Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references
I.Victor Ekhato
1
,
Tim Hurley
1
,
Michael Lovdahl
1
,
T.J Revitte
1
,
Luyi Guo
1
,
Yun Huang
1
,
Scott Clipper
1
,
Charles Colson
1
1
Department of Chemical Research and Development, Pfizer Global Research and Development, 2800 Plymouth Road, Ann Arbor, MI 48105, USA
|
Тип публикации: Journal Article
Дата публикации: 2002-03-01
scimago Q2
wos Q3
БС2
SJR: 0.620
CiteScore: 4.3
Impact factor: 2.3
ISSN: 0039128X, 18785867
PubMed ID:
11856540
Organic Chemistry
Biochemistry
Molecular Biology
Pharmacology
Clinical Biochemistry
Endocrinology
Краткое описание
Preparative chemical methods for the synthesis of eight oxidative transformation products of ethinyl estradiol (EE) and norethindrone acetate (NA) are described. The prepared materials are useful as reference materials and standards for pharmaceutical analysis of EE and NA as bulk chemical or in formulated product. All eight products result from oxidation of the A and/or B rings of the parent compounds. Oxidation of the heteroannular 3,5 dienyl acetate derivative of NA resulted in the 6 alpha-hydroxy, 6 beta-hydroxy and 6-keto NA. Oxidation of 6-keto NA led to the preparation of 6 alpha-hydroxy, 6 beta-hydroxy, 6-keto- and Delta(6) EE. Delta(11) EE was prepared from estrone.
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Ekhato I. et al. Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references // Steroids. 2002. Vol. 67. No. 3-4. pp. 165-174.
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Ekhato I., Hurley T., Lovdahl M., Revitte T., Guo L., Huang Y., Clipper S., Colson C. Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references // Steroids. 2002. Vol. 67. No. 3-4. pp. 165-174.
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TY - JOUR
DO - 10.1016/s0039-128x(01)00149-0
UR - https://doi.org/10.1016/s0039-128x(01)00149-0
TI - Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references
T2 - Steroids
AU - Ekhato, I.Victor
AU - Hurley, Tim
AU - Lovdahl, Michael
AU - Revitte, T.J
AU - Guo, Luyi
AU - Huang, Yun
AU - Clipper, Scott
AU - Colson, Charles
PY - 2002
DA - 2002/03/01
PB - Elsevier
SP - 165-174
IS - 3-4
VL - 67
PMID - 11856540
SN - 0039-128X
SN - 1878-5867
ER -
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@article{2002_Ekhato,
author = {I.Victor Ekhato and Tim Hurley and Michael Lovdahl and T.J Revitte and Luyi Guo and Yun Huang and Scott Clipper and Charles Colson},
title = {Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references},
journal = {Steroids},
year = {2002},
volume = {67},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/s0039-128x(01)00149-0},
number = {3-4},
pages = {165--174},
doi = {10.1016/s0039-128x(01)00149-0}
}
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MLA
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Ekhato, I.Victor, et al. “Norethindrone acetate (NA) and ethinyl estradiol (EE) related oxidative transformation products in stability samples of formulated drug product: synthesis of authentic references.” Steroids, vol. 67, no. 3-4, Mar. 2002, pp. 165-174. https://doi.org/10.1016/s0039-128x(01)00149-0.