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SML3705

Sigma-Aldrich

Olaparib

≥98% (HPLC)

Synonym(s):

1-(Cyclopropylcarbonyl)-4-[5-[(3,4-dihydro-4-oxo-1-phthalazinyl)methyl]-2-fluorobenzoyl]piperazine, 4-[[3-[[4-(Cyclopropylcarbonyl)-1-piperazinyl]carbonyl]-4-fluorophenyl]methyl]-1(2H)-phthalazinone, AZD-2281, KU-0059436

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About This Item

Empirical Formula (Hill Notation):
C24H23FN4O3
CAS Number:
763113-22-0
Molecular Weight:
434.46
MDL number:
MFCD13185161
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

Fc1c(cc(cc1)C=C4NNC(=O)c5c4cccc5)C(=O)N2CCN(CC2)C(=O)C3CC3

InChI

1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22(30)27-26-21)13-19(20)24(32)29-11-9-28(10-12-29)23(31)16-6-7-16/h1-5,8,13-14,16,26H,6-7,9-12H2,(H,27,30)

InChI key

JQYIJKFTPJWNFM-UHFFFAOYSA-N

Biochem/physiol Actions

Antineoplastic; Poly(ADP-ribose) polymerases-1 and 2 (PARP-1, PARP-2) inhibitor
Olaparib is an antineoplastic and potent inhibitor of poly(ADP-ribose) polymerases-1 and 2 (PARP-1, PARP-2) with an IC50 of 5 nM for PARP-1 and an IC50 of 1 nM for PARP-2. Olaparib is indicated to treat breast cancer, ovarian cancer, fallopian tube cancer, peritoneal cancer, pancreatic cancer, and prostate cancer.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H360D

Hazard Classifications

Acute Tox. 3 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000389460
0000389459
0000335191
0000319539
0000389460

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Allosteric regulation of DNA binding and target residence time drive the cytotoxicity of phthalazinone-based PARP-1 inhibitors
Cell Chemical Biology, 29(12), 1694-1708 (2022)
Joana M Senra et al.
Molecular cancer therapeutics, 10(10), 1949-1958 (2011-10-06)
PARP-1 is a critical enzyme in the repair of DNA strand breaks. Inhibition of PARP-1 increases the effectiveness of radiation in killing tumor cells. However, although the mechanism(s) are well understood for these radiosensitizing effects in vitro, the underlying mechanism(s)
Evolution of poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors. From concept to clinic.
Dana V Ferraris
Journal of medicinal chemistry, 53(12), 4561-4584 (2010-04-07)

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