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Vorinostat

Catalog No. DB02546 Name DrugBank
CAS Number 149647-78-9 Website http://www.ualberta.ca/
M. F. C14H20N2O3 Telephone (780) 492-3111
M. W. 264.3202 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 2276

SYNONYMS

IUPAC name
N-hydroxy-N'-phenyloctanediamide
IUPAC Traditional name
vorinostat
Brand Name
Zolinza
SAHA
Synonyms
SAHA
Suberanilohydroxamic acid
N-hydroxy-n'-phenyloctanediamide
suberoylanilide hydroxamic acid
N-hyrdroxy-n'-phenyloctanediamide
SHH
vorinostat
MK0683

DATABASE IDS

PubChem CID 5311
PubChem SID 46508989
CAS Number 149647-78-9

PROPERTIES

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description Vorinostat (rINN) or suberoylanilide hydroxamic acid (SAHA), is a drug currently under investigation for the treatment of cutaneous T cell lymphoma (CTCL), a type of skin cancer, to be used when the disease persists, gets worse, or comes back during or after treatment with other medicines. It is the first in a new class of agents known as histone deacetylase inhibitors. A recent study suggested that vorinostat also possesses some activity against recurrent glioblastoma multiforme, resulting in a median overall survival of 5.7 months (compared to 4 - 4.4 months in earlier studies). Further brain tumor trials are planned in which vorinostat will be combined with other drugs. [Wikipedia]
Indication For the treatment of cutaneous manifestations in patients with cutaneous T-cell lymphoma who have progressive, persistent or recurrent disease on or following two systemic therapies.
Affected Organisms
• Humans and other mammals
Biotransformation The major pathways of vorinostat metabolism involve glucuronidation and hydrolysis followed by β-oxidation. Human serum levels of two metabolites, O-glucuronide of vorinostat and 4-anilino-4-oxobutanoic acid were measured. Both metabolites are pharmacologically inactive. Compared to vorinostat, the mean steady state serum exposures in humans of the O-glucuronide of vorinostat and 4-anilino-4-oxobutanoic acid were 4-fold and 13-fold higher, respectively. In vitro studies using human liver microsomes indicate negligible biotransformation by cytochromes P450 (CYP).
Half Life 2 hours
Protein Binding 71%
Elimination In vitro studies using human liver microsomes indicate negligible biotransformation by cytochromes P450 (CYP). Vorinostat is eliminated predominantly through metabolism with less than 1% of the dose recovered as unchanged drug in urine, indicating that renal excretion does not play a role in the elimination of vorinostat. However, renal excretion does not play a role in the elimination of vorinostat.
References
• Munshi A, Tanaka T, Hobbs ML, Tucker SL, Richon VM, Meyn RE: Vorinostat, a histone deacetylase inhibitor, enhances the response of human tumor cells to ionizing radiation through prolongation of gamma-H2AX foci. Mol Cancer Ther. 2006 Aug;5(8):1967-74. [Pubmed]
External Links
• Wikipedia
• RxList
• Drugs.com

REFERENCES

  • Munshi A, Tanaka T, Hobbs ML, Tucker SL, Richon VM, Meyn RE: Vorinostat, a histone deacetylase inhibitor, enhances the response of human tumor cells to ionizing radiation through prolongation of gamma-H2AX foci. Mol Cancer Ther. 2006 Aug;5(8):1967-74. Pubmed