rupatadine: structure given in first source; RN given refers to trihydrochloride [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 133017 |
CHEMBL ID | 91397 |
CHEBI ID | 135673 |
SCHEMBL ID | 27703 |
MeSH ID | M0270941 |
Synonym |
---|
AC-4726 |
ur-12592 |
CHEMBL91397 , |
bdbm50036935 |
8-chloro-11-[1-(5-methyl-pyridin-3-ylmethyl)-piperidin-4-ylidene]-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine |
rinialer |
rupax |
rupatadine (inn) |
D07407 |
158876-82-5 |
rupatadine |
CHEBI:135673 |
FT-0656455 |
pafinur |
rupatadine [inn] |
5h-benzo(5,6)cyclohepta(1,2-b)pyridine, 8-chloro-6,11-dihydro-11-(1-((5-methyl-3-pyridinyl)methyl)-4-piperidinylidene)- |
unii-2ae8m83g3e |
2ae8m83g3e , |
8-chloro-6,11-dihydro-11-(1-((5-methyl-3-pyridyl)methyl)-4-piperidylidene)-5h-benzo(5,6)cyclohepta(1,2-b)pyridine |
8-chloro-11-(1-((5-methylpyridin-3-yl)methyl)piperidin-4-ylidene)-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine |
AKOS015907788 |
rupatadine [mi] |
rupatadine [who-dd] |
rupatadine [mart.] |
8-chloro-11-(1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden)-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine |
WUZYKBABMWJHDL-UHFFFAOYSA-N |
SCHEMBL27703 |
CS-3481 |
Q-201687 |
HY-13511 |
DTXSID00166534 |
sr-01000945073 |
SR-01000945073-1 |
13-chloro-2-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene |
DB11614 |
rupatidine |
8-chloro-11-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine |
8-chloro-11-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridine |
Q423450 |
ur12592 |
gtpl10103 |
BCP02444 |
rupatadine free base |
rupafi |
SB17506 |
NCGC00386213-04 |
5h-benzo[5,6]cyclohepta[1,2-b]pyridine, 8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridinyl)methyl]-4-piperidinylidene]- |
A883340 |
8-chloro-6,11-dihydro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidylidene]-5h-benzo[5,6]cyclohepta[1,2-b]pyridine; |
13-chloro-2-[1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene]-4-azatricyclo[9.4.0.0^{3,8]pentadeca-1(11),3(8),4,6,12,14-hexaene |
EN300-1272665 |
13-chloro-2-{1-[(5-methylpyridin-3-yl)methyl]piperidin-4-ylidene}-4-azatricyclo[9.4.0.0,3,8]pentadeca-1(11),3(8),4,6,12,14-hexaene |
F77181 |
Z2681891941 |
Rupatadine is a potent histamine receptor 1 (H1R) and platelet-activating factor (PAF) blocker. It is a safe and well tolerated drug in patients over 2 years old.
Rupatadine has a suppressing effect on H1R and B2R gene expression which could add to its efficacy towards allergy and allergy-like conditions. Once-daily dosing is permitted, moreover is well tolerated by young adults and the elders.
Rupatadine has dual affinity for histamine H1 -receptors and PAF receptors. It has a suppressing effect on H1R and B2R gene expression which could add to its efficacy towards allergy and allergy-like conditions. Oral rupat adine has been approved for the treatment of allergic rhinitis and chronic urticaria in several European countries.
Excerpt | Reference | Relevance |
---|---|---|
"Rupatadine can inhibit histamine and cytokine secretion from human mast cells in response to allergic, immune and neuropeptide triggers. " | ( Rupatadine inhibits proinflammatory mediator secretion from human mast cells triggered by different stimuli. Chliva, C; Clemons, A; House, M; Kalogeromitros, D; Kempuraj, D; Makris, M; Theoharides, TC; Vasiadi, M; Wolfberg, A; Zhang, B, 2010) | 3.25 |
Rupatadine treatment is effective and well tolerated in patients with allergen-induced symptoms exposed to aeroallergens in a controlled exposure chamber. Pretreatment with rup atadine has a beneficial effect on acute lung injury induced by oleic acid in rabbits. Rupat adine preserved a nearly normal intestinal mucosa picture with replenished GSH and elevated IL-10.
Excerpt | Reference | Relevance |
---|---|---|
"Rupatadine pretreatment reduced the previously mentioned parameters, preserved a nearly normal intestinal mucosa picture with replenished GSH and elevated IL-10." | ( Rupatadine protects the intestinal mucosa from injury by 5-flurouracil via modulation of inflammation, apoptosis and intestinal permeability. Mohamed, MZ; Mohammed, HH, 2022) | 2.89 |
"Rupatadine treatment induced significant symptom relief (both nasal and ocular, respectively p=0.005 and p=0.0004), including obstruction (p=0.0015) and significant increase of nasal airflow (p=0.0025)." | ( Rupatadine improves nasal symptoms, airflow and inflammation in patients with persistent allergic rhinitis: a pilot study. Ciprandi, G; Cirillo, I, ) | 2.3 |
"Rupatadine treatment is effective and well tolerated in patients with allergen-induced symptoms exposed to aeroallergens in a controlled exposure chamber." | ( Effects of rupatadine vs placebo on allergen-induced symptoms in patients exposed to aeroallergens in the Vienna Challenge Chamber. Arnáiz, E; Horak, F; Izquierdo, I; Leuratti, C; Pérez, I; Stuebner, P; Zieglmayer, R, 2006) | 2.17 |
"Pretreatment with rupatadine has a beneficial effect on acute lung injury induced by oleic acid in rabbits." | ( [Protective effect of rupatadine against oleic acid-induced acute lung injury in rabbits]. He, JL; Lu, J; Xu, GL; Yu, SQ; Zhang, LL; Zhou, M, 2007) | 0.98 |
rupatadine effectively controls persistent allergic rhinitis; it is safe and presents low incidence of side effects. The overall incidence of adverse drug reactions was also found to be less in rupatadine group.
Study found no significant differences in pharmacokinetic parameters between rupatadine 10 mg administered alone or with azithromycin 500 mg on day 2 and 250 mg from day 3 to day 6.
Study aimed to observe the effect of rupatadine fumarate combined with acupoint application in the treatment of allergic rhinitis complicated with diabetes. Results showed that single oral doses of r upadine 10 mg in combination with alcohol do not produce more cognitive and psychomotor impairment than alcohol alone.
Excerpt | Reference | Relevance |
---|---|---|
"Present results showed that single oral doses of rupatadine 10 mg in combination with alcohol do not produce more cognitive and psychomotor impairment than alcohol alone." | ( Evaluation of the cognitive, psychomotor and pharmacokinetic profiles of rupatadine, hydroxyzine and cetirizine, in combination with alcohol, in healthy volunteers. Antonijoan, R; Barbanoj, MJ; Donado, E; García-Gea, C; Izquierdo, I; Jané, F; Pérez, I; Solans, A, 2006) | 0.82 |
" Except for maximum observed concentration during a dosing interval (Cmax,ss) of 3-hydroxydesloratadine, on average, there were no statistically significant differences in mean plasma concentrations in any of the main pharmacokinetic parameters of rupatadine, desloratadine, and 3-hydroxydesloratadine when administered in combination with azithromycin or alone." | ( Pharmacokinetic and safety profile of rupatadine when coadministered with azithromycin at steady-state levels: a randomized, open-label, two-way, crossover, Phase I study. Antonijoan, R; Barbanoj, M; Carbó, ML; Donado, E; Izquierdo, I; Merlos, M; Nadal, T; Peña, J; Solans, A, 2008) | 0.8 |
" This study aimed to observe the effect of rupatadine fumarate combined with acupoint application in the treatment of allergic rhinitis complicated with diabetes and its effect on serum IgE levels." | ( Efficacy and Safety of Rupatadine Fumarate Combined with Acupoint Application in Allergic Rhinitis Complicated with Diabetes. Chen, X; Jiang, P; Liu, Y; Shi, J; Zhang, W, 2022) | 1.29 |
The purpose of this study was to describe the effect of the concomitant intake of food on the pharmacokinetic profile and bioavailability of a single dose of rupatadine. The 90% CIs were included in the interval 80% to 125% for deslorat adine and 3-hydroxydesloratAdine.
Rupatadine is a new second generation H(1)-antihistamine with once-daily dosing. It may provide better control of symptoms than the currently used H( 1)-receptor blockers because of its dual pharmacological profile (anti-PAF and anti-H(1) Rupat adine has a rapid onset of action and a long-lasting effect.
Excerpt | Relevance | Reference |
---|---|---|
" Rupatadine is a new second generation H(1)-antihistamine with once-daily dosing that may provide better control of symptoms than the currently used H(1)-receptor blockers because of its dual pharmacological profile (anti-PAF and anti-H(1))." | ( Rupatadine 10 mg and ebastine 10 mg in seasonal allergic rhinitis: a comparison study. Castillo, JA; De Molina, M; Guadaño, EM; Meseguer, J; Picado, C; Serra-Batlles, J; Valero, A, 2004) | 2.68 |
"A stability-indicating MEKC was developed and validated for the analysis of rupatadine in tablet dosage forms, using nimesulide as internal standard." | ( Determination of rupatadine in pharmaceutical formulations by a validated stability-indicating MEKC method. da Silva Sangoi, M; da Silva, LM; Dalmora, SL; Nogueira, DR; Todeschini, V, 2008) | 0.92 |
" The simulated response after repeated once-daily administrations of 10 mg rupatadine showed a significant and maintained antihistaminic effect over time, between two consecutive dosing intervals." | ( Antihistaminic effects of rupatadine and PKPD modelling. Carbo, ML; Izquierdo, I; Merlos, M; Nadal, T; Peña, J; Solans, A, ) | 0.66 |
" Except for maximum observed concentration during a dosing interval (Cmax,ss) of 3-hydroxydesloratadine, on average, there were no statistically significant differences in mean plasma concentrations in any of the main pharmacokinetic parameters of rupatadine, desloratadine, and 3-hydroxydesloratadine when administered in combination with azithromycin or alone." | ( Pharmacokinetic and safety profile of rupatadine when coadministered with azithromycin at steady-state levels: a randomized, open-label, two-way, crossover, Phase I study. Antonijoan, R; Barbanoj, M; Carbó, ML; Donado, E; Izquierdo, I; Merlos, M; Nadal, T; Peña, J; Solans, A, 2008) | 0.8 |
" Flares were induced before dosing and up to 96 h afterwards by intradermal PAF and histamine." | ( Efficacy and tolerability of rupatadine at four times the recommended dose against histamine- and platelet-activating factor-induced flare responses and ex vivo platelet aggregation in healthy males. Church, MK, 2010) | 0.65 |
" Rupatadine has a rapid onset of action and a long-lasting effect, so a once-daily dosing is permitted, moreover is well tolerated by young adults and the elders." | ( Rupatadine for the treatment of urticaria. Calogiuri, GF; Delle Donne, P; Di Leo, E; Ferrannini, A; Nettis, E; Vacca, A, 2013) | 2.74 |
" The developed methods were applied to estimate rupatadine content in its pharmaceutical tablet dosage form with acceptable recoveries." | ( Resonance Rayleigh scattering and spectrofluorimetric approaches for the selective determination of rupatadine using erythrosin B as a probe: application to content uniformity test. Abdel-Lateef, MA; Almahri, A; Derayea, SM; El Hamd, MA; Samir, E, 2021) | 1.09 |
Class | Description |
---|---|
benzocycloheptapyridine | |
[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] |
Pathway | Proteins | Compounds |
---|---|---|
Rupatadine H1-Antihistamine Action | 8 | 7 |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Spike glycoprotein | Severe acute respiratory syndrome-related coronavirus | Potency | 39.8107 | 0.0096 | 10.5250 | 35.4813 | AID1479145 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Platelet-activating factor receptor | Homo sapiens (human) | IC50 (µMol) | 3.7000 | 0.0003 | 0.6318 | 3.7000 | AID254775 |
Histamine H1 receptor | Homo sapiens (human) | IC50 (µMol) | 0.0039 | 0.0000 | 0.4436 | 5.1768 | AID254701 |
Histamine H1 receptor | Homo sapiens (human) | Ki | 0.0040 | 0.0000 | 0.5110 | 10.0000 | AID1569605 |
Sodium-dependent neutral amino acid transporter B(0)AT2 | Homo sapiens (human) | IC50 (µMol) | 40.0000 | 4.0000 | 4.0000 | 4.0000 | AID1169507 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID130606 | Dose required to inhibit PAF-induced mortality | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID183446 | Tested for dose required to inhibit antigen induced increased permeability | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID1569608 | Displacement of [3H]levocetirizine from N-terminal HA-tagged H1R (unknown origin) expressed in HEK293T cells assessed as dissociation rate constant by microbeta scintillation counting method | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
AID192816 | Tested at 10 (mg/kg) intravenous dose for percent inhibition of the arterial blood pressure in normotensive rats caused by histamine | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID1569611 | Antagonist activity at H1R in human HeLa cells assessed as inhibition of histamine-induced intracellular calcium mobilization at 10 times Ki incubated for 18 to 20 hrs prior to Fluo-4NW dye addition for 1 hr followed by compound washout and subsequent sti | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
AID1569606 | Displacement of [3H]mepyramine from N-terminal HA-tagged H1R (unknown origin) expressed in HEK293T cells measured after 80 mins by microbeta scintillation counting method | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
AID462891 | Inhibition of protein farnesyltransferase by continuous fluorescence assay | 2010 | Journal of medicinal chemistry, Mar-25, Volume: 53, Issue:6 | Prediction and evaluation of protein farnesyltransferase inhibition by commercial drugs. |
AID1569605 | Displacement of [3H]mepyramine from N-terminal HA-tagged H1R (unknown origin) expressed in HEK293T cells measured after 4 hrs by microbeta scintillation counting method | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
AID183460 | Intravenous dose required to reduce the lowering of the arterial blood pressure caused by PAF | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID76375 | Tested for concentration required to inhibit H1 histamine -induced guinea pig ileum contraction | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID1569609 | Displacement of [3H]levocetirizine from N-terminal HA-tagged H1R (unknown origin) expressed in HEK293T cells assessed as residence time by microbeta scintillation counting method | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
AID183447 | Tested for dose required to inhibit endotoxin induced mortality in rats | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID161773 | Concentration required to inhibit PAF-induced maximum aggregation | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID130607 | Tested for dose required to inhibit endotoxin induced mortality in mice | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID140564 | Tested for effect on central nervous system in mice at 100 mg/kg peroral dose for spontaneous motor activity (SMA) expressed as percentage relative to control | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID254701 | Inhibitory concentration against histamine H1 receptor | 2005 | Journal of medicinal chemistry, Oct-20, Volume: 48, Issue:21 | Designed multiple ligands. An emerging drug discovery paradigm. |
AID1169507 | Inhibition of eGFP-tagged human B0AT2 expressed in HEK293 cells measured within 10 mins by [3H]proline uptake assay | 2014 | Journal of medicinal chemistry, Nov-26, Volume: 57, Issue:22 | Loratadine and analogues: discovery and preliminary structure-activity relationship of inhibitors of the amino acid transporter B(0)AT2. |
AID254775 | Inhibitory concentration against platelet activating factor receptor | 2005 | Journal of medicinal chemistry, Oct-20, Volume: 48, Issue:21 | Designed multiple ligands. An emerging drug discovery paradigm. |
AID130468 | Antiallergic activity was evaluated using active anaphylactic test after po administration in mice | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID139398 | Tested for effect on central nervous system in mice at 100 mg/kg peroral dose barbiturate-sleeping time (BST) | 1994 | Journal of medicinal chemistry, Aug-19, Volume: 37, Issue:17 | [(3-Pyridylalkyl)piperidylidene]benzocycloheptapyridine derivatives as dual antagonists of PAF and histamine. |
AID1569610 | Kinetic rate index, ratio of compound effect for displacement of [3H]levocetirizine from N-terminal HA-tagged H1R (unknown origin) expressed in HEK293T cells at Ki measured after 6 hrs to compound effect for displacement of [3H]levocetirizine from N-termi | 2019 | Journal of medicinal chemistry, 07-25, Volume: 62, Issue:14 | Route to Prolonged Residence Time at the Histamine H |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 3 (2.80) | 18.2507 |
2000's | 33 (30.84) | 29.6817 |
2010's | 50 (46.73) | 24.3611 |
2020's | 21 (19.63) | 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 very strong demand-to-supply ratio for research on this compound.
| This Compound (78.92) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 43 (37.07%) | 5.53% |
Reviews | 17 (14.66%) | 6.00% |
Case Studies | 4 (3.45%) | 4.05% |
Observational | 2 (1.72%) | 0.25% |
Other | 50 (43.10%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |