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B8750

Sigma-Aldrich

1-Benzylindole-3-carboxaldehyde

Synonym(s):

1-Benzyl-3-formylindole, NSC 95434

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About This Item

Empirical Formula (Hill Notation):
C16H13NO
CAS Number:
10511-51-0
Molecular Weight:
235.28
MDL number:
MFCD00022894
UNSPSC Code:
12352100
PubChem Substance ID:
57653964

form

solid

storage temp.

−20°C

SMILES string

O=Cc1cn(Cc2ccccc2)c3ccccc13

InChI

1S/C16H13NO/c18-12-14-11-17(10-13-6-2-1-3-7-13)16-9-5-4-8-15(14)16/h1-9,11-12H,10H2

InChI key

OXCITQLDOUGVRZ-UHFFFAOYSA-N

Application

  • reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II[1]
  • reactant in Nazarov type electrocyclization[2]
  • reactant in preparation inhibitors of Bcl-2 family of proteins[3]
  • reactant for Mannich type coupling with aldehydes and secondary amines[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

pcodes

P280

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
114C0044
074K1131
048H1171
020K1637
019H0425

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Ritesh Singh et al.
Organic & biomolecular chemistry, 9(13), 4782-4790 (2011-02-25)
An easy, efficient and concise approach to tetrahydrofluorene [6,5,6]ABC tricyclic core embedded new polycycles has been achieved under relatively mild and catalytic Nazarov type electrocyclization conditions, using 2 mol% of Sc(OTf)(3) in anhydrous DCM (dichloromethane) at room temperature, with high
Bingcheng Zhou et al.
ChemMedChem, 6(5), 904-921 (2011-04-27)
A class of compounds with a common thiazolo[3,2-a]pyrimidinone motif has been developed as general inhibitors of Bcl-2 family proteins. The lead compound was originally identified in a random screening of a small compound library using a fluorescence polarization-based competitive binding
Atlan, V.; et al.
Chemical Communications (Cambridge, England), 7, 918-918 (2003)
Shuhong Wu et al.
Journal of medicinal chemistry, 54(8), 2668-2679 (2011-03-30)
To optimize the antitumor activity of oncrasin-1, a small molecule RNA polymerase II inhibitor, we evaluated 69 oncrasin-1 analogues for their cytotoxic activity against normal human epithelial cells and K-Ras mutant tumor cells. About 40 of those compounds were as

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