DARUNAVIR ETHANOLATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H37N3O7S.C2H6O
Molecular Weight	593.732
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCO.[H][C@]12OCC[C@@]1([H])[C@H](CO2)OC(=O)N[C@@H](CC3=CC=CC=C3)[C@H](O)CN(CC(C)C)S(=O)(=O)C4=CC=C(N)C=C4

InChI

InChIKey=QWSHKNICRJHQCY-VBTXLZOXSA-N

InChI=1S/C27H37N3O7S.C2H6O/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26;1-2-3/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32);3H,2H2,1H3/t22-,23-,24+,25-,26+;/m0./s1

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23708741 | http://adisinsight.springer.com/drugs/800016726

Darunavir (trade name Prezista) is an orally active bis-furan-sulfonamide inhibitor of human immunodeficiency virus (HIV-1) protease. Darunavir was developed by Tibotec Pharmaceuticals (now Janssen R&D Ireland). Darunavir is indicated for the treatment of HIV-1 infection in adult and pediatric patients 3 years of age and older. The drug is co-administered with low-dose ritonavir and other anti-HIV agents. It is the only antiretroviral that has been registered at two different doses, 800/100 mg once-daily or 600/100 mg twice-daily, allowing its administration throughout the entire course of HIV disease, from naive subjects without any HIV-1 resistance to heavily treatment-experienced subjects with widespread triple-class family resistance.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Human immunodeficiency virus type 1 protease 35 Target ID: CHEMBL243 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15479840	Inhibitor 8297		4.5 pM [Kd]

Conditions

Condition	Modality	Targets	Highest Phase	Product
HIV-1 infection 151 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	Primary		Approved 8429	PREZISTA Approved Use PREZISTA is a human immunodeficiency virus (HIV-1) protease inhibitor indicated for the treatment of HIV-1 infection in adult patients. PREZISTA is also indicated for the treatment of HIV-1 infection in pediatric patients 3 years of age and older. PREZISTA must be co-administered with ritonavir (PREZISTA/ritonavir) and with other antiretroviral agents. Launch Date 2006

C_max

Value	Dose	Co-administered	Analyte	Population
5272 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21926632/	800 mg 1 times / day steady-state, oral dose: 800 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
93026 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	800 mg 1 times / day steady-state, oral dose: 800 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
124698 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	600 mg 2 times / day steady-state, oral dose: 600 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
57055 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/21926632/	800 mg 1 times / day steady-state, oral dose: 800 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
126377 ng × h/mL DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	600 mg 2 times / day steady-state, oral dose: 600 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: CHILD sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
15 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	800 mg 1 times / day steady-state, oral dose: 800 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
15 h DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	600 mg 2 times / day steady-state, oral dose: 600 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
5% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	800 mg 1 times / day steady-state, oral dose: 800 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
5% DRUG LABEL https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf	600 mg 2 times / day steady-state, oral dose: 600 mg route of administration: Oral experiment type: STEADY-STATE co-administered: Ritonavir	Ritonavir	DARUNAVIR plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227	unhealthy, 43 n = 127 Health Status: unhealthy Condition: HIV-1 infection Age Group: 43 Sex: M+F Population Size: 127 Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227	Disc. AE: Headache, Gastrointestinal disorder NOS... AEs leading to discontinuation/dose reduction: Headache (grade 3, 0.79%) Gastrointestinal disorder NOS (5.51%) Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227
3200 mg single, oral Overdose Dose: 3200 mg Route: oral Route: single Dose: 3200 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.22	healthy Health Status: healthy Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.22	Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.22
800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	Disc. AE: Drug-induced hepatitis, Hepatitis acute... AEs leading to discontinuation/dose reduction: Drug-induced hepatitis Hepatitis acute Cytolytic hepatitis Reaction skin (grade 1-3) Stevens-Johnson syndrome Toxic epidermal necrolysis Diabetes mellitus Hyperglycemia Fat redistribution Fat tissue increased Immune reconstitution syndrome Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.8	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.8	Disc. AE: Rash... AEs leading to discontinuation/dose reduction: Rash (grade 1-2, 0.5%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.8

AEs

AE	Significance	Dose	Population
Gastrointestinal disorder NOS	5.51% Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227	unhealthy, 43 n = 127 Health Status: unhealthy Condition: HIV-1 infection Age Group: 43 Sex: M+F Population Size: 127 Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227
Headache	grade 3, 0.79% Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227	unhealthy, 43 n = 127 Health Status: unhealthy Condition: HIV-1 infection Age Group: 43 Sex: M+F Population Size: 127 Sources: https://pubmed.ncbi.nlm.nih.gov/20010070 Page: p.227
Cytolytic hepatitis	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Diabetes mellitus	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Drug-induced hepatitis	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Fat redistribution	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Fat tissue increased	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Hepatitis acute	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Hyperglycemia	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Immune reconstitution syndrome	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Stevens-Johnson syndrome	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Toxic epidermal necrolysis	Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Reaction skin	grade 1-3 Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.1
Rash	grade 1-2, 0.5% Disc. AE	800 mg 1 times / day multiple, oral Recommended Dose: 800 mg, 1 times / day Route: oral Route: multiple Dose: 800 mg, 1 times / day Co-administed with:: ritonavir, oral(100 mg; qd) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.8	unhealthy Health Status: unhealthy Condition: HIV-1 infection Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2012/021976s021lbl.pdf Page: p.8

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:367163	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:367163
ChemicalBook	CB51176244	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB51176244
MolPort	MolPort-003-846-141	https://www.molport.com/shop/molecule-link/MolPort-003-846-141
ZINC	ZINC000003955219	http://zinc15.docking.org/substances/ZINC000003955219
eMolecules	35833368	https://www.emolecules.com/cgi-bin/more?vid=35833368
eMolecules	36557635	https://www.emolecules.com/cgi-bin/more?vid=36557635

PubMed

Title	Date	PubMed
Novel bis-tetrahydrofuranylurethane-containing nonpeptidic protease inhibitor (PI) UIC-94017 (TMC114) with potent activity against multi-PI-resistant human immunodeficiency virus in vitro.	2003 Oct	14506019
TMC-114 (Tibotec).	2004 Aug	15600245
Gateways to clinical trials.	2004 May	15319808
Stereoselective photochemical 1,3-dioxolane addition to 5-alkoxymethyl-2(5H)-furanone: synthesis of bis-tetrahydrofuranyl ligand for HIV protease inhibitor UIC-94017 (TMC-114).	2004 Nov 12	15527257
[New drugs--hope for salvage patients?].	2005 Apr 25	16385871
Anti-HIV agents. What the future holds for TMC114.	2005 Aug-Sep	17219656
Anti-HIV agents. Interactions with TMC114.	2005 Aug-Sep	17219655
Anti-HIV agents. TMC114--an overview.	2005 Aug-Sep	17219654
Protease inhibitors: the current status.	2005 Dec	16519246
[Protease inhibitors].	2005 Dec	16444973
Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor.	2005 Mar 24	15771427
HIV Pathogenesis and Treatment - Third International AIDS Society Conference.	2005 Oct	16254799
Molecular basis for substrate recognition and drug resistance from 1.1 to 1.6 angstroms resolution crystal structures of HIV-1 protease mutants with substrate analogs.	2005 Oct	16218957
FDA approval: darunavir.	2006 Aug	16906668
Structure-based design of novel HIV-1 protease inhibitors to combat drug resistance.	2006 Aug 24	16913714
Enantioselective synthesis and selective monofunctionalization of (4R,6R)-4,6- dihydroxy-2,8-dioxabicyclo[3.3.0]octane.	2006 Dec 7	17134281
Effectiveness of nonpeptide clinical inhibitor TMC-114 on HIV-1 protease with highly drug resistant mutations D30N, I50V, and L90M.	2006 Feb 23	16480273
Prezista (darunavir, TMC-114) approved; may be important treatment advance.	2006 Jan-Jun	16886257
Successful rescue therapy with darunabir (TMC114) in HIV-infected patients who have failed several ritonavir-boosted protease inhibitors.	2006 Jul 13	16847414
The clinical pharmacology of antiretrovirals in development.	2006 Jun	16863445
XVI International AIDS Conference: Part 2.	2006 Nov	17152645
New drugs: ranibizumab, posaconazole, and darunavir.	2006 Nov-Dec	17176695
Ultra-high resolution crystal structure of HIV-1 protease mutant reveals two binding sites for clinical inhibitor TMC114.	2006 Oct 13	16962136
Darunavir (Prezista) for HIV infection.	2006 Sep 11	16977286
Pharmacokinetics of darunavir (TMC114) and atazanavir during coadministration in HIV-negative, healthy volunteers.	2007	17596110
Anti-HIV drugs.	2007	17550060
AIDS in the Third World: how to stop the HIV infection?	2007	17550059
Key reports from the XV International HIV Drug Resistance Workshop 2006.	2007	17503758
The effect of different meal types on the pharmacokinetics of darunavir (TMC114)/ritonavir in HIV-negative healthy volunteers.	2007 Apr	17389557
Darunavir (TMC114) approved by the FDA.	2007 Feb	17763549
Efficacy and safety of TMC125 (etravirine) in treatment-experienced HIV-1-infected patients in DUET-1: 24-week results from a randomised, double-blind, placebo-controlled trial.	2007 Jul 7	17617270
Safety, tolerability, and efficacy of darunavir (TMC114) with low-dose ritonavir in treatment-experienced, hepatitis B or C co-infected patients in POWER 1 and 3.	2007 Jul-Aug	17720661
Prezista gets EU approval.	2007 Mar	17428190
Tibotec and Aspen collaborate on Prezista.	2007 May	17546795
Key amprenavir resistance mutations counteract dramatic efficacy of darunavir in highly experienced patients.	2007 May 31	17502734
Prevalence of darunavir resistance mutations in HIV-1-infected patients failing other protease inhibitors.	2007 Oct	17646201
Lessons Learned From 2 Patients With Multidrug-Resistant HIV-1 Infection Successfully Treated With a Darunavir-Containing Antiretroviral Treatment Regimen.	2007 Sep	17641132
Safety and efficacy of darunavir (TMC114) with low-dose ritonavir in treatment-experienced patients: 24-week results of POWER 3.	2007 Sep 1	17621237
Design of HIV protease inhibitors targeting protein backbone: an effective strategy for combating drug resistance.	2008 Jan	17722874

Patents

Sample Use Guides

In Vivo Use Guide

Treatment-naïve adult patients and treatment-experienced adult patients with no darunavir resistance associated substitutions: 800 mg (two 400 mg tablets) taken with ritonavir 100 mg once daily and with food. Treatment-experienced adult patients with at least one darunavir resistance associated substitution: 600 mg (one 600 mg tablet) taken with ritonavir 100 mg twice daily and with food. Pediatric patients (3 to less than 18 years of age and weighing at least 10 kg): dosage of PREZISTA and ritonavir is based on body weight and should not exceed the treatmentexperienced adult dose. Do not use once daily dosing in pediatric patients. PREZISTA should be taken with ritonavir twice daily and with food.

Route of Administration: Oral

In Vitro Use Guide

Darunavir exhibits activity against laboratory strains and clinical isolates of HIV-1 and laboratory strains of HIV-2 in acutely infected T-cell lines, human peripheral blood mononuclear cells and human monocytes/macrophages with median EC50 values ranging from 1.2 to 8.5 nM (0.7 to 5.0 ng/mL). Darunavir demonstrates antiviral activity in cell culture against a broad panel of HIV-1 group M (A, B, C, D, E, F, G), and group O primary isolates with EC50 values ranging from less than 0.1 to 4.3 nM.

Name

Type

Language

DARUNAVIR ETHANOLATE

Common Name

English

PREZISTA

Brand Name

English

(3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(ISOBUTYL)AMINO)-1-BENZYL-2-HYDROXYPROPYL)CARBAMATE - ETHANOL (1:1)

Common Name

English

DARUNAVIR MONOETHANOLATE [MI]

Common Name

English

Darunavir Ethanolate [WHO-DD]

Common Name

English

REZOLSTA

Brand Name

English

CARBAMIC ACID, ((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-2-HYDROXY-1-(PHENYLMETHYL)PROPYL)-, (3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ESTER, COMPD. WITH ETHANOL (1:1)

Common Name

English

DARUNAVIR ETHANOLATE [JAN]

Common Name

English

DARUNAVIR (AS ETHANOLATE)

Common Name

English

TMC114 ETHANOLATE

Common Name

English

DARUNAVIR COMPONENT OF SYMTUZA

Common Name

English

((1S,2R)-3-(((4-AMINOPHENYL)SULFONYL)(2-METHYLPROPYL)AMINO)-2-HYDROXY-1-(PHENYLMETHYL)PROPYL)- CARBAMIC ACID (3R,3AS,6AR)-HEXAHYDROFURO(2,3-B)FURAN-3-YL ESTER MONOETHANOLATE

Common Name

English

DARUNAVIR ETHANOLATE [ORANGE BOOK]

Common Name

English

DARUNAVIR ETHANOLATE [VANDF]

Common Name

English

SYMTUZA COMPONENT DARUNAVIR

Common Name

English

PREZCOBIX COMPONENT DARUNAVIR ETHANOLATE

Brand Name

English

DARUNAVIR MONOETHANOLATE

Common Name

English

DARUNAVIR ETHANOLATE [MART.]

Common Name

English

DARUNAVIR ETHANOLATE COMPONENT OF PREZCOBIX

Brand Name

English

Classification Tree Code System Code

EMA ASSESSMENT REPORTS

REZOLSTA (AUTHORIZED: HIV INFECTIONS)