AN-9

Names

[ Name ]:
AN-9

[Synonym ]:
pivaloyloxymethyl butyrate
Pivanex(TM)
((2,2-Dimethylpropanoyl)oxy)methyl butanoate
Pivanex
Butanoic acid,(2,2-dimethyl-1-oxopropoxy)methyl ester
Pivaloyloxymethyl butyrate Pivanex

Chemical & Physical Properties

[ Density]:
1.008g/cm3

[ Boiling Point ]:
249.3ºC at 760mmHg

[ Molecular Formula ]:
C₁₀H₁₈O₄

[ Molecular Weight ]:
202.24800

[ Flash Point ]:
113ºC

[ Exact Mass ]:
202.12100

[ PSA ]:
52.60000

[ LogP ]:
1.87650

[ Vapour Pressure ]:
0.0231mmHg at 25°C

[ Index of Refraction ]:
1.43

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EK7825000

CHEMICAL NAME :: Butanoic acid, (2,2-dimethyl-1-oxopropoxy)methyl ester

CAS REGISTRY NUMBER :: 122110-53-6

LAST UPDATED :: 199706

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H18-O4

MOLECULAR WEIGHT :: 202.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Parenteral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1360 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 35,687,1992

Safety Information

[ RIDADR ]:
NONH for all modes of transport

Articles

A phase I study of pivaloyloxymethyl butyrate, a prodrug of the differentiating agent butyric acid, in patients with advanced solid malignancies.

Clin. Cancer Res. 8(7) , 2142-8, (2002)

Pivaloyloxymethyl butyrate (AN-9), an acyloxyalkyl ester prodrug of butyric acid (BA), has demonstrated greater potency than BA at inducing malignant cell differentiation and tumor growth inhibition a...

Anticancer derivative of butyric acid (Pivalyloxymethyl butyrate) specifically potentiates the cytotoxicity of doxorubicin and daunorubicin through the suppression of microsomal glycosidic activity.

Mol. Pharmacol. 58(1) , 27-36, (2000)

Pivalyloxymethyl butyrate (AN9) is an anticancer derivative of butyric acid. In this study, doxorubicin (DXR) and AN9 synergistically inhibited the growth of lymphoma and lung carcinoma cells, whereas...

Effect of the cytostatic butyric acid pro-drug, pivaloyloxymethyl butyrate, on the tumorigenicity of cancer cells.

J. Cancer Res. Clin. Oncol. 123(5) , 267-71, (1997)

Previously we have shown that pivaloyloxymethyl butyrate (AN-9), a pro-drug of butyric acid (BA), is a differentiation-inducing agent in a variety of cells. In this report, we demonstrate that AN-9 is...

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1-[5-(Hydroxymethyl)-1,3-thiazol-2-yl]butan-1-one
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4-(Adamantan-1-yl)-2,2-difluorobutan-1-amine
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