1-Indanone
Names
Preferred IUPAC name
2,3-Dihydro-1H-inden-1-one
Other names
α-Hydroindone
Identifiers
3D model (JSmol)
3DMet
507957
ChEBI
ChemSpider
ECHA InfoCard 100.001.337
EC Number
  • 201-470-1
142414
KEGG
UNII
  • InChI=1S/C9H8O/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4H,5-6H2
    Key: QNXSIUBBGPHDDE-UHFFFAOYSA-N
  • C1CC(=O)C2=CC=CC=C21
Properties
C9H8O
Molar mass 132.162 g·mol−1
Appearance Colorless solid
Melting point 38–42 °C (100–108 °F; 311–315 K)
Boiling point 243–245 °C (469–473 °F; 516–518 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1-Indanone is the organic compound with the formula C6H4(CH2)2CO. It is one of two isomeric benzocyclopentanones, the other being 2-indanone. It is a colorless solid. 1-Indanone is a substrate for the enzyme indanol dehydrogenase.

Preparation

It is prepared by oxidation of indane or indene.[1] It can also be prepared by cyclization of phenylpropionic acid.

List of Drugs

  1. 2-Aminoindan synthesis (MDAI methodology using beta-keto-oxime formation with isoamylnitrite followed by reduction).
  2. Drinidene
  3. LNK-121[2]
  4. Pirandamine
  5. Pyrophendane
  6. SKF Derivatives:[3][4]
  7. Indane analog of nisoxetine or Prozac.[5]

References

  1. ↑ R. A. Pacaud, C. F. H. Allen (1938). "α-Hydroindone". Org. Synth. 18: 47. doi:10.15227/orgsyn.018.0047.
  2. ↑ Peter T. Lansbury, Jr. Craig J. Justman, US20100292292 (2010 to Link Medicine Corp).
  3. ↑ Ganellin, C. R.; Loynes, J. M.; Ridley, H. F.; Spickett, R. G. W. (1967). "Compounds Affecting the Central Nervous System. IV. Substituted 2-Benzyl-3-dialkylaminoalkylindenes and Related Compounds". Journal of Medicinal Chemistry. 10 (5): 826–833. doi:10.1021/jm00317a016.
  4. ↑ Jack David, Spickett Robert Geoffr William & Ganellin Charon Robin, U.S. Patent 3,159,634 (1964 to Smith Kline and French Laboratories Ltd).
  5. ↑ Jules Freedman, U.S. Patent 5,149,714 (1992 to Aventis Inc).
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