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DPQ

Product Name
DPQ
CAS No.
129075-73-6
Chemical Name
DPQ
Synonyms
DPQ;DMEM(Low Glucose);DPQ, PARP-1 inhibitor;PARP Inhibitor III, DPQ;PARP Inhibitor III, DPQ - CAS 129075-73-6 - Calbiochem;3,4-DIHYDRO-5[4-(1-PIPERINDINYL)BUTOXY]-1(2H)-ISOQUINOLINE;3,4-DIHYDRO-5[4-(1-PIPERIDINYL)BUTOXYL]-1(2H)-ISOQUINOLINE;5-(4-piperidin-1-ylbutoxy)-3,4-dihydro-2H-isoquinolin-1-one;3,4-DIHYDRO-5-[4-(1-PIPERIDINYL)BUTOXY]-1(2H)-ISOQUINOLINONE;3,4-DIHYDRO-5-[4-(1-PIPERIDINYL)BUTOXYL]-1(2H)-ISOQUINOLINONE
CBNumber
CB5126204
Molecular Formula
C18H26N2O2
Formula Weight
302.41
MOL File
129075-73-6.mol
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DPQ Property

Melting point:
107-109°
Boiling point:
528.8±50.0 °C(Predicted)
Density 
1.096±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: Soluble
form 
solid
pka
14.54±0.20(Predicted)
color 
White to off-white
biological source
synthetic (organic)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D5314
Product name
DPQ
Purity
≥98% (HPLC), solid
Packaging
1mg
Price
$114
Updated
2025/07/31
Sigma-Aldrich
Product number
300270
Product name
PARP Inhibitor III, DPQ
Packaging
1mg
Price
$134
Updated
2025/07/31
Cayman Chemical
Product number
14450
Product name
DPQ
Purity
≥99%
Packaging
1mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
14450
Product name
DPQ
Purity
≥99%
Packaging
5mg
Price
$201
Updated
2024/03/01
Sigma-Aldrich
Product number
D5314
Product name
DPQ
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$387
Updated
2025/07/31
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DPQ Chemical Properties,Usage,Production

Description

The poly(ADP-ribose) polymerases (PARPs) form a family of enzymes with roles in DNA repair and apoptosis, particularly in response to reactive oxygen and nitrogen species. DPQ is a potent inhibitor of PARPs, inhibiting PARP1 with an IC50 value of 40 nM. It is approximately 10-fold less potent against PARP2. DPQ can be used in either cells or in animals.

Uses

DPQ has been used as a PARP1 (poly(ADP-ribose) polymerase 1) inhibitor in in vivo studies to determine the loss of γ-H2AX (H2A histone family member X) upon irradiation.

Uses

3,4-Dihydro-5-[4-(1-piperidinyl)butoxy]-1(2H)-isoquinolinone is a potent inhibitor of poly(ADP-ribose) polymerases, a family of enzymes that plays a crucial role in DNA repair and apoptosis in respons e to reactive oxygen and nitrogen species.

Uses

Reagent for inhibition of PARP.

Biochem/physiol Actions

3,4-Dihydro-5-[4-(1-piperidinyl)butoxyl]-1(2H)-isoquinolinone (DPQ) is known to decrease the PARP 1 (poly(ADP-ribose) polymerase 1) mediated apoptosis under the influence of ischemia. It is considered as more effective inhibitor than the traditionally used PARP1 inhibitor 3-aminobenzamide.

in vivo

DPQ (10 mg/kg; intraperitoneal injection; single dose; 6 h) significantly attenuates lung inflammation, neutrophil infiltration, and vascular leakage in LPS-induced acute lung injury model of C57BL/6 mice, inhibiting NF-κB pathway activation[2].
DPQ (10 mg/kg; intraperitoneal injection; single dose; 4 weeks) improves cardiac function and reduced apoptosis and oxidative stress in myocardial infarction model of Wistar rats[3].

Animal Model:LPS-Induced Acute Lung Injury Model in C57BL/6 mice (male, 8-10 weeks old)
Dosage:10 μg/kg (dissolved in 0.01% DMSO (PBS)
Administration:Intraperitoneal injection, 30 min after LPS chanllenge (7.5 mg/kg; ip; single dose)
Result:Reduced neutrophil infiltration (50% decrease), MPO activity (40% decrease), and pro-inflammatory cytokines (TNF-α, IL-1β, IL-6) in lungs.
Restored vascular permeability (Evans blue extravasation reduced by 35%), and inhibited apoptotic cell death (TUNEL-positive cells decreased by 45%).
Suppressed NF-κB activation with reduced IkB-α degradation and p65 phosphorylation.
Animal Model: Myocardial Infarction model in Wistar rats (male, 4 months old) via coronary artery ligation[3]
Dosage:10 mg/kg (dissolved in DMSO)
Administration:Intraperitoneal injection, single dose immediately after MI induction
Result:Improved cardiac function (FS increased by 25%, EDD/ESD reduced by 15%), decreased apoptotic cardiomyocytes (TUNEL-positive cells reduced by 40%), and suppressed cleaved caspase-3 and PARP1 expression. Oxidative stress markers (O2-, nitrotyrosine) were reduced by 30-40% in infarcted myocardium.

IC 50

PARP-1

storage

+4°C

References

[1] D DAVAR. Role of PARP inhibitors in cancer biology and therapy.[J]. Current medicinal chemistry, 2012, 19 23: 3907-3921. DOI: 10.2174/092986712802002464
[2] MARLENE T MATHEWS  Bradford C B. PARP-1 inhibition prevents oxidative and nitrosative stress-induced endothelial cell death via transactivation of the VEGF receptor 2.[J]. Arteriosclerosis, Thrombosis, and Vascular Biology, 2008, 28 4: 711-717. DOI: 10.1161/atvbaha.107.156406
[3] GABRIELE COSTANTINO. Modeling of Poly(ADP-ribose)polymerase (PARP) Inhibitors. Docking of Ligands and Quantitative Structure?Activity Relationship Analysis[J]. Journal of Medicinal Chemistry, 2001, 44 23: 3786-3794. DOI: 10.1021/jm010116l
[4] TOBIAS ELTZE. Imidazoquinolinone, imidazopyridine, and isoquinolindione derivatives as novel and potent inhibitors of the poly(ADP-ribose) polymerase (PARP): a comparison with standard PARP inhibitors.[J]. ACS Applied Electronic Materials, 2008: 1587-1598. DOI: 10.1124/mol.108.048751
[5] ELENA FONFRIA. TRPM2 channel opening in response to oxidative stress is dependent on activation of poly(ADP-ribose) polymerase[J]. British Journal of Pharmacology, 2009, 143 1: 186-192. DOI: 10.1038/sj.bjp.0705914
[6] L. GIOVANNELLI. Comet Assay as a Novel Approach for Studying DNA Damage in Focal Cerebral Ischemia: Differential Effects of NMDA Receptor Antagonists and Poly(ADP-Ribose) Polymerase Inhibitors[J]. Journal of Cerebral Blood Flow & Metabolism, 2002, 39 1 1: 697-704. DOI: 10.1097/00004647-200206000-00008

DPQ Preparation Products And Raw materials

Raw materials

Preparation Products

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DPQ Suppliers

SIGMA-RBI
Tel
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Fax
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Country
Switzerland
ProdList
6896
Advantage
91
AXXORA, LLC
Tel
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Fax
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Email
alexis-ch@alexis-corp.com
Country
Switzerland
ProdList
1104
Advantage
80
Alexis Corporation
Tel
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Fax
--
Email
alexis-ch@alexis-corp.ch
Country
Switzerland
ProdList
3599
Advantage
74

129075-73-6, DPQRelated Search:


  • PARP Inhibitor III, DPQ
  • 5-(4-piperidin-1-ylbutoxy)-3,4-dihydro-2H-isoquinolin-1-one
  • DPQ
  • 3,4-DIHYDRO-5-[4-(1-PIPERIDINYL)BUTOXY]-1(2H)-ISOQUINOLINONE
  • 3,4-DIHYDRO-5[4-(1-PIPERIDINYL)BUTOXYL]-1(2H)-ISOQUINOLINE
  • 3,4-DIHYDRO-5-[4-(1-PIPERIDINYL)BUTOXYL]-1(2H)-ISOQUINOLINONE
  • 3,4-DIHYDRO-5[4-(1-PIPERINDINYL)BUTOXY]-1(2H)-ISOQUINOLINE
  • 5-[4-(1-PIPERIDINYL)-BUTYLOXY]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-ONE
  • PARP Inhibitor III, DPQ - CAS 129075-73-6 - Calbiochem
  • 1(2H)-Isoquinolinone, 3,4-dihydro-5-[4-(1-piperidinyl)butoxy]-
  • DMEM(Low Glucose)
  • DPQ, PARP-1 inhibitor
  • 5-(4-(piperidin-1-yl)butoxy)-3,4-dihydroisoquinolin-1(2H)-one
  • 129075-73-6
  • BioChemical
  • Apoptosis and Cell Cycle
  • Cell Biology
  • Cell Signaling and Neuroscience
  • PARP Regulators
  • PARP