-like powder |
Color | White to Off-White |
pKa | 9.47±0.20(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
MDL | MFCD00869076 |
Physical and Chemical Properties | Pramipexole Dihydrochloride: C10H17N3S? 2HCl. [104632-25-9]. Crystallization from methanol, melting point 296-298 °c. [Α] D20>-67.2 °(C = 1, methanol). |
biological activity | Pramipexole (SND 919) is a partial/total D2S, D2L, D3, D4 receptor agonist that acts on D2S, D2L, D3, D4 receptors, Ki is 3.9, 2.2, 0.5 and 5.1 nM respectively. |
Target | Value |
D3 receptor | 0.5 nM(Ki) |
D2L Receptor | 2.2 nM(Ki) |
D2S Receptor | 3.9 nM(Ki) |
D4 receptor | 5.1 nM(Ki) |
use | dopamine D2 receptor antagonist. For the treatment of Parkinson's disease. |
production method | 0.02mol 2,6-diamino -4,5,6,7-tetrahydrobenzothiazole is dissolved in 34ml DMF, 0.022mol n-propanal is added, and heated at 50 ℃ for 1h. Cooling, adding 0.02mol sodium borohydride, heating at 50 ℃ for 30min. Most of the solvent is distilled under reduced pressure, the remainder is dissolved in 20ml of water, and the Ph value is adjusted to 1 with 2mol/L hydrochloric acid. The water layer was extracted with ethyl acetate, and the extract and organic layer were discarded. Potassium carbonate was added to the water layer until alkaline, then extracted with ethyl acetate, the extract was dried and concentrated, and the ether solution containing HCl was added to obtain pramipexole dihydrochloride with 42% yield and 286-288 ℃ melting point. 4-Propaminocyclohexanone (I) is brominated with hydrobromic acid in acetic acid, the product (II) is condensed with thiourea, and then acidified to obtain pramipexole dihydrochloride. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |