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Vanished user 0x8cSXE0x6 (talk | contribs) Medgirl131 moved page Estramustine to Estramustine phosphate over redirect: Estramustine and estramustine phosphate are not the same compound. The latter is an ester prodrug of estramustine and is the form used medically. |
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#REDIRECT [[Estramustine phosphate]] |
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| IUPAC_name = [(8''R'',9''S'',13''S'',14''S'',17''S'')-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[''a'']phenanthren-3-yl] ''N'',''N''-bis(2-chloroethyl)carbamate |
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| image = Estramustine.svg |
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| alt = Skeletal formula of estramustine |
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| width = 250 |
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| image2 = Estramustine 3D ball.png |
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| alt2 = Ball-and-stick model of the estramustine molecule |
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| width2 = 250 |
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<!--Clinical data--> |
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{{R from move}} |
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| pregnancy_US = <!-- A / B / C / D / X --> |
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| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> |
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<!--Pharmacokinetic data--> |
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| bioavailability = |
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<!-- Identifiers --> |
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| CAS_number = 2998-57-4 |
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| ATC_supplemental = |
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| PubChem = 259331 |
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| DrugBank = |
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| ChemSpiderID_Ref = |
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| ChemSpiderID = 227635 |
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| UNII = 35LT29625A |
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| KEGG = D04066 |
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| ChEBI = 4868 |
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| ChEMBL = 1575 |
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<!--Chemical data--> |
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| C=23 | H=31 | Cl=2 | N=1 | O=3 |
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| molecular_weight = 440.405 g/mol |
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| SMILES = C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)OC(=O)N(CCCl)CCCl |
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| StdInChI_Ref = |
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| StdInChI = 1S/C23H31Cl2NO3/c1-23-9-8-18-17-5-3-16(29-22(28)26(12-10-24)13-11-25)14-15(17)2-4-19(18)20(23)6-7-21(23)27/h3,5,14,18-21,27H,2,4,6-13H2,1H3/t18-,19-,20+,21+,23+/m1/s1 |
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| StdInChIKey_Ref = |
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| StdInChIKey = FRPJXPJMRWBBIH-RBRWEJTLSA-N |
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| synonyms = Leo 275; Ro 21-8837; Estradiol 3-(bis(2-chloroethyl)carbamate) ester; Estra-1,3,5(10)-triene-3,17β-diol 3-(bis(2-chloroethyl)carbamate) ester |
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'''Estramustine''' ([[International Nonproprietary Name|INN]], [[United States Adopted Name|USAN]], [[British Approved Name|BAN]]) is a [[synthetic compound|synthetic]] [[steroid]]al [[estrogen]] and [[alkylating antineoplastic agent]] that 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=PA502|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=502–}}</ref><ref name="IndexNominum2000">{{cite book|title=Index Nominum 2000: International Drug Directory|url=https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA406|date=January 2000|publisher=Taylor & Francis|isbn=978-3-88763-075-1|pages=406–}}</ref> It is an [[estrogen ester]] – specifically, the C3 [[normustine]] [[ester]] of [[estradiol]] – and acts as a [[prodrug]] to estradiol and normustine in the body.<ref name="Elks2014" /><ref name="IndexNominum2000" /> |
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==See also== |
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* [[Alestramustine]] |
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* [[Atrimustine]] |
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* [[Estradiol mustard]] |
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* [[Estromustine]] |
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==References== |
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{{Reflist|2}} |
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{{Estrogen receptor modulators}} |
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[[Category:Alkylating antineoplastic agents]] |
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[[Category:Antigonadotropins]] |
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[[Category:Carbamates]] |
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[[Category:Estradiol esters]] |
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[[Category:Estranes]] |
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[[Category:Estrogens]] |
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[[Category:Hormonal antineoplastic drugs]] |
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[[Category:Nitrogen mustards]] |
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[[Category:Organochlorides]] |
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{{steroid-stub}} |
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{{antineoplastic-drug-stub}} |
Revision as of 01:29, 1 January 2017
Clinical data | |
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Other names | Leo 275; Ro 21-8837; Estradiol 3-(bis(2-chloroethyl)carbamate) ester; Estra-1,3,5(10)-triene-3,17β-diol 3-(bis(2-chloroethyl)carbamate) ester |
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KEGG | |
ChEBI | |
ChEMBL | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.019.161 |
Chemical and physical data | |
Formula | C23H31Cl2NO3 |
Molar mass | 440.405 g/mol g·mol−1 |
3D model (JSmol) | |
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Estramustine (INN, USAN, BAN) is a synthetic steroidal estrogen and alkylating antineoplastic agent that was never marketed.[1][2] It is an estrogen ester – specifically, the C3 normustine ester of estradiol – and acts as a prodrug to estradiol and normustine in the body.[1][2]
See also
References
- ^ a b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 502–. ISBN 978-1-4757-2085-3.
- ^ a b Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 406–. ISBN 978-3-88763-075-1.