138689-15-3 Usage
Description
(5α,17β)-N-Methoxy-N-Methyl-3-oxo-4-azaandrost-1-ene-17-carboxaMide is a complex organic compound with a unique molecular structure. It is characterized by its 5α,17β configuration, which is crucial for its biological activity. (5α,17β)-N-Methoxy-N-Methyl-3-oxo-4-azaandrost-1-ene-17-carboxaMide is derived from the androstane family of steroids and features a 3-oxo group, an N-methyl group, and a 17-carboxamide functional group. Its molecular structure and properties make it a valuable intermediate in the synthesis of pharmaceutical compounds.
Uses
Used in Pharmaceutical Industry:
(5α,17β)-N-Methoxy-N-Methyl-3-oxo-4-azaandrost-1-ene-17-carboxaMide is used as an intermediate in the preparation of 5α-reductase inhibitors for the pharmaceutical industry. These inhibitors are essential in the treatment of various conditions, such as benign prostatic hyperplasia (BPH) and androgenetic alopecia (male pattern baldness). By targeting the 5α-reductase enzyme, these inhibitors help regulate the conversion of testosterone to dihydrotestosterone (DHT), which is responsible for the growth of prostate tissue and hair follicle miniaturization.
Check Digit Verification of cas no
The CAS Registry Mumber 138689-15-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,6,8 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 138689-15:
(8*1)+(7*3)+(6*8)+(5*6)+(4*8)+(3*9)+(2*1)+(1*5)=173
173 % 10 = 3
So 138689-15-3 is a valid CAS Registry Number.
138689-15-3Relevant articles and documents
Substituted 4-aza-5α-androstan-ones as 5α-reductase inhibitors
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, (2008/06/13)
Described are new 16-substituted and 7,16-disubstituted 4-aza-5α-androstan-3-ones and related compounds as 5α-reductase inhibitors.
A new general method for preparation of N-methoxy-N-methylamides. Application in direct conversion of an ester to a ketone
Williams, J. Michael,Jobson, Ronald B.,Yasuda, Nobuyoshi,Marchesini, George,Dolling, Ulf-H.,Grabowski, Edward J. J.
, p. 5461 - 5464 (2007/10/02)
The reaction of an ester with N,O-dimethylhydroxylamine and a suitable organomagnesium reagent or lithium amide base provides a general method for the preparation of N-methoxy-N-methylamides. Application in the direct conversion of a highly hindered ester to a ketone, the azasteroid 5α-reductase inhibitor MK-0434, is described.
Intermediate for making 3-oxo-4-aza-androst-1-ene 17β-ketones
-
, (2008/06/13)
Described is a new intermediate and new process for preparing 3-oxo-4-aza-androst-1-ene 17β-ketones. The process involves converting the corresponding 17β-alkyl carboxylate to the N-methoxy-N-methyl carboxamide and reacting this with an appropriate Grignard reagent to form the desired ketone. The reaction can be conducted in "one pot", thus eliminating isolation of intermediates and avoiding the use of less stable intermediates, e.g., acid chlorides, acyl imidazolides and the like. The intermediate has the formula: STR1 wherein R1 is hydrogen.
