Bifendate is a synthetic compound with the chemical name 2-(diethylamino)ethyl 2,2-diphenylvalerate. It has been studied for its potential therapeutic effects in a variety of areas, including anti-inflammatory, anti-allergic, and anti-tumor activities. However, it has not been widely used clinically and its exact mechanism of action remains unclear. Research suggests that bifendate may exert its effects by interfering with the release of histamine and other inflammatory mediators. Bifendate is primarily synthesized through a multi-step chemical process involving the reaction of 2,2-diphenylvaleric acid with diethylamine.'
7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid dimethyl ester: structure given in first source
ID Source | ID |
---|---|
PubMed CID | 108213 |
CHEMBL ID | 105184 |
SCHEMBL ID | 896166 |
MeSH ID | M0438944 |
Synonym |
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biphenyl dimethyl-dicarboxylate |
ccris 7767 |
(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, dimethyl ester |
bifendate |
dimethyl-4,4'-dimethoxyl-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate |
brn 5461320 |
alpha-diphenyldicarboxylate |
dimethyl 4,4'-dimethoxy-5,6,5',6'-bis(methylenedioxy)biphenyl-2,2'-dicarboxylate |
7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid dimethyl ester |
dimethyl 7,7'-dimethoxy-(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylate |
diphenyl dimethyl dicarboxylate |
methyl 7-methoxy-4-(7-methoxy-5-methoxycarbonyl-1,3-benzodioxol-4-yl)-1,3-benzodioxole-5-carboxylate |
2,2'-dimethoxycarbonyl-4,4'-dimethoxy-5,6,5',6'-bismethylenedioxybiphenyl |
diphenyl dimethyl bicarboxylate |
.alpha.-ddb |
dimethyl dicarboxylate biphenyl |
CHEMBL105184 |
73536-69-3 |
bdbm50289527 |
dimethyl diphenyl bicarboxylate |
bifendatatum |
0g32e321w1 , |
unii-0g32e321w1 |
dimethyl 7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate |
FT-0602821 |
AKOS015895317 |
S4890 |
(4,4'-bi-1,3-benzodioxole)-5,5'-dicarboxylic acid, 7,7'-dimethoxy-, 5,5'-dimethyl ester |
bifendate [who-dd] |
dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylenedioxybiphenyl-2,2'-dicarboxylate |
SCHEMBL896166 |
DTXSID40223736 |
bifendate,(s) |
CS-W019577 |
B6112 |
mfcd01751431 |
dimethyl 7,7'-dimethoxy-4,4'-bibenzo[d][1,3]dioxole-5,5'-dicarboxylate |
dimethyl 7,7 inverted exclamation mark -dimethoxy-[4,4 inverted exclamation mark -bi-1,3-benzodioxole]-5,5 inverted exclamation mark -dicarboxylate |
SY021274 |
AS-13115 |
BCP12613 |
CCG-268865 |
[4,4'-bi-1,3-benzodioxole]-5,5'-dicarboxylic acid, 7,7'-dimethoxy-,dimethyl ester |
Q27236735 |
SB67338 |
HY-W018791 |
A866077 |
dimethyl7,7'-dimethoxy-[4,4'-bibenzo[d][1,3]dioxole]-5,5'-dicarboxylate |
Excerpt | Reference | Relevance |
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"Both bifendate and alkaloid treatment decreased the increase in liver enzymes and cell damage caused by CCl(4)." | ( Hepatoprotection in a rat model of acute liver damage through inhibition of CY2E1 activity by total alkaloids extracted from Rubus alceifolius Poir. Hong, Z; Hu, J; Li, T; Lin, J; Zhao, J; Zhou, J, 2011) | 0.82 |
The present method has been successfully applied to the pharmacokinetic study of bifendate liposome in rats.
Excerpt | Reference | Relevance |
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"The present study was designed to evaluate the effects of dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylene dioxybiphenyl-2,2'-dicarboxylate (PMC) in combination with garlic oil against chemical-induced hepatic injury in rats and mice." | ( Enhanced effectiveness of dimethyl-4,4'-dimethoxy-5,6,5',6'-dimethylene dioxybiphenyl-2,2'-dicarboxylate in combination with garlic oil against experimental hepatic injury in rats and mice. Chung, HC; Hong, SY; Jung, KH; Kim, SG; Nam, SY, 1995) | 0.29 |
"6 and 30% decrease in ALT and AST, while DDB (75 mg/kg) combined with silymarin (22 mg/kg) resulted in 58." | ( Effects of biphenyldimethyl-dicarboxylate administration alone or combined with silymarin in the CCL4 model of liver fibrosis in rats. Abdel-Salam, OM; Morsy, FA; Sleem, AA, 2007) | 0.34 |
The bioavailability of water-insoluble bifendate was markedly enhanced by dispersing the drug in the polymer carrier Kollidon(®) VA 64 employing HME technology.
Excerpt | Reference | Relevance |
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"Since the bioavailability of the suspension and the tablet of DDB given orally is only 20-30%, we have prepared four kinds of DDB solid dispersion preparations (DDB pilule I with polyethylene glycol 6000 as the vehicle, DDB pilule II with polyethylene glycol 6000 and absorption accelerator as the vehicle, capsule of DDB-urea fusing mixture and DDB-polyvinyl pyrrolidone coprecipitate), and the bioavailability of these preparations were studied in rabbits, rats and human volunteers by HPLC method." | ( [Bioavailability studies on the preparations of biphenyl dimethyl dicarboxylate(DDB)]. Gao, WW; Gu, SJ; Qiang, ZY; Qiao, PX; Song, ZY; Wang, AG; Wang, XL, 1990) | 0.28 |
" However, its oral preparations have been known to have limited bioavailability due to its extremely low solubility in water, and its solubility problem also limits preparation of its parenteral dosage forms." | ( Solubilization of biphenyl dimethyl dicarboxylate by cosolvency. Han, SK; Kim, GY; Park, YH, 1999) | 0.3 |
"To improve the solubility and bioavailability of poorly water-soluble biphenyl dimethyl dicarboxylate (BDD), a drug used in treating liver diseases, a premicroemulsion concentrate composed of oil, surfactant, and cosurfactant for oral administration of BDD was prepared, and its physicochemical properties and the pharmacokinetic parameters of BDD were evaluated." | ( Preparation and evaluation of biphenyl dimethyl dicarboxylate microemulsions for oral delivery. Cho, YJ; Gao, ZG; Kim, CK, 2001) | 0.31 |
" The method was sensitive and repeatable enough to be used in pharmacokinetic and bioavailability studies." | ( Determination of bifendate in human plasma by HPLC-MS and bioequivalence on bifendate pills in healthy volunteers. Gu, L; Liang, J; Wang, Y; Zhou, L, 2006) | 0.67 |
"Biphenyl Dimethyl Dicarboxylate (BDD) is insoluble in aqueous solution and the bioavailability after oral administration is low." | ( Self-nanoemulsifying drug delivery system for enhanced bioavailability and improved hepatoprotective activity of biphenyl dimethyl dicarboxylate. El-Laithy, HM, 2008) | 0.35 |
"The aim of this study was to evaluate several polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions (SD) prepared by hot-melt extrusion (HME) and select the most appropriate polymer carrier." | ( Evaluation of polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions prepared by hot-melt extrusion. Feng, J; Gao, R; Luo, Y; Tang, X; Xu, L, 2012) | 0.82 |
" Finally, the oral bioavailability of bifendate dosage forms with bifendate-Plasdone(®) S-630 (1/9), bifendate-Eudragit(®) EPO (1/4) and bifendate-Kollidon(®) VA 64 (1/9) SD in beagle dogs was compared with that of commercially available benfidate pills." | ( Evaluation of polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions prepared by hot-melt extrusion. Feng, J; Gao, R; Luo, Y; Tang, X; Xu, L, 2012) | 0.88 |
"2 simulated gastric fluid as the dissolution medium, while the relative bioavailability was just 87." | ( Evaluation of polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions prepared by hot-melt extrusion. Feng, J; Gao, R; Luo, Y; Tang, X; Xu, L, 2012) | 0.61 |
"The bioavailability of water-insoluble bifendate was markedly enhanced by dispersing the drug in the polymer carrier Kollidon(®) VA 64 employing HME technology." | ( Evaluation of polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions prepared by hot-melt extrusion. Feng, J; Gao, R; Luo, Y; Tang, X; Xu, L, 2012) | 0.87 |
" However, DDB therapeutic effectiveness is restricted by its low oral bioavailability that arises from its poor solubility and dissolution." | ( Novel diphenyl dimethyl bicarboxylate provesicular powders with enhanced hepatocurative activity: preparation, optimization, in vitro/in vivo evaluation. Abdelbary, GA; Aburahma, MH, 2012) | 0.38 |
"It is reported that nano-sizing is one of the promising methods for improving the dissolution rate and oral bioavailability of poorly water-soluble drugs." | ( Development and in vitro characterizations of bifendate nanosuspensions. Duan, C; Feng, F; Jia, L; Liu, Y; Wang, F; Wang, Y; Xie, P; Zhang, D; Zhang, Q; Zhang, X; Zou, D, 2011) | 0.63 |
"In this study, a self-emulsifying pellet (SEP) was prepared in order to improve the bioavailability of bifendate (DDB)." | ( Self-emulsifying bifendate pellets: preparation, characterization and oral bioavailability in rats. Chen, Y; Ping, Q; Wang, S; Xiao, Y, 2013) | 0.94 |
" However, due to its impermeability across the gastrointestinal mucosa, oral bioavailability of the drug was relatively low." | ( Improvement of oral bioavailability of glycyrrhizin by sodium deoxycholate/phospholipid-mixed nanomicelles. Fu, S; Han, J; Jin, S; Lu, Y; Lv, Q; Qi, J; Wu, W; Yuan, H, 2012) | 0.38 |
"In this study, to enhance the dissolution rate and oral bioavailability of bifendate, a silica-supported solid dispersion (SD) of bifendate was prepared using supercritical carbon dioxide (ScCO2) technology." | ( A silica-supported solid dispersion of bifendate using supercritical carbon dioxide method with enhanced dissolution rate and oral bioavailability. Cai, C; Chang, H; Guo, B; Li, Y; Liu, M; Yang, X; Zhang, T; Zhang, X, 2016) | 0.93 |
Excerpt | Relevance | Reference |
---|---|---|
" However, its oral preparations have been known to have limited bioavailability due to its extremely low solubility in water, and its solubility problem also limits preparation of its parenteral dosage forms." | ( Solubilization of biphenyl dimethyl dicarboxylate by cosolvency. Han, SK; Kim, GY; Park, YH, 1999) | 0.3 |
" Thus, this system may provide a useful dosage form for oral intake of a water-insoluble drug, BDD." | ( Preparation and evaluation of biphenyl dimethyl dicarboxylate microemulsions for oral delivery. Cho, YJ; Gao, ZG; Kim, CK, 2001) | 0.31 |
" Finally, the oral bioavailability of bifendate dosage forms with bifendate-Plasdone(®) S-630 (1/9), bifendate-Eudragit(®) EPO (1/4) and bifendate-Kollidon(®) VA 64 (1/9) SD in beagle dogs was compared with that of commercially available benfidate pills." | ( Evaluation of polymer carriers with regard to the bioavailability enhancement of bifendate solid dispersions prepared by hot-melt extrusion. Feng, J; Gao, R; Luo, Y; Tang, X; Xu, L, 2012) | 0.88 |
" However, little is known about the possible reversing effects of hepatoprotective agents, the understanding of which is of great importance in guiding clinical dosage adjustment for patients with liver injury." | ( Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. Hao, H; Jiang, S; Kang, A; Wang, G; Wang, H; Xie, T; Xie, Y; Yao, X; Zhou, F, 2012) | 0.38 |
"034), suggesting a dose-response effect of DDB plus GO on the decrease of ALT levels." | ( Efficacy and tolerability of diphenyl-dimethyl-dicarboxylate plus garlic oil in patients with chronic hepatitis. Kim, SG; Kim, YM; Lee, MH, 2012) | 0.38 |
" Also, there might be potential interactions between SLE or DDB and co-administered medicines and it is necessary to adjust the dosage of co-administrated medicines in clinical medication of liver disease." | ( Reversing effects of lignans on CCl4-induced hepatic CYP450 down regulation by attenuating oxidative stress. Guo, C; Hao, H; Kang, A; Wang, G; Wang, H; Xie, Y, 2014) | 0.4 |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Acetylcholinesterase | Electrophorus electricus (electric eel) | IC50 (µMol) | 50.0000 | 0.0000 | 0.9453 | 9.9400 | AID1351113 |
Cholinesterase | Equus caballus (horse) | IC50 (µMol) | 50.0000 | 0.0000 | 2.2214 | 9.4000 | AID1351114 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1351124 | Cytotoxicity against human HepG2 cells assessed as inhibition of cell viability at 10 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1351125 | Cytotoxicity against human HepG2 cells assessed as inhibition of cell viability at 50 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID656816 | Cytotoxicity against human K562 cells after 72 hrs by MTS assay | 2012 | Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8 | Synthesis and biological evaluation of bifendate-chalcone hybrids as a new class of potential P-glycoprotein inhibitors. |
AID629524 | Antiinflammatory activity in ICR mouse assessed as reduction in carrageenan-induced paw edema at 50 mg/kg, po administered 30 mins before carrageenan challenge measured at 3 hr post challenge | 2011 | European journal of medicinal chemistry, Dec, Volume: 46, Issue:12 | Synthesis and biological evaluation of novel dimethyl[1,1'-biphenyl]-2,2'-dicarboxylate derivatives containing thiazolidine-2,4-dione for the treatment of concanavalin A-induced acute liver injury of BALB/c mice. |
AID629520 | Hepatoprotective activity in BALB/c mouse hepatitis model assessed as reduction in concanavalin A-induced increase in serum AST level at 50 mg/kg, po administered 20 hrs before concanavalin A challenge relative to control | 2011 | European journal of medicinal chemistry, Dec, Volume: 46, Issue:12 | Synthesis and biological evaluation of novel dimethyl[1,1'-biphenyl]-2,2'-dicarboxylate derivatives containing thiazolidine-2,4-dione for the treatment of concanavalin A-induced acute liver injury of BALB/c mice. |
AID1211899 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as downregulation of CYP3A2 protein level at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis relative to control | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351145 | Hepatotoxicity in Kunming mouse assessed as serum ALT level at 106 mg/kg, ig cotreated with THA after 48 hrs by colorimetric method (Rvb = 42.7 +/- 6.3 U/L) | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211892 | Reversal of thioacetamide-induced CYP2C6 inactivation in rat liver microsomes at 0.2 to 5 mM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211900 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as downregulation of CYP2E1 protein level at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis relative to control | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID78757 | Anti-HIV activity was evaluated by measuring the growth inhibition of acutely infected H9 lymphocytes as EC50. | 1995 | Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16 | Anti-AIDS (acquired immune deficiency syndrome) agents. 17. New brominated hexahydroxybiphenyl derivatives as potent anti-HIV agents. |
AID1211893 | Reversal of thioacetamide-induced CYP1A2 inactivation in rat liver microsomes at 2 to 50 uM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351114 | Inhibition of equine serum BuChE using butyrylthiocholine chloride as substrate preincubated for 15 mins followed by substrate addition measured every minute by Ellman's method | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211902 | Activity of CYP2C6 in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as intrinsic clearance for enzyme-mediated diclofenac 4-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 week | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211891 | Reversal of thioacetamide-induced CYP2C6 inactivation in rat liver microsomes at 2 to 50 uM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1426655 | Anti-proliferative activity against P-gp overexpressing/drug resistant human K562/A02 cells measured after 72 hrs by MTS assay | 2017 | Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3 | Potent Inhibition of Nitric Oxide-Releasing Bifendate Derivatives against Drug-Resistant K562/A02 Cells in Vitro and in Vivo. |
AID1351130 | Cytotoxicity against human HL7702 cells assessed as reduction in cell viability at 10 uM by MTT assay | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211912 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as reversal of thioacetamide-induced change in serum TBIL level at 200 mg/kg administered intragastrically qd for 2 weeks by hematoxylin and eosin stainin | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351123 | Cytotoxicity against human HepG2 cells assessed as inhibition of cell viability at 1 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211898 | Reversal of thioacetamide-induced CYP2E1 inactivation in rat liver microsomes at 0.2 to 5 mM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211915 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as reversal of thioacetamide-induced change in serum ALT level at 200 mg/kg administered intragastrically qd for 2 weeks by hematoxylin and eosin staining | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211909 | Downregulation of CYP1A2 in Sprague-Dawley rat liver at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351118 | Inhibition of equine serum BuChE at 50 uM using butyrylthiocholine chloride as substrate preincubated for 15 mins followed by substrate addition measured every minute by Ellman's method | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID629521 | Hepatoprotective activity in BALB/c mouse hepatitis model assessed as reduction in concanavalin A-induced increase in serum ALT level at 50 mg/kg, po administered 20 hrs before concanavalin A challenge relative to control | 2011 | European journal of medicinal chemistry, Dec, Volume: 46, Issue:12 | Synthesis and biological evaluation of novel dimethyl[1,1'-biphenyl]-2,2'-dicarboxylate derivatives containing thiazolidine-2,4-dione for the treatment of concanavalin A-induced acute liver injury of BALB/c mice. |
AID1211911 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as reversal of thioacetamide-induced change in serum AST level at 200 mg/kg administered intragastrically qd for 2 weeks by hematoxylin and eosin staining | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID656819 | Inhibition of Pgp-mediated rhodamine 123 efflux in human K562/A02 cells assessed as intracellular rhodamine 123 accumulation at 10 uM preincubated for 1 hr prior rhodamine 123 addition measured after 30 mins by flow cytometry relative to control | 2012 | Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8 | Synthesis and biological evaluation of bifendate-chalcone hybrids as a new class of potential P-glycoprotein inhibitors. |
AID1570981 | Antimigratory activity against human MDA-MB-231 cells assessed as reduction in cell migration towards wound area at 45 uM measured up to 24 hrs by inverted microscopic analysis | 2018 | MedChemComm, Nov-01, Volume: 9, Issue:11 | Assessment of a bifendate derivative bearing a 6,7-dihydro-dibenzo[ |
AID1211904 | Activity of CYP2E1 in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as intrinsic clearance for enzyme-mediated chlorzoxazone 6-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 w | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211903 | Activity of CYP3A2 in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as intrinsic clearance for enzyme-mediated midazolam 4-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1129459 | Hepatoprotective activity against carbon tetrachloride-induced toxicity in human HL-7702 cells assessed as increase of cell survival rate at 0.2 ug/ul pretreated for 12 hrs before carbon tetrachloride addition by MTS assay relative to control | 2014 | Bioorganic & medicinal chemistry letters, Apr-01, Volume: 24, Issue:7 | Synthesis and the hepatoprotective activity of dibenzocyclooctadiene lignan derivatives. |
AID656817 | Cytotoxicity against human K562/A02 cells overexpress P-gp after 72 hrs by MTS assay | 2012 | Bioorganic & medicinal chemistry, Apr-15, Volume: 20, Issue:8 | Synthesis and biological evaluation of bifendate-chalcone hybrids as a new class of potential P-glycoprotein inhibitors. |
AID1351137 | Hepatotoxicity in Kunming mouse assessed as histomorphological changes in liver at 106 mg/kg, ig after 48 hrs by H and E staining based assay | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211905 | Activity of CYP1A2 in Sprague-Dawley rat assessed as intrinsic clearance for enzyme-mediated phenacetin O-deethylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351138 | Hepatotoxicity in Kunming mouse assessed as inflammatory cell infiltration in liver at 35 mg/kg, ig cotreated with THA after 48 hrs by H and E staining based assay | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1573632 | Cytoprotection against H2O2-induced cell death in rat HBZY-1 cells assessed as cell viability at 6 uM preincubated for 2 hrs followed by H2O2 addition and measured after 24 hrs by MTT assay (Rvb = 62.1%) | 2019 | European journal of medicinal chemistry, Jan-15, Volume: 162 | Synthesis and biological evaluation of bifendate derivatives bearing acrylamide moiety as novel antioxidant agents. |
AID1211910 | Upregulation of CYP2C6 in Sprague-Dawley rat liver at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351113 | Inhibition of electric eel AChE using acetylthiocholine chloride as substrate preincubated for 15 mins followed by substrate addition measured every minute by Ellman's method | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1351144 | Hepatotoxicity in Kunming mouse assessed as serum ASAT level at 106 mg/kg, ig after 48 hrs by colorimetric method (Rvb = 101.5 +/- 22.3 U/L) | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1351143 | Hepatotoxicity in Kunming mouse assessed as serum ALT level at 106 mg/kg, ig after 48 hrs by colorimetric method (Rvb = 42.7 +/- 6.3 U/L) | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1351127 | Cytotoxicity against rat PC12 cells assessed as inhibition of cell viability at 10 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211913 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as downregulation of CYP1A2 protein level at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis relative to control | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211889 | Upregulation of CYP3A2 in Sprague-Dawley rat liver at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211894 | Reversal of thioacetamide-induced CYP1A2 inactivation in rat liver microsomes at 0.2 to 5 mM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211906 | Activity of CYP2C6 in Sprague-Dawley rat assessed as intrinsic clearance for enzyme-mediated diclofenac 4-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211914 | Hepatoprotective activity in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as downregulation of CYP2C6 protein level at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis relative to control | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID653306 | Inhibition of p-glycoprotein in human K562/A02 cells assessed as accumulation of rhodamine 123 at 10 uM by flow cytometry relative to control | 2012 | European journal of medicinal chemistry, May, Volume: 51 | Synthesis and biological evaluation of novel bifendate derivatives bearing 6,7-dihydro-dibenzo[c,e]azepine scaffold as potent P-glycoprotein inhibitors. |
AID1351128 | Cytotoxicity against rat PC12 cells assessed as inhibition of cell viability at 50 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211908 | Activity of CYP2E1 in Sprague-Dawley rat assessed as intrinsic clearance for enzyme-mediated chlorzoxazone 6-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1211897 | Reversal of thioacetamide-induced CYP2E1 inactivation in rat liver microsomes at 2 to 50 uM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1426654 | Anti-proliferative activity against human K562 cells measured after 72 hrs by MTS assay | 2017 | Journal of medicinal chemistry, 02-09, Volume: 60, Issue:3 | Potent Inhibition of Nitric Oxide-Releasing Bifendate Derivatives against Drug-Resistant K562/A02 Cells in Vitro and in Vivo. |
AID1573635 | Cytoprotection against H2O2-induced cell death in rat HBZY-1 cells assessed as cell viability at 100 uM preincubated for 2 hrs followed by H2O2 addition and measured after 24 hrs by MTT assay (Rvb = 62.1%) | 2019 | European journal of medicinal chemistry, Jan-15, Volume: 162 | Synthesis and biological evaluation of bifendate derivatives bearing acrylamide moiety as novel antioxidant agents. |
AID1211901 | Activity of CYP1A2 in thioacetamide-induced Sprague-Dawley rat liver cirrhosis model assessed as intrinsic clearance for enzyme-mediated phenacetin O-deethylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351117 | Inhibition of electric eel AChE at 50 uM using acetylthiocholine chloride as substrate preincubated for 15 mins followed by substrate addition measured every minute by Ellman's method | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211896 | Reversal of thioacetamide-induced CYP3A2 inactivation in rat liver microsomes at 0.2 to 5 mM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID235005 | Anti-HIV activity evaluated by measuring the growth inhibition of acutely infected H9 lymphocytes as therapeutic index. | 1995 | Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16 | Anti-AIDS (acquired immune deficiency syndrome) agents. 17. New brominated hexahydroxybiphenyl derivatives as potent anti-HIV agents. |
AID1351146 | Hepatotoxicity in Kunming mouse assessed as serum ASAT level at 106 mg/kg, ig cotreated with THA after 48 hrs by colorimetric method (Rvb = 101.5 +/- 22.3 U/L) | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211907 | Activity of CYP3A2 in Sprague-Dawley rat assessed as intrinsic clearance for enzyme-mediated midazolam 4-hydroxylation in liver microsomes per mg protein at 200 mg/kg administered intragastrically qd for 2 weeks | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID1351126 | Cytotoxicity against rat PC12 cells assessed as inhibition of cell viability at 1 uM by MTT assay relative to control | 2018 | European journal of medicinal chemistry, Jan-20, Volume: 144 | Development of tacrine-bifendate conjugates with improved cholinesterase inhibitory and pro-cognitive efficacy and reduced hepatotoxicity. |
AID1211895 | Reversal of thioacetamide-induced CYP3A2 inactivation in rat liver microsomes at 2 to 50 uM in presence of NADPH | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
AID78927 | Anti-HIV activity was evaluated by measuring the growth inhibition of acutely infected H9 lymphocytes as IC50. | 1995 | Journal of medicinal chemistry, Aug-04, Volume: 38, Issue:16 | Anti-AIDS (acquired immune deficiency syndrome) agents. 17. New brominated hexahydroxybiphenyl derivatives as potent anti-HIV agents. |
AID1211890 | Upregulation of CYP2E1 in Sprague-Dawley rat liver at 200 mg/kg administered intragastrically qd for 2 weeks by Western blotting analysis | 2012 | Drug metabolism and disposition: the biological fate of chemicals, Apr, Volume: 40, Issue:4 | Cytochrome P450 dysregulations in thioacetamide-induced liver cirrhosis in rats and the counteracting effects of hepatoprotective agents. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 17 (13.82) | 18.7374 |
1990's | 25 (20.33) | 18.2507 |
2000's | 34 (27.64) | 29.6817 |
2010's | 45 (36.59) | 24.3611 |
2020's | 2 (1.63) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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 strong demand-to-supply ratio for research on this compound.
| This Compound (44.20) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 8 (6.45%) | 5.53% |
Reviews | 2 (1.61%) | 6.00% |
Case Studies | 1 (0.81%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 113 (91.13%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |