1865-56-1Relevant articles and documents
Heterocyclic steroids: Synthesis of androsteno[17,16-d]pyrazoles and androsteno[17,16-e]pyrimidines
Siddiqui,Rao,Maimirani,Siddiqui
, p. 353 - 354 (1995)
The Vilsmeier-Haack reaction of 3β-acetoxyandost-5-en-17-one (1) with phosphorous oxychloride and dimethylformamide gave 3β-acetoxy-17-chloro-16-formylandrosta-5,16-diene (2). Reaction of 2 with hydrazine and phenylhydrazine provided substituted 5-androst
Discovery and development of galeterone (TOK-001 or VN/124-1) for the treatment of all stages of prostate cancer
Njar, Vincent C. O.,Brodie, Angela M. H.
, p. 2077 - 2087 (2015)
In our effort to discover potent and specific inhibitors of 17α-hydroxylase/17,20-lyase (CYP17), the key enzyme which catalyzes the biosynthesis of androgens from progestins, 3β-(hydroxy)-17-(1H-benzimidazole-1-yl)androsta-5,16-diene (Galeterone or TOK-001, formerly called VN/124-1) was identified as a selective development candidate which modulates multiple targets in the androgen receptor (AR) signaling pathway. This drug annotation summarizes the mechanisms of action, scientific rationale, medicinal chemistry, pharmacokinetic properties, and human efficacy data for galeterone, which has successfully completed phase II clinical development in men with castration resistant (advanced) prostate cancer (CRPC). Phase III clinical studies in CRPC patients are scheduled to begin in early 2015.
Novel steride androgen receptor antagonist, preparation method and medical application thereof
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Paragraph 0016; 0018; 0019; 0021; 0022; 0024; 0054-0056, (2018/04/21)
The invention relates to the field of medicinal chemistry, in particular to a series of steride androgen receptor antagonist, and a preparation method and medical application thereof, and particularlyrelates to a medicine for treating androgen receptor related diseases, such as cell proliferation depending on androgens, hirsutism, acnes and androgen alopecia. The general molecular formula of thecompound is shown as follows, and groups in the formula are specified in the specification.
Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines
Komendantova, Anna S.,Komkov, Alexander V.,Volkova, Yulia A.,Zavarzin, Igor V.
supporting information, p. 4247 - 4254 (2018/08/24)
A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.