Ritonavir

  • CAT Number: A000960
  • CAS Number: 155213-67-5
  • Molecular Formula: C37H48N6O5S2
  • Molecular Weight: 720.90
  • Purity: 98%
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Ritonavir(Cat No.:A000960)is an antiretroviral protease inhibitor used in the treatment of HIV infection. It inhibits the HIV-1 protease enzyme, preventing the maturation of infectious virus particles. Ritonavir is primarily used as a pharmacokinetic enhancer, or “booster,” for other protease inhibitors, increasing their effectiveness by inhibiting the cytochrome P450 3A4 (CYP3A4) enzyme, which metabolizes many drugs. By boosting the levels of co-administered antiretrovirals, Ritonavir allows for lower dosing and improved efficacy. It plays a crucial role in combination therapy, enhancing the effectiveness of HIV treatment regimens.


Catalog Number A000960
CAS Number 155213-67-5
Synonyms

155213-67-5; Norvir; ABT-538; A-84538; Abbott 84538

Molecular Formula C37H48N6O5S2
Purity 98%
Target CYP3A4/3CL/HIV-1
Target Protein

O75469

Solubility Soluble in DMSO > 10 mM
Appearance Solid
Storage Dry, dark and at 2 - 8 °C for six months or -20°C for two years.
IC50 SARS-CoV 3CLpro inhibitor with an IC50 of 1.61 μM.
IUPAC 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
InChI InChI=1S/C37H48N6O5S2/c1-24(2)33(42-36(46)43(5)20-29-22-49-35(40-29)25(3)4)34(45)39-28(16-26-12-8-6-9-13-26)18-32(44)31(17-27-14-10-7-11-15-27)41-37(47)48-21-30-19-38-23-50-30/h6-15,19,22-25,28,31-33,44H,16-18,20-21H2,1-5H3,(H,39,45)(H,41,47)(H,42,46)/t28-,31-,32-,33-/m0/s1
InChIKey NCDNCNXCDXHOMX-XGKFQTDJSA-N
SMILES CC(C)C1=NC(=CS1)CN(C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC2=CC=CC=C2)C[C@@H]([C@H](CC3=CC=CC=C3)NC(=O)OCC4=CN=CS4)O
Reference

1: Freise KJ, Hu B, Salem AH. Impact of ritonavir dose and schedule on CYP3A inhibition and venetoclax clinical pharmacokinetics. Eur J Clin Pharmacol. 2018 Jan 4. doi: 10.1007/s00228-017-2403-3. [Epub ahead of print] PubMed PMID: 29302721.<br />
2: Mantripragada MKVVN, Rao SV, Nutulapati VVS, Mantena BPV. Simultaneous Determination of Impurities of Atazanavir and Ritonavir in Tablet Dosage Form by Using Reversed-Phase Ultra Performance Liquid Chromatographic Method. J Chromatogr Sci. 2017 Dec 29. doi: 10.1093/chromsci/bmx110. [Epub ahead of print] PubMed PMID: 29300835.<br />
3: Le Meur L, Tantet C, L&ecirc; MP, Desselas E, Bonnal C, Lillo-Le-Louet A, Sonneville R, Massias L, Giraud J, Descamps D, Yazdanpanah Y, Lariven S, Peytavin G. Serious neuropsychiatric adverse effects related to interaction between itraconazole and darunavir/ritonavir in an HIV-infected patient with cerebral histoplasmosis. J Antimicrob Chemother. 2017 Dec 25. doi: 10.1093/jac/dkx495. [Epub ahead of print] PubMed PMID: 29294026.<br />
4: Sanai FM, Alghamdi AS, Afghani AA, Alswat K, AlZanbagi A, Alghamdi MN, AlMousa A, Aseeri M, Assiri AM, Babatin MA. High Efficacy of Ombitasvir/Paritaprevir/Ritonavir Plus Dasabuvir in Hepatitis C Genotypes 4 and 1-infected Patients with Severe Chronic Kidney Disease. Liver Int. 2017 Dec 29. doi: 10.1111/liv.13674. [Epub ahead of print] PubMed PMID: 29288514.<br />
5: Barber TJ, Imaz A, Boffito M, Niub&oacute; J, Pozniak A, Fortuny R, Alonso J, Davies N, Mandalia S, Podzamczer D, Gazzard B. CSF inflammatory markers and neurocognitive function after addition of maraviroc to monotherapy darunavir/ritonavir in stable HIV patients: the CINAMMON study. J Neurovirol. 2017 Dec 26. doi: 10.1007/s13365-017-0600-6. [Epub ahead of print] PubMed PMID: 29280108.<br />
6: Samuels ER, Sevrioukova I. Inhibition of Human CYP3A4 by Rationally Designed Ritonavir-Like Compounds: Impact and Interplay of the Side Group Functionalities. Mol Pharm. 2018 Jan 2;15(1):279-288. doi: 10.1021/acs.molpharmaceut.7b00957. Epub 2017 Dec 12. PubMed PMID: 29232137.<br />
7: Talal AH, Dumas EO, Bauer B, Rejman RM, Ocque A, Morse GD, Lucic D, Cloherty GA, King J, Zha J, Zhang H, Cohen DE, Shulman N, Pawlotsky JM, H&eacute;zode C. Hepatic Pharmacokinetics and Pharmacodynamics with Ombitasvir/Paritaprevir/Ritonavir Plus Dasabuvir Treatment and Variable Ribavirin Dosage. J Infect Dis. 2017 Sep 27. doi: 10.1093/infdis/jix495. [Epub ahead of print] PubMed PMID: 29228392.<br />
8: Seang S, Schneider L, Nguyen T, L&ecirc; MP, Soulie C, Calin R, Caby F, Valantin MA, Tubiana R, Assoumou L, Marcelin AG, Peytavin G, Katlama C. Darunavir/ritonavir monotherapy at a low dose (600/100&thinsp;mg/day) in HIV-1-infected individuals with suppressed HIV viraemia. J Antimicrob Chemother. 2017 Dec 5. doi: 10.1093/jac/dkx417. [Epub ahead of print] PubMed PMID: 29216346.<br />
9: Yoshimura Y, Miyata N, Komatsu H, Tachikawa N. Remarkable plasma HIV RNA decrease by ombitasvir/paritaprevir/ritonavir in an HIV-HCV coinfection case. AIDS. 2018 Jan 2;32(1):128-129. doi: 10.1097/QAD.0000000000001665. PubMed PMID: 29210779.<br />
10: Davis AE, Brogan AJ, Goodwin B, Nocea G, Lozano V. Short-term cost and efficiency analysis of raltegravir versus atazanavir/ritonavir or darunavir/ritonavir for treatment-naive adults with HIV-1 infection in Spain. HIV Clin Trials. 2017 Nov-Dec;18(5-6):214-222. doi: 10.1080/15284336.2017.1402144. PubMed PMID: 29210626.

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