AN 9 | CAS# 37380-45-3 | Butyric Acid Derivative

MedKoo Cat#: 573140 | Name: AN 9

Description:

WARNING: This product is for research use only, not for human or veterinary use.

AN 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.

Chemical Structure

AN 9

CAS#37380-45-3

Theoretical Analysis

MedKoo Cat#: 573140

Name: AN 9

CAS#: 37380-45-3

Chemical Formula: C10H18O4

Exact Mass: 202.1205

Molecular Weight: 202.25

Elemental Analysis: C, 59.39; H, 8.97; O, 31.64

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

AN 9, AN-9, AN9, AN 9 (ion exchanger)

IUPAC/Chemical Name

(pivaloyloxy)methyl butyrate

InChi Key

GYKLFBYWXZYSOW-UHFFFAOYSA-N

InChi Code

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

SMILES Code

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

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 202.25 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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.