Ritonavir

Ritonavir

Chemical Name
1,3-thiazol-5-ylmethyl N-[(2S,3S,5S)-3-hydroxy-5-[[(2S)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoyl]amino]-1,6-diphenylhexan-2-yl]carbamate
CAS Number
155213-67-5
SMILES Code
CC(C)C1=NC(=CS1)CN(C)C(=O)NC(C(C)C)C(=O)NC(CC2=CC=CC=C2)CC(C(CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
Molecular Weight
720.9
Formula
C37H48N6O5S2
Purity
98.5%
Solubility
26mg/mL in DMSO with gentle warming
Physical Appearance
A solid
Storage
Store at -20°C
Biological Activity
DescriptionRitonavir is an antiretroviral (HIV) drug and inhibitor of particular liver enzyme that normally metabolizes protease inhibitors, cytochrome P450-3A4 (CYP3A4).
TargetsHIV Protease
IC50

Protocol
Anti-virus experiment [1]:
VirusesHIV
Preparation methodThe solubility of this compound in DMSO is > 10 mM. General tips for obtaining a higher concentration: Please warm the tube at 37 °C for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below – 20 °C for several months.
Reacting condition0 ~ 0.16 µM
ApplicationsRitonavir potently inhibited the activity of laboratory and clinical strains of HIV-1 with the EC50 values ranging from 0.022 to 0.13 µM. Moreover, Ritonavir also efficiently inhibited the activity of HIV-2, with the EC50 value of 0.16 µM.
Animal experiment [1]:
Animal modelsMale SD rats
Dosage form10 mg/kg; p.o.
ApplicationsIn rats, oral administration of 10 mg/kg Ritonavir resulted in prolonged absorption (tmax = 2.0 hrs). The peak of plasma Ritonavir concentration was > 100 folds of the EC50 value. The calculated oral bioavailability reached 78%.
Other notesPlease test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.
References:
[1]. Kempf DJ, Marsh KC, Denissen JF, McDonald E, Vasavanonda S, Flentge CA, Green BE, Fino L, Park CH, Kong XP, et al. ABT-538 is a potent inhibitor of human immunodeficiency virus protease and has high oral bioavailability in humans. Proc Natl Acad Sci U S A. 1995 Mar 28;92(7):2484-8.