Compounds > 3-(biphenyl-4-yl)-3-hydroxyquinuclidine
Page last updated: 2024-11-11

3-(biphenyl-4-yl)-3-hydroxyquinuclidine

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

Description

3-(biphenyl-4-yl)-3-hydroxyquinuclidine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9817140
CHEMBL ID279261
SCHEMBL ID5065834
MeSH IDM0260852

Synonyms (17)

Synonym
bdbm50052351
3-biphenyl-4-yl-1-aza-bicyclo[2.2.2]octan-3-ol
3-biphenyl-4-yl-3-hydroxyquinuclidine
gtpl3102
compound 2a (+) [pmid: 8709131]
3-(4-phenylphenyl)-1-azabicyclo[2.2.2]octan-3-ol
CHEMBL279261 ,
3-(4-phenylphenyl)quinuclidin-3-ol
bpq-oh
WPCQYFUQHBLGAX-UHFFFAOYSA-N
3-(biphenyl-4-yl)-3-hydroxyquinuclidine
SCHEMBL5065834
Q27076510
149537-49-5
bph-651
pmid8709131c2a (+)
AKOS040745624

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Thus, examination of HPLC lipid profiles from orally dosed rats showed cholesterol biosynthetic intermediates and whether cholesterol levels were reduced."( Quinuclidine inhibitors of 2,3-oxidosqualene cyclase-lanosterol synthase: optimization from lipid profiles.
Brown, GR; Clarke, DS; Eakin, MA; Foubister, AJ; Glossop, SC; Griffiths, D; Hollinshead, DM; Johnson, MC; McTaggart, F; Mirrlees, DJ; Smith, GJ; Stokes, ES; Wood, R, 1999)		0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Mu-type opioid receptorRattus norvegicus (Norway rat)IC50 (µMol)0.10000.00010.887410.0000AID151661
Lanosterol synthase Rattus norvegicus (Norway rat)IC50 (µMol)0.10000.05304.52659.0000AID151661
Squalene synthaseRattus norvegicus (Norway rat)IC50 (µMol)0.04000.00020.45434.2000AID204817; AID204833
Squalene synthase Trypanosoma cruzi strain CL BrenerKi0.06200.06200.06200.0620AID372573
Squalene synthase Leishmania majorIC50 (µMol)0.01300.01300.01300.0130AID372574
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (18)

Assay IDTitleYearJournalArticle
AID372581Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous episterol level at 1 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372580Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous 5-dehydro episterol level at 1 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372594Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous cholesta-7,24-dien-3beta-ol level at 3 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID204833In vitro inhibition against rat microsomal squalene synthase (SS)1996Journal of medicinal chemistry, Jul-19, Volume: 39, Issue:15
Synthesis and activity of a novel series of 3-biarylquinuclidine squalene synthase inhibitors.
AID372582Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in exogenous cholesterol level at 3 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID204817Compound was measured for the inhibition of rat microsomal squalene synthase enzyme1999Journal of medicinal chemistry, Apr-08, Volume: 42, Issue:7
Quinuclidine inhibitors of 2,3-oxidosqualene cyclase-lanosterol synthase: optimization from lipid profiles.
AID372584Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous episterol level at 3 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372579Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in exogenous cholesterol level at 1 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372574Inhibition of Leishmania major recombinant squalene synthase expressed in Escherichia coli by liquid scintillation counter2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372572Inhibition of Leishmania mexicana squalene synthase2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372578Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous cholesta-5,7,24-trien-3beta-ol level at 1 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372577Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous cholesta-5,7,24-trien-3beta-ol level at 3 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372593Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous cholesta-7,24-dien-3beta-ol level at 1 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID372583Inhibition of sterol biosynthesis in Leishmania mexicana amazonensis promastigotes assessed as reduction in endogenous 5-dehydro episterol level at 3 uM after 96 hrs by gas-liquid chromatography2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID151661Inhibition of compound was measured on rat microsomal Oxidosqualene-lanosterol cyclase1999Journal of medicinal chemistry, Apr-08, Volume: 42, Issue:7
Quinuclidine inhibitors of 2,3-oxidosqualene cyclase-lanosterol synthase: optimization from lipid profiles.
AID372573Inhibition of Trypanosoma cruzi squalene synthase2007Antimicrobial agents and chemotherapy, Nov, Volume: 51, Issue:11
Quinuclidine derivatives as potential antiparasitics.
AID1348178Anti-Trichomonas activity against metronidazole-resistant Trichomonas vaginalis JT after 48 hrs by hemocytometry2018European journal of medicinal chemistry, Jan-01, Volume: 143Recent developments in anti-Trichomonas research: An update review.
AID1346813Rat squalene synthase (Lanosterol biosynthesis pathway)1996Journal of medicinal chemistry, Jul-19, Volume: 39, Issue:15
Synthesis and activity of a novel series of 3-biarylquinuclidine squalene synthase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (42.86)18.2507
2000's2 (28.57)29.6817
2010's2 (28.57)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.25

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.25 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (12.50%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (87.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		3.2710long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
miltefosine
miltefosine: hexadecyl phosphocholine derivative of cisplatin; did not substantially activate HIV long terminal repeat; less toxic than cisplatin. miltefosine : A phospholipid that is the hexadecyl monoester of phosphocholine.		3.5820phosphocholines;
phospholipid		anti-inflammatory agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
apoptosis inducer;
immunomodulator;
protein kinase inhibitor
lansoprazole
Lansoprazole: A 2,2,2-trifluoroethoxypyridyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS. Lansoprazole is a racemic mixture of (R)- and (S)-isomers.		3.2710benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor
metronidazole
Metronidazole: A nitroimidazole used to treat AMEBIASIS; VAGINITIS; TRICHOMONAS INFECTIONS; GIARDIASIS; ANAEROBIC BACTERIA; and TREPONEMAL INFECTIONS.. metronidazole : A member of the class of imidazoles substituted at C-1, -2 and -5 with 2-hydroxyethyl, nitro and methyl groups respectively. It has activity against anaerobic bacteria and protozoa, and has a radiosensitising effect on hypoxic tumour cells. It may be given by mouth in tablets, or as the benzoate in an oral suspension. The hydrochloride salt can be used in intravenous infusions. Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce the nitro group of metronidazole to give nitroso-containing intermediates. These can covalently bind to DNA, disrupting its helical structure, inducing DNA strand breaks and inhibiting bacterial nucleic acid synthesis, ultimately resulting in bacterial cell death.		3.6320C-nitro compound;
imidazoles;
primary alcohol		antiamoebic agent;
antibacterial drug;
antimicrobial agent;
antiparasitic agent;
antitrichomonal drug;
environmental contaminant;
prodrug;
radiosensitizing agent;
xenobiotic
monocrotaline
[no description available]		3.2710pyrrolizines
omeprazole
Omeprazole: A 4-methoxy-3,5-dimethylpyridyl, 5-methoxybenzimidazole derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits an H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS.. omeprazole : A racemate comprising equimolar amounts of (R)- and (S)-omeprazole.. 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole : A member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a [4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl group at position 2 and a methoxy group at position 5.		3.2710aromatic ether;
benzimidazoles;
pyridines;
sulfoxide
pantoprazole
Pantoprazole: 2-pyridinylmethylsulfinylbenzimidazole proton pump inhibitor that is used in the treatment of GASTROESOPHAGEAL REFLUX and PEPTIC ULCER.. pantoprazole : A member of the class of benzimidazoles that is 1H-benzimidazole substituted by a difluoromethoxy group at position 5 and a [(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl group at position 2.		3.2710aromatic ether;
benzimidazoles;
organofluorine compound;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
environmental contaminant;
xenobiotic
rabeprazole
Rabeprazole: A 4-(3-methoxypropoxy)-3-methylpyridinyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS.		3.2710benzimidazoles;
pyridines;
sulfoxide		anti-ulcer drug;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor
quinuclidines
Quinuclidines: A class of organic compounds which contain two rings that share a pair of bridgehead carbon atoms and contains an amine group.		2.9340quinuclidines;
saturated organic heterobicyclic parent
podophyllotoxin
Podophyllum: A genus of poisonous American herbs, family BERBERIDACEAE. The roots yield PODOPHYLLOTOXIN and other pharmacologically important agents. The plant was formerly used as a cholagogue and cathartic. It is different from the European mandrake, MANDRAGORA.		2.0310furonaphthodioxole;
lignan;
organic heterotetracyclic compound		antimitotic;
antineoplastic agent;
keratolytic drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
tetracosane
tetracosane: a pure alkane compound. tetracosane : A straight-chain alkane containing 24 carbon atoms.		3.2710long-chain alkaneplant metabolite;
volatile oil component
tomatine
alpha-tomatine: in tomato fruits and vegetative plant tissues; structure in first source		3.2710alkaloid antibiotic;
glycoalkaloid;
glycoside;
steroid alkaloid;
tetrasaccharide derivative		antifungal agent;
immunological adjuvant;
phytotoxin
octenidine hydrochloride
[no description available]		3.2710
n-chlorotaurine
N-chlorotaurine: inhibits both inducible nitric oxide synthase and IkappaB kinase		3.2710
mevalonic acid
Mevalonic Acid: A dihydroxy monocarboxylic acid and precursor in the biosynthetic pathway known as the mevalonate pathway, which produces terpenes and steroids that are vital for diverse cellular functions.. mevalonic acid : A racemate composed of equimolar amounts of (R)- and (S)-mevalonic acid.. (R)-mevalonic acid : The (R)-enantiomer of mevalonic acid.		2.39203,5-dihydroxy-3-methylpentanoic acid
arbutin
hydroquinone O-beta-D-glucopyranoside : A monosaccharide derivative that is hydroquinone attached to a beta-D-glucopyranosyl residue at position 4 via a glycosidic linkage.		3.2710beta-D-glucoside;
monosaccharide derivative		Escherichia coli metabolite;
plant metabolite
geraniol
[no description available]		3.27103,7-dimethylocta-2,6-dien-1-ol;
monoterpenoid;
primary alcohol		allergen;
fragrance;
plant metabolite;
volatile oil component
curcumin
Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.		3.2710aromatic ether;
beta-diketone;
diarylheptanoid;
enone;
polyphenol		anti-inflammatory agent;
antifungal agent;
antineoplastic agent;
biological pigment;
contraceptive drug;
dye;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
EC 1.1.1.21 (aldehyde reductase) inhibitor;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor;
EC 1.8.1.9 (thioredoxin reductase) inhibitor;
EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor;
EC 3.5.1.98 (histone deacetylase) inhibitor;
flavouring agent;
food colouring;
geroprotector;
hepatoprotective agent;
immunomodulator;
iron chelator;
ligand;
lipoxygenase inhibitor;
metabolite;
neuroprotective agent;
nutraceutical;
radical scavenger
rosmarinic acid
rosmarinic acid: RN given refers to parent cpd; promote OT project. (R)-rosmarinic acid : A stereoisomer of rosmarinic acid having (R)-configuration.. rosmarinic acid : The 1-carboxy-2-(2,4-dihydroxyphenyl)ethyl ester of trans-caffeic acid.		3.2710rosmarinic acidgeroprotector;
plant metabolite
mevalonolactone
mevalonolactone: RN given refers to unlabeled cpd without isomeric designation; structure. mevalonolactone : A racemate comprising equimolar amounts of (R)-mevalonolactone and (S)-mevalonolactone.		1.99104-hydroxy-4-methyloxan-2-onefungal metabolite;
plant metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Trichomonas
[description not available]		03.0910
Trichomonas Infections
Infections in birds and mammals produced by various species of Trichomonas.		03.0910
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		01.9910