1-Indanone
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Names | |
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Preferred IUPAC name 2,3-Dihydro-1H-inden-1-one | |
Other names α-Hydroindone | |
Identifiers | |
CAS Number |
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3D model (JSmol) |
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3DMet |
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Beilstein Reference | 507957 |
ChEBI |
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ChemSpider |
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ECHA InfoCard | 100.001.337 ![]() |
EC Number |
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Gmelin Reference | 142414 |
KEGG |
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PubChem CID |
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UNII |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | 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: | |
Pictograms | ![]() |
Warning | |
Hazard statements | 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 |
Chemical compound
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
- 2-Aminoindan synthesis (MDAI methodology using beta-keto-oxime formation with isoamylnitrite followed by reduction)
- Drinidene
- LNK-121[2]
- Pirandamine
- Pyrophendane
- SKF Derivatives[3][4]
- Indane analog of nisoxetine or Prozac.[5]
References
- ^ R. A. Pacaud, C. F. H. Allen (1938). "α-Hydroindone". Org. Synth. 18: 47. doi:10.15227/orgsyn.018.0047.
- ^ Peter T. Lansbury, Jr. Craig J. Justman, US20100292292 (2010 to Link Medicine Corp)
- ^ 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.
- ^ Jack David, Spickett Robert Geoffr William & Ganellin Charon Robin, U.S. patent 3,159,634 (1964 to Smith Kline and French Laboratories Ltd).
- ^ Jules Freedman, U.S. patent 5,149,714 (1992 to Aventis Inc)
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