Norethisterone acetate oxime: Difference between revisions

Norethisterone acetate oxime
Clinical data
Other names	Norethindrone acetate oxime; ORF-5263; So-36; Norethisterone-3-oxime acetate; 17α-Ethynyl-19-nortestosterone 3-oxime 17β-acetate
Routes of; administration	By mouth
Drug class	Progestogen; Progestogen ester
Identifiers
	IUPAC name (1S,2R,5E,10R,11S,14R,15S)-14-ethynyl-5-(hydroxyimino)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate;
CAS Number	20799-24-0;
PubChem CID	91758682;
UNII	VFK4D40PMQ;
Chemical and physical data
Formula	C22H29NO3
Molar mass	355.478 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C/C(=N/O)/CC[C@H]34)C)C#C;
	InChI InChI=1S/C22H29NO3/c1-4-22(26-14(2)24)12-10-20-19-7-5-15-13-16(23-25)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20,25H,5-12H2,2-3H3/b23-16+/t17-,18+,19+,20-,21-,22-/m0/s1; Key:SCTDPGXGNWEFNF-LQRGBYOBSA-N;

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Norethisterone acetate oxime (developmental code names ORF-5263, So-36), or norethindrone acetate oxime, is a steroidal progestin of the 19-nortestosterone group which was developed as a postcoital contraceptive but was never marketed.^[1] It is the C3 oxime and C17β-acetate ester of norethisterone.^[1]

References

^ ^a ^b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 886–. ISBN 978-1-4757-2085-3.

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[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 886–. ISBN 978-1-4757-2085-3.

[1]

@@ Line 1: / Line 1: @@
+{{Short description|Chemical compound}}
 {{Drugbox
 | Verifiedfields =
 | Watchedfields =
 | verifiedrevid =
-| IUPAC_name = (1''S'',2''R'',5''E'',10''R'',11''S'',14''R'',15''S'')-14-Ethynyl-5-(hydroxyimino)-15-methyltetracyclo[8.7.0.0<sup>2,7</sup>.0<sup>11,15</sup>]heptadec-6-en-14-yl acetate
+| IUPAC_name = (1''S'',2''R'',5''E'',10''R'',11''S'',14''R'',15''S'')-14-ethynyl-5-(hydroxyimino)-15-methyltetracyclo[8.7.0.0<sup>2,7</sup>.0<sup>11,15</sup>]heptadec-6-en-14-yl acetate
 | image = Norethisterone acetate oxime.svg
-| width =
+| width = 250px
 <!--Clinical data-->
@@ Line 17: / Line 18: @@
 | legal_US =
 | legal_status =
-| routes_of_administration =
+| routes_of_administration = [[Oral administration|By mouth]]
+| class = [[Progestogen]]; [[Progestogen ester]]
 <!--Pharmacokinetic data-->
@@ Line 24: / Line 26: @@
 | metabolism =
 | elimination_half-life =
 | excretion =
 <!--Identifiers-->
@@ Line 30: / Line 32: @@
 | CAS_number = 20799-24-0
 | CAS_supplemental =
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = VFK4D40PMQ
 | ATC_prefix =
 | ATC_suffix =
@@ Line 37: / Line 41: @@
 | ChemSpiderID_Ref =
 | ChemSpiderID =
+| synonyms = Norethindrone acetate oxime; ORF-5263; So-36; Norethisterone-3-oxime acetate; 17α-Ethynyl-19-nortestosterone 3-oxime 17β-acetate
 <!--Chemical data-->
 | C=22 | H=29 | N=1 | O=3
+| SMILES = CC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C/C(=N/O)/CC[C@H]34)C)C#C
-| molecular_weight = 355.47056 g/mol
-| smiles = CC(=O)O[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C/C(=N/O)/CC[C@H]34)C)C#C
 | StdInChI_Ref =
 | StdInChI = 1S/C22H29NO3/c1-4-22(26-14(2)24)12-10-20-19-7-5-15-13-16(23-25)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20,25H,5-12H2,2-3H3/b23-16+/t17-,18+,19+,20-,21-,22-/m0/s1
 | StdInChIKey_Ref =
 | StdInChIKey = SCTDPGXGNWEFNF-LQRGBYOBSA-N
-| synonyms = Norethisterone-3-oxime acetate
 }}
-'''Norethisterone acetate oxime''' (developmental code names '''ORF-5263, So-36'''), or '''norethindrone acetate oxime''', is a [[steroid]]al [[progestin]] of the [[19-nortestosterone]] group that was developed as a [[Emergency contraception|postcoital contraceptive]] but was never marketed.<ref name="Elks2014">{{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA886|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=886–}}</ref> It is the 3-[[oxime]], 17β-[[acetate]] [[ester]] of [[norethisterone]].<ref name="Elks2014"/>
+'''Norethisterone acetate oxime''' (developmental code names '''ORF-5263, So-36'''), or '''norethindrone acetate oxime''', is a [[steroid]]al [[progestin]] of the [[19-nortestosterone]] group which was developed as a [[emergency contraception|postcoital contraceptive]] but was never marketed.<ref name="Elks2014">{{cite book | vauthors = Elks J |title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA886|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=886–}}</ref> It is the C3 [[oxime]] and C17β-[[acetate]] [[ester]] of [[norethisterone]].<ref name="Elks2014"/>
 ==See also==
+* [[List of progestogens]]
-* [[Norethisterone acetate]]
+* [[List of progestogen esters]]
-* [[Norethisterone enanthate]]
-* [[Norgestimate]]
 ==References==
-{{Reflist|2}}
+{{Reflist}}
 {{Progesterone receptor modulators}}
 {{Androgen receptor modulators}}
+[[Category:Abandoned drugs]]
 [[Category:Acetate esters]]
-[[Category:Androgens and anabolic steroids]]
+[[Category:Anabolic–androgenic steroids]]
+[[Category:Estranes]]
+[[Category:Progestogen esters]]
 [[Category:Progestogens]]
-[[Category:Steroids]]
+[[Category:Steroid oximes]]
+[[Category:Ketoximes]]
+{{Genito-urinary-drug-stub}}
-{{genito-urinary-drug-stub}}
+{{Steroid-stub}}
-{{steroid-stub}}