5-Aminoindole - ≥97% , CAS No.5192-03-0

CAS: 5192-03-0 Cat. No.: A107386 Molecular Weight: 132.16 Beilstein Registry Number: 112348 EC Number: 225-977-2

GRADE & PURITY ≥97%

Synonyms

AB00443549-03 | Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 4,5,6,7-tetrachloro-3',6'-dihydroxy- | SCHEMBL130519 | A22084 | 5-AMINO-1H-INDOLE | 5amino-1H-indole | DTXSID5063734 | 5-amino indole | CHEBI:33067 | Thiophene-2-methanethiol | 1H-Indol-5-am

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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

Specifications

Synonyms

AB00443549-03 | Spiro(isobenzofuran-1(3H), 9'-(9H)xanthen)-3-one, 4, 5, 6, 7-tetrachloro-3', 6'-dihydroxy- | SCHEMBL130519 | A22084 | 5-AMINO-1H-INDOLE | 5amino-1H-indole | DTXSID5063734 | 5-amino indole | CHEBI:33067 | Thiophene-2-methanethiol | 1H-Indol-5-am

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488185633
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488185633
• Canonical Smiles: C1=CC2=C(C=CN2)C=C1N
• IUPAC Name: 1H-indol-5-amine
• InChIKey: ZCBIFHNDZBSCEP-UHFFFAOYSA-N
• INCHI: 1S/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2
• Isomeric SMILES: C1=CC2=C(C=CN2)C=C1N
• WGK Germany: 3
• Molecular Weight: 132.16
• Beilstein: 112348
• Reaxy-Rn: 112348
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=112348&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles
• Alternative Parents: Benzenoids Pyrroles Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
• External Descriptors: indolamine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CDK5 Tchem Cyclin-dependent kinase 5/CDK5 activator 1 (3697 Activities)

Discover Target: CDK5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSP90AA1 Tchem Heat shock protein HSP90 (3606 Activities)

Discover Target: HSP90AA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Mycolicibacterium smegmatis (8003 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Sensitivity: Air & Light Sensitive
• Boil Point(°C): 190 °C
• Melt Point(°C): 131-133°C
• Molecular Weight: 132.160 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.069 Da
• Monoisotopic Mass: 132.069 Da
• Topological Polar Surface Area: 41.800 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 124.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Lin Zhou, Linfang Zhou, Ruiqi Chen, Guanjun Chang, Kuibao Zhang, Mao Chen.  (2023)  Coded Interlocked Covalent Adaptable Networks Enabled by Parallel Connections of Cation−π Interactions and Aromatic Disulfide Bonds in Epoxy.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.3c01560]

2. Linfang Zhou, Lin Zhou, Ming Kang, Xiuli Zhao, Guanjun Chang, Mao Chen.  (2022)  Tough non-covalent adaptable networks: Cation-π cross-linked rigid epoxy.  POLYMER,      [PMID:] [10.1016/j.polymer.2022.124626]

3. Yi Xu, Nan Yang, Yujia Liu, Zhengbai Li, Qiang He, Chao Li.  (2020)  Improvement of aldehyde-functional polybenzoxazine processability and mechanical properties achieved by 5-aminoindole/benzoxazine copolymerization.  POLYMER INTERNATIONAL,  70  (5): (612-618).  [PMID:] [10.1002/pi.6144]