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SML0491

Sigma-Aldrich

Ritonavir

≥98% (HPLC)

Synonym(s):

A-84538, ABT-538, Abbott 84538

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About This Item

Empirical Formula (Hill Notation):
C37H48N6O5S2
CAS Number:
155213-67-5
Molecular Weight:
720.94
MDL number:
MFCD00927142
UNSPSC Code:
12352200
PubChem Substance ID:
329825441
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution, warmed)

storage temp.

room temp

SMILES string

O=C(OCC1=CN=CS1)N[C@H]([C@@H](O)C[C@@H](NC([C@@H](NC(N(CC2=CSC(C(C)C)=N2)C)=O)C(C)C)=O)CC3=CC=CC=C3)CC4=CC=CC=C4

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

InChI key

NCDNCNXCDXHOMX-XGKFQTDJSA-N

Application

Ritonavir has been used:
  • as a human immunodeficiency virus (HIV) protease inhibitor to study its effects on placental endocrine function
  • as an HIV protease inhibitor to study its effects on reduction of tetrazolium dye in human embryonic kidney cells
  • as an organic anion transporting polypeptide (OATP) inhibitor to study its effect on hepatic uptake of bergapten and imperatorin

Biochem/physiol Actions

Ritonavir is an HIV protease inhibitor now used frequently as a booster of other protease inhbitors. Ritonavir inhibits cytochrome P450-3A4 (CYP3A4), a liver enzyme that normally metabolizes protease inhibitors. It has also been investigated as a possible anti-cancer agent.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anjna Sharma et al.
Drug development research, 80(7), 948-957 (2019-07-19)
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The Journal of antimicrobial chemotherapy, 70(4), 1124-1129 (2014-12-20)
Data on the efficacy of simplifying therapy using darunavir/ritonavir and lopinavir/ritonavir monotherapy in clinical practice remain limited. A retrospective single-centre study including patients initiating darunavir/ritonavir or lopinavir/ritonavir monotherapy with a plasma HIV-1 viral load (pVL) <50 copies/mL and at least
Lin Chen et al.
Journal of ethnopharmacology, 212, 74-85 (2017-10-23)
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Mary S Ngoma et al.
Journal of the International AIDS Society, 18, 19352-19352 (2015-07-04)
To prevent mother-to-child transmission (MTCT) of HIV in developing countries, new World Health Organization (WHO) guidelines recommend maternal combination antiretroviral therapy (cART) during pregnancy, throughout breastfeeding for 1 year and then cessation of breastfeeding (COB). The efficacy of this approach
Laura Ciaffi et al.
AIDS (London, England), 29(12), 1473-1481 (2015-08-06)
WHO recommends ritonavir-boosted protease inhibitor with two nucleoside reverse transcriptase inhibitors in HIV-infected patients failing non-nucleoside reverse transcriptase inhibitor-based first-line treatment. Here, we aimed to provide more evidence for the choice of nucleoside reverse transcriptase inhibitor and boosted protease inhibitor.
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