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Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEMBL', 'CAS_number').
Importing Wikidata short description: "Chemical compound" (Shortdesc helper)
 
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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| Watchedfields = changed
| verifiedrevid = 444339964
| verifiedrevid = 457821303
| IUPAC_name = (8S,11R,13S,14S,17S)-11-[4-[(E)-hydroxyiminomethyl]phenyl]-17-methoxy-17-(methoxymethyl)-13-methyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-one
| IUPAC_name = rel-4-[(8R,11S,13R,14R,17R)-17-Methoxy-17-
| image = Asoprisnil.png
| image = Asoprisnil.svg
| width = 250


<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category =
| pregnancy_category =
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| legal_status =
| routes_of_administration =
| routes_of_administration =


<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
| bioavailability =
| bioavailability =
| protein_bound =
| protein_bound =
| metabolism =
| metabolism =
| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =


<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = <!-- blanked - oldvalue: 199396-76-4 -->
| CAS_number = 199396-76-4
| ATC_prefix = none
| ATC_suffix =
| ATC_prefix = None
| ATC_supplemental =
| ATC_suffix =
| ATC_supplemental =
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 267431
| ChEMBL = 267431
| PubChem = 9577221
| PubChem = 9577221
| IUPHAR_ligand = 2883
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7851660
| ChemSpiderID = 7851660
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<!--Chemical data-->
<!--Chemical data-->
| chemical_formula =
| C=28 | H=35 | N=1 | O=4
| C=28 | H=35 | N=1 | O=4
| molecular_weight = 449.582 g/mol
| smiles = O=C5\C=C4/C(=C3/[C@@H](c1ccc(\C=N\O)cc1)C[C@]2([C@@H](CC[C@@]2(OC)COC)[C@@H]3CC4)C)CC5
| smiles = O=C5\C=C4/C(=C3/[C@@H](c1ccc(\C=N\O)cc1)C[C@]2([C@@H](CC[C@@]2(OC)COC)[C@@H]3CC4)C)CC5
| InChI = 1/C28H35NO4/c1-27-15-24(19-6-4-18(5-7-19)16-29-31)26-22-11-9-21(30)14-20(22)8-10-23(26)25(27)12-13-28(27,33-3)17-32-2/h4-7,14,16,23-25,31H,8-13,15,17H2,1-3H3/b29-16+/t23-,24+,25-,27-,28+/m0/s1
| InChIKey = GJMNAFGEUJBOCE-MEQIQULJBJ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C28H35NO4/c1-27-15-24(19-6-4-18(5-7-19)16-29-31)26-22-11-9-21(30)14-20(22)8-10-23(26)25(27)12-13-28(27,33-3)17-32-2/h4-7,14,16,23-25,31H,8-13,15,17H2,1-3H3/b29-16+/t23-,24+,25-,27-,28+/m0/s1
| StdInChI = 1S/C28H35NO4/c1-27-15-24(19-6-4-18(5-7-19)16-29-31)26-22-11-9-21(30)14-20(22)8-10-23(26)25(27)12-13-28(27,33-3)17-32-2/h4-7,14,16,23-25,31H,8-13,15,17H2,1-3H3/b29-16+/t23-,24+,25-,27-,28+/m0/s1
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}}
}}


'''Asoprisnil''' (J867) is an investigational [[selective progesterone receptor modulator]] developed by [[Schering]] and [[TAP Pharmaceutical Products]], tested for treatment of progesterone sensitive myomata.<ref>{{cite journal |author=DeManno D, Elger W, Garg R, ''et al.'' |title=Asoprisnil (J867): a selective progesterone receptor modulator for gynecological therapy |journal=Steroids |volume=68 |issue=10-13 |pages=1019–32 |year=2003 |pmid=14667995 |doi=10.1016/j.steroids.2003.09.008}}</ref>
'''Asoprisnil''' ([[International Nonproprietary Name|INN]]; developmental code name '''J-867''') is a [[synthetic compound|synthetic]], [[steroid]]al [[selective progesterone receptor modulator]] that was under development by [[Schering AG|Schering]] and [[TAP Pharmaceutical Products]] for the treatment of [[uterine fibroids]].<ref>{{cite journal |vauthors=DeManno D, Elger W, Garg R |title=Asoprisnil (J867): a selective progesterone receptor modulator for gynecological therapy |journal=Steroids |volume=68 |issue=10–13 |pages=1019–32 |year=2003 |pmid=14667995 |doi=10.1016/j.steroids.2003.09.008|s2cid=23074350 |display-authors=etal}}</ref> In 2005, [[Phases of clinical research#Phase III|phase III]] [[clinical trial]]s were discontinued due to [[endometrium|endometrial]] changes in patients.<ref>[http://www.schering.de/html/en/50_media/download/_files/2005/fin_rep/interim/05q3_areas_en.pdf Schering Interim Report Q1-3 2005]</ref>


==See also==
In 2005, [[Phase III trials]] were discontinued due to endometrial changes in patients. It is uncertain whether asoprisnil will be marketed.<ref>[http://www.schering.de/html/en/50_media/download/_files/2005/fin_rep/interim/05q3_areas_en.pdf Schering Interim Report Q1-3 2005]</ref>
* [[Asoprisnil ecamate]]
* [[Mifepristone]]
* [[Ulipristal acetate]]
* [[Vilaprisan]]


== References ==
==References==
{{Reflist}}
{{reflist|30em}}


{{Glucocorticoid receptor modulators}}
{{Sex hormones}}
{{Progesterone receptor modulators}}


[[Category:Hormonal agents]]
[[Category:Antiglucocorticoids]]
[[Category:Oximes]]
[[Category:Estranes]]
[[Category:Experimental drugs]]
[[Category:Enones]]
[[Category:Aldoximes]]
[[Category:Selective progesterone receptor modulators]]