5-Nitroindole - ≥98% , CAS No.6146-52-7

CAS: 6146-52-7 Cat. No.: N107980 Molecular Weight: 162.15 Beilstein Registry Number: 383777 EC Number: 228-153-0

GRADE & PURITY ≥98%

Synonyms

NSC 520594 | AM81195 | SCHEMBL17347355 | STL555105 | SY006010 | 2HU | 5-nitro indole | Oprea1_492280 | 1H-Indole, 5-nitro- | 4-CYANO-4-PHENYLPIPERIDINEHYDROCHLORIDE | BBL101309 | NSC 520594 | AC-7395 | CCRIS 3255 | F8889-7938 | 5-Nitroindole | BCP00104 |

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

NSC 520594 | AM81195 | SCHEMBL17347355 | STL555105 | SY006010 | 2HU | 5-nitro indole | Oprea1_492280 | 1H-Indole, 5-nitro- | 4-CYANO-4-PHENYLPIPERIDINEHYDROCHLORIDE | BBL101309 | NSC 520594 | AC-7395 | CCRIS 3255 | F8889-7938 | 5-Nitroindole | BCP00104 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504753084
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753084
• Canonical Smiles: C1=CC2=C(C=CN2)C=C1[N+](=O)[O-]
• IUPAC Name: 5-nitro-1H-indole
• InChIKey: OZFPSOBLQZPIAV-UHFFFAOYSA-N
• INCHI: 1S/C8H6N2O2/c11-10(12)7-1-2-8-6(5-7)3-4-9-8/h1-5,9H
• Isomeric SMILES: C1=CC2=C(C=CN2)C=C1[N+](=O)[O-]
• WGK Germany: 3
• RTECS: NM1168200
• Molecular Weight: 162.15
• Beilstein: 383777
• Reaxy-Rn: 383777
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=383777&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: Nitroaromatic compounds Benzenoids Pyrroles Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Nitroaromatic compound - Benzenoid - Pyrrole - Heteroaromatic compound - C-nitro compound - Organic nitro compound - Organic oxoazanium - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - 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: Not available

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(non-human)

Salmonella typhimurium (15756 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

• Sensitivity: light sensitive
• Melt Point(°C): 140-142°C
• Molecular Weight: 162.150 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 162.043 Da
• Monoisotopic Mass: 162.043 Da
• Topological Polar Surface Area: 61.600 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 190.000
• 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. Shuchang Wu, Guodong Wen, Yang Su, Xiaoli Pan, Hua Yan, Jiangyong Diao, Hongyang Liu.  (2021)  Bottom-Up Approach Derived Iron and Nitrogen Cofunctionalized Carbon as Efficient Renewable Catalyst for Selective Reduction of Nitroarenes.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.1c00620]

2. Kang Feng, Chunhua Ni, Liangmin Yu, Wenjun Zhou, Xia Li.  (2019)  Synthesis and antifouling evaluation of indole derivatives.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:31325810] [10.1016/j.ecoenv.2019.109423]

3. Yu Hu, Hongchen Song, Zhenghua Qu, Jun Dong, Fengxing Jiang, Congcong Liu, Xiaofang Liu, Qinglin Jiang, Cheng Liu, Jingkun Xu, Peipei Liu.  (2025)  Effective electrodeposition of poly(5-nitroindole) loaded on LaNiO3/carbon cloth as high-performance electrode for supercapacitors.  JOURNAL OF ALLOYS AND COMPOUNDS,      [PMID:] [10.1016/j.jallcom.2025.184306]