186692-73-9 Usage
Description
Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)is a complex organic compound with a unique molecular structure. It is characterized by its oxacyclohexadec-13-ene-2,6-dione core, which is further modified by various functional groups, including hydroxy, methyl, and ethenyl moieties. The compound's stereochemistry is defined by its (4S,7R,8S,9S,13Z,16S)configuration, which plays a crucial role in its potential applications and interactions with biological systems.
Uses
1. Used in Pharmaceutical Industry:
Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)is used as a potential therapeutic agent for various medical conditions due to its unique molecular structure and stereochemistry. Its ability to interact with specific biological targets makes it a promising candidate for the development of new drugs.
2. Used in Anticancer Applications:
Similar to Epothilone C, a related compound, Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)may exhibit antineoplastic properties and antitubulin activity. It could potentially be utilized in the development of novel antineoplastic agents, especially for cancer cells that are resistant to conventional treatments.
3. Used in Drug Delivery Systems:
The compound's unique structure and functional groups may allow for its incorporation into drug delivery systems, enhancing the bioavailability and targeting of therapeutic agents. This could lead to the development of more effective treatments with reduced side effects, particularly for cancer and other complex diseases.
4. Used in Chemical Research:
Due to its complex structure and stereochemistry, Oxacyclohexadec-13-ene-2,6-dione, 4,8-dihydroxy-5,5,7,9-tetramethyl-16-(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (4S,7R,8S,9S,13Z,16S)may also be used as a research tool in the field of organic chemistry, biochemistry, and pharmacology. It could help scientists better understand the interactions between complex molecules and biological systems, leading to the discovery of new therapeutic strategies and drug candidates.
Check Digit Verification of cas no
The CAS Registry Mumber 186692-73-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,6,6,9 and 2 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 186692-73:
(8*1)+(7*8)+(6*6)+(5*6)+(4*9)+(3*2)+(2*7)+(1*3)=189
189 % 10 = 9
So 186692-73-9 is a valid CAS Registry Number.
186692-73-9Relevant articles and documents
Synthesis, structure proof, and biological activity of epothilone cyclopropanes.
Johnson,Kim,Bifano,DiMarco,Fairchild,Gougoutas,Lee,Long,Tokarski,Vite
, p. 1537 - 1540 (2000)
[structure--see text] A semisynthetic route to epothilone cyclopropanes from epothilones A and B is described. Of significance, the deoxygenation of the 12, 13-epoxide to give the corresponding olefin was achieved with high efficiency. The title compounds (8, 9) were active in both tubulin polymerization and cytotoxicity assays, which is in direct contrast to a previously published report. These results provide further evidence that the role of the 12,13-epoxide of epothilones is largely conformational and argue against some of the current pharmacophore models.
Concise total syntheses of epothilone A and C based on alkyne metathesis
Fuerstner,Mathes,Grela
, p. 1057 - 1059 (2001)
A ring closing alkyne metathesis reaction catalyzed by the molybdenum complex 26 followed by a Lindlar reduction of the resulting cycloalkyne product opens an efficient and stereoselective entry into epothilone A and C.
Total synthesis of epothilone A: The macrolactonization approach
Nicolaou,Sarabia,Ninkovic,Yang
, p. 525 - 527 (1997)
This highly convergent and practical total synthesis of the antitumor agent epothilone A uses a macrolactonization as the key step. The strategy may provide access to a variety of epothilones desirable for biological screening.
Z-SELECTIVE RING-CLOSING METATHESIS REACTIONS
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Page/Page column 163-165; 177-178, (2013/02/28)
The present invention relates generally to olefin metathesis. In some embodiments, the present invention provides methods for Z-selective ring-closing metathesis.
A total synthesis of epothilones using solid-supported reagents and scavengers
Storer, R. Ian,Takemoto, Toshiyasu,Jackson, Philip S.,Ley, Steven V.
, p. 2521 - 2525 (2007/10/03)
A total synthesis of epothilone C(1) with concomitant formal synthesis of epothilone A is described, using immobilized reagents and scavengers to effect multistep synthetic transformations and purifications.