5-Chloroindole - ≥98% , CAS No.17422-32-1

CAS: 17422-32-1 Cat. No.: C119122 Molecular Weight: 151.6 Beilstein Registry Number: 2651 EC Number: 241-448-9

GRADE & PURITY ≥98%

Synonyms

AB00485 | Q27451623 | STK503692 | A811622 | EN300-68660 | AM20061192 | N-Fluorodi(benzenesulfonyl)amine | NSC 89562 | AKOS000266642 | 3fue | 5-Chloro-1H-indole | BBL037749 | CG-0504 | 1H-Indole, 5-chloro- | 5-chloro-1H-indole. | C-4218 | 5-chloranyl-1H-in

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent. 5-Chloroindole is a 5-substituted indole. It undergoes electropolymerization to form a redox-active film consisting of a cyclic trimer and chains of linked cyclic trimer (polymer).It is a potential positive allosteric modulator (PAM) of the 5-HT3 receptor.It has been reported as strong inhibitor of the copper dissolution in acidic sodium chloride solution.It has been tested as corrosion inhibitor of mild steel in 1N deaerated sulphuric acid. Synthesis of 5-chloroindole, via nitration of indoline has been described.

Specifications

Synonyms

AB00485 | Q27451623 | STK503692 | A811622 | EN300-68660 | AM20061192 | N-Fluorodi(benzenesulfonyl)amine | NSC 89562 | AKOS000266642 | 3fue | 5-Chloro-1H-indole | BBL037749 | CG-0504 | 1H-Indole, 5-chloro- | 5-chloro-1H-indole. | C-4218 | 5-chloranyl-1H-in

Specifications & Purity

≥98%

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

≥98%

Names and Identifiers

• Pubchem Sid: 504755864
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755864
• Canonical Smiles: C1=CC2=C(C=CN2)C=C1Cl
• IUPAC Name: 5-chloro-1H-indole
• InChIKey: MYTGFBZJLDLWQG-UHFFFAOYSA-N
• INCHI: 1S/C8H6ClN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
• Isomeric SMILES: C1=CC2=C(C=CN2)C=C1Cl
• WGK Germany: 3
• Molecular Weight: 151.6
• Beilstein: 2651
• Reaxy-Rn: 2651
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2651&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 Aryl chlorides Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Benzenoid - Aryl halide - Aryl chloride - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen 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(Human)

LTA4H Tchem Leukotriene A4 hydrolase (1442 Activities)

Discover Target: LTA4H

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

NR4A2 Tchem Nuclear receptor subfamily 4 group A member 2 (460 Activities)

Discover Target: NR4A2

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

Associated Targets(non-human)

Blood (6 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 alcohol.
• Sensitivity: air&light sensitive
• Boil Point(°C): 130 °C/0.4 mmHg
• Melt Point(°C): 69-71°C
• Molecular Weight: 151.590 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 151.019 Da
• Monoisotopic Mass: 151.019 Da
• Topological Polar Surface Area: 15.800 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 126.000
• 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. Chunyan Wang, Jihuai Wu, Shibo Wang, Zhongliang Yan, Xuping Liu, Guodong Li, Liqiang Chen, Sijia Zhu, Weihai Sun, Zhang Lan.  (2021)  5-Chloroindole as Interface Modifier to Improve the Efficiency and Stability of Planar Perovskite Solar Cells.  Solar RRL,  6  (4): (2100995).  [PMID:] [10.1002/solr.202100995]