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Merck
CN

B8750

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:
Molecular Weight:
235.28
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Form:
solid
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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
  • reactant in Nazarov type electrocyclization
  • reactant in preparation inhibitors of Bcl-2 family of proteins
  • reactant for Mannich type coupling with aldehydes and secondary amines


pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Atlan, V.; et al.
Chemical Communications (Cambridge, England), 7, 918-918 (2003)
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
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



Global Trade Item Number

SKUGTIN
B8750-1G04061826141496