Azabon

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Azabon
Azabon.svg
Identifiers
  • 4-(3-Azabicyclo[3.2.2]non-3-ylsulfonyl)aniline
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H20N2O2S
Molar mass 280.386
3D model (JSmol)
  • c1cc(ccc1N)S(=O)(=O)N2CC3CCC(C2)CC3
  • InChI=1S/C14H20N2O2S/c15-13-5-7-14(8-6-13)19(17,18)16-9-11-1-2-12(10-16)4-3-11/h5-8,11-12H,1-4,9-10,15H2
  • Key:RQBNXPJPWKUTOG-UHFFFAOYSA-N

  • InChI=1/C14H20N2O2S/c15-13-5-7-14(8-6-13)19(17,18)16-9-11-1-2-12(10-16)4-3-11/h5-8,11-12H,1-4,9-10,15H2
  • Key:RQBNXPJPWKUTOG-UHFFFAOYAL

Azabon is a central nervous system stimulant of the sulfonamide class [1] that is also used as a nootropic. [2] It has poor antibacterial potency, as is common in benzenesulfonamides with two substituents on N1. It is synthesized from 3-azabicyclo-[2.2.2]nonane, itself prepared by pyrolysis of aliphatic diamine. [3]

References

  1. ↑ WO 2011089215,Vetter D, Rau H,"Dipeptide-based prodrug linkers for aromatic amine-containing drugs",published 28 July 2011, assigned to Ascendis Pharma AS
  2. ↑ Mao F, Ni W, Xu X, Wang H, Wang J, Ji M, Li J (January 2016). "Chemical Structure-Related Drug-Like Criteria of Global Approved Drugs". Molecules. 21 (1): 75. doi: 10.3390/molecules21010075 . PMC   6273477 . PMID   26771590.
  3. ↑ Lednicer D, Mitscher LA (1980). The Organic Chemistry of Drug Synthesis (PDF). Vol. 2. Wiley Interscience. p. 115. ISBN   0-471-04392-3.
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