ChemicalBook > CAS DataBase List > HPOB

HPOB

Product Name: HPOB
CAS No.: 1429651-50-2
Chemical Name: HPOB
Synonyms: HPOB;CS-1829;HPOB, 10 mM in DMSO;HPOB,HDAC6 inhibitor;N-hydroxy-4-(2-((2-hydroxyethyl)(phenyl)amino)-2-oxoethyl)benzamide;4-[(Hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl-benzeneacetamide;Benzeneacetamide, 4-[(hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl-;4-[(hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl- benzeneacetamide HPOB
CBNumber: CB82730376
Molecular Formula: C17H18N2O4
Formula Weight: 314.34
MOL File: 1429651-50-2.mol

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HPOB Property

storage temp.: 2-8°C
solubility: DMSO: soluble1mg/mL, clear (warmed)
form: powder
color: white to beige
InChI: InChI=1S/C17H18N2O4/c20-11-10-19(15-4-2-1-3-5-15)16(21)12-13-6-8-14(9-7-13)17(22)18-23/h1-9,20,23H,10-12H2,(H,18,22)
InChIKey: RFAZNTABYJYOAR-UHFFFAOYSA-N
SMILES: C1(CC(N(CCO)C2=CC=CC=C2)=O)=CC=C(C(NO)=O)C=C1

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0906
Product name: HPOB
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $115.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML0906
Product name: HPOB
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $477
Updated: 2022/05/15

Cayman Chemical

Product number: 15066
Product name: HPOB
Purity: ≥95%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 15066
Product name: HPOB
Purity: ≥95%
Packaging: 5mg
Price: $100
Updated: 2024/03/01

Cayman Chemical

Product number: 15066
Product name: HPOB
Purity: ≥95%
Packaging: 10mg
Price: $184
Updated: 2024/03/01

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HPOB Chemical Properties,Usage,Production

Uses

HPOB is a histone deacetylase 6 inhibitor used in the enhancement of anti-cancer drugs.

Biological Activity

HPOB is a very potent, selective inhibitor of HDAC6. HPOB inhibits proliferation of normal and transformed cell lines but does not induce cell death. The compound HPOB potentiates the effects of DNA-damaging cytotoxic anti-cancer drugs.

Synthesis

1429653-16-6

1429651-50-2

4-(2-((((tert-butyldimethylsilyl)oxy)ethyl)(phenyl)amino)-2-oxoethyl)-N-hydroxybenzamide (16 mg, 0.037 mmol) was used as a starting material, which was dissolved in a solution (3 mL) of dichloromethane (CH2Cl2) containing 5% trifluoroacetic acid (TFA) and the reaction was stirred for 5 minutes. After completion of the reaction, the organic phase was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography with the eluent dichloromethane/methanol (10:1, v/v) to afford the target compound N-hydroxy-4-(2-((2-hydroxyethyl)(phenyl)amino)-2-oxoethyl)benzamide in a yield of 8 mg and 68%. Thin layer chromatography (TLC) Rf value was 0.23 (unfolding agent: dichloromethane/methanol, 10:1). Nuclear magnetic resonance hydrogen spectrum (1H NMR, CD3OD, 400 MHz): δ 7.64 (d, J = 8.4 Hz, 2H), 7.45 (m, 3H), 7.29 (d, J = 8.0 Hz, 2H), 7.14 (d, J = 8.0 Hz, 2H), 3.86 (t, J = 6.0 Hz, 2H), 3.68 (t, J = 6.0 Hz. 2H), 3.55 (s, 2H). NMR carbon spectrum (13C NMR, CD3OD, 100 MHz): δ 172.0, 166.9, 142.7, 139.7, 130.9, 129.9, 129.4, 128.7, 128.5, 127.1, 58.8, 51.8, 41.0. mass spectra (APCI+): [M + H]+ m/z = 315.26 .

in vivo

HPOB (300 mg/kg; i.p.; daily for 18 days) and SAHA (50 mg/kg) causes suppression of the growth of established CWR22 tumors^[1].

Animal Model:	Nude mice (CWR22 human prostate cancer xenograf)^[1]
Dosage:	300 mg/kg
Administration:	I.p.; daily for 18 days
Result:	Combination with SAHA showed significant shrinkage of CWR22 tumors.

IC 50

HDAC6: 0.056 μM (IC₅₀); HDAC3/NCOR2: 1.7 μM (IC₅₀); HDAC8: 2.8 μM (IC₅₀); HDAC1: 2.9 μM (IC₅₀); HDAC10: 3.0 μM (IC₅₀); HDAC2: 4.4 μM (IC₅₀)

References

[1] Patent: WO2013/52110, 2013, A1. Location in patent: Page/Page column 46; 48

HPOB Preparation Products And Raw materials

Raw materials

Preparation Products

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HPOB Suppliers

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1429651-50-2, HPOBRelated Search:

HPOB

N-hydroxy-4-(2-((2-hydroxyethyl)(phenyl)amino)-2-oxoethyl)benzamide

4-[(hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl- benzeneacetamide HPOB

4-[(Hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl-benzeneacetamide

CS-1829

Benzeneacetamide, 4-[(hydroxyamino)carbonyl]-N-(2-hydroxyethyl)-N-phenyl-

HPOB,HDAC6 inhibitor

HPOB, 10 mM in DMSO

1429651-50-2

Inhibitors