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SML0491

Sigma-Aldrich

Ritonavir

≥98% (HPLC)

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Synonym(s):
A-84538, ABT-538, Abbott 84538
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

Quality Level

100

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

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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José R Santos et al.
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)
Radix Angelica dahuricae (RAD), the roots of Angelica dahurica (Hoffm.) Benth. & Hook.f. ex Franch. & Sav, is a well-known traditional Chinese medicine (TCM) and has been used for centuries to treat headaches, toothaches, nose congestion, abscesses, furunculoses, and acne.
Jingheng Wang et al.
Journal of the American Chemical Society, 143(44), 18467-18480 (2021-10-15)
The human cytochrome P450 (CYP) CYP3A4 and CYP3A5 enzymes metabolize more than one-half of marketed drugs. They share high structural and substrate similarity and are often studied together as CYP3A4/5. However, CYP3A5 preferentially metabolizes several clinically prescribed drugs, such as
Valerie L Flax et al.
The Journal of nutrition, 145(8), 1950-1957 (2015-07-15)
Little is known about the influence of antiretroviral therapy with or without micronutrient supplementation on the micronutrient concentrations of HIV-infected lactating women in resource-constrained settings. We examined associations of highly active antiretroviral therapy (HAART) and lipid-based nutrient supplements (LNS) with
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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