Page last updated: 2024-11-07

4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide

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

Description

4-diethoxyphosphorylmethyl-N-(4-bromo-2-cyanophenyl)benzamide: increases lipoprotein lipase activity with resulting elevation of high density lipoprotein cholesterol [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID131601
CHEMBL ID34234
SCHEMBL ID493918
MeSH IDM0218936

Synonyms (42)

Synonym
no-1886
opf-009
ibrolipim
D03747
ibrolipim (usan/inn)
133208-93-2
lipoprotein lipase activator
no 1886
4-diethoxyphosphorylmethyl-n-(4-bromo-2-cyanophenyl)benzamide
phosphonic acid, ((4-(((4-bromo-2-cyanophenyl)amino)carbonyl)phenyl)methyl)-, diethyl ester
opf 009
ibrolipim [usan:inn]
diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate
CHEMBL34234
AKOS005067076
n-(4-bromo-2-cyanophenyl)-4-(diethoxyphosphorylmethyl)benzamide
unii-07h1561618
07h1561618 ,
diethyl (4-((4-bromo-2-cyanophenyl)carbamoyl)benzyl)phosphonate
diethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate
opf009
diethyl [4-[(4-bromo-2-cyanophenyl)carbamoyl]benzyl]phosphonate
ibrolipim [usan]
ibrolipim [inn]
diethyl 4-[(4-bromo-2-cyanoanilino)carbonyl]benzylphosphonate
SS-3273
SCHEMBL493918
KPRTURMJVWXURQ-UHFFFAOYSA-N
diethyl 4-[n-(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate
4-diethoxyphosphinoylmethyl-n-(4-bromo-2-cyanophenyl)benzamide
MLS006011667
smr002529695
DTXSID20157989
J-006332
NCGC00481428-01
Q5984863
diethyl 4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate
HY-117549
CS-0066427
phosphonic acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, diethyl ester
D83803
diethyl4-((4-bromo-2-cyanophenyl)carbamoyl)benzylphosphonate

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
"23 micro g h ml(-1) and the bioavailability was 75%."( Pharmacokinetics and metabolism of NO-1886, a lipoprotein lipase-promoting agent, in cynomolgus monkey.
Harada, M; Imai, T; Morioka, Y; Naito, S, 2003
)
0.32
"Cell membrane permeability is an important determinant for oral absorption and bioavailability of a drug molecule."( Highly predictive and interpretable models for PAMPA permeability.
Jadhav, A; Kerns, E; Nguyen, K; Shah, P; Sun, H; Xu, X; Yan, Z; Yu, KR, 2017
)
0.46
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" 14C-NO-1886 was dosed orally to rats (3 mg/kg) and within 24 h after dosing, 27."( Metabolism of diethyl 4-[(4-bromo-2-cyanophenyl)-carbamoyl]benzylphosphonate in the rat.
Goto, K; Harada, M; Morioka, Y; Naito, S; Ohmizo, M; Tsutsumi, K, 1996
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID1645848NCATS Kinetic Aqueous Solubility Profiling2019Bioorganic & medicinal chemistry, 07-15, Volume: 27, Issue:14
Predictive models of aqueous solubility of organic compounds built on A large dataset of high integrity.
AID1508612NCATS Parallel Artificial Membrane Permeability Assay (PAMPA) Profiling2017Bioorganic & medicinal chemistry, 02-01, Volume: 25, Issue:3
Highly predictive and interpretable models for PAMPA permeability.
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1508591NCATS Rat Liver Microsome Stability Profiling2020Scientific reports, 11-26, Volume: 10, Issue:1
Retrospective assessment of rat liver microsomal stability at NCATS: data and QSAR models.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID172348Effect on change in plasma triglycerides (TG) in triton-induced hyperlipidemic rats after peroral administration of 100 mg/kg.1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and hypolipidemic activities of novel 2-[4-[diethoxyphosphoryl)methyl]phenyl]quinazolines and 4(3H)-quinazolinones.
AID167221Compound was evaluated for the renal proximal tubular epithelial cell (RPTEC) proliferation assay using RPTEC's at a dose of 0.1 uM; Not determined2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
AID1139770Agonist activity at lipoprotein lipase (unknown origin) using p-nitrophenylbutyrate as substrate by spectrophotometric analysis relative to control2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
A novel Lipoprotein lipase (LPL) agonist rescues the enzyme from inhibition by angiopoietin-like 4 (ANGPTL4).
AID172349Effect on change in total cholesterol (TC) in triton-induced hyperlipidemic rats after po administration of 10 mg/kg1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and hypolipidemic activities of novel 2-[4-[diethoxyphosphoryl)methyl]phenyl]quinazolines and 4(3H)-quinazolinones.
AID167220Compound was evaluated for the renal proximal tubular epithelial cell (RPTEC) proliferation assay using RPTEC's at a dose of 10 uM2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
AID90639Compound was tested for the in vitro MC proliferation Inhibitory activity at a dose of 10 uM against normal human mesangial cells2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
AID26761Partition coefficient (logP) (HPLC)1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and hypolipidemic activities of novel 2-[4-[diethoxyphosphoryl)methyl]phenyl]quinazolines and 4(3H)-quinazolinones.
AID90641Compound was tested for the in vitro MC proliferation Inhibitory activity at a dose of 0.1 uM against normal human mesangial cells; Not determined2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
AID172350Effect on change in total cholesterol (TC) in triton-induced hyperlipidemic rats after peroral administration of 100 mg/kg.1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and hypolipidemic activities of novel 2-[4-[diethoxyphosphoryl)methyl]phenyl]quinazolines and 4(3H)-quinazolinones.
AID1139771Activation of lipoprotein lipase (unknown origin) assessed as reversal of ANGPTL4-mediated enzyme inhibition treated with ANGPTL4 for 30 mins followed by substrate addition measured after 20 mins by spectrophotometric analysis2014Bioorganic & medicinal chemistry letters, May-01, Volume: 24, Issue:9
A novel Lipoprotein lipase (LPL) agonist rescues the enzyme from inhibition by angiopoietin-like 4 (ANGPTL4).
AID1334242In vivo activation of lipoprotein lipase in STZ-induced diabetes rat model relative to control2017Bioorganic & medicinal chemistry letters, 01-15, Volume: 27, Issue:2
Structure-activity and in vivo evaluation of a novel lipoprotein lipase (LPL) activator.
AID167222Compound was evaluated for the renal proximal tubular epithelial cell (RPTEC) proliferation assay using RPTEC's at a dose of 1 uM; Not determined2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
AID172347Effect on change in plasma triglycerides (TG) in triton-induced hyperlipidemic rats after po administration of 10 mg/kg1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Synthesis and hypolipidemic activities of novel 2-[4-[diethoxyphosphoryl)methyl]phenyl]quinazolines and 4(3H)-quinazolinones.
AID90642Compound was tested for the in vitro MC proliferation Inhibitory activity at a dose of 1 uM against normal human mesangial cells; Not determined2001Journal of medicinal chemistry, Jul-05, Volume: 44, Issue:14
Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (60)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's14 (23.33)18.2507
2000's30 (50.00)29.6817
2010's12 (20.00)24.3611
2020's4 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.35

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 Index10.35 (24.57)
Research Supply Index4.14 (2.92)
Research Growth Index4.50 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.35)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews4 (6.45%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other58 (93.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]