tanimilast: a phosphodiesterase-4 inhibitor; structure in first source
ID Source | ID |
---|---|
PubMed CID | 70662473 |
CHEMBL ID | 3113974 |
SCHEMBL ID | 12096092 |
MeSH ID | M000603952 |
Synonym |
---|
(s)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3-(cyclopropylmethoxy)-4-(methylsulfonamido)benzoyloxy)ethyl)pyridine 1-oxide |
j3.309.618f , |
tanimilast |
tranimilast |
chf-6001 |
CHEMBL3113974 |
chf6001 |
SCHEMBL12096092 |
3-cyclopropylmethoxy-4[(methylsulfonyl)-amino]-1-(s)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-4-pyridinyl)-benzoic acid ethylester |
2.3,5-dichloro-4-[(2s)-2-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-([3-(cyclopropylmethoxy)-4-(methanesulfonamido)benzoyl]oxy}ethyl]pyridine 1-oxide |
tanimilast [inn] |
(s)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)- 4-(difluoromethoxy)phenyl)-2-(3-(cyclopropylmethoxy)- 4-(methylsulfonamido)benzoyloxy)ethyl)pyridine-1-oxide |
unii-0984eu6e2f |
tranimilast [usan] |
1239278-59-1 |
benzoic acid, 3-(cyclopropylmethoxy)-4-((methylsulfonyl)amino)-, (1s)-1-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(3,5-dichloro-1-oxido-4-pyridinyl)ethyl ester |
who 11075 |
0984EU6E2F , |
DB12800 |
bdbm50495704 |
[(1s)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxidopyridin-1-ium-4-yl)ethyl] 3-(cyclopropylmethoxy)-4-(methanesulfonamido)benzoate |
Q27236468 |
CS-0016928 |
HY-19929 |
CHF6001 is a novel inhaled phosphodiesterase-4 inhibitor. Inhaled ensifentrine is an inhibitor of both PDE3 and PDE4. An antagonism of PDE 3 facilitates smooth muscle relaxation and hence bronchodilation.
CHF6001 had no effect in the primary lung function analysis, although was well-tolerated with no gastrointestinal adverse event signal.
Excerpt | Reference | Relevance |
---|---|---|
" CHF6001 was well tolerated with no relationship between dose and adverse events." | ( Safety, tolerability, and pharmacokinetics of single and repeat ascending doses of CHF6001, a novel inhaled phosphodiesterase-4 inhibitor: two randomized trials in healthy volunteers. Govoni, M; Lucci, G; Mariotti, F; Nandeuil, MA; Santoro, D, ) | 1.27 |
"CHF6001 had no effect in the primary lung function analysis, although was well-tolerated with no gastrointestinal adverse event signal." | ( Efficacy and safety of CHF6001, a novel inhaled PDE4 inhibitor in COPD: the PIONEER study. Emirova, A; Francisco, C; Govoni, M; Nandeuil, MA; Santoro, D; Singh, D, 2020) | 2.31 |
Excerpt | Reference | Relevance |
---|---|---|
"The PreciseInhale platform used in the present study enables well-controlled powder aerosol exposures with only small amounts of micronized neat material, providing data on inhalation pharmacokinetic (PK) of NCEs at a very early stage." | ( Investigation of Lung Pharmacokinetic of the Novel PDE4 Inhibitor CHF6001 in Preclinical Models: Evaluation of the PreciseInhale Technology. Acevedo, F; Brogin, G; Cenacchi, V; Fioni, A; Gerde, P; Puccini, P; Selg, E, 2018) | 0.72 |
Excerpt | Reference | Relevance |
---|---|---|
" Bioavailability waŝ30% higher with MDDPI than SDDPI." | ( Safety, tolerability, and pharmacokinetics of single and repeat ascending doses of CHF6001, a novel inhaled phosphodiesterase-4 inhibitor: two randomized trials in healthy volunteers. Govoni, M; Lucci, G; Mariotti, F; Nandeuil, MA; Santoro, D, ) | 0.36 |
" There was a clear dose proportionality for systemic exposure, with higher bioavailability via MDDPI, suggesting that the MDDPI provides better pulmonary drug deposition." | ( Safety, tolerability, and pharmacokinetics of single and repeat ascending doses of CHF6001, a novel inhaled phosphodiesterase-4 inhibitor: two randomized trials in healthy volunteers. Govoni, M; Lucci, G; Mariotti, F; Nandeuil, MA; Santoro, D, ) | 0.36 |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
cGMP-dependent 3',5'-cyclic phosphodiesterase | Homo sapiens (human) | IC50 (µMol) | 1.0000 | 0.0000 | 1.7767 | 9.2000 | AID1068828 |
cGMP-specific 3',5'-cyclic phosphodiesterase | Canis lupus familiaris (dog) | IC50 (µMol) | 1.0000 | 0.0010 | 1.4719 | 8.0600 | AID1068830 |
cAMP-specific 3',5'-cyclic phosphodiesterase 4A | Homo sapiens (human) | IC50 (µMol) | 0.0000 | 0.0000 | 1.0680 | 10.0000 | AID1068845; AID1068846; AID1720020 |
cAMP-specific 3',5'-cyclic phosphodiesterase 4B | Homo sapiens (human) | IC50 (µMol) | 0.0000 | 0.0000 | 1.1040 | 10.0000 | AID1068845; AID1068846; AID1720020 |
cAMP-specific 3',5'-cyclic phosphodiesterase 4C | Homo sapiens (human) | IC50 (µMol) | 0.0000 | 0.0000 | 1.4651 | 10.0000 | AID1068845; AID1068846; AID1720020 |
cAMP-specific 3',5'-cyclic phosphodiesterase 4D | Homo sapiens (human) | IC50 (µMol) | 0.0000 | 0.0000 | 1.1463 | 10.0000 | AID1068845; AID1068846; AID1720020 |
cGMP-inhibited 3',5'-cyclic phosphodiesterase B | Homo sapiens (human) | IC50 (µMol) | 1.0000 | 0.0000 | 2.0724 | 10.0000 | AID1068829 |
cGMP-inhibited 3',5'-cyclic phosphodiesterase A | Homo sapiens (human) | IC50 (µMol) | 1.0000 | 0.0003 | 1.9901 | 10.0000 | AID1068829 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID1068846 | Inhibition of PDE4 isolated from human U937 cells assessed as reduction in cAMP level by LANCE assay | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068820 | Half life in rat lung slices at 1 uM after 2 hrs by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068823 | Binding affinity to recombinant human PDE4B catalytic domain expressed in baculovirus-infected sf9 cells assessed as dissociation half life at 100 nM by liquid scintillation counting | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068830 | Inhibition of human platelet PDE5 | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068845 | Inhibition of PDE4 activity in human PBMC assessed as inhibition of LPS-induced TNFalpha release after 18 hrs by ELISA | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068829 | Inhibition of human platelet PDE3 | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068819 | Half life in human lung slices at 1 uM after 2 hrs by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068836 | Metabolic stability in human lung S9 fraction assessed as compound remaining at 1 uM after 1 hr by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068831 | Inhibition of bovine brain PDE1 | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068814 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig administered intratracheally 2 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068818 | Metabolic stability in rat plasma assessed as compound remaining at 5 uM after 1 hr by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068828 | Inhibition of human platelet PDE2 | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068817 | Metabolic stability in human plasma assessed as compound remaining at 5 uM after 1 hr by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068826 | Selectivity ratio of IC50 for human platelet PDE3 to IC50 for PDE4 isolated from human U937 cells | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068838 | Selectivity ratio of IC50 for bovine brain PDE1 to IC50 for PDE4 isolated from human U937 cells | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068809 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig at 0.01 to 3 umol/kg administered intratracheally 24 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068832 | Apparent permeability across human Caco2 cells at 10 uM after 2 hrs by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1720020 | Inhibition of PDE4 in human U937 cell lysate using cAMP as substrate by LANCE assay | 2020 | Journal of medicinal chemistry, 10-08, Volume: 63, Issue:19 | Advances in the Development of Phosphodiesterase-4 Inhibitors. |
AID1068841 | n-Octanol-buffer partition coefficient, log D of the compound at pH 7.4 by shake-flask method | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068825 | Selectivity ratio of IC50 for human platelet PDE5 to IC50 for PDE4 isolated from human U937 cells | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068822 | Binding affinity to recombinant human PDE4D catalytic domain expressed in baculovirus-infected sf9 cells assessed as dissociation half life at 100 nM by liquid scintillation counting | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068813 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig at 0.1 umol/kg administered intratracheally 2 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068840 | Plasma protein binding in rat at 5 uM after 5 hrs by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068839 | Metabolic stability in rat lung S9 fraction assessed as compound remaining at 1 uM after 1 hr by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068835 | Plasma protein binding in human at 5 uM after 5 hrs by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068824 | Selectivity ratio of IC50 for bovine retina PDE6 to IC50 for PDE4 isolated from human U937 cells | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068837 | Half life in rat lung S9 fraction | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068816 | Metabolic stability in lung parenchyma of COPD patients under hydrolytic/proteolytic condition | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068811 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig at 3 umol/kg administered intratracheally 2 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068827 | Selectivity ratio of IC50 for human platelet PDE2 to IC50 for PDE4 isolated from human U937 cells | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068812 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig at 1 umol/kg administered intratracheally 2 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068815 | Permeability across apical to basolateral side in human Calu3 cells at 1.5 to 7 uM up to 120 mins by LC-MS/MS analysis | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068821 | Inhibition of ovalbumin-induced lung eosinophilia in Dunkin-Hartley guinea pig at 0.01 umol/kg administered intratracheally 2 hrs before ovalbumin challenge | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068833 | Inhibition of bovine retina PDE6 | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
AID1068834 | Half life in human lung S9 fraction | 2014 | Journal of medicinal chemistry, Feb-13, Volume: 57, Issue:3 | Novel class of benzoic acid ester derivatives as potent PDE4 inhibitors for inhaled administration in the treatment of respiratory diseases. |
[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 | 0 (0.00) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 12 (63.16) | 24.3611 |
2020's | 7 (36.84) | 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 moderate demand-to-supply ratio for research on this compound.
| This Compound (24.59) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 6 (30.00%) | 5.53% |
Reviews | 2 (10.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 12 (60.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |