Details
Stereochemistry | ACHIRAL |
Molecular Formula | C24H27N3O4 |
Molecular Weight | 421.4889 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(CC)CC1=CC=C2C=C(COC(=O)NC3=CC=C(C=C3)C(=O)NO)C=CC2=C1
InChI
InChIKey=YALNUENQHAQXEA-UHFFFAOYSA-N
InChI=1S/C24H27N3O4/c1-3-27(4-2)15-17-5-7-21-14-18(6-8-20(21)13-17)16-31-24(29)25-22-11-9-19(10-12-22)23(28)26-30/h5-14,30H,3-4,15-16H2,1-2H3,(H,25,29)(H,26,28)
DescriptionCurator's Comment: description was created based on several sources, including:
http://adisinsight.springer.com/drugs/800023261 | https://newdrugapprovals.org/2015/03/05/givinostat/ | https://en.wikipedia.org/wiki/Givinostat
Curator's Comment: description was created based on several sources, including:
http://adisinsight.springer.com/drugs/800023261 | https://newdrugapprovals.org/2015/03/05/givinostat/ | https://en.wikipedia.org/wiki/Givinostat
Gavinostat is an orally bioavailable hydroxymate inhibitor of histone deacetylase (HDAC) with potential anti-inflammatory, anti-angiogenic, and antineoplastic activities. Gavinostat inhibits class I and class II HDACs, resulting in an accumulation of highly acetylated histones, followed by the induction of chromatin remodeling and an altered pattern of gene expression. At low, nonapoptotic concentrations, this agent inhibits the production of pro-inflammatory cytokines such as tumor necrosis factor- (TNF-), interleukin-1 (IL-1), IL-6 and interferon-gamma. It is currently in phase 2 trials for Myeloproliferative disorders, Polycythaemia vera and Phase III for Duchenne muscular dystrophy announced. In clinical trials of givinostat as a salvage therapy for advanced Hodgkin's lymphoma, the most common adverse reactions were fatigue, mild diarrhea or abdominal pain, moderate thrombocytopenia, and mild leukopenia.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL325 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
28.0 nM [EC50] | ||
Target ID: CHEMBL1937 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
56.0 nM [EC50] | ||
Target ID: CHEMBL1829 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
21.0 nM [EC50] | ||
Target ID: CHEMBL3524 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
52.0 nM [EC50] | ||
Target ID: CHEMBL1865 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
27.0 nM [EC50] | ||
Target ID: CHEMBL2716 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17868033 |
163.0 nM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21538322
up to 12 weeks at a dosage of 1.5 mg/kg/day
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16557334
ITF2357 at 100 nM reduced LPS-induced GM-CSF by 99% and 89%, respectively. However, when stimulated with anti-CD3, there was no reduction in GM-CSF by ITF2357 at 37 or 100 nM.
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1742
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FDA ORPHAN DRUG |
604917
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NCI_THESAURUS |
C1946
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EU-Orphan Drug |
EU/3/09/704
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FDA ORPHAN DRUG |
391613
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DB12645
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100000175513
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LM-241
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5P60F84FBH
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DTXSID70198049
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GIVINOSTAT
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497833-27-9
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9804992
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C71716
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9132
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)