Chlorotrianisene

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Chlorotrianisene

Systematic (IUPAC) name
1,1',1''-(2-chloroethene-1,1,2-triyl)tris(4-methoxybenzene)
Clinical data
Trade names	Tace
AHFS/Drugs.com	Multum Consumer Information
Pregnancy cat.	X (US)
Legal status	Discontinued
Routes	Oral
Pharmacokinetic data
Protein binding	50 to 80%
Identifiers
CAS number	569-57-3^Y
ATC code	G03CA06
PubChem	CID 11289
DrugBank	DB00269
ChemSpider	10815^Y
UNII	6V5034L121^Y
KEGG	D00269^Y
ChEBI	CHEBI:3641^Y
ChEMBL	CHEMBL1200761^N
Chemical data
Formula	C₂₃H₂₁Cl O₃
Mol. mass	380.864 g/mol
SMILES Cl/C(c1ccc(OC)cc1)=C(/c2ccc(OC)cc2)c3ccc(OC)cc3
InChI InChI=1S/C23H21ClO3/c1-25-19-10-4-16(5-11-19)22(17-6-12-20(26-2)13-7-17)23(24)18-8-14-21(27-3)15-9-18/h4-15H,1-3H3^Y Key:BFPSDSIWYFKGBC-UHFFFAOYSA-N^Y
N (what is this?) (verify)

Chlorotrianisene (trade name Tace) is a non-steroidal synthetic estrogen that was formerly used for the treatment of menopause, deficiencies in ovary function, and prostate cancer.^[1]^[2]

References

↑ Drugs.com: Chlorotrianisene
↑ Yuen, B. H.; Pendleton, H. J.; Blair, S. (1977). "Efficacy of bromocriptine and chlorotrianisene in preventing postpartum lactation". Canadian Medical Association journal 117 (8): 919–921. PMC 1880136. PMID 334356.

Estrogenics

Receptor

ER (α, β)	Agonists: 5α-Androstane-3β,17β-diol 16α-Hydroxyestrone Alestramustine Almestrone Benzestrol Bifluranol Broparestrol Carbestrol Chlorotrianisene Cloxestradiol Daidzein DHEA Dienestrol Diethylstilbestrol Diethylstilbestrol diphosphate Diosgenin Doisynoestrol DPN Epiestriol Epimestrol Eptamestrol/Etamestrol ERB-041 Equilenin Equilin Estetrol Estradiol Estradiol benzoate Estradiol butyrylacetate Estradiol cypionate Estradiol dienanthate Estradiol dipropionate Estradiol diundecylate Estradiol diundecylenate Estradiol enanthate Estradiol furoate Estradiol hemihydrate Estradiol hemisuccinate Estradiol hexahydrobenzoate Estradiol monopropionate Estradiol palmitate Estradiol pivalate Estradiol propoxyphenylpropionate Estradiol stearate Estradiol succinate Estradiol undecylate Estradiol valerate Estramustine Estramustine phosphate Estrapronicate Estrazinol Estriol Estriol succinate Estriol tripropionate Estrofurate Estromustine Estrone Estrone acetate Estrone cyanate Estrone sulfate Estrone tetraacetylglucoside Estropipate Etamestrol Ethinylestradiol Ethinylestradiol 3-isopropylsulfonate Etynodiol diacetate FERb 033 Fenestrel Fosfestrol Furostilbestrol Hexestrol Hexestrol diacetate Hexestrol dicaprylate Hexestrol diphosphate Hexestrol dipropionate Hydroxyestrone diacetate Liquiritigenin Mestranol Methallenestril Methestrol Methestrol dipropionate Moxestrol Nilestriol Orestrate Polyestradiol phosphate PPT Promestriene Promethoestrol Quinestradol Quinestrol β-Sitosterol WAY-200,070 Note: Though not listed here, many anabolic steroids can also be estrogenic as they can be aromatized into estrogen-like metabolites that possess estrogenic activity. Mixed (SERMs): 2-Hydroxyestrone Acolbifene Afimoxifene Arzoxifene Bazedoxifene Clomifene Clomifenoxide Cyclofenil Droloxifene Enclomifene Endoxifen Epimestrol Femarelle Fispemifene GW5638 Idoxifene Lasofoxifene Levormeloxifene Menerba Mepitiostane Miproxifene Nafoxidine Nitromifene Ormeloxifene Ospemifene Panomifene Pipendoxifene Prinaberel Raloxifene SS1010 Sivifene Tamoxifen TAS-108 Tesmilifene Tibolone Toremifene Trioxifene Y-134 Zindoxifene Zuclomifene Antagonists: Fulvestrant ICI-164,384 MPP PHTPP RU-58,668 SS1020 ZK-164,015 ZK-191,703 Note: Xenoestrogens (e.g., phytoestrogens and mycoestrogens) are not included here. For a full list of xenoestrogens, see here.

GPER	Agonists: Estradiol Fulvestrant G-1 Genistein Quercetin Tamoxifen Antagonists: G-15

Enzyme
(inhibitors)

20,22-Desmolase	22-ABC 3,3′-Dimethoxybenzidine 3-Methoxybenzidine Aminoglutethimide Cyanoketone Danazol Etomidate Mitotane Trilostane

17α-Hydroxylase, 17,20-Lyase	22-ABC 22-Oxime Abiraterone Bifonazole Clotrimazole Cyanoketone Cyproterone Danazol Econazole Galeterone Gestrinone Isoconazole Ketoconazole L-39 Liarozole LY-207,320 MDL-27,302 Miconazole Mifepristone Orteronel Pioglitazone Rosiglitazone Spironolactone Stanozolol SU-10,603 TGF-β Tioconazole Troglitazone VN/87-1 YM116

3β-HSD	4-MA Azastene Cyanoketone Danazol Epostane Genistein Gestrinone Metyrapone Oxymetholone Pioglitazone Rosiglitazone Trilostane Troglitazone

17β-HSD	Danazol Simvastatin

Aromatase	1,4,6-Androstatriene-3,17-dione 4-Androstene-3,6,17-trione 4-Cyclohexylaniline 4-Hydroxytestosterone 5α-DHNET Abyssinone II Aminoglutethimide Anastrozole Ascorbic acid (Vitamin C) Atamestane Bifonazole CGP-45,688 CGS-47,645 Clotrimazole DHT Difeconazole Econazole Exemestane Fadrozole Fenarimol Finrozole Formestane Imazalil Isoconazole Ketoconazole Letrozole Liarozole MEN-11066 Miconazole Minamestane Nimorazole NKS01 ORG-33,201 Penconazole Plomestane Prochloraz Propioconazole Pyridoglutethimide Rogletimide Rotenone Talarozole Testolactone Tioconazole Triadimefon Triadimenol Troglitazone Vorozole YM511 Zinc Note: 5α-reductase and 21-hydroxylase inhibitors may also affect estrogen levels as they prevent metabolism of estrogen steroid precursors.

Other

Endogenous	Estrogens: 5α-Androstane-3β,17β-diol DHEA Estetrol Estradiol Estriol Estrone Antiestrogens: 2-Hydroxyestrone 16-Hydroxyestrone Precursors: Cholesterol 22R-Hydroxycholesterol 20α,22R-Dihydroxycholesterol Pregnenolone 17-Hydroxypregnenolone Progesterone 17-Hydroxyprogesterone Cortodoxone/Deoxycortisol DHEA DHEA sulfate 16-Hydroxy-DHEA 16-Hydroxy-DHEA sulfate Androstenediol Androstenedione 16-Hydroxyandrostenedione Testosterone

Indirect	Androgens/Antiandrogens (see here) Calcitriol (a form of Vitamin D) GnRH agonists/antagonists (see here) Gonadotropins//Antigonadotropins (see here) Plasma proteins (SHBG, ABP, Albumin) Progestogens/Antiprogestins (see here) Prolactin

Procedures	Adrenalectomy Hypophysectomy Oophorectomy Orchiectomy

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