Pivaloyloxymethyl butyrate
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Pivaloyloxymethyl butyrate
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CAS No:
122110-53-6
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Formula:
C10H18O4
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Chemical Name:
Pivaloyloxymethyl butyrate
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Synonyms:
Butanoic acid,(2,2-dimethyl-1-oxopropoxy)methyl ester;Pivaloyloxymethyl butyrate;AN 9;Pivanex
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CAS No:
Description
Pivaloyloxymethyl butyrate (AN-9), an acyloxyalkyl ester prodrug of butyric acid (BA), exhibited low toxicity and significant anticancer activity in vitro and in vivo. It shows greater potency than BA at inducing malignant cell differentiation and tumor growth inhibition and has demonstrated more favorable toxicological, pharmacological, and pharmaceutical properties than BA in preclinical studies.|Pivaloyloxymethylbutyrate is an acyloxyalkyl ester prodrug of butyric acid. Pivaloyloxymethylbutyrate inhibits histone deacetylase, resulting in cell differentiation, cell growth inhibition, and apoptosis. (NCI04)
Drug Information
Investigated for use/treatment in liver cancer, lung cancer, melanoma, and leukemia (lymphoid).
Pivaloyloxymethyl butyrate is a histone deacetylase inhibitor analog of butyric acid that causes apoptosis of cancer cells through signaling cellular differentiation. It is rapidly and extensively transported intracellularly because of its high lipophilicity, where it undergoes esterase-mediated hydrolysis to form pivalic acid, formaldehyde, and BA.
AN 9
Computed Properties
Molecular Weight:202.25
XLogP3:2.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:202.12050905
Monoisotopic Mass:202.12050905
Topological Polar Surface Area:52.6
Heavy Atom Count:14
Complexity:203
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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