Title: Pramipexole
CAS Registry Number: 104632-26-0
CAS Name: (
S)-4,5,6,7-Tetrahydro-
N6-propyl-2,6-benzothiazolediamine
Synonyms: (
S)-2-amino-4,5,6,7-tetrahydro-6-(propylamino)benzothiazole
Molecular Formula: C10H17N3S
Molecular Weight: 211.33
Percent Composition: C 56.83%, H 8.11%, N 19.88%, S 15.17%
Literature References: Dopamine D2-receptor agonist. Prepn of racemate: G. Griss
et al., EP 186087;
eidem, US 4886812 (1986, 1989 both to Thomae); of enantiomers: C. S. Schneider, J. Mierau,
J. Med. Chem. 30, 494 (1987). Pharmacology: J. Mierau, G. Schingnitz,
Eur. J. Pharmacol. 215, 161 (1992). Clinical safety and pharmacodynamics: J. C. Schilling
et al., Clin. Pharmacol. Ther. 51, 541 (1992). Clinical trial in Parkinson's disease: K. Kieburtz
et al., J. Am. Med. Assoc. 278, 125 (1997).
Derivative Type: Dihydrochloride monohydrate
CAS Registry Number: 191217-81-9; 104632-25-9 (dihydrochloride)
Manufacturers' Codes: SND-919
Trademarks: Mirapex (Boehringer, Ing.); Mirapexin (Boehringer, Ing.); Sifrol (Boehringer, Ing.)
Molecular Formula: C10H17N3S.2HCl.H2O
Molecular Weight: 302.26
Percent Composition: C 39.74%, H 7.00%, N 13.90%, S 10.61%, Cl 23.46%, O 5.29%
Properties: White to off-white powder, mp 296-301° (dec). [a]D20 -67.2° (c = 1 in methanol). Soly: water >20%; methanol ~8%; ethanol ~0.5%. Practically insol in dichloromethane.
Melting point: mp 296-301°
Optical Rotation: [a]D20 -67.2° (c = 1 in methanol)
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Dopamine Receptor Agonist.