1-Indanone

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.

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

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).
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.