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D5314

Sigma-Aldrich

DPQ

≥98% (HPLC), solid

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Synonym(s):
3,4-Dihydro-5-[4-(1-piperidinyl)butoxyl]-1(2H)-isoquinolinone
Empirical Formula (Hill Notation):
C18H26N2O2
CAS Number:
Molecular Weight:
302.41
MDL number:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

Assay

≥98% (HPLC)

form

solid

mp

107-109  °C

solubility

DMSO: 1 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

InChI

1S/C18H26N2O2/c21-18-16-7-6-8-17(15(16)9-10-19-18)22-14-5-4-13-20-11-2-1-3-12-20/h6-8H,1-5,9-14H2,(H,19,21)

InChI key

RVOUDNBEIXGHJY-UHFFFAOYSA-N

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This Item
300270C3118SML0525
Sigma-Aldrich

Sigma-Aldrich

D5314

DPQ

CPNQ ≥98% (HPLC), solid

Sigma-Aldrich

C3118

CPNQ

kb-NB142-70 ≥97% (HPLC)

Sigma-Aldrich

SML0525

kb-NB142-70

form

solid

form

solid

form

solid

form

powder

solubility

DMSO: 1 mg/mL, clear, colorless to faintly yellow

solubility

DMSO: 5 mg/mL

solubility

H2O: insoluble <2 mg/mL, DMSO: >5 mg/mL

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

biological source

synthetic (organic)

biological source

-

biological source

-

biological source

-

Application

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.

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.
DPQ is a very potent poly(ADP-ribose) polymerase (PARP) inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A series of dihydroisoquinolinones, formally rigid analogs of 3-substituted benzamides, and a series of 2,3-disubstituted benzamides were synthesized and evaluated as inhibitors of poly(ADP-ribose) polymerase. The results indicated that the orientation of the amide with respect to the substituent on
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