Vorinostat

Vorinostat Struktur
149647-78-9
CAS-Nr.
149647-78-9
Englisch Name:
Vorinostat
Synonyma:
Suberoylanilide hydroxamic acid;N1-hydroxy-N8-phenyloctanediaMide;SAHA cpd;Vornostat;vorinosta;Vorinostat (SAHA, MK0683);suberoylaMide hydroxaMic acid;MK0683;CS-1949;FuLi, he
CBNumber:
CB3506806
Summenformel:
C14H20N2O3
Molgewicht:
264.32
MOL-Datei:
149647-78-9.mol

Vorinostat Eigenschaften

Schmelzpunkt:
161-162°C
Dichte
1.2
RTECS-Nr.
RG8835000
storage temp. 
-20°C
Löslichkeit
DMSO: ≥15mg/mL
Aggregatzustand
powder
pka
9.48±0.20(Predicted)
Farbe
white to tan
Merck 
14,10034
Stabilität:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 6 months.
InChIKey
WAEXFXRVDQXREF-UHFFFAOYSA-N
CAS Datenbank
149647-78-9(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T
R-Sätze: 61-68
S-Sätze: 53-36/37-45
WGK Germany  3
HS Code  29280000
Giftige Stoffe Daten 149647-78-9(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H341 Kann vermutlich genetische Defekte verursachen. Keimzellmutagenität Kategorie 2 Warnung P201,P202, P281, P308+P313, P405,P501
H360 Kann die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen. Fertility (Fruchtbarkeit) Kategorie 1 Achtung
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Vorinostat Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Vorinostat is the first drug in a new class of anti-cancer agents that inhibit histone deacetylases (HDAC). It was launched as an oral treatment for cutaneous manifestations in patients with cutaneous T-cell lymphoma (CTCL) who have progressive, persistent, or recurrent disease on or following two systemic therapies. HDACs are enzymes that catalyze the removal of the acetyl modification on lysine residues of proteins, including the core nucleosomal histones. Together with their counterpart histone acetyltransferases (HATs), HDACs regulate the acetylation level of the histones, which plays an important role in the regulation of chromatin plasticity and gene transcription. Hypoacetylation of histones is associated with a condensed chromatin structure resulting in the repression of gene transcription, whereas acetylated histones are associated with a more open chromatin structure and activation of transcription. In some cancer cells, there is an overexpression of HDACs, resulting in hypoacetylation of histones. Inhibitors of HDAC are thought to transcriptionally reactivate dormant tumor-suppressor genes by allowing for the accumulation of acetyl groups on histones and an open chromatin structure. Vorinostat inhibits the enzymatic activity of HDAC1, HDAC2, HDAC3, and HDAC6 at nanomolar concentrations (IC50 <86 nM). In vitro, it induces growth arrest, differentiation or apoptosis in a variety of tumor cells. In addition, vorinostat inhibits tumor growth in animal models bearing solid tumors, including breast, prostate, lung and gastric cancers, as well as hematologic malignancies such as multiple myeloma and leukemias.

Chemische Eigenschaften

White Crystalline Solid

Verwenden

Vorinostat, a histone deacetylase (HDAC) inhibitor from Merck, was approved for the treatment of cutaneous T-cell lymphoma (CTCL), a type of non-Hodgkin’s lymphoma. Vorinostat was shown to inhibit HDAC1, HDAC2, HDAC3 and HDAC6 at nanomolar concentrations. HDAC inhibitors are potent differentiating agents toward a variety of neoplasms, including leukemia and breast and prostate cancers.

Definition

ChEBI: A dicarboxylic acid diamide comprising suberic (octanedioic) acid coupled to aniline and hydroxylamine. A histone deacetylase inhibitor, it is marketed under the name Zolinza for the treatment of cutaneous T cell lymphoma (CTCL).

Allgemeine Beschreibung

Histones are proteins around which DNA is wound in the process of packing DNA into the nucleus. They also havea role in regulating the transcription of genes, and this iscontrolled by the covalent modifications acetylation, phosphorylation,and methylation to which they are subject.
Vorinostat fits the basic pharmacophore for the HDACis, which consists of a hydrophobic cap regionconnected to a zinc coordinating functionality by a hydrophobiclinker.The hydroxamic acid functionality iscapable of bidendate binding to zinc present in the enzymeand is a major factor in the overall binding of the compound.The compound inhibits HDAC1, 2, 3, and 6 classes of thisenzyme with nanomolar (<86 nM) IC50 values.
The agent is given orally and is available in 100-mg capsulesfor the treatment of cutaneous T-cell lymphoma. Thebioavailability is 43%, and the agent is 71% bound toplasma proteins. Extensive metabolism of the agent occursto give the O-glucuronide of the hydroxamic acid functionand 4-anilino-4-oxobutanoic acid with minimal involvementof isozymes of CYP. The metabolites, both of whichare inactive, are eliminated in the urine and the drug has aterminal elimination half-life of 2 hours. The most commonlyreported adverse effects are fatigue, diarrhea, andnausea.

Vorinostat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Vorinostat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 430)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shanghai Chinqesen Biotechnology Co., Ltd.
+86-16628886292 +86-19521323435
sales2@qschem-pharma.com China 253 58
Hebei Mojin Biotechnology Co., Ltd
+8613288715578
sales@hbmojin.com China 12452 58
Hebei Lingding Biotechnology Co., Ltd.
+86-18031140164 +86-19933155420
erin@hbldbiotech.com China 882 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971
deasea125996@gmail.com China 2504 58
Shaanxi Haibo Biotechnology Co., Ltd
+86-02963020060 +86-18629295024
hibo06@xaltbio.com China 1000 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21700 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3012 60
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
sales@fine-chemtech.com CHINA 885 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58

149647-78-9()Verwandte Suche:


  • UNII-58IFB293JI
  • Octanediamide, N1-hydroxy-N8-phenyl-
  • SAHA=N-Hydroxy-N'-phenyloctanediamide
  • SAHA, N-Hydroxy-Nphenyloctanediamide, Zolinza
  • Zolinza (See Suberoylanilide Hydroxamic Acid)
  • Vorinostat
  • N-Hyrdroxy-N'-phenyloctanediamide
  • Vorinostat for research
  • Zolinza (See S688700)
  • Vorinostat/SAHA
  • suberoylanilide hydroxaMic acid suberanilohydroxaMic acid
  • Suberanilohydroxamic acid
  • MK0683
  • Vorinostat-13C6
  • VoriNAstat
  • Vorinostat Impurity
  • SAHA, >=99%
  • CCRIS 8456
  • Octanediamide,N-hydroxy-N'-phenyl- (9CI)
  • CS-1949
  • orinostat
  • (Vorinostat) Zolinza
  • N-Hydroxy-N'-phenyloctanediamide>
  • Vorinostat USP/EP/BP
  • VorinostatQ: What is Vorinostat Q: What is the CAS Number of Vorinostat Q: What is the storage condition of Vorinostat Q: What are the applications of Vorinostat
  • SAHA (vorinostate)
  • SAHA cpd
  • Vornostat
  • N1-hydroxy-N8-phenyloctanediaMide
  • Suberoylanilide hydroxamic acid
  • Vorinostat (SAHA, MK0683)
  • suberoylaMide hydroxaMic acid
  • vorinosta
  • FuLi, he
  • Benzeneethanamine,10-chloro-α-methyl-
  • Vorinostat, SAHA, suberoylanilide hydroxamic acid
  • Lithium chloride 7447-41-8
  • 8-oxo-8-(phenylamino)octan-1-hydroxamic acid
  • Volinotha
  • 149647-78-9
  • 49647-78-9
  • Anti-cancer & immunity
  • ZOLINZA
  • Inhibitor
  • API
  • Aromatics
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • 149647-78-9
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