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ICI-164384

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ICI-164384
Clinical data

Other names	N-n-Butyl-N-methyl-11-(3,17β-dihydroxyestra-1,3,5(10)-trien-7α-yl)undecanamide
Identifiers
IUPAC name N-butyl-11-[(7R,8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-yl]-N-methylundecanamide
CAS Number	98007-99-9
PubChem CID	104772
ChemSpider	94580
UNII	84LT43726C
KEGG	C14758
ChEBI	CHEBI:40710
ChEMBL	ChEMBL1222035
CompTox Dashboard (EPA)	DTXSID3022376
Chemical and physical data
Formula	C₃₄H₅₅NO₃
Molar mass	525.818 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCCCN(C)C(=O)CCCCCCCCCC[C@@H]1CC2=C(C=CC(=C2)O)[C@@H]3[C@@H]1[C@@H]4CC[C@@H]([C@]4(CC3)C)O
InChI InChI=1S/C34H55NO3/c1-4-5-22-35(3)32(38)15-13-11-9-7-6-8-10-12-14-25-23-26-24-27(36)16-17-28(26)29-20-21-34(2)30(33(25)29)18-19-31(34)37/h16-17,24-25,29-31,33,36-37H,4-15,18-23H2,1-3H3/t25-,29-,30+,31+,33-,34+/m1/s1 Key:BVVFOLSZMQVDKV-KXQIQQEYSA-N

ICI-164384, also known as N-n-butyl-N-methyl-11-(3,17β-dihydroxyestra-1,3,5(10)-trien-7α-yl)undecanamide, is a steroidal antiestrogen and a synthetic derivativeofestradiol which is closely related to fulvestrant and was never marketed.^[1]^[2] It is a silent antagonist of the estrogen receptor (ER) with no intrinsic estrogenic activity and hence is a pure antiestrogen, unlike selective estrogen receptor modulators (SERMs) like tamoxifen.^[1]^[2] The drug was under development by AstraZeneca for the treatment of breast cancer but was discontinued in favor of fulvestrant,^[3] which is very similar to ICI-164384 but is more potent in comparison.^[4]

References[edit]

^ ^a ^b Howell A (15 October 1990). The Role of Antihormones. CRC Press. pp. 119–124. ISBN 978-1-85070-295-5.

^ "ICI 164384". AdisInsight. Springer Nature Switzerland AG.

^ Miller WR, Ingle JN (8 March 2002). Endocrine Therapy in Breast Cancer. CRC Press. pp. 64–. ISBN 978-0-203-90983-6.

Agonists

Mixed
(SERMs)

Antagonists

Agonists

Antagonists

Unknown

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

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