Tetrahydrocarbazole

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Tetrahydrocarbazole
Tetrahydrocarbazole.svg
Names
IUPAC name
2,3,4,9-tetrahydro-1H-carbazole
Other names
1,2,3,4-Tetrahydrocarbazole
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.012.168 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 213-385-7
PubChem CID
UNII
  • InChI=1S/C12H13N/c1-3-7-11-9(5-1)10-6-2-4-8-12(10)13-11/h1,3,5,7,13H,2,4,6,8H2
    Key: XKLNOVWDVMWTOB-UHFFFAOYSA-N
  • C1CCC2=C(C1)C3=CC=CC=C3N2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrahydrocarbazole is a heterocyclic compound featuring a fused structure composed of a five-membered pyrrole ring, a benzene ring, and a cyclohexane ring, making it a partially saturated derivative of carbazole. [1] This molecular framework is commonly found in natural products and serves as a scaffold in medicinal chemistry due to its diverse pharmacological activities, including antimicrobial, anticancer, antipsychotic, and anti-inflammatory properties. [1]

Examples of drugs that contain the tetrahydrocarbazole ring system include ondansetron and ramatroban.

References

  1. 1 2 Chakroborty S, Panda P (September 2021). "A comprehensive overview of the synthesis of tetrahydrocarbazoles and its biological properties". Mini-Reviews in Organic Chemistry. 18 (6): 709–718. doi:10.2174/1570193X17999200820163532.
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