Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00691)
Name
Toremifene
Synonyms    Click to Show/Hide the Synonyms of This API
toremifene; Farestone; 89778-26-7; Toremifeno; Toremifenum; UNII-7NFE54O27T; GTx-006; Z-Toremifene; {2-[4-(4-Chloro-1,2-diphenyl-but-1-enyl)-phenoxy]-ethyl}-dimethyl-amine; 7NFE54O27T; CHEBI:9635; Toremifenum [Latin]; Toremifeno [Spanish]; 89778-26-7 (free base); 2-[4-[(Z)-4-chloro-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine; 2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine; Ethanamine, 2-(4-((1Z)-4-chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-; Toremifene Base; GTx 006; Toremifene [INN:BAN]; Estrimex; Toremifene (INN); C26H28ClNO; CCRIS 8745; (E)-Toremifene; (Z)-2-(4-(4-Chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine; 2-(para-((Z)-4-Chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethylethylamine (IUPAC); SCHEMBL7465; CHEMBL1655; BIDD:PXR0202; BIDD:ER0222; BIDD:GT0211; GTPL4325; DTXSID3023689; BDBM58492; cid_3005572; HY-B0005A; HMS2090B22; HMS3714P06; BBL029023; DL-519; MFCD00801070; STK626445; ZINC12404516; AKOS005559276; AC-1751; CCG-220952; CS-1268; DB00539; 2-({4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenyl}oxy)-N,N-dimethylethanamine; 2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethan-1-amine; Ethanamine, 2-(4-(4-chloro-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-, (Z)-; MRF-0000351; NCGC00160530-02; NCGC00160530-13; 89778-29-0; J33.157K; SBI-0206902.P001; 78T267; C08166; D08620; W-5124; 29515-EP2272827A1; 29515-EP2275420A1; 29515-EP2280012A2; 29515-EP2281815A1; 29515-EP2295055A2; 29515-EP2295416A2; 29515-EP2295426A1; 29515-EP2295427A1; 29515-EP2298748A2; 29515-EP2298764A1; 29515-EP2298765A1; 29515-EP2301933A1; 29515-EP2305640A2; 29515-EP2305642A2; 29515-EP2305671A1; 29515-EP2311453A1; 29515-EP2311808A1; 29515-EP2311825A1; 29515-EP2311827A1; 29515-EP2311829A1; 29515-EP2311840A1; 29515-EP2311842A2; AB00698360-07; AB00698360-09; AB00698360-10; AB00698360_11; AB00698360_12; A843306; Q3993743; SR-01000763502-5; BRD-K51350053-048-06-6; (2-{4-[(1Z)-4-chloro-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; 2-[4-[(Z)-4-chloranyl-1,2-diphenyl-but-1-enyl]phenoxy]-N,N-dimethyl-ethanamine; 2-[4-[(Z)-4-chloro-1,2-di(phenyl)but-1-enyl]phenoxy]-N,N-dimethylethanamine; 2-[4-[(Z)-4-chloro-1,2-diphenyl-but-1-enyl]phenoxy]ethyl-dimethyl-amine;citric acid; 2-[4-[(Z)-4-chloranyl-1,2-diphenyl-but-1-enyl]phenoxy]-N,N-dimethyl-ethanamine;2-oxidanylpropane-1,2,3-tricarboxylic acid; 275360-73-1
Clinical Status
Approved
Disease Indication Breast cancer ICD-11: 2C60 [1]
PubChem CID
3005573
Formula
C26H28ClNO
Canonical SMILES
CN(C)CCOC1=CC=C(C=C1)/C(=C(/CCCl)\\C2=CC=CC=C2)/C3=CC=CC=C3
InChI
1S/C26H28ClNO/c1-28(2)19-20-29-24-15-13-23(14-16-24)26(22-11-7-4-8-12-22)25(17-18-27)21-9-5-3-6-10-21/h3-16H,17-20H2,1-2H3/b26-25-
InChIKey
XFCLJVABOIYOMF-QPLCGJKRSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=3005573"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 406 Topological Polar Surface Area 12.5
XlogP 7.2 Complexity 483
Heavy Atom Count 29 Rotatable Bond Count 9
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Toremifene 60 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Anhydrous lactose; Magnesium stearate; Povidone; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company GTx
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Anhydrous lactose; Magnesium stearate; Silicon dioxide; Microcrystalline cellulose; Povidone, unspecified; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Kyowa Kirin
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved toremifene from the official website of the U.S. Food and Drug Administration.
2 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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