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Merck
CN

A8236

AN-9

≥95% (HPLC)

Synonym(s):

Pivaloyloxymethyl butyrate, Pivanex

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About This Item

Empirical Formula (Hill Notation):
C10H18O4
CAS Number:
Molecular Weight:
202.25
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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assay

≥95% (HPLC)

form

oil

color

colorless to slightly yellow

solubility

DMSO: ≥10 mg/mL

storage temp.

−20°C

SMILES string

CCCC(=O)OCOC(=O)C(C)(C)C

InChI

1S/C10H18O4/c1-5-6-8(11)13-7-14-9(12)10(2,3)4/h5-7H2,1-4H3

InChI key

GYKLFBYWXZYSOW-UHFFFAOYSA-N

Application

AN-9 is a HDAC inhibitor with antimetastatic and antiangiogenic properties. These anticancer activities are thought to occur by reducing vascularization and the expression of bFGF and HIF-1α.

Biochem/physiol Actions

HDAC Inhibitor tested as an anti-cancer drug; butyric acid pro-drug


Storage Class

12 - Non Combustible Liquids

wgk

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable



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Y Zimra et al.
Journal of cancer research and clinical oncology, 123(3), 152-160 (1997-01-01)
A novel butyric acid derivative, pivaloyloxymethyl butyrate, AN-9, was previously shown to be a potent differentiating agent. AN-9 exerts a significant anticancer activity in vitro and in vivo. In all the activities examined, AN-9 was more potent than butyric acid.
Suzanne M Cutts et al.
Molecular cancer therapeutics, 2(7), 661-670 (2003-07-29)
The anticancer anthracycline compound Adriamycin is a known topoisomerase II inhibitor but is also capable of exerting other cellular consequences. After intercalation, Adriamycin can form covalent adducts with DNA, and the magnitude of these adducts appears to be limited by
Belinda S Parker et al.
Oncology research, 14(6), 279-290 (2004-06-23)
The ability of mitoxantrone to form DNA adducts was investigated in a series of human tumor cell lines consisting of human cervical cancer (HeLa), human breast cancer (MCF-7), and human neuroblastoma (IMR-32) cells. The mitoxantrone-resistant human promyelocytic leukemia cell line