Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00650)
Name
Tamoxifen
Synonyms    Click to Show/Hide the Synonyms of This API
tamoxifen; 10540-29-1; trans-Tamoxifen; Crisafeno; Soltamox; Diemon; Tamoxifene; Tamoxifeno; Tamoxifenum; Tamoxifene [INN-French]; Tamoxifenum [INN-Latin]; Tamoxifeno [INN-Spanish]; 1-p-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene; 1-para-beta-Dimethylaminoethoxyphenyl-trans-1,2-diphenylbut-1-ene; UNII-094ZI81Y45; (Z)-2-(4-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylethanamine; 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine; CHEMBL83; Citofen; Istubol; Oncomox; Retaxim; Tamizam; Tamoxen; 2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}-N,N-dimethylethanamine; CHEBI:41774; (2-{4-[(1Z)-1,2-diphenylbut-1-en-1-yl]phenoxy}ethyl)dimethylamine; trans-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine; Ethanamine, 2-[4-[(1Z)-1,2-diphenyl-1-butenyl]phenoxy]-N,N-dimethyl-; (Z)-2-[4-(1,2)-DIPHENYL-1-BUTENYL)-PHENOXY]-N,N-DIMETHYLETHANAMINE; MFCD00010454; Tamoxifen (Z); 094ZI81Y45; (Z)-2-(4-(1,2-diphenylbut-1-enyl)phenoxy)-N,N-dimethylethanamine; Tamoxifen [INN:BAN]; Tamoxifen and its salts; DSSTox_CID_14187; DSSTox_RID_79121; DSSTox_GSID_34187; (Z)-2-(para-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylamine; Ethanamine, 2-(4-(1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-, (Z)-; 2-[4-[(Z)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethyl-ethanamine; [3H]tamoxifen; Tamoxifen (INN); Tamoxifen (TN); [3H]-tamoxifen; ICI 47699; Tamoplex (TN); SMR000059172; CAS-10540-29-1; TRANS FORM OF TAMOXIFEN; CCRIS 3275; HSDB 6782; EINECS 234-118-0; ICI-47699; Ethanamine, 2-(4-((1Z)-1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-; Ethylamine, N,N-dimethyl-2-(p-(1,2-diphenyl-1-butenyl)phenoxy)-, (Z)-; Tamoxifen, 7; (Z)-2-(para-(1,2-Diphenyl-1-butenyl)phenoxy)-N,N-dimethylamine (IUPAC); (E/Z)-Tamoxifen; Tocris-0999; Tamoxifen, >=99%; Prestwick2_000146; Prestwick3_000146; Spectrum5_001417; Spectrum5_002043; UPCMLD-DP027; EC 234-118-0; SCHEMBL4084; BIDD:PXR0003; Lopac0_001203; BSPBio_000252; BSPBio_001150; BSPBio_001982; MLS001332535; MLS001332536; BIDD:ER0008; BIDD:GT0009; Tamoxifen, analytical standard; BPBio1_000278; GTPL1016; GTPL5384; DTXSID1034187; Ethanamine, 2-[4-[(1Z)-1,2-diphenyl-1-buten-1-yl]phenoxy]-N,N-dimethyl-; Tamoxifen Drug Standard Solution; BDBM20607; cid_2733526; AOB5640; cMAP_000044; HMS1362J11; HMS1792J11; HMS1990J11; HMS2090N08; HMS2232C12; HMS3261D09; HMS3403J11; HMS3411P04; 7728-73-6; EBD41546; ZINC1530689; Tox21_201243; Tox21_300539; Tox21_500494; (Z)-2-[p-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine; 1-p-.beta.-Dimethylamino-ethoxyphenyl-trans-1,2-diphenylbut-1-ene; 2060AH; HY-13757A; NSC727681; AKOS022143035; AM84324; CCG-205277; DB00675; KS-1472; LP00494; NSC-727681; SDCCGSBI-0051170.P007; VA11813; ICI47699;Z-Tamoxifen;trans-Tamoxifen; IDI1_000258; IDI1_002170; QTL1_000079; NCGC00024928-01; NCGC00024928-03; NCGC00024928-04; NCGC00024928-05; NCGC00024928-07; NCGC00024928-08; NCGC00024928-09; NCGC00024928-10; NCGC00024928-11; NCGC00024928-12; NCGC00024928-13; NCGC00024928-14; NCGC00024928-15; NCGC00024928-16; NCGC00024928-17; NCGC00024928-18; NCGC00024928-19; NCGC00024928-39; NCGC00024928-40; NCGC00254455-01; NCGC00258795-01; NCGC00261179-01; SBI-0051170.P004; C07108; D08559; 10331-EP2270008A1; 10331-EP2270018A1; 10331-EP2272827A1; 10331-EP2272832A1; 10331-EP2275102A1; 10331-EP2277865A1; 10331-EP2277876A1; 10331-EP2280012A2; 10331-EP2281815A1; 10331-EP2289892A1; 10331-EP2292233A2; 10331-EP2292576A2; 10331-EP2292614A1; 10331-EP2292617A1; 10331-EP2295416A2; 10331-EP2295426A1; 10331-EP2295427A1; 10331-EP2298305A1; 10331-EP2298746A1; 10331-EP2298748A2; 10331-EP2298778A1; 10331-EP2298780A1; 10331-EP2301536A1; 10331-EP2301538A1; 10331-EP2301933A1; 10331-EP2305640A2; 10331-EP2305642A2; 10331-EP2305671A1; 10331-EP2305689A1; 10331-EP2308833A2; 10331-EP2308855A1; 10331-EP2308861A1; 10331-EP2311455A1; 10331-EP2311825A1; 10331-EP2311827A1; 10331-EP2311840A1; 10331-EP2311842A2; 10331-EP2316452A1; 10331-EP2316831A1; 10331-EP2316832A1; 10331-EP2316833A1; 10331-EP2316834A1; 10331-EP2374454A1; AB00053547-16; AB00053547-17; AB00053547-18; AB00053547_19; AB00053547_20; 540T291; A801229; L024126; Q412178; W-108788; BRD-K93754473-001-02-9; BRD-K93754473-048-04-6; BRD-K93754473-048-05-3; BRD-K93754473-048-10-3; ETHYL3-(4-HYDROXY-3-METHOXYPHENYL)PROPIONATE; Tamoxifen, certified reference material, TraceCERT(R); 1-[4-(2-Dimethylaminoethoxy)phenyl]-1,2-diphenyl-1-butene; (Z)-2-(4-(1,2-diphenylbut-1-en-1-yl)phenoxy)-N,N-dimethylethan-1-amine; (Z)-2-(4-(1,2-diphenylbut-1-en-1-yl)phenoxy)-N,N-dimethylethanamine; 2-[4-[(1Z)-1,2-Diphenyl-1-buten-1-yl]phenoxy]-N,N-dimethylethanamine; 2-[4-[(Z)-1,2-di(phenyl)but-1-enyl]phenoxy]-N,N-dimethylethanamine
Clinical Status
Approved
Disease Indication Breast cancer ICD-11: 2C60 [1]
PubChem CID
2733526
Formula
C26H29NO
Canonical SMILES
CC/C(=C(\\C1=CC=CC=C1)/C2=CC=C(C=C2)OCCN(C)C)/C3=CC=CC=C3
InChI
1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-
InChIKey
NKANXQFJJICGDU-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=2733526"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 371.5 Topological Polar Surface Area 12.5
XlogP 7.1 Complexity 463
Heavy Atom Count 28 Rotatable Bond Count 8
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Tamoxifen 10 mg tablet Click to Show/Hide the Full List of Formulation(s):          7 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; Sodium lauryl sulfate; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%)
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 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
Lactose monohydrate; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Povidone k30; Hypromellose 2910 (5 mpa.s); Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Golden State Medical Supply; Kaiser Foundation Hospitals; Mayne Pharma; Physicians Total Care; Teva Pharmaceuticals
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
             Drug Formulation 3 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
Lactose monohydrate; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Hypromellose 2910 (5 mpa.s); Povidones; Starch, corn
                   Dosage Form Oral Tablet
                   Company McKesson
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
             Drug Formulation 4 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company Actavis Pharma
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             Drug Formulation 5 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Watson Laboratories
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             Drug Formulation 6 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Microcrystalline cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Mayne Pharma
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             Drug Formulation 7 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company American Health Packaging
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
          Tamoxifen 20 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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; Sodium lauryl sulfate; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Crospovidone (15 mpa.s at 5%)
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 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
Lactose monohydrate; Magnesium stearate; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Povidone k30; Hypromellose 2910 (5 mpa.s); Starch, corn
                   Dosage Form Oral Tablet
                   Company Golden State Medical Supply; Mayne Pharma; Physicians Total Care; Teva Pharmaceuticals
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
             Drug Formulation 3 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Actavis Pharma; American Health Packaging
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             Drug Formulation 4 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline; Starch, pregelatinized corn
                   Dosage Form Oral Tablet
                   Company Bryant Ranch Prepack; Watson Laboratories
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
             Drug Formulation 5 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
Lactose monohydrate; Magnesium stearate; Croscarmellose sodium; Microcrystalline cellulose; Starch, corn
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Mayne Pharma
                   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]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
          Tamoxifen Citrate eq 10mg base tablet Click to Show/Hide the Full List of Formulation(s):          1 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
Carboxymethylcellulose Calcium; Magnesium Stearate; Mannitol; Starch
                   Dosage Form Tablet
                   Company Astrazeneca
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [4]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Pregelatinized starch DIG Info Multidrug resistance protein 1 (Protein expression downregulation) [3]
          Tamoxifen Citrate eq 20mg base/10ml solution Click to Show/Hide the Full List of Formulation(s):          1 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
Ethanol; Glycerol; Propylene Glycol; Sorbitol Solution; Licorice Flavor; Aniseed Flavor; Purified Water
                   Dosage Form Solution
                   Company Mayne Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Anethole DIG Info Acetylcholinesterase (IC50 = 3630.78 nM) [7]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [6]
References
1 FDA label for approved tamoxifen from the official website of the U.S. Food and Drug Administration.
2 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
4 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
5 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
6 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
7 QSAR analyses of the substituted indanone and benzylpiperidine rings of a series of indanone-benzylpiperidine inhibitors of acetylcholinesterase. J Med Chem. 1992 Feb 7; 35(3):584-9.

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