On May 9, 2019, Kurz, Guido; Camacho Gomez, Juan published a patent.Synthetic Route of 16296-68-7 The title of the patent was Preparation of novel dihydropyridine derivatives as androgen receptor and glucocorticoid receptor modulators. And the patent contained the following:
The present invention relates to novel dihydropyridine derivatives I [R1 = CN, C(O)NH2, COR5, CO2R5 (wherein R5 = (un)substituted alkyl, cycloalkyl); R2 = CN, COR8, CO2R8, SOnR8, C(O)NR8R9 (n = 1-2; R8 and R9 = (independently) H, (un)substituted alkyl, H, etc.; or R8 and R9 together with the nitrogen atom to which they are attached form (un)substituted 5-6 membered heterocycle which optionally comprises 1 heteroatom selected from O and N); R3 = H, NH2, CN, etc.; R4 = H, CN, (un)substituted alkyl, etc.; X1-X5 = (independently) CB1, N and CH (B1 = halo, CN, (un)substituted 5-6 membered heteroaryl, etc.)] and pharmaceutically acceptable salts thereof, as modulators of nuclear receptors selected from androgen receptor and glucocorticoid receptor, to processes for their preparation, to pharmaceutical compositions comprising said compounds and to the use of said for manufacturing a medicament for the treatment of pathol. conditions or diseases that can improve by modulation of androgen receptor and/or glucocorticoid receptor, selected from cancer, metastasizing cancers, benign prostate hyperplasia, polycystic ovary syndrome (PCOS), hair loss, hirsutism, acne, hypogonadism, muscle wasting diseases, cachexia, Cushing’s syndrome, anti-psychotic drug induced weight gain, obesity, post-traumatic stress disorder and alcoholism. Over three-hundred compounds I were prepared For example, heating a mixture of 3-(benzo[b]thiophen-3-ylmethylene)pentane-2,4-dione, Me 3-oxobutanoate and 30% aqueous ammonium in iso-PrOH at reflux temperature for 12 h afforded 25% II (both enantiomers were separated). Exemplified compounds I were evaluated for their androgen receptor and glucocorticoid receptor modulatory activities (data given for representative compounds I). The experimental process involved the reaction of 5-Chlorobenzo[b]thiophene-3-carbaldehyde(cas: 16296-68-7).Synthetic Route of 16296-68-7
The Article related to pyridine dihydropyridine preparation nuclear androgen glucocorticoid receptor modulator antitumor, benign prostate hyperplasia polycystic ovary syndrome treatment dihydropyridine preparation, hair loss hirsutism acne hypogonadism treatment dihydropyridine pyridine preparation and other aspects.Synthetic Route of 16296-68-7
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem