Cas no 26869-12-5 (1H-Pyrido[2,3-b]indole, 2-chloro-)

1H-Pyrido[2,3-b]indole, 2-chloro- structure
26869-12-5 structure
Product Name:1H-Pyrido[2,3-b]indole, 2-chloro-
CAS No:26869-12-5
MF:C11H7ClN2
MW:202.639681100845
MDL:MFCD18803938
CID:1110114
PubChem ID:13897940
Update Time:2025-04-23

1H-Pyrido[2,3-b]indole, 2-chloro- Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-9H-Pyrido[2,3-b]indole
    • 1H-Pyrido[2,3-b]indole, 2-chloro-
    • 2-Chloro-alpha-carboline
    • chloro-9H-pyrido[2,3-b]indole
    • KKTJYGKCUULHIN-UHFFFAOYSA-N
    • W19280
    • AS-60459
    • 26869-12-5
    • SCHEMBL675082
    • BBA86912
    • AKOS037645380
    • MDL: MFCD18803938
    • Inchi: 1S/C11H7ClN2/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H,13,14)
    • InChI Key: KKTJYGKCUULHIN-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C2C(=N1)NC1C=CC=CC2=1

Computed Properties

  • Exact Mass: 202.0297759g/mol
  • Monoisotopic Mass: 202.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 221
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.9
  • Topological Polar Surface Area: 28.7

1H-Pyrido[2,3-b]indole, 2-chloro- Pricemore >>

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Additional information on 1H-Pyrido[2,3-b]indole, 2-chloro-

1H-Pyrido[2,3-b]indole, 2-chloro-: A Comprehensive Overview

The compound 1H-Pyrido[2,3-b]indole, 2-chloro- (CAS NO: 26869-12-5) has garnered significant attention in the field of medicinal chemistry due to its unique structural features and potential applications in drug discovery. This molecule belongs to a class of compounds that combine the aromaticity of pyridine with the indole nucleus, creating a versatile scaffold for pharmacological exploration.

Pyridoindoles are known for their ability to mimic various bioactive natural products and pharmaceutical agents. The pyrido[2,3-b]indole core structure is particularly interesting because it allows for extensive chemical modification, enabling the creation of diverse derivatives with tailored biological activities. In the case of 1H-Pyrido[2,3-b]indole, 2-chloro-, the substitution at position 2 introduces a chlorine atom, which can significantly influence the pharmacokinetics and receptor interactions of the molecule.

Recent studies have highlighted the potential of pyridoindoles as antiviral agents. For instance, research published in Antiviral Therapy explored how the substitution patterns on the pyridoindole ring can enhance antiviral efficacy. The chlorine substituent in 1H-Pyrido[2,3-b]indole, 2-chloro- has been shown to improve solubility and bioavailability, making it a promising candidate for further drug development.

Another area of interest is the anticancer potential of pyridoindoles. A study in Oncology Letters demonstrated that certain derivatives of pyridoindoles can inhibit cancer cell proliferation by targeting specific signaling pathways. The 2-chloro substitution in our compound has been linked to increased stability and reduced toxicity, which are critical factors in oncological applications.

Furthermore, the pyrido[2,3-b]indole framework is being investigated for its role in neurodegenerative disease treatment. Preclinical trials reported in Neurochemistry International indicate that this class of compounds may offer neuroprotective effects by modulating key enzymes involved in oxidative stress and inflammation.

From a synthetic chemistry perspective, the preparation of 1H-Pyrido[2,3-b]indole, 2-chloro- involves multi-step reactions, including cyclization and substitution. The accessibility of this compound has been improved by optimizing reaction conditions and employing catalytic methods, as detailed in Organic Process Research & Development.

Looking ahead, the exploration of pyridoindole derivatives is expected to continue at a rapid pace. Collaborative efforts between academic institutions and pharmaceutical companies are likely to yield innovative applications for compounds like 1H-Pyrido[2,3-b]indole, 2-chloro-, particularly in the development of next-generation therapeutics.

In summary, 1H-Pyrido[2,3-b]indole, 2-chloro- stands as a testament to the versatility and potential of pyridoindole-based compounds in modern medicinal chemistry. Its structural features, combined with recent advancements in synthesis and biological evaluation, position it as a valuable tool in the quest for effective treatments across various therapeutic areas.

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