17021-26-0 Usage
Originator
Methosarb,Upjohn,US,1973
Uses
Synthetic androgen epimeric with Bolasterone (B674970). Has been used in treatment of breast cancer.
Controlled substance (anabolic steroid).
Manufacturing Process
As described in US Patent 3,029,263, one possibility is a multistep synthesis
starting from 3β,17β-dihydroxy-17α-methyl-5-androstene.Alternatively, as described in US Patent 3,341,557, 6-dehydro-17-
methyltestosterone may be used as the starting material. A mixture of 0.4 g
of cuprous chloride, 20 ml of 4M methylmagnesium bromide in ether and 60
ml of redistilled tetrahydrofuran was stirred and cooled in an ice bath during
the addition of a mixture of 2.0 g of 6-dehydro-17-methyltestosterone, 60 ml
of redistilled tetrahydrofuran and 0.2 g of cuprous chloride. The ice bath was
removed and stirring was continued for four hours. Ice and water were then
carefully added, the solution acidified with 3 N hydrochloric acid and extracted
several times with ether. The combined ether extracts were washed with a
brine-sodium carbonate solution, brine and then dried over anhydrous
magnesium sulfate, filtered and then poured over a 75-g column of
magnesium silicate (Florisil) packed wet with hexanes (Skellysolve B). The
column was eluted with 250 ml of hexanes, 0.5 liter of 2% acetone, two liters
of 4% acetone and 3.5 liters of 6% acetone in hexanes.Four 250-ml fractions were collected followed by 150 ml fractions. The
residues from fractions 8 to 16 were combined and rechromatographed over a
125-g column of magnesium silicate. The solumn was eluted with 6% acetone
in hexanes which was collected in 150 ml portions. Fractions 18 to 29 were
combined and dissolved in acetone, decolorized with charcoal, and
recrystallized from acetone. One gram of a crystalline mixture of the 7epimers
of 7,17-dimethyltestosterone was obtained melting at 120° to 140°C.
Therapeutic Function
Antineoplastic
Check Digit Verification of cas no
The CAS Registry Mumber 17021-26-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,0,2 and 1 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 17021-26:
(7*1)+(6*7)+(5*0)+(4*2)+(3*1)+(2*2)+(1*6)=70
70 % 10 = 0
So 17021-26-0 is a valid CAS Registry Number.
InChI:InChI=1/C21H32O2/c1-13-11-14-12-15(22)5-8-19(14,2)16-6-9-20(3)17(18(13)16)7-10-21(20,4)23/h12-13,16-18,23H,5-11H2,1-4H3/t13-,16-,17-,18+,19-,20-,21-/m0/s1
