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MedKoo Cat#: 598421 | Name: Lasinavir

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lasinavir is a hydroxyethylene derivative.

Chemical Structure

Lasinavir
Lasinavir
CAS#175385-62-3

Theoretical Analysis

MedKoo Cat#: 598421

Name: Lasinavir

CAS#: 175385-62-3

Chemical Formula: C35H53N3O9

Exact Mass: 659.3782

Molecular Weight: 659.82

Elemental Analysis: C, 63.71; H, 8.10; N, 6.37; O, 21.82

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Lasinavir; CGP 61755; CGP-61755; CGP61755;
IUPAC/Chemical Name
tert-butyl ((2S,3S,5R)-3-hydroxy-6-(((S)-1-((2-methoxyethyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-6-oxo-1-phenyl-5-(2,3,4-trimethoxybenzyl)hexan-2-yl)carbamate
InChi Key
BEUUJDAEPJZWHM-COROXYKFSA-N
InChi Code
InChI=1S/C35H53N3O9/c1-22(2)29(33(41)36-17-18-43-6)38-32(40)25(20-24-15-16-28(44-7)31(46-9)30(24)45-8)21-27(39)26(19-23-13-11-10-12-14-23)37-34(42)47-35(3,4)5/h10-16,22,25-27,29,39H,17-21H2,1-9H3,(H,36,41)(H,37,42)(H,38,40)/t25-,26+,27+,29+/m1/s1
SMILES Code
O=C(OC(C)(C)C)N[C@H]([C@@H](O)C[C@H](C(N[C@H](C(NCCOC)=O)C(C)C)=O)CC1=CC=C(OC)C(OC)=C1OC)CC2=CC=CC=C2
Appearance
Solid powder
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 659.82 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.

Recalculate based on batch purity %
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
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J Antimicrob Chemother. 2015 Jan;70(1):217-24. doi: 10.1093/jac/dku367. Epub 2014 Sep 25. PubMed PMID: 25261418; PubMed Central PMCID: PMC4267507. 4: Sakuma S, Matsumoto S, Ishizuka N, Mohri K, Fukushima M, Ohba C, Kawakami K. Enhanced Boosting of Oral Absorption of Lopinavir Through Electrospray Coencapsulation with Ritonavir. J Pharm Sci. 2015 Sep;104(9):2977-85. doi: 10.1002/jps.24492. Epub 2015 May 18. PubMed PMID: 25989422. 5: Khaykin P, Kotzerke P, Stephan C, Nisius G, Bickel M, Haberl A, Stürmer M, Kurowski M, Brodt R, von Hentig N. Lopinavir/ritonavir pharmacokinetics, efficacy, and safety in HIV and hepatitis B or C coinfected adults without symptoms of hepatic impairment. Ther Drug Monit. 2014 Apr;36(2):192-201. doi: 10.1097/FTD.0b013e3182a28c6a. PubMed PMID: 24632753. 6: Prinapori R, Rosso R, Di Biagio A, Miletich F, Furfaro E, Taramasso L, Ginocchio F, Giacomet V, Nulvesu L, Sormani MP, Schiavetti I, Signori A, De Hoffer L, Viscoli C. Pharmacokinetics of lopinavir determined with an ELISA test in youths with perinatally acquired HIV. Indian J Pediatr. 2014 Sep;81(9):856-60. doi: 10.1007/s12098-013-1198-1. Epub 2013 Sep 7. PubMed PMID: 24014186. 7: Paediatric European Network for Treatment of AIDS (PENTA). Once vs. twice-daily lopinavir/ritonavir in HIV-1-infected children. AIDS. 2015 Nov 28;29(18):2447-57. doi: 10.1097/QAD.0000000000000862. PubMed PMID: 26558544; PubMed Central PMCID: PMC4645961. 8: Lan NT, Thu NT, Barrail-Tran A, Duc NH, Lan NN, Laureillard D, Lien TT, Borand L, Quillet C, Connolly C, Lagarde D, Pym A, Lienhardt C, Dung NH, Taburet AM, Harries AD. Randomised pharmacokinetic trial of rifabutin with lopinavir/ritonavir-antiretroviral therapy in patients with HIV-associated tuberculosis in Vietnam. PLoS One. 2014 Jan 22;9(1):e84866. doi: 10.1371/journal.pone.0084866. eCollection 2014. PubMed PMID: 24465443; PubMed Central PMCID: PMC3898920. 9: Bissinger R, Waibel S, Bouguerra G, Al Mamun Bhuyan A, Abbès S, Lang F. Enhanced Eryptosis Following Exposure to Lopinavir. Cell Physiol Biochem. 2015;37(6):2486-95. doi: 10.1159/000438601. Epub 2015 Dec 17. PubMed PMID: 26681533. 10: Prasitsuebsai W, Kerr SJ, Truong KH, Ananworanich J, Do VC, Nguyen LV, Kurniati N, Kosalaraksa P, Sudjaritruk T, Chokephaibulkit K, Thammajaruk N, Singtoroj T, Teeraananchai S, Horng H, Bacchetti P, Gandhi M, Sohn AH. Using Lopinavir Concentrations in Hair Samples to Assess Treatment Outcomes on Second-Line Regimens Among Asian Children. AIDS Res Hum Retroviruses. 2015 Oct;31(10):1009-14. doi: 10.1089/AID.2015.0111. Epub 2015 Aug 26. PubMed PMID: 26200586; PubMed Central PMCID: PMC4576945. 11: Wang M, Halquist MS, Zhang Y, Gerk PM. Simultaneous determination of lopinavir and three ester prodrugs by LC-MS/MS in lysates of BeWo cells. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jan 15;975:84-90. doi: 10.1016/j.jchromb.2014.10.032. Epub 2014 Nov 3. PubMed PMID: 25481295. 12: Tasias M, Aldeguer JL. [Lopinavir/ritonavir in patients with human immunodeficiency virus infection in special situations]. Enferm Infecc Microbiol Clin. 2014 Nov;32 Suppl 3:18-21. doi: 10.1016/S0213-005X(14)70163-6. Review. Spanish. PubMed PMID: 25542871. 13: Srinivas NR. Prediction of area under the concentration-time curve for lopinavir from peak or trough lopinavir concentrations in patients receiving lopinavir-ritonavir therapy. Am J Health Syst Pharm. 2016 Mar 15;73(6):376-85. doi: 10.2146/ajhp150417. Review. PubMed PMID: 26953282. 14: Cresswell FV, Tomlins J, Churchill DR, Walker-Bone K, Richardson D. Achilles tendinopathy following Kaletra (lopinavir/ritonavir) use. Int J STD AIDS. 2014 Oct;25(11):833-5. doi: 10.1177/0956462414523403. Epub 2014 Feb 10. PubMed PMID: 24516081. 15: Floridia M, Ravizza M, Masuelli G, Giacomet V, Martinelli P, Degli Antoni A, Spinillo A, Fiscon M, Francisci D, Liuzzi G, Pinnetti C, Marconi AM, Tamburrini E; Italian Group on Surveillance on Antiretroviral Treatment in Pregnancy. Atazanavir and lopinavir profile in pregnant women with HIV: tolerability, activity and pregnancy outcomes in an observational national study. J Antimicrob Chemother. 2014 May;69(5):1377-84. doi: 10.1093/jac/dkt497. Epub 2013 Dec 25. PubMed PMID: 24370933. 16: Téllez MJ. [Lopinavir/ritonavir in human immunodeficiency virus-infected women]. Enferm Infecc Microbiol Clin. 2014 Nov;32 Suppl 3:22-5. doi: 10.1016/S0213-005X(14)70164-8. Review. Spanish. PubMed PMID: 25542872. 17: Camara S, Zucman D, Vasse M, Goudjo A, Guillard E, Peytavin G. [Lack of bioavailability of generic lopinavir/ritonavir not prequalified by WHO marketed in Africa (Congo Brazzaville)]. Bull Soc Pathol Exot. 2015 Feb;108(1):46-8. doi: 10.1007/s13149-014-0389-y. Epub 2014 Sep 25. French. PubMed PMID: 25256250. 18: Fagone P, Mangano K, Quattrocchi C, Cavalli E, Mammana S, Lombardo GA, Pennisi V, Zocca MB, He M, Al-Abed Y, Nicoletti F. Effects of NO-Hybridization on the Immunomodulatory Properties of the HIV Protease Inhibitors Lopinavir and Ritonavir. Basic Clin Pharmacol Toxicol. 2015 Nov;117(5):306-15. doi: 10.1111/bcpt.12414. Epub 2015 May 25. PubMed PMID: 25903922. 19: Ravi PR, Vats R, Balija J, Adapa SP, Aditya N. Modified pullulan nanoparticles for oral delivery of lopinavir: formulation and pharmacokinetic evaluation. Carbohydr Polym. 2014 Sep 22;110:320-8. doi: 10.1016/j.carbpol.2014.03.099. Epub 2014 Apr 13. PubMed PMID: 24906762. 20: Court R, Gordon M, Cohen K, Stewart A, Gosnell B, Wiesner L, Maartens G. Random lopinavir concentrations predict resistance on lopinavir-based antiretroviral therapy. Int J Antimicrob Agents. 2016 Aug;48(2):158-62. doi: 10.1016/j.ijantimicag.2016.04.030. Epub 2016 Jun 9. PubMed PMID: 27345268; PubMed Central PMCID: PMC4979317.

View History

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