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156507

Sigma-Aldrich

9,10-Phenanthrenequinone

≥99%

Synonym(s):

9,10-Phenanthrenedione

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About This Item

Empirical Formula (Hill Notation):
C14H8O2
CAS Number:
84-11-7
Molecular Weight:
208.21
Beilstein:
608838
EC Number:
201-515-5
MDL number:
MFCD00001163
UNSPSC Code:
12352103
PubChem Substance ID:
24849615
NACRES:
NA.23

Assay

≥99%

impurities

<0.1% anthraquinone

mp

209-212 °C (lit.)

λmax

420 nm

SMILES string

O=C1C(=O)c2ccccc2-c3ccccc13

InChI

1S/C14H8O2/c15-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)16/h1-8H

InChI key

YYVYAPXYZVYDHN-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770) , PTPRC(5788)

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Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

473.0 °F

Flash Point(C)

245 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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9, 10-Phenanthrenequinone binary complexes of iron, cobalt, and nickel
Floriani, C., R. Henzi, and F. Calderazzo
J. Chem. Soc., Dalton Trans., 23, 2640-2642 (1972)
Molecular Properties of 9, 10-Phenanthrenequinone and Benzil
Muddasir, H., Lu, P., Gu, C., Wang, Z. M., Yang, S. M., Yang, B., &amp; Ma, Y. G.
Chemical Research in Chinese Universities, 25(6), 950-956 (2009)
Electronic structure and band alignment of 9, 10-phenanthrenequinone passivated silicon surfaces
Avasthi, Sushobhan, et al.
Surface Science, 605(13), 1308-1312 (2011)
Petr Milko et al.
Inorganic chemistry, 48(24), 11734-11742 (2009-11-26)
With the use of the model complexes [(PQ)FeCl(CH(3)O)](+), [(phen)FeCl(CH(3)O)](+), and [(PQ)(phen)FeCl(CH(3)O)](+), where PQ is 9,10-phenanthraquinone and phen is 1,10-phenanthroline, the reactivity of phenanthraquinone in complexes with iron(III) is investigated. It is shown that 9,10-phenanthraquinone takes part in redox processes occurring
Michael C Byrns et al.
Biochemical pharmacology, 75(2), 484-493 (2007-10-24)
Aldo-keto reductase (AKR) 1C3 (type 2 3alpha-HSD, type 5 17beta-HSD, and prostaglandin F synthase) regulates ligand access to steroid hormone and prostaglandin receptors and may stimulate proliferation of prostate and breast cancer cells. NSAIDs are known inhibitors of AKR1C enzymes.
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