22748-16-9 Usage
Description
4,4-Dimethyl-2-cyclopenten-1-one, an α,β-unsaturated carbonyl compound, is a naturally occurring constituent found in the essential oil of Tagetes minuta L. It has been reported to exhibit higher tumor-specific cytotoxicity against oral human normal and tumor cells, making it a promising candidate for cancer research and therapeutic applications.
Uses
Used in Pharmaceutical Industry:
4,4-Dimethyl-2-cyclopenten-1-one is used as a potential anticancer agent for its tumor-specific cytotoxicity against oral human normal and tumor cells. Its unique properties allow it to selectively target and eliminate cancer cells while sparing healthy cells, offering a promising approach to cancer treatment.
Used in Cancer Research:
In the field of cancer research, 4,4-Dimethyl-2-cyclopenten-1-one serves as a valuable compound for studying the mechanisms of tumor-specific cytotoxicity and exploring its potential as a therapeutic agent for various types of cancer. Its identification in the essential oil of Tagetes minuta L also opens up avenues for investigating the therapeutic properties of natural products in cancer treatment.
Synthesis Reference(s)
Journal of the American Chemical Society, 115, p. 10056, 1993 DOI: 10.1021/ja00075a022Organic Syntheses, Coll. Vol. 8, p. 208, 1993
Check Digit Verification of cas no
The CAS Registry Mumber 22748-16-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,7,4 and 8 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 22748-16:
(7*2)+(6*2)+(5*7)+(4*4)+(3*8)+(2*1)+(1*6)=109
109 % 10 = 9
So 22748-16-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H10O/c1-7(2)4-3-6(8)5-7/h3-4H,5H2,1-2H3
22748-16-9Relevant articles and documents
Wolff,Agosta
, p. 240 (1976)
Ryono,London
, p. 1889,1894 (1976)
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Le Borgne,J.-L.
, p. 129 - 137 (1976)
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Ring Opening of Bicyclo[3.1.0]hexan-2-ones: A Versatile Synthetic Platform for the Construction of Substituted Benzoates
Feierfeil, Johannes,Grossmann, Adriana,Magauer, Thomas
supporting information, p. 11835 - 11838 (2015/10/05)
Described is the development of a highly efficient 2πdisrotatory ring-opening aromatization sequence using bicyclo[3.1.0]hexan-2-ones. This unprecedented transformation efficiently proceeds under thermal conditions and allows facile construction of uniquely substituted and polyfunctionalized benzoates. In the presence of either amines or alcohols formation of substituted anilines or ethers, respectively, is achieved. Additionally, the utility of this method was demonstrated in a short synthesis of sekikaic acid methyl ester. Cracked open: A highly efficient thermal 2πdisrotatory ring-opening aromatization sequence of bicyclo[3.1.0]hexan-2-ones is described. The transformation proceeds in sulfolane to give uniquely substituted benzoates. In the presence of either amines or alcohols, formation of substituted anilines or ethers, respectively, is achieved.
A simple strategy for spirocyclopentannulation of cyclic ketones. Formal total synthesis of (±)-acorone
Srikrishna, Adusumilli,Kumar, P. Praveen,Viswajanani, Ranganathan
, p. 1683 - 1686 (2007/10/03)
A general and simple methodology for spirocyclopentannulation of cyclic ketones (or 4,4-disubstituted cyclopentenones from acyclic ketones) and its application in the synthesis of the spirodienone 7 via a prochiral precursor constituting a formal total synthesis of (±)-acorone (6), are described.