Estrone cyanate

Estrone cyanate
Clinical data
Other names	Estrocyanate; Estrone 3-O-cyanate; Estrone 3-cyanate
Routes of; administration	By mouth
Identifiers
	IUPAC name 17-Oxoestra-1(10),2,4-trien-3-yl cyanate;
CAS Number	23623-36-1 ;
ChemSpider	26377079;
UNII	YV53AV45DS;
Chemical and physical data
Formula	C19H21NO2
Molar mass	295.382 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CCC2=O)OC#N;
	InChI InChI=1S/C19H21NO2/c1-19-9-8-15-14-5-3-13(22-11-20)10-12(14)2-4-16(15)17(19)6-7-18(19)21/h3,5,10,15-17H,2,4,6-9H2,1H3/t15-,16-,17+,19+/m1/s1; Key:OIOQBNDENVAFEU-VXNCWWDNSA-N;

Estrone cyanate, or estrone 3-O-cyanate, also known as estrocyanate, is an estrogen and an estrogen ester – specifically, the 3-O-cyanate ester of estrone – which was investigated for potential use in birth control pills but was found to be of relatively low potency and ultimately was never marketed.^[1]^[2]^[3]^[4]

References

^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 900. ISBN 978-1-4757-2085-3.
^ Endokrinologie. Vol. 59. Johann Ambrosius Barth Verlag. 1972. p. 293.
^ Göretzlehner G, Kühne D, Dässler CG (August 1971). "[Experimental studies with the new synthetic estrogen, estrocyanate]". Dtsch Gesundheitsw (in German). 26 (34): 1614–7. PMID 5117100.
^ Carol W, Klinger G, Hempel E, Böhm W, Chemnitius KH (1972). "[Experimental and clinical studies with new estrogen derivatives]". Endokrinologie (in German). 59 (3): 282–94. PMID 5071777.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. p. 900. ISBN 978-1-4757-2085-3.

[Verlag1972-2] Endokrinologie. Vol. 59. Johann Ambrosius Barth Verlag. 1972. p. 293.

[pmid5117100-3] Göretzlehner G, Kühne D, Dässler CG (August 1971). "[Experimental studies with the new synthetic estrogen, estrocyanate]". Dtsch Gesundheitsw (in German). 26 (34): 1614–7. PMID 5117100.

[pmid5071777-4] Carol W, Klinger G, Hempel E, Böhm W, Chemnitius KH (1972). "[Experimental and clinical studies with new estrogen derivatives]". Endokrinologie (in German). 59 (3): 282–94. PMID 5071777.

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[2]

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Clinical data

Other names	Estrocyanate; Estrone 3-O-cyanate; Estrone 3-cyanate
Routes of administration	By mouth
Identifiers
IUPAC name 17-Oxoestra-1(10),2,4-trien-3-yl cyanate
CAS Number	23623-36-1^Y
ChemSpider	26377079
UNII	YV53AV45DS
Chemical and physical data
Formula	C₁₉H₂₁NO₂
Molar mass	295.382 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@@H]3c4ccc(cc4CC[C@H]3[C@@H]1CCC2=O)OC#N
InChI InChI=1S/C19H21NO2/c1-19-9-8-15-14-5-3-13(22-11-20)10-12(14)2-4-16(15)17(19)6-7-18(19)21/h3,5,10,15-17H,2,4,6-9H2,1H3/t15-,16-,17+,19+/m1/s1 Key:OIOQBNDENVAFEU-VXNCWWDNSA-N