Page last updated: 2024-11-06

bitertanol

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

Description

bitertanol: a triazole fungicide; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

bitertanol : A diastereoisomeric mixture composed of the enantiomeric pair (1R,2S)- and (1S,2R)-bitertanol in a 4:1 ratio with the enantiomeric pair (1R,2R)- and (1S,2S)-bitertanol. A fungicide used to control a range of diseases including scab, powder mildew, rusts and blackspot. It is moderately toxic to most animal and insect species but is non-toxic to honeybees. [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]

1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol : A member of the class of triazoles that is 3,3-dimethyl-1-(1,2,4-triazol-1-yl)butane-1,2-diol substituted at position O-1 by a biphenyl-4-yl group. [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]

Cross-References

ID SourceID
PubMed CID91656
CHEMBL ID1566634
CHEBI ID83851
SCHEMBL ID23868
MeSH IDM0222449

Synonyms (50)

Synonym
bitertanol
55179-31-2
NCGC00163752-02
NCGC00163752-01
kwg 0599
biloxazol
baycor
1-(4-phenylphenoxy)-1-(1,2,4-triazole-1)-3,3-dimethylbutan-2-ol
beta-((1,1'-biphenyl)-4-yloxy)-alpha-tert-butyl-1h-1,2,4-triazol-1-ethanol
einecs 259-513-5
baymat-spray
bay kwg 0599
sibutol
1h-1,2,4-triazole-1-ethanol, beta-((1,1'-biphenyl)-4-yloxy)-alpha-(1,1-dimethylethyl)-
baycor 25 wp
brn 0620948
bitertanol [bsi:iso]
FT-0654974
3,3-dimethyl-1-(4-phenylphenoxy)-1-(1,2,4-triazol-1-yl)butan-2-ol
3,3-dimethyl-1-(4-phenylphenoxy)-1-(1,2,4-triazol-1-yl)-2-butanol
A830508
unii-gr7z3z59g9
5-26-01-00134 (beilstein handbook reference)
gr7z3z59g9 ,
AKOS015910524
SCHEMBL23868
CHEMBL1566634
chebi:83851 ,
1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol
1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)butan-2-ol
1-p-phenylphenoxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol
1-(4-biphenylyloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol
1h-1,2,4-triazole-1-ethanol, .beta.-([1,1'-biphenyl]-4-yloxy)-.alpha.-(1,1-dimethylethyl)-
.beta.-((1,1'-biphenyl)-4-yloxy)-.alpha.-(1,1-dimethylethyl)-1h-1,2,4-triazole-1-ethanol
1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)-2-butanol
tox21_303756
NCGC00357284-01
cas-55179-31-2
dtxsid2037502 ,
dtxcid0017502
bitertanol, pestanal(r), analytical standard
bitertanol 10 microg/ml in acetonitrile
mmv688942
Q1821798
biloxazol; baycor; sibutol;kwg0599
1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)butan-2-ol
sr-05000022495
SR-05000022495-1
B6034
mfcd00055508

Research Excerpts

Overview

Bitertanol is a widely used chiral triazole fungicide.

ExcerptReferenceRelevance
"Bitertanol is a widely used chiral triazole fungicide. "( Stereoselective environmental behavior and biological effects of the chiral bitertanol.
Gao, Y; Kaziem, AE; Li, L; Shi, H; Wang, M; Wang, Z; Yu, J, 2020
)
2.23

Toxicity

ExcerptReferenceRelevance
"7 times more toxic than (1R,2R)-bitertanol to Chlorella pyrenoidosa."( Stereoselective bioactivity, toxicity and degradation of the chiral triazole fungicide bitertanol.
Chen, R; Gao, B; He, Z; Kaziem, AE; Li, L; Shi, H; Wang, M; Wen, Y; Zhang, Z, 2020
)
1.06
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (4)

ClassDescription
biphenylsBenzenoid aromatic compounds containing two phenyl or substituted-phenyl groups which are joined together by a single bond.
aromatic etherAny ether in which the oxygen is attached to at least one aryl substituent.
triazolesAn azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.
secondary alcoholA secondary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has two other carbon atoms attached to it.
[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 (22)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency70.79460.004023.8416100.0000AID485290
pregnane X receptorRattus norvegicus (Norway rat)Potency28.18380.025127.9203501.1870AID651751
hypoxia-inducible factor 1 alpha subunitHomo sapiens (human)Potency61.64483.189029.884159.4836AID1224846
RAR-related orphan receptor gammaMus musculus (house mouse)Potency28.39520.006038.004119,952.5996AID1159521; AID1159523
GLI family zinc finger 3Homo sapiens (human)Potency11.74660.000714.592883.7951AID1259369; AID1259392
AR proteinHomo sapiens (human)Potency32.50710.000221.22318,912.5098AID1259243; AID1259247
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency68.58960.000657.913322,387.1992AID1259377; AID1259378
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency22.30690.001022.650876.6163AID1224838; AID1224839; AID1224893
progesterone receptorHomo sapiens (human)Potency64.86010.000417.946075.1148AID1346784; AID1346795
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency35.48130.000214.376460.0339AID588532
retinoid X nuclear receptor alphaHomo sapiens (human)Potency45.91440.000817.505159.3239AID1159527; AID1159531; AID588544
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency42.22680.001530.607315,848.9004AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403
pregnane X nuclear receptorHomo sapiens (human)Potency14.66560.005428.02631,258.9301AID1346982; AID720659
estrogen nuclear receptor alphaHomo sapiens (human)Potency58.12950.000229.305416,493.5996AID1259244; AID1259248; AID588513
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency15.84890.001024.504861.6448AID588534
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency44.66840.001019.414170.9645AID588537
thyroid stimulating hormone receptorHomo sapiens (human)Potency68.58960.001628.015177.1139AID1224895
v-jun sarcoma virus 17 oncogene homolog (avian)Homo sapiens (human)Potency39.50930.057821.109761.2679AID1159526; AID1159528
Histone H2A.xCricetulus griseus (Chinese hamster)Potency113.00400.039147.5451146.8240AID1224845
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency68.58960.000627.21521,122.0200AID651741
Voltage-dependent calcium channel gamma-2 subunitMus musculus (house mouse)Potency68.58960.001557.789015,848.9004AID1259244
Glutamate receptor 2Rattus norvegicus (Norway rat)Potency68.58960.001551.739315,848.9004AID1259244
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (6.67)18.2507
2000's5 (33.33)29.6817
2010's4 (26.67)24.3611
2020's5 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.33

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.33 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index5.14 (4.65)
Search Engine Demand Index49.01 (26.88)
Search Engine Supply Index3.00 (0.95)

This Compound (30.33)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]