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219878 Sigma-Aldrich

4-Hydroxyindole

99%

Synonym: 4-Hydroxyindole, 4-Indolol

  • CAS Number 2380-94-1

  • Empirical Formula (Hill Notation) C8H7NO

  • Molecular Weight 133.15

  •  Beilstein/REAXYS Number 114905

  •  EC Number 219-177-2

  •  MDL number MFCD00005667

  •  PubChem Substance ID 24853151

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   NLMQHXUGJIAKTH-UHFFFAOYSA-N
assay   99%
mp   97-99 °C (lit.)

Description

General description

Glucouridination of 4-hydroxyindole by human uridine 5′-diphospho-glucuronosyltransferase has been repotrted.

Application

• Reactant for preparation of N-β-D-xylosyl-indole derivatives as SGLT2 inhibitors for management of hyperglycemia in diabetes
• Reactant for preparation of small molecules targeting interaction between HIV-1 integrase and LEDGF/p75 cofactor
• Reactant for preparation of dopamine D2 receptor antagonists
• Reactant for preparation of SCD inhibitor MF-438
• Reactant for preparation of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
• Reactant for preparation of indole/quinoline carbothioic acid amide derivatives as HCV inhibitors

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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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

Peer-Reviewed Papers
15

References

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