80082-66-2 Usage
Description
(8S,9S,13S,14S)-3-(2-hydroxyethoxy)-13-methyl-4-nitro-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one is a complex steroid derivative featuring a cyclopenta[a]phenanthrene nucleus with a nitro group, a hydroxyethoxy group, and a methyl group attached at specific positions. (8S,9S,13S,14S)-3-(2-hydroxyethoxy)-13-methyl-4-nitro-7,8,9,11,12,14,1 5,16-octahydro-6H-cyclopenta[a]phenanthren-17-one has a 17-ketone functional group and a total of 16 carbon atoms, with the stereochemistry at positions 8, 9, 13, and 14 specified as (8S,9S,13S,14S). It may exhibit various biological activities and could be utilized in pharmaceutical or research applications related to steroid chemistry.
Uses
Used in Pharmaceutical Applications:
(8S,9S,13S,14S)-3-(2-hydroxyethoxy)-13-methyl-4-nitro-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one is used as a potential therapeutic agent for various medical conditions due to its complex steroidal structure and potential biological activities.
Used in Research Applications:
In the field of scientific research, (8S,9S,13S,14S)-3-(2-hydroxyethoxy)-13-methyl-4-nitro-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one serves as a valuable compound for studying steroid chemistry, its interactions with biological systems, and the development of new drugs based on its structure.
Used in Drug Delivery Systems:
Similar to gallotannin, this complex steroid derivative could be employed in the development of novel drug delivery systems to enhance its applications and efficacy against specific medical conditions. Various carriers, such as organic and metallic nanoparticles, could be utilized to improve its delivery, bioavailability, and therapeutic outcomes.
Used in Chemical Synthesis:
(8S,9S,13S,14S)-3-(2-hydroxyethoxy)-13-methyl-4-nitro-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one may also be used as a key intermediate in the synthesis of other complex steroidal compounds, contributing to the development of new pharmaceuticals and chemical products.
Check Digit Verification of cas no
The CAS Registry Mumber 80082-66-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,0,8 and 2 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 80082-66:
(7*8)+(6*0)+(5*0)+(4*8)+(3*2)+(2*6)+(1*6)=112
112 % 10 = 2
So 80082-66-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H25NO5/c1-20-9-8-13-12-4-6-17(26-11-10-22)19(21(24)25)15(12)3-2-14(13)16(20)5-7-18(20)23/h4,6,13-14,16,22H,2-3,5,7-11H2,1H3/t13-,14-,16+,20+/m1/s1
80082-66-2Relevant articles and documents
Some Adenine and Adenosine Methylene-Bridged Estrogens
Iyer, Vaidyanathan K.,Butler, W. Barkley,Horwitz, Jerome P.,Rozhin, Jurij,Brooks, Sam C.,et al.
, p. 162 - 166 (1983)
A distinguishing character of human mammary cancer, vis a vis the normal gland, is its capacity to sulfoconjugate estrogens.The title compounds (4 and 12), which are multisubstrate analogues of a putative enzyme-bound transition state of estrogen sulfation (sulfurylation), were synthesized in search of specific chemotherapeutic agents for the treatment of human mammary cancer. 4-Nitroestrone 3-O-(ω-alkyl) ethers (3a), obtained in 69-73percent yield on treatment of 4-nitroestrone (2a) with an α,ω-dibromoalkane and NaH in Me2SO, reacted with adenine in THF containing TBAF to give the corresponding 9-alkyladenine (4a-c), in 55-60percent yield.Reaction of 9-(3-chloropropyl)adenine (5) and estrone (2b) yielded a compound (4d) identical with the major product of the interaction of estrone 3-O-(3-bromopropyl) ether (3d) and adenine.The structures of 4a-d are thereby established.The preparation of the adenosine methylene-bridged estrogens (12a,b) first required the 5-O-alkylation of methyl 2,3-O-isopropylidene-5-O-triflyl-β-D-ribofuranoside (7) with the 4-nitroestrone 3-O-(ω-hydroxyalkyl) ethers, 6a,b.The 5-substituted ribofuranosides (8a,b) were converted to the corresponding ribofuranose derivatives (9a,b) in 50percent yield in refluxing aqueous acetic acid.Treatment of 9a,b with acetic anhydride in pyridine gave the corresponding 1,2,3-tri-O-acetate derivatives (10a,b), which reacted with adenine in acetonitrile and SnCl4 to give the β-nucleoside 2',3'-di-O-acetates, 11a,b, respectively.Saponification of the latter with NH3/CH3OH gave 12a,b.Compounds 4a-d and 12a,b showed weak to modest inhibition of estrone sulfurylation as mediated by purified bovine adrenal estrogen sulfotransferase.However, 4a,c and 12a,b exhibited significant growth inhibition of the breast cancer cell line MCF-7 and P388 murine leukemia cells.
