List of Europe Written Confirmation (EU WC) issued for NCGC00024964-02 Active Pharmaceutical Ingredient listed on PharmaCompass.com

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Synopsis

Chemistry

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Also known as: 129453-61-8, Faslodex, Ici 182,780, Ici 182780, Ici-182780, Zm 182780
Molecular Formula
C32H47F5O3S
Molecular Weight
606.8  g/mol
InChI Key
VWUXBMIQPBEWFH-WCCTWKNTSA-N
FDA UNII
22X328QOC4

Fulvestrant
An estradiol derivative and estrogen receptor antagonist that is used for the treatment of estrogen receptor-positive, locally advanced or metastatic breast cancer.
Fulvestrant is an Estrogen Receptor Antagonist. The mechanism of action of fulvestrant is as an Estrogen Receptor Antagonist, and Selective Estrogen Receptor Modulator.
1 2D Structure

Fulvestrant

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(7R,8R,9S,13S,14S,17S)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
2.1.2 InChI
InChI=1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1
2.1.3 InChI Key
VWUXBMIQPBEWFH-WCCTWKNTSA-N
2.1.4 Canonical SMILES
CC12CCC3C(C1CCC2O)C(CC4=C3C=CC(=C4)O)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F
2.1.5 Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)[C@@H](CC4=C3C=CC(=C4)O)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F
2.2 Other Identifiers
2.2.1 UNII
22X328QOC4
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 7-(9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl)estra-1,3,5(10)-triene-3,17-diol

2. Faslodex

3. Ici 182,780

4. Ici 182780

5. Ici-182780

6. Ici182780

7. Zm 182780

8. Zm-182780

9. Zm182780

2.3.2 Depositor-Supplied Synonyms

1. 129453-61-8

2. Faslodex

3. Ici 182,780

4. Ici 182780

5. Ici-182780

6. Zm 182780

7. Zd-9238

8. Zm-182780

9. Zd9238

10. Fulvestrant (faslodex)

11. (7r,8r,9s,13s,14s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

12. Zd 9238

13. Chembl1358

14. (7r,8r,9s,13s,14s,17s)-13-methyl-7-(9-((4,4,5,5,5-pentafluoropentyl)sulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

15. Chebi:31638

16. 22x328qoc4

17. Nsc-759879

18. Estra-1,3,5(10)-triene-3,17-diol, 7-[9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl]-, (7alpha,17beta)-

19. Fulvestrant [usan]

20. Dsstox_cid_2369

21. Dsstox_rid_76561

22. Dsstox_gsid_22369

23. (7r,13s,17s)-13-methyl-7-(9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

24. 7alpha-(9-((4,4,5,5,5-pentafluoropentyl)sulfinyl)nonyl)estra-1,3,5(10)-triene-3,17beta-diol

25. Zd 182780

26. Faslodex (tn)

27. (7alpha,17beta)-7-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1(10),2,4-triene-3,17-diol

28. (7alpha,17beta)-7-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1,3,5(10)-triene-3,17-diol

29. 7alpha-[9[(4,4,5,5,5-pentafluropentyl)sulfinyl]nonyl]-estra-1,3,5(10)-triene-3, 17 Beta Diol

30. Estra-1,3,5(10)-triene-3,17-diol, 7-(9-((4,4,5,5,5-pentafluoropentyl)sulfinyl)nonyl)-, (7alpha,17beta)-

31. Cas-129453-61-8

32. Ici182780

33. Fulvestrantum

34. Fluvestrant

35. Unii-22x328qoc4

36. Ccris 8741

37. Faslodex(ici 182,780)

38. Hsdb 7658

39. Ncgc00024964-02

40. Fulvestrant [usan:usp:inn:ban]

41. Mfcd00903953

42. Zd-182780

43. Fulvestrant [mi]

44. Fulvestrant [inn]

45. Fulvestrant [jan]

46. Fulvestrant [vandf]

47. Schembl8209

48. Fulvestrant [mart.]

49. Bidd:pxr0136

50. Fulvestrant [usp-rs]

51. Fulvestrant [who-dd]

52. Mls006010187

53. Bidd:er0348

54. Fulvestrant (jan/usp/inn)

55. Fulvestrant [ema Epar]

56. Fulvestrant, >98% (hplc)

57. Gtpl1015

58. Dtxsid4022369

59. Ex-a959

60. Fulvestrant [orange Book]

61. Ici 182780- Bio-x

62. Fulvestrant [ep Monograph]

63. Fulvestrant [usp Impurity]

64. Hms2090n22

65. Hms3260g10

66. Hms3712a06

67. Fulvestrant [usp Monograph]

68. Tox21_110939

69. Tox21_202604

70. Tox21_303656

71. Tox21_500114

72. Bdbm50169743

73. Nsc719276

74. Akos015895669

75. Tox21_110939_1

76. Ac-4693

77. Bcp9000707

78. Ccg-220082

79. Ccg-221418

80. Cs-1267

81. Db00947

82. Lp00114

83. Nsc 759879

84. Nsc-719276

85. Sdccgsbi-0633685.p001

86. Ici 182 780

87. Ici 182,789

88. Ncgc00164789-02

89. Ncgc00164789-04

90. Ncgc00257357-01

91. Ncgc00260152-01

92. Ncgc00260799-01

93. Ncgc00386134-10

94. (7r,8s,9s,13s,14s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl) Nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

95. As-13024

96. Bi167222

97. Hy-13636

98. Smr001456109

99. Bcp0726000227

100. F1144

101. S1191

102. Fulvestrant, Vetec(tm) Reagent Grade, >98%

103. D01161

104. Ab01273957-01

105. Ab01273957-02

106. Ab01273957-03

107. Ab01273957_04

108. 453f618

109. J-005680

110. Q5508491

111. Brd-a85667082-001-12-7

112. Fulvestrant, European Pharmacopoeia (ep) Reference Standard

113. Fulvestrant, United States Pharmacopeia (usp) Reference Standard

114. Fulvestrant For System Suitability, European Pharmacopoeia (ep) Reference Standard

115. (13s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoro-pentane-1-sulfinyl)-nonyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

116. (7?,17?)-7-[9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol

117. (7r,13s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoro-pentane-1-sulfinyl)-nonyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

118. (7r,8r,9s,13s,14s,17s)-13-methyl-7-(9-(4,4,5,5,5-pentafluoropentyldihydrosulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

119. (7r,8r,9s,13s,14s,17s)-13-methyl-7-(9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl)-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

120. (7r,8r,9s,13s,14s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoro-pentane-1-sulfinyl)-nonyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

121. (7r,9s,13s,14s,17s)-13-methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

122. 13-methyl-7-[9-(4,4,5,5,5-pentafluoro-pentane-1-sulfinyl)-nonyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

123. 13-methyl-7-[9-(4,5,5,5-pentafluoropentylsulfinyl)nonyl]-7,8,9,11,12,13,14,15,16,17-decahydro-6h-cyclopenta[a]phenanthrene-3,17-diol

124. 7.alpha.-(9-(4,4,5,5,5-pentafluoropentylsulphinyl)nonyl)estra-1,3,5(10)-triene-3,17.beta.-diol

125. 7alpha-[9-(4,4,5,5,5-pentafluoro-pentylsulfinyl)nonyl]estra-1,3,5(10)-triene-3,17beta-diol

126. 7alpha-[9-[(rs)-(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17beta-diol

127. 7alpha-{9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl}estra-1(10),2,4-triene-3,17beta-diol

128. Estra-1,3,5(10)-triene-3,17-diol, 7-(9-((4,4,5,5,5-pentafluoropentyl)sulfinyl)nonyl)-, (7.alpha.,17.beta.)-

129. Estra-1,5(10)-triene-3,17-diol, 7-[9-[(4,4,5,5,5-pentafluoropentyl)sulfinyl]nonyl]-, (7.alpha.,17.beta.)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 606.8 g/mol
Molecular Formula C32H47F5O3S
XLogP39.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count14
Exact Mass606.31660734 g/mol
Monoisotopic Mass606.31660734 g/mol
Topological Polar Surface Area76.7 Ų
Heavy Atom Count41
Formal Charge0
Complexity854
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameFaslodex
PubMed HealthFulvestrant (Injection)
Drug ClassesAntiestrogen
Drug LabelFASLODEX (fulvestrant) Injection for intramuscular administration is an estrogen receptor antagonist. The chemical name is 7-alpha-[9-(4,4,5,5,5-penta fluoropentylsulphinyl) nonyl]estra-1,3,5-(10)- triene-3,17-beta-diol. The molecular formula is C3...
Active IngredientFulvestrant
Dosage FormInjectable
RouteIntramuscular
Strength50mg/ml
Market StatusPrescription
CompanyAstrazeneca

2 of 2  
Drug NameFaslodex
PubMed HealthFulvestrant (Injection)
Drug ClassesAntiestrogen
Drug LabelFASLODEX (fulvestrant) Injection for intramuscular administration is an estrogen receptor antagonist. The chemical name is 7-alpha-[9-(4,4,5,5,5-penta fluoropentylsulphinyl) nonyl]estra-1,3,5-(10)- triene-3,17-beta-diol. The molecular formula is C3...
Active IngredientFulvestrant
Dosage FormInjectable
RouteIntramuscular
Strength50mg/ml
Market StatusPrescription
CompanyAstrazeneca

4.2 Therapeutic Uses

Antineoplastic Agents; Hormonal Estrogen Antagonists

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)


Fulvestrant is indicated for the treatment of hormone receptor positive metastatic breast cancer in postmenopausal women with disease progression following antiestrogen therapy. /Included in US product label/

US Natl Inst Health; DailyMed. Current Medication Information for Faslodex (Fulvestrant) (June 2006). Available from, as of November 13, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=1615


4.3 Drug Warning

/Fulvestrant is contraindicated in/ pregnancy, known hypersensitivity to fulvestrant, benzyl alcohol, or any ingredient in the formulation.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1073


Because fulvestrant is administered by IM injection, the drug should not be used in patients with bleeding diatheses or thrombocytopenia or in those receiving anticoagulant therapy.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


The most common adverse effects of fulvestrant are adverse GI effects (e.g., nausea, vomiting, constipation, diarrhea, abdominal pain), headache, back pain, vasodilation (hot flushes), and pharyngitis, which occurred in approximately 52, 15, 14, 18, and 16% of patients, respectively, who received the drug in clinical studies.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


Other adverse effects occurring in 5-23% of patients receiving fulvestrant (in order of descending frequency) include asthenia, pain, nutritional disorders, bone pain, dyspnea, injection site pain, increased cough, pelvic pain, anorexia, peripheral edema, rash, chest pain, flu syndrome, dizziness, insomnia, fever, paresthesia, urinary tract infection, depression, anxiety, and sweating. Injection site reactions with mild transient pain and inflammation were reported in 7% of patients receiving a single 5-mL injection of fulvestrant in one study and in 27% of those who received two 2.5-mL injections of the drug in another study.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


For more Drug Warnings (Complete) data for FULVESTRANT (7 total), please visit the HSDB record page.


4.4 Drug Indication

For the treatment of hormone receptor positive metastatic breast cancer in postmenopausal women with disease progression following anti-estrogen therapy, as monotherapy or in combination with other antineoplastic agents.


FDA Label


Faslodex is indicated

- as monotherapy for the treatment of estrogen receptor positive, locally advanced or metastatic breast cancer in postmenopausal women:

- not previously treated with endocrine therapy, or

- with disease relapse on or after adjuvant antiestrogen therapy, or disease progression on antiestrogen therapy.

- in combination with palbociclib for the treatment of hormone receptor (HR)-positive, human epidermal growth factor receptor 2 (HER2)-negative locally advanced or metastatic breast cancer in women who have received prior endocrine therapy.

In pre- or perimenopausal women, the combination treatment with palbociclib should be combined with a luteinizing hormone releasing hormone (LHRH) agonist.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Fulvestrant for intramuscular administration is an estrogen receptor antagonist without known agonist effects.


5.2 MeSH Pharmacological Classification

Antineoplastic Agents, Hormonal

Antineoplastic agents that are used to treat hormone-sensitive tumors. Hormone-sensitive tumors may be hormone-dependent, hormone-responsive, or both. A hormone-dependent tumor regresses on removal of the hormonal stimulus, by surgery or pharmacological block. Hormone-responsive tumors may regress when pharmacologic amounts of hormones are administered regardless of whether previous signs of hormone sensitivity were observed. The major hormone-responsive cancers include carcinomas of the breast, prostate, and endometrium; lymphomas; and certain leukemias. (From AMA Drug Evaluations Annual 1994, p2079) (See all compounds classified as Antineoplastic Agents, Hormonal.)


Estrogen Receptor Antagonists

Compounds and drugs that bind to and block or inhibit the activation of ESTROGEN RECEPTORS. (See all compounds classified as Estrogen Receptor Antagonists.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
FULVESTRANT
5.3.2 FDA UNII
22X328QOC4
5.3.3 Pharmacological Classes
Estrogen Receptor Antagonists [MoA]; Selective Estrogen Receptor Modulators [MoA]; Estrogen Receptor Antagonist [EPC]
5.4 ATC Code

L02BA03


L02BA03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


L - Antineoplastic and immunomodulating agents

L02 - Endocrine therapy

L02B - Hormone antagonists and related agents

L02BA - Anti-estrogens

L02BA03 - Fulvestrant


5.5 Absorption, Distribution and Excretion

Route of Elimination

Fulvestrant was rapidly cleared by the hepatobiliary route with excretion primarily via the feces (approximately 90%). Renal elimination was negligible (less than 1%).


Volume of Distribution

3 to 5 L/kg


Peak plasma concentrations of fulvestrant are attained approximately 7 days after IM administration and persist for at least 1 month. Steady-state plasma fulvestrant concentrations usually are achieved within 3-6 months when the drug is administered once-monthly by IM injection.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


Fulvestrant appears to be rapidly and extensively distributed, principally into the extravascular space

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


99% (mainly VLDL, LDL, and HDL lipoprotein fractions).

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


Has been shown to cross the placenta and distribute into milk in rats.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


For more Absorption, Distribution and Excretion (Complete) data for FULVESTRANT (8 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Metabolism of fulvestrant appears to involve combinations of a number of possible biotransformation pathways analogous to those of endogenous steroids, including oxidation, aromatic hydroxylation, conjugation with glucuronic acid and/or sulphate at the 2, 3 and 17 positions of the steroid nucleus, and oxidation of the side chain sulphoxide. Identified metabolites are either less active or exhibit similar activity to fulvestrant in antiestrogen models. Studies using human liver preparations and recombinant human enzymes indicate that cytochrome P-450 3A4 (CYP 3A4) is the only P-450 isoenzyme involved in the oxidation of fulvestrant; however, the relative contribution of P-450 and non-P-450 routes in vivo is unknown.


Biotransformation and disposition of fulvestrant in humans have been determined following intramuscular and intravenous administration of 14C-labeled fulvestrant. Metabolism of fulvestrant appears to involve combinations of a number of possible biotransformation pathways analogous to those of endogenous steroids, including oxidation, aromatic hydroxylation, conjugation with glucuronic acid and/or sulphate at the 2, 3 and 17 positions of the steroid nucleus, and oxidation of the side chain sulphoxide.

US Natl Inst Health; DailyMed. Current Medication Information for Faslodex (Fulvestrant) (June 2006). Available from, as of November 13, 2008: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=1615


Metabolites of fulvestrant exhibit pharmacologic activity that is similar to or less than that of the parent compound.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


In vitro studies indicate that CYP3A4 is the only enzyme involved in fulvestrant oxidation; however, the relative contribution of CYP and non-CYP routes in vivo currently is not known.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


5.7 Biological Half-Life

40 days


The elimination half-life of fulvestrant is about 40 days.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


5.8 Mechanism of Action

Fulvestrant competitively and reversibly binds to estrogen receptors present in cancer cells and achieves its anti-estrogen effects through two separate mechanisms. First, fulvestrant binds to the receptors and downregulates them so that estrogen is no longer able to bind to these receptors. Second, fulvestrant degrades the estrogen receptors to which it is bound. Both of these mechanisms inhibit the growth of tamoxifen-resistant as well as estrogen-sensitive human breast cancer cell lines.


Fulvestrant, a 7(alpha)-alkylsulfinyl analog of estradiol, is an estrogen antagonist. Data from animal studies indicate that fulvestrant does not possess estrogen-agonist activity. The drug competitively binds to and downregulates estrogen receptors in human breast cancer cells. Fulvestrant has been shown to inhibit the growth of tamoxifen-resistant as well as estrogen-sensitive human breast cancer (MCF-7) cell lines in vitro and in vivo. Data from studies in animals indicate that the drug also may block the uterotropic action of estradiol. Fulvestrant does not appear to exhibit peripheral steroidal effects in postmenopausal women, as evidenced by an absence of appreciable changes in plasma concentrations of follicle-stimulating hormone (FSH) and luteinizing hormone (LH) after receiving 250 mg of fulvestrant IM monthly.

American Society of Health System Pharmacists. AHFS Drug Information 2008. Bethesda, Maryland 2008, p. 1074


The efferent ductules express the highest amount of estrogen receptors ESR1 (ERalpha) and ESR2 (ERbeta) within the male reproductive tract. Treatment of rats with the antiestrogen fulvestrant (ICI 182,780) causes inhibition of fluid reabsorption in the efferent ductules, leading to seminiferous tubule atrophy and infertility. To provide a more comprehensive knowledge about the molecular targets for estrogen in the rat efferent ductules, /the authors/ investigated the effects of ICI 182,780 treatment on gene expression using a microarray approach. Treatment with ICI 182,780 increased or reduced at least 2-fold the expression of 263 and 98 genes, respectively. Not surprisingly, several genes that encode ion channels and macromolecule transporters were affected. Interestingly, treatment with ICI 182,780 markedly altered the expression of genes related to extracellular matrix organization. Matrix metalloproteinase 7 (Mmp7), osteopontin (Spp1), and neuronal pentraxin 1 (Nptx1) were among the most altered genes in this category. Upregulation of Mmp7 and Spp1 and downregulation of Nptx1 were validated by Northern blot. Increase in Mmp7 expression was further confirmed by immunohistochemistry and probably accounted for the decrease in collagen content observed in the efferent ductules of ICI 182,780-treated animals. Downregulation of Nptx1 probably contributed to the extracellular matrix changes and decreased amyloid deposition in the efferent ductules of ICI 182,780-treated animals. Identification of new molecular targets for estrogen action may help elucidate the regulatory role of this hormone in the male reproductive tract.

PMID:18495684 Yasuhara F et al; Biol Reprod 79 (3): 432-41 (2008)


Fulvestrant is a pure antiestrogen that emerged from a systematic medicinal chemistry strategy of modification of long-chain alkyl substitutes in the 7a-position of estradiol. Fulvestrant has no uterotrophic effects on the immature or ovariectomized rat and blocks the agonistic effects of estradiol and tamoxifen in a dose-dependent manner. In in vivo and in vitro breast cancer models, fulvestrant has anticancer activity at least as good as tamoxifen and is superior to tamoxifen in some models. Fulvestrant requires intramuscular administration in a proprietary formulation of castor oil and alcohols. When fulvestrant binds to estrogen receptor monomers it inhibits receptor dimerization, activating function 1 (AF1) and AF2 are rendered inactive, translocation of receptor to the nucleus is reduced, and degradation of the estrogen receptor is accelerated. This results in pure antiestrogenic effects. ...

PMID:15865849 Carlson RW; Clin Breast Cancer 6 Suppl 1: S5-8 (2005)


Estrogen and tamoxifen activate large conductance Ca(2+)-activated K(+) (BK(Ca)) channels in smooth muscle through a non-genomic mechanism that depends on the regulatory beta1 subunit and an extracellular binding site. It is unknown whether a "pure" anti-estrogen such as ICI 182,780 (Faslodex), that has no known estrogenic properties, would have any effect on BK(Ca) channels. Using single channel patch clamp techniques on canine colonic myocytes, the hypothesis that ICI 182,780 would activate BK(Ca) channels was tested. ICI 182,780 increased the open probability of BK(Ca) channels in inside-out patches with an EC(50) of 1 microM. These data suggest that molecules with the ability to bind nuclear estrogen receptors, regardless of oestrogenic or anti-estrogenic nature, activate BK(Ca) channels through this nongenomic, membrane-delimited mechanism. The identity and characteristics of this putative binding site remain unclear; however, it has pharmacological similarity to estrogen receptors alpha and beta, as ICI 182,780 interacts with it.

PMID:12145095 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1573435 Dick GM; Br J Pharmacol 136 (7): 961-4 (2002)


For more Mechanism of Action (Complete) data for FULVESTRANT (6 total), please visit the HSDB record page.


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Virtual BoothGonane has API manufacturing expertise in new-age Corticosteroids, Hormones and other pharma raw materials.

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Gonane Pharma

03

Axplora

Germany

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothAxplora- The partner of choice for complex APIs.

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Axplora CB

04

Minakem (formerly Delmar Chemicals...

Canada

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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26th North American ISSX
Not Confirmed
  • fda
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  • WHO-GMP

Virtual BoothMinakem is manufacturing small molecules APIs including corticosteroids

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Minakem Delmar

05

Polpharma

Poland

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothPolpharma is a Polish CDMO of APIs and a significant European API producer, delivering products to companies worldwide.

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Polpharma CB

06

LGM Pharma

U.S.A

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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  • WHO-GMP

Virtual BoothLGM Pharma accelerates & optimizes the new product pathway from early development through commercialization.

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LGM Pharma CB

07

Seqens

France

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothSeqens is an integrated global leader in pharmaceutical solutions & specialty ingredients & provides custom-made solutions.

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Seqens Company Banner

08

Hubei Gedian Humanwell Pharmaceuti...

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothHubei Gedian Humanwell focuses on R&D, production, & sales of fertility regulation drugs & steroidal APIs.

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USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT
Hubei Gedian Humanwell Pharmaceutical

09

Jinan Tantu Chemicals

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothJinan Tantu Chemicals offers customized R&D services & production of small molecule APIs & pharmaceutical intermediates.

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USDMF CEP/COS JDMF EU-WC NDC KDMF VMF Others AUDIT
Jinan Tantu Chemicals

10

Shanghai Minbiotech

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

  • fda
  • EDQM
  • WHO-GMP

Virtual BoothShanghai Minbiotech is the leading producer of biopharmaceuticals and a variety of high-end generic & innovative drugs.

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Shanghai Minbiotech CB
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02-Jan-2021
07-Aug-2024
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DOSAGE - SOLUTION;INTRAMUSCULAR - 125MG/2.5ML...DOSAGE - SOLUTION;INTRAMUSCULAR - 125MG/2.5ML (50MG/ML)

USFDA APPLICATION NUMBER - 21344

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DOSAGE - SOLUTION;INTRAMUSCULAR - 250MG/5ML (...DOSAGE - SOLUTION;INTRAMUSCULAR - 250MG/5ML (50MG/ML)

USFDA APPLICATION NUMBER - 21344

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NCGC00024964-02 Manufacturers | Traders | Suppliers

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