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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

China 100 India 1 United Kingdom 1 United States 13 Global 115
Angel Pharmatech, Ltd.
Tel
17317130613
Fax
QQ3358272972
Email
3358272972@qq.com
Country
China
ProdList
3276
Advantage
58
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
AdooQ BioScience, LLC
Tel
+1 (866) 930-6790
Fax
+1 (866) 333-9607
Email
info@adooq.com
Country
United States
ProdList
2782
Advantage
58
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4757
Advantage
55
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Pharmacodia (Beijing) Co.,Ltd
Tel
+86-400-851-9921
Fax
+86-10-82826195
Email
sales@pharmacodia.com
Country
China
ProdList
2317
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
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60

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