EMAIL THIS PAGE TO A FRIEND
A59654 Sigma-Aldrich

5-Aminoindole

97%

Synonym: 5-Indolamine, NSC 61452

  • CAS Number 5192-03-0

  • Empirical Formula (Hill Notation) C8H8N2

  • Molecular Weight 132.16

  •  Beilstein/REAXYS Number 112348

  •  EC Number 225-977-2

  •  MDL number MFCD00005679

  •  PubChem Substance ID 24891044

  •  NACRES NA.22

Purchase

Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
assay   97%
mp   131-133 °C (dec.) (lit.)
SMILES string   Nc1ccc2[nH]ccc2c1
InChI   1S/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
InChI key   ZCBIFHNDZBSCEP-UHFFFAOYSA-N

Description

Application

Reactant for preparation of:
• Smac mimetics that bind to the BIR2 domain of the anti-apoptotic protein XIAP
• Cytotoxic and antimitotic agents
• Insulin-like growth factor 1 receptor inhibitors
• Antitumoral agents
• Factor Xa inhibitor
• Potential antivascular agents
• Gli1-mediated transcription in the Hedgehog pathway
• Inhibitors of receptor tyrosine kinase with antiangiogenic effects
• PKCθ inhibitors
• HIV protease inhibitors

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Meet Synthia - Retrosynthesis Sofware
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

Related Content

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

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?