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Sigma-Aldrich

6-Hydroxy-1-indanone

97%

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About This Item

Empirical Formula (Hill Notation):
C9H8O2
CAS Number:
62803-47-8
Molecular Weight:
148.16
MDL number:
MFCD00513530
UNSPSC Code:
12352100
PubChem Substance ID:
24882631
NACRES:
NA.22

assay

97%

form

solid

mp

154-158 °C (lit.)

SMILES string

Oc1ccc2CCC(=O)c2c1

InChI

1S/C9H8O2/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5,10H,2,4H2

InChI key

MOANRQDXNNXOLW-UHFFFAOYSA-N

Application

6-Hydroxy-1-indanone can be used in the synthesis of tetracyclic ketones intermediates during the total syntheses of (±)-frondosin C and (±)-8-epi-frondosin C. It can also be used in the synthesis of 1,4-dihydroindeno[1,2-c]pyrazoles, which can act like potent CHK-1 inhibitors, thereby inhibiting the growth of cancer cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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"Total syntheses of (?)-frondosin C and (?)-8-epi-frondosin C via a tandem anionic 5-exo dig cyclization?Claisen rearrangement sequence"
Li X. et al.
Tetrahedron, 63(09), 1899-1906 (2007)
"Cyanopyridyl containing 1, 4-dihydroindeno [1, 2-c] pyrazoles as potent checkpoint kinase 1 inhibitors: Improving oral biovailability"
Tong Y, et al.
Bioorganic & Medicinal Chemistry, 17(20), 5665-5670 (2007)

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