Page last updated: 2024-12-06

vorozole

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

vorozole: structure given in first source; vorozole/R 83842 is ((+)/dextro-isomer), RN 129731-10-8; R 83839 ((-)/levo-isomer) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID6918191
CHEMBL ID224060
CHEBI ID135387
SCHEMBL ID4554
MeSH IDM0168136

Synonyms (42)

Synonym
rivizor
vorozole
r-83842
vorozole (usan/inn)
D03786
rivizor (tn)
129731-10-8
vorozolum [inn-latin]
(+)-(s)-6-(p-chloro-alpha-1h-1,2,4-triazol-1-ylbenzyl)-1-methyl-1h-benzotriazole
1h-benzotriazole, 6-((4-chlorophenyl)-1h-1,2,4-triazol-1-ylmethyl)-1-methyl-, (s)-
r 83842
vorozol [inn-spanish]
ccris 7482
CHEBI:135387
CHEMBL224060
r-83942
6-[(s)-(4-chlorophenyl)-(1,2,4-triazol-1-yl)methyl]-1-methylbenzotriazole
vorozole [usan:inn:ban]
vorozol
vorozolum
unii-1e2s9yxv2a
1e2s9yxv2a ,
bdbm50378780
(s)-vorozole
BCP0726000088
vorozole [mart.]
(+)-(s)-6-(p-chloro-a-1h-1,2,4-triazol-1-ylbenzyl)-1-methyl-1h-benzotriazole
vorozole [who-dd]
vorozole [mi]
vorozole [usan]
vorozole [inn]
SCHEMBL4554
r76713
DTXSID20156230
(s)-6-((4-chlorophenyl)(1h-1,2,4-triazol-1-yl)methyl)-1-methyl-1h-benzo[d][1,2,3]triazole
BCP04202
DB13767
Q7941876
(+)-6-[(4-chlorophenyl)(1h-1,2,4-triazol-1-yl)methyl]-1-methyl-1h- benzotriazole
HY-19599
CS-0015881
(s)-6-[(4-chlorophenyl)-(1,2,4-triazol-1-yl)methyl]-1-methylbenzotriazole

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" Vorozole has excellent oral bioavailability and exerts linear, dose-proportional pharmacokinetics."( Vorozole, a specific non-steroidal aromatase inhibitor.
De Coster, R; Snoeck, E; Wouters, W, 1994
)
0.29
"The choice of treatment for elderly breast cancer patients needs particular care because the presence of physiological functional impairments can modify the drug bioavailability in an unpredictable manner."( Steroidal aromatase inhibitors in elderly patients.
Bajetta, E; Bichisao, E; Pozzi, P; Toffolatti, L; Zilembo, N, 2000
)
0.31

Dosage Studied

ExcerptRelevanceReference
"The effects of repeated (5 days) dosing with the non-steroidal aromatase inhibitor R 83 842 (the dextro isomer of R 76 713) on tumor aromatase and uterus weight in ovariectomized nude mice bearing JEG-3 tumors were examined."( Aromatase inhibition by R 83 842, the dextro isomer of R 76 713, in JEG-3 choriocarcinoma grown in ovariectomized nude mice.
Callens, M; De Coster, R; Janssens, B; Krekels, MD; Van Ginckel, R; Wouters, W, 1992
)
0.28
"Healthy volunteer/patient, single/multiple dosing differences, and age were identified as the fixed effects influencing the CL of VOR."( Effects of demographic variables on vorozole pharmacokinetics in healthy volunteers and in breast cancer patients.
Huang, ML; Langenaecken, C; Piotrovsky, VK; Van Peer, A, 1998
)
0.3
" In a second series of experiments, the effects of limited duration of dosing with vorozole (2."( Chemopreventive effects of the aromatase inhibitor vorozole (R 83842) in the methylnitrosourea-induced mammary cancer model.
Bowden, C; DeCoster, R; Eto, I; Grubbs, CJ; Juliana, MM; Kelloff, GJ; Lubet, RA; Steele, VE; You, M, 1998
)
0.3
" The bioassay was applied for a dose-response study of mono(2-ethylhexyl)phthalate (MEHP), a chemical known to disrupt several steroidogenic enzymes."( Steroidogenesis-disrupting compounds can be effectively studied for major fertility-related endpoints using in vitro cultured mouse follicles.
Lenie, S; Smitz, J, 2009
)
0.35
" weekly dosing with EGFR inhibitors (gefitinib and lapatinib) and an AKT inhibitor (MK2206) were compared in two rodent breast cancer models."( Daily or weekly dosing with EGFR inhibitors, gefitinib and lapatinib, and AKt inhibitor MK2206 in mammary cancer models.
Bode, A; Grubbs, CJ; Juliana, MM; Lubet, RA; Moeinpour, F; Steele, VE, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
benzotriazoles
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Steryl-sulfataseHomo sapiens (human)IC50 (µMol)10.00000.00010.40717.6000AID1249545
AromataseHomo sapiens (human)IC50 (µMol)0.01900.00001.290410.0000AID1249546; AID282900; AID340414; AID479369
Cytochrome P450 11B1, mitochondrialHomo sapiens (human)IC50 (µMol)95.00000.00050.29022.7800AID179734
Cytochrome P450 11B2, mitochondrialRattus norvegicus (Norway rat)IC50 (µMol)12.00000.11100.35550.6000AID179732
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (30)

Processvia Protein(s)Taxonomy
steroid catabolic processSteryl-sulfataseHomo sapiens (human)
female pregnancySteryl-sulfataseHomo sapiens (human)
epidermis developmentSteryl-sulfataseHomo sapiens (human)
negative regulation of chronic inflammatory responseAromataseHomo sapiens (human)
steroid biosynthetic processAromataseHomo sapiens (human)
estrogen biosynthetic processAromataseHomo sapiens (human)
androgen catabolic processAromataseHomo sapiens (human)
syncytium formationAromataseHomo sapiens (human)
negative regulation of macrophage chemotaxisAromataseHomo sapiens (human)
sterol metabolic processAromataseHomo sapiens (human)
female genitalia developmentAromataseHomo sapiens (human)
mammary gland developmentAromataseHomo sapiens (human)
uterus developmentAromataseHomo sapiens (human)
prostate gland growthAromataseHomo sapiens (human)
testosterone biosynthetic processAromataseHomo sapiens (human)
positive regulation of estradiol secretionAromataseHomo sapiens (human)
female gonad developmentAromataseHomo sapiens (human)
response to estradiolAromataseHomo sapiens (human)
C21-steroid hormone biosynthetic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
glucocorticoid biosynthetic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
immune responseCytochrome P450 11B1, mitochondrialHomo sapiens (human)
regulation of blood pressureCytochrome P450 11B1, mitochondrialHomo sapiens (human)
sterol metabolic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
aldosterone biosynthetic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cellular response to hormone stimulusCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cortisol biosynthetic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cellular response to potassium ionCytochrome P450 11B1, mitochondrialHomo sapiens (human)
glucose homeostasisCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cholesterol metabolic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cortisol metabolic processCytochrome P450 11B1, mitochondrialHomo sapiens (human)
cellular response to peptide hormone stimulusCytochrome P450 11B1, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (13)

Processvia Protein(s)Taxonomy
steryl-sulfatase activitySteryl-sulfataseHomo sapiens (human)
sulfuric ester hydrolase activitySteryl-sulfataseHomo sapiens (human)
metal ion bindingSteryl-sulfataseHomo sapiens (human)
arylsulfatase activitySteryl-sulfataseHomo sapiens (human)
iron ion bindingAromataseHomo sapiens (human)
steroid hydroxylase activityAromataseHomo sapiens (human)
electron transfer activityAromataseHomo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenAromataseHomo sapiens (human)
oxygen bindingAromataseHomo sapiens (human)
heme bindingAromataseHomo sapiens (human)
aromatase activityAromataseHomo sapiens (human)
steroid 11-beta-monooxygenase activityCytochrome P450 11B1, mitochondrialHomo sapiens (human)
iron ion bindingCytochrome P450 11B1, mitochondrialHomo sapiens (human)
heme bindingCytochrome P450 11B1, mitochondrialHomo sapiens (human)
corticosterone 18-monooxygenase activityCytochrome P450 11B1, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
lysosomeSteryl-sulfataseHomo sapiens (human)
endosomeSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulumSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum lumenSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum membraneSteryl-sulfataseHomo sapiens (human)
Golgi apparatusSteryl-sulfataseHomo sapiens (human)
plasma membraneSteryl-sulfataseHomo sapiens (human)
membraneSteryl-sulfataseHomo sapiens (human)
intracellular membrane-bounded organelleSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulumAromataseHomo sapiens (human)
endoplasmic reticulum membraneAromataseHomo sapiens (human)
membraneAromataseHomo sapiens (human)
endoplasmic reticulumAromataseHomo sapiens (human)
mitochondrionCytochrome P450 11B1, mitochondrialHomo sapiens (human)
mitochondrial inner membraneCytochrome P450 11B1, mitochondrialHomo sapiens (human)
mitochondrial inner membraneCytochrome P450 11B1, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID340414Inhibition of aromatase activity in human JEG3 cells2008Journal of medicinal chemistry, Jul-24, Volume: 51, Issue:14
Chiral aromatase and dual aromatase-steroid sulfatase inhibitors from the letrozole template: synthesis, absolute configuration, and in vitro activity.
AID1249546Inhibition of aromatase (unknown origin) expressed in JEG-3 cells2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Discovery and Development of the Aryl O-Sulfamate Pharmacophore for Oncology and Women's Health.
AID479369Inhibition of human placental microsome CYP192010Bioorganic & medicinal chemistry letters, May-15, Volume: 20, Issue:10
Pharmacophore modeling strategies for the development of novel nonsteroidal inhibitors of human aromatase (CYP19).
AID179732In vitro inhibition of ACTH-stimulated aldosterone biosynthesis in rat adrenal slices1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Pyridyl-substituted tetrahydrocyclopropa[a]naphthalenes: highly active and selective inhibitors of P450 arom.
AID179734In vitro inhibition of ACTH-stimulated corticosterone biosynthesis in rat adrenal slices1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Pyridyl-substituted tetrahydrocyclopropa[a]naphthalenes: highly active and selective inhibitors of P450 arom.
AID282900Inhibition of human placental microsome CYP192005Journal of medicinal chemistry, Nov-17, Volume: 48, Issue:23
Enantioselective nonsteroidal aromatase inhibitors identified through a multidisciplinary medicinal chemistry approach.
AID1249545Inhibition of STS activity (unknown origin) expressed in JEG-3 cells2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Discovery and Development of the Aryl O-Sulfamate Pharmacophore for Oncology and Women's Health.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (118)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (1.69)18.7374
1990's60 (50.85)18.2507
2000's34 (28.81)29.6817
2010's21 (17.80)24.3611
2020's1 (0.85)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials10 (8.26%)5.53%
Reviews23 (19.01%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other88 (72.73%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]