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Lopinavir

Product Code

TRC-L469480

CAS Number

192725-17-0

Product Format

Neat

Molecular Formula

C37 H48 N4 O5

Molecular Weight

628.80

API Family

Lopinavir

Product Categories

TRC, Chiral Molecules , Antivirals and antiretrovirals, Antivirals, Enzyme inhibitors, API Reference Standards & Research Materials, Antivirals and antiretrovirals, Anti-HIV agents, Antivirals and antiretrovirals, Protein kinases, Pain and Inflammation, Pharmaceutical and Veterinary Residue Reference Materials , Pharmaceutical, Veterinary Compound & Metabolite Reference Materials , Pharmaceutical Toxicology Reference Materials

Product Type

API

Price and availability

48-hour USA dispatch time
If Exact Weight packaging is selected, a certificate will be delivered with the product, which will indicate the mass of the material dispensed into the vial with a precision of up to 3 decimal places. Exceptions apply.
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Product Information

Product Notes

Lopinavir is an antiretroviral and selective HIV-1 protease inhibitor, used as a treatment for HIV-1 in combination with other antiretrovirals due to its poor bioavailability. An analogue of Ritonavir, it is a peptidomometic molecule that mimics the peptide linkage typically targeted by HIV-1 protease enzymes. Lopinavir is found to inhibit MERS-CoV replication in the low-micromolar range in cell cultures. Lopinavir with Ritonavir is currently being investigated as a potential drug target for the treatment of COVID-19. 
References

[1] Sham, H.L., et al.: Antimicrob. Ag. Chemother., 42, 3218 (1998).
[2] Kumar, G.N., et al.: Drug Metab. Dispos., 27, 86 (1999).
[3]Murphy, R.L., et al.: Antiviral Ther., 4, Suppl. 3, 85 (1999).
[4]Cao B, Wang Y, Wen D, et al. A Trial of Lopinavir-Ritonavir in Adults Hospitalized with Severe Covid-19. N Engl J Med. 2020;382(19):1787-1799. doi:10.1056/NEJMoa2001282.
[5]Chan JF, Yao Y, Yeung ML, et al. Treatment With Lopinavir/Ritonavir or Interferon-β1b Improves Outcome of MERS-CoV Infection in a Nonhuman Primate Model of Common Marmoset. J Infect Dis. 2015;212(12):1904-1913. doi:10.1093/infdis/jiv392.
[6]Corrao S, Natoli G, Cacopardo B. A Trial of Lopinavir-Ritonavir in Covid-19. N Engl J Med. 2020;382(21):e68. doi:10.1056/NEJMc2008043.

Chemical Data

Analyte Name

Lopinavir

CAS Number

192725-17-0

Molecular Formula

C37 H48 N4 O5

Molecular Weight

628.80

Accurate Mass

628.3625

SMILES

CC(C)[C@H](N1CCCNC1=O)C(=O)N[C@H](C[C@H](O)[C@H](Cc2ccccc2)NC(=O)COc3c(C)cccc3C)Cc4ccccc4

InChI

InChI=1S/C37H48N4O5/c1-25(2)34(41-20-12-19-38-37(41)45)36(44)39-30(21-28-15-7-5-8-16-28)23-32(42)31(22-29-17-9-6-10-18-29)40-33(43)24-46-35-26(3)13-11-14-27(35)4/h5-11,13-18,25,30-32,34,42H,12,19-24H2,1-4H3,(H,38,45)(H,39,44)(H,40,43)/t30-,31-,32-,34-/m0/s1

IUPAC

(2S)-N-[(2S,4S,5S)-5-[[2-(2,6-dimethylphenoxy)acetyl]amino]-4-hydroxy-1,6-diphenylhexan-2-yl]-3-methyl-2-(2-oxo-1,3-diazinan-1-yl)butanamide

Product Data

Storage Temperature

-20°C

Shipping Temperature

Room Temperature

Country of Origin

CANADA

Product Type

API

Product Format

Neat

API Family

Lopinavir

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