Norethisterone acetate

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Norethisterone acetate (INN, BAN), also known as norethindrone acetate (USAN), sold under brand names including Aygestin, Gestakadin, Milligynon, Monogest, Norlutate (Canada, USA distributed by ERFA Canada 2012 Inc.[1]), Primolut (Fr., Ger., Swed.), Sovel, Styptin, and others, is a steroidal progestin with additional antigonadotropic (and hence antiandrogen and antiestrogen)[2] effects that is used as a hormonal contraceptive.[3][4] It is an acetate ester of norethisterone.[5] Norethindrone acetate is indicated for abnormal uterine bleedings.[6]

Synthesis

Riglovic progestational component:[7][8]

Reaction of norethindrone (1) with acetic anhydride in the presence of p-toluene sulfonic acid, affords norethindrone acetate (2).[7] This in turn affords, on reaction with exess cyclopentanol in the presence of excess phosphorus pentoxide, the 3-cyclopentyl enol ether (3),[8] the progestational component of Riglovic®.

See also

References

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  1. ↑ http://www.eci2012.net/
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Norethisterone Acetate @ Drugs.com
  6. ↑ http://www.drugs.com/ppa/norethindrone-acetate.html
  7. ↑ 7.0 7.1 Lua error in package.lua at line 80: module 'strict' not found.
  8. ↑ 8.0 8.1 Lua error in package.lua at line 80: module 'strict' not found.
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