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37380-45-3
  • names:

    (pivaloyloxy)methyl butyrate

  • CAS号:

    37380-45-3

    MDL Number:
  • MF(分子式): C10H18O4 MW(分子量): 202.25
  • EINECS: Reaxys Number:
  • Pubchem ID: Brand:BIOFOUNT
AN 9
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中文别名 AN 9
英文别名 AN 9, AN-9, AN9, AN 9 (ion exchanger)
CAS号 37380-45-3
Inchi 1S/C10H18O4/c1-5-6-8(11)13-7-14-9(12)10(2,3)4/h5-7H2,1-4H3
InchiKey GYKLFBYWXZYSOW-UHFFFAOYSA-N
分子式 Formula C10H18O4
分子量 Molecular Weight 202.25
溶解度Solubility
性状 Solid powder
储藏条件 Storage conditions Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).
产品说明 AN 9(CAS:37380-45-3):仅限应用于工业或者科学研究过程中非医疗目的,不应用于人类或动物的临床诊断以及治过程疗,该产品非药用,非食用。
IntroductionAN 9, also known as pivaloyloxymethyl butyrate, is a butyric acid derivative previously shown to be a potent differentiating agent. AN-9 exerts significant anticancer activity in vitro and in vivo. AN-9 induces cell death by apoptosis. Apoptosis by AN-9 was accompanied by reduction in Bcl-2 expression. Preincubation with antioxidants did not protect HL-60 cells from apoptosis induced by AN-9. In one study, HL-60 cells that were induced to differentiate by preincubation with retinoic acid or low AN-9 concentrations were more resistant to apoptosis, induced later by high concentrations of AN-9, than were undifferentiated cells.
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[1]Tarasenko N, Nudelman A, Tarasenko I, Entin-Meer M, Hass-Kogan D, Inbal A, Rephaeli A. Histone deacetylase inhibitors: the anticancer, antimetastatic and antiangiogenic activities of AN-7 are superior to those of the clinically tested AN-9 (Pivanex). Clin Exp Metastasis. 2008;25(7):703-16. doi: 10.1007/s10585-008-9179-x. Epub 2008 May 28. PubMed PMID: 18506586.
[2]Blank-Porat D, Gruss-Fischer T, Tarasenko N, Malik Z, Nudelman A, Rephaeli A. The anticancer prodrugs of butyric acid AN-7 and AN-9, possess antiangiogenic properties. Cancer Lett. 2007 Oct 18;256(1):39-48. Epub 2007 Jul 3. PubMed PMID: 17611019.
[3] Parker BS, Rephaeli A, Nudelman A, Phillips DR, Cutts SM. Formation of mitoxantrone adducts in human tumor cells: potentiation by AN-9 and DNA methylation. Oncol Res. 2004;14(6):279-90. PubMed PMID: 15206490.
[4] Batova A, Shao LE, Diccianni MB, Yu AL, Tanaka T, Rephaeli A, Nudelman A, Yu J. The histone deacetylase inhibitor AN-9 has selective toxicity to acute leukemia and drug-resistant primary leukemia and cancer cell lines. Blood. 2002 Nov 1;100(9):3319-24. PubMed PMID: 12384433.
[5] Zimra Y, Wasserman L, Maron L, Shaklai M, Nudelman A, Rephaeli A. Butyric acid and pivaloyloxymethyl butyrate, AN-9, a novel butyric acid derivative, induce apoptosis in HL-60 cells. J Cancer Res Clin Oncol. 1997;123(3):152-60. PubMed PMID: 9119880.
6: Kasukabe T, Rephaeli A, Honma Y. An anti-cancer derivative of butyric acid (pivalyloxmethyl buterate) and daunorubicin cooperatively prolong survival of mice inoculated with monocytic leukaemia cells. Br J Cancer. 1997;75(6):850-4. PubMed PMID: 9062406; PubMed Central PMCID: PMC2063395.
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