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645532 Sigma-Aldrich

4-Cyanoindole

97%

Synonym: Indole-4-carbonitrile

  • CAS Number 16136-52-0

  • Empirical Formula (Hill Notation) C9H6N2

  • Molecular Weight 142.16

  •  MDL number MFCD00152045

  •  PubChem Substance ID 24883383

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   CEUFGDDOMXCXFW-UHFFFAOYSA-N
assay   97%
mp   117-121 °C (lit.)

Description

Application

Reactant for preparation of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators
Reactant for stereoselective preparation of γ-lactones via prolinol silyl ether catalyzed Friedel-Crafts alkylation reaction
Reactant for iridium-catalyzed borylation reactions
Reactant for parallel synthesis of N-benzylisatin oximes as JNK3 MAP kinase inhibitors
Reactant for preparation of N-aryl indoles
Reactant for preparation of conformationally restricted indole cyclopropylmethylamines as selective serotonin reuptake inhibitors

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

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Indoles, Purines, and Their Isosteres

Substituted indoles and purines have frequently been referred to as “privileged structures” since they are capable of binding to multiple receptors with high affinity, and thus have applications acro...
Keywords: Building blocks, Medicinal chemistry

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