ritonavir

Also known as A-84538, ABBOTT-84538, ABT 538, ABT-538, N-[(1S,3S,4S)-1-benzyl-3-hydroxy-5-phenyl-4-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}pentyl]-N~2~-(methyl{[2-(1-methylethyl)-1,3-thiazol-4-yl]methyl}carbamoyl)-L-valinamide

Ritonavir, sold under the brand name Norvir, is an antiretroviral medication used along with other medications to treat HIV/AIDS. This combination treatment is known as highly active antiretroviral therapy (HAART). Ritonavir is a protease inhibitor, though it now mainly serves to boost the potency of other protease inhibitors. It may also be used in combination with other medications to treat hepatitis C and COVID-19. It is taken by mouth.

Key facts

Drug.StdInChI: 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
Drug.StdInChIKey: NCDNCNXCDXHOMX-XGKFQTDJSA-N
Drug.image: Ritonavir structure.svg
Drug.image_class: skin-invert-image
Drug.width: 275
Drug.image2: Ritonavir-from-xtal-Mercury-3D-balls.png
Drug.image_class2: bg-transparent
Drug.tradename: Norvir
Drug.MedlinePlus: a696029
Drug.licence_EU: yes
Drug.DailyMedID: Ritonavir
Drug.pregnancy_AU: B3
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: J05
Drug.ATC_suffix: AE03
Drug.legal_AU: S4
Drug.legal_CA: Rx-only
Drug.legal_UK: POM

via Wikipedia infobox

Chemical data

Formula: C37H48N6O5S2
Molecular weight: 720.9 g/mol
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
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
InChIKey: NCDNCNXCDXHOMX-XGKFQTDJSA-N
XLogP: 6
Polar surface area: 202 Å²
H-bond donors: 4
H-bond acceptors: 9
Formal charge: 0

via PubChem

Research

10,539 papers

via PubMed

~14 min read

Encyclopedic overview

16 sections

Contents

Medical uses
HIV
COVID-19
Other uses
Side effects
Adverse drug reactions
Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
History
Polymorphism and temporary market withdrawal
Society and culture
Economics
References
Further reading

{{Infobox drug | drug_name = | INN = | type = | image = Ritonavir structure.svg | image_class = skin-invert-image | width = 275 | alt = | image2 = Ritonavir-from-xtal-Mercury-3D-balls.png | image_class2 = bg-transparent | width2 = | alt2 =

Excerpted from Wikipedia’s “ritonavir” article, available under the CC BY-SA 4.0 licence.