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375772

Sigma-Aldrich

1-Acetyl-3-indolecarboxaldehyde

98%

Synonym(s):

N-Acetylindol-3-carboxaldehyde, NSC 61289

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About This Item

Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
Molecular Weight:
187.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

165 °C (lit.)

SMILES string

CC(=O)n1cc(C=O)c2ccccc12

InChI

1S/C11H9NO2/c1-8(14)12-6-9(7-13)10-4-2-3-5-11(10)12/h2-7H,1H3

InChI key

LCJLFGSKHBDOAY-UHFFFAOYSA-N

General description

1-Acetyl-3-indolecarboxaldehyde participates in the preparation and characterization of three RNA-specific fluorescent probes (E36, E144 and F22), useful in live cell imaging.

Application

1-Acetyl-3-indolecarboxaldehyde may be used to prepare the thiosemicarbazones, via condensation reaction.
Reactant for synthesis of α-ketoamides as inhibitors of Dengue virus protease with antiviral activity in cell-culture
Reactant for preparation of homoallylic amines as antimicrobial agents
Reactant for preparation of pyrrole-based hydrazones as potential tuberculostatics
Reactant for synthesis of neoechinulin A and derivatives
Reactant for synthesis of substituted (Z)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-one and (Z)-(±)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-ol derivatives as potent thermal sensitizing agents
Reactant for preparation of RNA-specific live cell imaging probes E36, E144 and F22

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Synthesis, Characterization, and Crystal Structure Analysis of the First Terdentate [C, N, S] Thiosemicarbazone Complex with a Six-Membered Palladacycle: Influence of Steric Effects on Ring Size.
Amoedo A, et al.
European Journal of Inorganic Chemistry, 15, 3016-3021 (2006)
Qian Li et al.
Nature protocols, 1(6), 2922-2932 (2007-04-05)
This protocol outlines a methodology for the preparation and characterization of three RNA-specific fluorescent probes (E36, E144 and F22) and their use in live cell imaging. It describes a detailed procedure for their chemical synthesis and purification; serial product characterization

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