99746-73-3 Usage
Description
(S)-2,3,6,7-Tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one, also known as L-Praziquanamine, is an organic compound that serves as an intermediate in the synthesis of Unlabeled (S)-Praziquante-d11 (P702105). It plays a crucial role in the development of perphenylcarbamated β-cyclodextrin based chiral stationary phases via thiol-ene click chemistry for high-performance liquid chromatography (HPLC) enantioseparations.
Uses
Used in Chiral Station Phases Synthesis:
(S)-2,3,6,7-Tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one is used as an intermediate in the synthesis of perphenylcarbamated β-cyclodextrin based chiral stationary phases. These phases are essential for the separation of enantiomers in high-performance liquid chromatography (HPLC), a technique widely used in pharmaceutical, chemical, and environmental analysis to determine the purity and composition of chiral compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (S)-2,3,6,7-Tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one is used as the inactive enantiomer of praziquantel, which is relevant for research purposes. Praziquantel is an anthelmintic drug used to treat various parasitic infections, and the study of its inactive enantiomer can provide valuable insights into the development of more effective and selective drugs.
Check Digit Verification of cas no
The CAS Registry Mumber 99746-73-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,7,4 and 6 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 99746-73:
(7*9)+(6*9)+(5*7)+(4*4)+(3*6)+(2*7)+(1*3)=203
203 % 10 = 3
So 99746-73-3 is a valid CAS Registry Number.
99746-73-3Relevant articles and documents
One-pot palladium-catalyzed racemization of (S)-praziquanamine: A key intermediate for the anthelmintic agent (R)-praziquantel
Yang, Zhezhou,Guo, Xiang,Xu, Shanghu,Jiao, Huirong,Tan, Zhinmin,Zhang, Fuli
, p. 122 - 130 (2017/03/01)
An one-pot palladium-catalyzed procedure for racemization of (S)-praziquanamine, which is the undesired enantiomer and produced during the resolution step for preparing the anthelmintic drug (R)-praziquantel, has been developed through dehydrogenation of
Development of chiral praziquantel analogues as potential drug candidates with activity to juvenile Schistosoma japonicum
Zheng, Yang,Dong, Lanlan,Hu, Changyan,Zhao, Bo,Yang, Chunhua,Xia, Chaoming,Sun, Dequn
supporting information, p. 4223 - 4226 (2014/11/07)
A series of chiral praziquantel analogues were synthesized and evaluated against Schistosoma japonicum both in vitro and in vivo. All compounds exhibited low to considerable good activity in vivo. Remarkably, worm reduction rate of R-3 was 60.0% at a sing
A straightforward and efficient synthesis of praziquantel enantiomers and their 4′-hydroxy derivatives
Cedillo-Cruz, Alberto,Aguilar, Maria Isabel,Flores-Alamo, Marcos,Palomares-Alonso, Francisca,Jung-Cook, Helgi
, p. 133 - 140 (2014/02/14)
A new method for the synthesis of praziquantel enantiomers via resolution of praziquanamine with (S)-(+)-naproxen was developed. The four 4′-hydroxy derivatives were obtained through each single praziquanamine enantiomer, coupling with cis- and trans-4-(benzyloxy)cyclohexanecarboxylic acids and subsequent hydrogenolysis for the deprotection of the 4′-OH cyclohexane residue. Additionally, the in vitro cysticidal activity of the compounds was tested, finding that (R)-(-)-praziquantel is the eutomer.
