116003-08-8

Upstream product

• 5571-36-8 ethylene deltenone 
• 7722-84-1 dihydrogen peroxide 

Downstream Products

• 84371-57-3 (5'R,8'S,10'R,13'S,14'S,17'S)-13'-methyl-17'-(prop-1-yn-1-yl)-1',2',7',8',12',13',14',15',16',17'-decahydro-4'H,6'H-spiro[[1,3]dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-ol 
• 151424-85-0 3,3-ethylenedioxy-5α-hydroxy-11β-{4'-[1',1'-(ethylenedioxy)-ethyl]phenyl}-estr-9-ene-17-one 
• 478157-88-9 11β-(4-(2-(diethylamino)ethoxy)-phenyl)-estra-4,9-diene-3,17-dione 
• 93678-28-5 3,3-ethylenedioxy-5α-hydroxy-11β-[4-(methoxy)phenyl]-estr-9-en-17-one 
• 646037-63-0 3-ethylenedioxy-5α-hydroxy-11β-(4'-acetyl-phenyl)-estr-9-ene-17-one 
• 940932-52-5 11β-(3,4-difluorophenyl)-3,3-[1,2-ethanediylbis(oxy)]-5α-hydroxyestr-9-en-17-one 
• 947394-16-3 3,3-ethylenedioxy-5α-hydroxy-11β-[4-(2-tetrahydro-2-H-pyranoxy)-phenyl]-estr-9-en-17-one 
• 134414-14-5 11beta-(4-hydroxyphenyl)-estra-4,9-diene-3,17-dione 
• 1236153-28-8 C₄₀H₅₂N₅O₅ 
• 1236153-29-9 C₃₈H₅₂N₅O₄ 
• 1381868-79-6 C₂₈H₃₃N₃O₄ 
• 1236153-19-7 11β-[4-(2-tosyloxyethoxy)-phenyl]-estra-4,9-diene-3,17-dione 
• 1236153-20-0 11β-[4-(2-azidoethoxy)phenyl]estra-4,9-diene-3,17-dione 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 11′ imidazolyl antiprogestins and mesoprogestins

Antiprogestins with a 4′ para imidazolylphenyl moiety were synthesized and their biochemical interactions with the progesterone and glucocorticoid receptor were investigated. Depending on the substitution pattern at the 17 position partial progesterone re

First synthesis and characterization for the stereoisomers of Ulipristal acetate

The three stereoisomers, 11α,17α-isomer I, 11α,17β-isomer II and 11β,17β-isomer III are related substances of the selective progesterone receptor modulator Ulipristal acetate. Herein, we presented an efficient and practical synthesis approach to deliver t

The synthesis of 17α-Methyl-11β-arylestradiol: Large-scale application of the cerium (III)-mediated alkylation of a ketone

17α-Methyl-11lβ-arylestradiol (17α-methyl-11β-(4-(2-(1-piperidinyl)ethoxy)phenyl)estra-1,3,5 (10)-triene-3,17β-diol) is a new molecule developed by Aventis Pharma for the treatment of osteoporosis. It was produced on the pilot plant scale from the norster

A simple and convenient synthetic route to Ulipristal acetate

We set out to describe a new and efficient route for preparing Ulipristal acetate with a good yield. The selected epoxidization conditions gave out 80% of 5α,10α-epoxide 2a in the two diastereoisomers which greatly improved the yield of 11β-substituted isomer 4a. And phenyl-sulfinyl compound 6 was synthesized from ketone 5 directly treated with phenylsulfenyl chloride in the presence of triethylamine. These synthetic procedures is only 8 steps, less than currently reported in the literature, but more suitable for industrial process.

Recent developments in the synthesis of 11β-aryl-estrone derivatives

An industrial synthesis of 11β-aryl-estrone derivatives is described, based on the 1,4-addition of the aryl side-chain, as a cuprate, on to a mixture of allylic 5(10) alpha and beta epoxides, followed by hydrolysis and subsequent aromatization.

Design and synthesis of fluorescently labeled steroidal antiestrogens

A set of derivatives of 11β-(4-oxyphenyl)estradiol were prepared as potential fluorescent imaging agents for the evaluation of the estrogen receptor. The compounds were designed based on the established affinity and selectivity of 11β-[4-(dimethylethoxy)p

Synthesis of Norgestomet and its 17β-isomer and evaluation of their agonistic activities against progesterone receptor

Norgestomet is a synthetic progesterone derivative applied in veterinary medicine to control estrus and ovulation in cattle. Norgestomet has been widely used in the livestock industry to promote the synchronization of estrus in cattle and increase pregnancy rates. However, highly reproducible synthetic methods for Norgestomet have been rarely reported. Here, we described a method for the synthesis of Norgestomet and performed quantitative NMR analysis to determine the purity of the products. Moreover, the agonistic activity of the synthesized compounds against progesterone receptors (PRs) was evaluated using an alkaline phosphatase assay. We synthesized Norgestomet with 97.9% purity that exhibited agonistic activity against PR with EC50 values of 4.5 nM. We also synthesized the 17β-isomer of Norgestomet with 92.7% purity that did not exhibit any PR agonistic activity. The proposed synthetic route of Norgestomet can facilitate the assessment of residual Norgestomet in foods.

SOLID FORMS AND FORMULATIONS COMPRISING A GLUCOCORTICOID RECEPTOR ANTAGONIST AND USES THEREOF

The present invention relates generally to formulations and methods for treating cancer. Provided herein are formulations comprising substituted steroidal derivatives. The subject formulations are useful for the treatment of cancer.

IMIDAZOLYL PROGESTERONE ANTAGONISTS

Described herein are imidazolyl compounds which either act as pure antiprogestins and methods of using such pure antagonists for gynecological indications and breast cancer.

Synthesis and preliminary evaluation steroidal antiestrogen-geldanamycin conjugates

Three novel steroidal antiestrogen-geldanamycin conjugates were prepared using a convergent strategy. The antiestrogenic component utilized the 11β-(4-functionalized-oxyphenyl) estradiol scaffold, while the geldanamycin component was derived by replacement of the 17-methoxy group with an appropriately functionalized amine. Ligation was achieved in high yield using azide alkyne cyclization reactions. Evaluation of the products against two breast cancer cell lines indicated that the conjugates retained significant antiproliferative activity.