Synonym
Palinavir; BILA 2011 BS
IUPAC/Chemical Name
N-((1S)-1-(((1S,2R)-1-Benzyl-3-((2S,4R)-2-(tert-butylcarbamoyl)-4-(4-pyridylmethoxy)piperidino)-2-hydroxypropyl)carbamoyl)-2-methylpropyl)quinaldamide
InChi Key
RXBWRFDZXRAEJT-SZNOJMITSA-N
InChi Code
InChI=1S/C41H52N6O5/c1-27(2)37(45-38(49)33-16-15-30-13-9-10-14-32(30)43-33)40(51)44-34(23-28-11-7-6-8-12-28)36(48)25-47-22-19-31(52-26-29-17-20-42-21-18-29)24-35(47)39(50)46-41(3,4)5/h6-18,20-21,27,31,34-37,48H,19,22-26H2,1-5H3,(H,44,51)(H,45,49)(H,46,50)/t31-,34+,35+,36-,37+/m1/s1
SMILES Code
O=C(N[C@H](C(N[C@@H](CC1=CC=CC=C1)[C@H](O)CN2[C@H](C(NC(C)(C)C)=O)C[C@H](OCC3=CC=NC=C3)CC2)=O)C(C)C)C4=NC5=CC=CC=C5C=C4
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
708.90
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Lamarre D, Croteau G, Wardrop E, Bourgon L, Thibeault D, Clouette C, Vaillancourt M, Cohen E, Pargellis C, Yoakim C, Anderson PC. Antiviral properties of palinavir, a potent inhibitor of the human immunodeficiency virus type 1 protease. Antimicrob Agents Chemother. 1997 May;41(5):965-71. PubMed PMID: 9145853; PubMed Central PMCID: PMC163834.
2: Beaulieu PL, Anderson PC, Cameron DR, Croteau G, Gorys V, Grand-Maître C, Lamarre D, Liard F, Paris W, Plamondon L, Soucy F, Thibeault D, Wernic D, Yoakim C, Pav S, Tong L. 2',6'-Dimethylphenoxyacetyl: a new achiral high affinity P(3)-P(2) ligand for peptidomimetic-based HIV protease inhibitors. J Med Chem. 2000 Mar 23;43(6):1094-108. PubMed PMID: 10737742.
3: Liard F, Jaramillo J, Paris WL, Yoakim C. Pharmacokinetic aspects of palinavir, an HIV protease inhibitor, in Sprague-Dawley rats. J Pharm Sci. 1998 Jun;87(6):782-5. PubMed PMID: 9607960.
4: Ohlmann T, Prévôt D, Décimo D, Roux F, Garin J, Morley SJ, Darlix JL. In vitro cleavage of eIF4GI but not eIF4GII by HIV-1 protease and its effects on translation in the rabbit reticulocyte lysate system. J Mol Biol. 2002 Apr 19;318(1):9-20. PubMed PMID: 12054764.
5: Smart T. International Congress on Chemotherapy. GMHC Treat Issues. 1995 Sep;9(9):10. PubMed PMID: 11362904.
