Shanghai Nianxing Industrial Co., Ltd
China
Product Name: AN-9
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Purity: 98.0%
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DC Chemicals Limited
China
Product Name: Pivanex
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Purity: 98.0%
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ShangHai DC Chemicals Co.,Ltd
China
Product Name: Pivanex
Price: ￥Inquiry/1g
Purity: 98.9%
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: pivalyloxymethyl butyrate
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Purity: 98.0%
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122110-53-6

122110-53-6 structure

122110-53-6 structure

Name: AN-9
Chemical Name: pivalyloxymethyl butyrate
CAS Number: 122110-53-6
Molecular Formula: C₁₀H₁₈O₄
Molecular Weight: 202.24800
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-06-04 12:12:59
Modify Date: 2024-01-08 18:35:44
Pivanex (AN-9), a derivative of Butyric acid, is an HDAC inhibitor with antimetastic and antiangiogenic properties. Pivanex down-regulates bcr-abl protein and enhances apoptosis[1].

Name	pivalyloxymethyl butyrate
Synonyms	pivaloyloxymethyl butyrate Pivanex(TM) ((2,2-Dimethylpropanoyl)oxy)methyl butanoate Pivanex Butanoic acid,(2,2-dimethyl-1-oxopropoxy)methyl ester Pivaloyloxymethyl butyrate Pivanex

Description	Pivanex (AN-9), a derivative of Butyric acid, is an HDAC inhibitor with antimetastic and antiangiogenic properties. Pivanex down-regulates bcr-abl protein and enhances apoptosis[1].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Inflammation/Immunology Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC Signaling Pathways >> Epigenetics >> HDAC
In Vitro	Pivanex (100-500 μM) exhibits significant anti-proliferation activity in K562 cells[1]. Pivanex (100-500 μM) also enhances apoptosis and caspase activity in K562 cells[1]. Pivanex (200 μM) induces enhancement in the G2-M phase, a moderate enhancement in the S phase and a slight reduction in G0-G1 of the cell cycle[1]. Pivanex (AN-9) has selective toxicity to acute leukemia and drug-resistant primary leukemia and cancer cell lines[2]. Cell Viability Assay[1] Cell Line: K562 cells. Concentration: 100-500 μM. Incubation Time: 24 hours. Result: Reduced the number of K562 viable cells significantly. 100 μM Pivanex with 0.125 or 0.25 μM STI571 reduced the number of viable cells synergistically. Apoptosis Analysis[1] Cell Line: K562 cells. Concentration: 100-500 μM. Incubation Time: 6-72 hours. Result: Increased the number of K562 apoptotic cells significantly. Increased the caspase activity in K562 cells significantly after only 4 h of incubation with 500 μM.
In Vivo	Pivanex (AN9, 200 mg/kg, b.i.d, daily) significantly improves the survival of SMN7 SMA mice. AN9 treatment also marked delays the end stage of disease as defined by the onset of body mass loss[3]. Animal Model: SMN7 SMA mice (SMN2+/+; SMN7+/+; mSmn−/−)[3]. Dosage: 200 mg/kg. Administration: Oral administration, b.i.d, at 09.00 and 17.00 daily. Result: Improved the mean lifespan of treated SMN7 SMA mice by 84.6%. Delayed the onset of body mass loss in SMN7 SMA mice by 94.9%.
References	[1]. Rabizadeh E, et al. Pivanex, a histone deacetylase inhibitor, induces changes in BCR-ABL expression and when combined with STI571, acts synergistically in a chronic myelocytic leukemia cell line. Leuk Res. 2007 Aug;31(8):1115-23. Epub 2007 Jan 30. [2]. Batova A, et al. 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. [3]. Edwards JD, et al. Effect of the Butyrate Prodrug Pivaloyloxymethyl Butyrate (AN9) on a Mouse Model for Spinal Muscular Atrophy. J Neuromuscul Dis. 2016 Nov 29;3(4):511-515.

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

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

RIDADR	NONH for all modes of transport