Skip to Content
Merck
All Photos(1)

Key Documents

A8236

Sigma-Aldrich

AN-9

≥95% (HPLC)

Synonym(s):

Pivaloyloxymethyl butyrate, Pivanex

Sign Into View Organizational & Contract Pricing


About This Item

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

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 Code

12 - Non Combustible Liquids

WGK

nwg

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
E Rabizadeh et al.
Leukemia research, 31(8), 1115-1123 (2007-02-03)
Chronic myelogenous leukemia (CML) is associated with the high TK activity chimeric protein BCR-ABL, known to contribute to cell tumorogenicity, resistance to apoptosis and differentiation. STI571, the TK inhibitor, is the current treatment for CML. One possible approach to overcome
T Kasukabe et al.
British journal of cancer, 75(6), 850-854 (1997-01-01)
A derivative of butyric acid, pivalyloxymethyl butyrate (AN-9), inhibited the proliferation and induced apoptosis of mouse monocytic leukaemia Mm-A cells, although sodium butyrate, but not AN-9, induced differentiation of the cells. AN-9 and DNA-specific antineoplastic agents synergistically inhibited the growth
L L Siu et al.
Investigational new drugs, 16(2), 113-119 (1998-12-16)
The anti-proliferative effects of pivaloyloxymethyl butyrate (AN-9), a butyric acid (BA) derivative with potent tumor-differentiating properties both in vitro and in vivo, was evaluated against colorectal, breast, lung, ovarian, renal cell, bladder, and other types of tumor colony-forming units in
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service