Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00697)
Name
Tranylcypromine
Synonyms    Click to Show/Hide the Synonyms of This API
tranylcypromine; 155-09-9; (1R,2S)-2-phenylcyclopropan-1-amine; Parnate; (1R,2S)-2-phenylcyclopropanamine; 3721-26-4; Transamine; d-Tranylcypromine; (1R,2S)-2-phenyl-cyclopropylamine; Cyclopropanamine, 2-phenyl-, trans-; trans-2-phenyl-cyclopropylamine; 95-62-5; (1R,2S)-tranylcypromine; trans-2-Phenylcyclopropylamine; (+)-(R)-Tranylcypromine; Cyclopropanamine, 2-phenyl-, (1R,2S)-rel-; Jatrosom; (+)-Tranylcypromine; (1r,2s)-rel-2-phenylcyclopropanamine; trans-2-phenylcyclopropanamine; l-Tranylcypromine; NSC 80664; CHEMBL1179; Racemic Tranylcypromine; SKF 385; trans-DL-2-Phenylcyclopropylamine; (1R,2S)-rel-2-phenylcyclopropan-1-amine; trans-(-)-2-Phenylcyclopropanamine; Cyclopropanamine, 2-phenyl-, trans-(.+/-.)-; Cyclopropylamine, 2-phenyl-, trans-(.+/-.)-; Tranilcipromina; Parnitene; Tranylcyprominum; (1R)-1-Amino-2-phenylcyclopropane; 2-Phenyl-1-aminocyclopropane, trans-; Parnate (Salt/Mix); SKF-trans-385; Cyclopropylamine, 2-phenyl-, (1S-trans)-; (.+/-.)-Tranylcypromine; SKF Trans-385; 3721-28-6; Tranylcypromine [INN:BAN]; trans-2-phenylcyclopropan-1-amine; Tranylcipromine; Tranylcyprominum [INN-Latin]; trans amine; trans-amine; Tranilcipromina [INN-Spanish]; CCRIS 3344; Cyclopropanamine, 2-phenyl-, trans-(+-)-; (+/-)-trans-2-phenylcyclopropylamine; HSDB 3404; S-Tranylcypromine; (.+/-.)-trans-2-Phenylcyclopropamine; rel-Tranylcypromine; (.+/-.)-trans-2-Phenylcyclopropylamine; EINECS 205-841-9; BRN 2802413; BRN 3195803; Cyclopropylamine, 2-phenyl-, trans-(-)-; Cyclopropylamine, 2-phenyl-, trans-(+-)-; Prestwick0_000173; Prestwick1_000173; Prestwick2_000173; Lopac-P-8511; CBChromo1_000132; SCHEMBL34339; 3-12-00-02797 (Beilstein Handbook Reference); Cyclopropanamine, 2-phenyl-, (1R-trans)- (9CI); SPBio_001986; trans-2-phenyl cyclopropylamine; (1R,2S)-trans-tranylcypromine; DTXSID2023694; (Trans)-2-phenylcyclopropanamine; [trans-2-phenylcyclopropyl]amine; CHEBI:94631; cid_2723716; CHEBI:131510; DTXSID201015773; [(trans)-2-phenylcyclopropyl]amine; ZINC1482197; 4694AJ; 8372AH; BDBM50240772; NSC789036; PDSP2_001079; PDSP2_001080; (1R-trans)-2-phenyl-cyclopropanamine; AKOS006282586; (1R,2S)-2-phenyl-1-cyclopropanamine; NE64561; NSC-789036; SB33883; SB36881; (1R,2S)-(-)-2-phenylcyclopropylamine; NCGC00015848-01; NCGC00015848-07; NCGC00015848-09; (tranylcypromine)2-Phenyl-cyclopropylamine; AC-15970; CS-0008259; trans-(1R,2S)-2-Phenylcyclopropan-1-amine; BRD-K47029922-003-03-4; UNII-3E3V44J4Z9 component AELCINSCMGFISI-DTWKUNHWSA-N
Clinical Status
Approved
Disease Indication Major depressive disorder ICD-11: 6A70 [1]
PubChem CID
19493
Formula
C9H11N
Canonical SMILES
C1[C@H]([C@@H]1N)C2=CC=CC=C2
InChI
1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m0/s1
InChIKey
AELCINSCMGFISI-DTWKUNHWSA-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=19493"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 133.19 Topological Polar Surface Area 26
XlogP 1.5 Complexity 116
Heavy Atom Count 10 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Full List of Drug Formulations (DFMs) Containing This API
          Tranylcypromine 10 mg tablet Click to Show/Hide the Full List of Formulation(s):          9 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 citric acid; Lactose; Fd&c red no. 40; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Talc; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Gelatin
                   Dosage Form Oral Tablet
                   Company GlaxoSmithKline
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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 citric acid; Lactose; Fd&c red no. 40; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Talc; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Gelatin
                   Dosage Form Oral Tablet
                   Company Covis Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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
Anhydrous citric acid; Lactose; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Carnauba wax; Cellulose, microcrystalline; Gelatin; Hypromellose 2910 (6 mpa.s); Polyethylene glycol 8000
                   Dosage Form Oral Tablet
                   Company Actavis Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
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
Anhydrous citric acid; Lactose; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 400; Carnauba wax; Cellulose, microcrystalline; Gelatin; Hypromellose 2910 (6 mpa.s); Polyethylene glycol 8000
                   Dosage Form Oral Tablet
                   Company Concordia Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
             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
Anhydrous citric acid; Lactose, unspecified form; Fd&c red no. 40; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Talc; Titanium dioxide; Croscarmellose sodium; Gelatin, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company GlaxoSmithKline
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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
Fd&c red no. 40; Magnesium stearate; Calcium phosphate, dibasic, dihydrate; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 3350; Polyvinyl alcohol; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Golden State Medical Supply
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Polyvinyl alcohol DIG Info Debrisoquine 4-hydroxylase (EC50 = 354.8 uM) [7]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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; Fd&c red no. 40; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Citric acid monohydrate; Talc; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Gelatin
                   Dosage Form Oral Tablet
                   Company Rising Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 8 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; Fd&c red no. 40; D&c red no. 7; Fd&c blue no. 2; Fd&c yellow no. 6; Magnesium stearate; Citric acid monohydrate; Talc; Titanium dioxide; Croscarmellose sodium; Cellulose, microcrystalline; Gelatin
                   Dosage Form Oral Tablet
                   Company RemedyRepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 9 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
Fd&c red no. 40; Magnesium stearate; Dibasic calcium phosphate dihydrate; Talc; Titanium dioxide; Croscarmellose sodium; Polyethylene glycol 3350; Silicon dioxide; Microcrystalline cellulose; Polyvinyl alcohol, unspecified
                   Dosage Form Oral Tablet
                   Company Par Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 3350 DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
          Tranylcypromine Sulfate 10mg tablet Click to Show/Hide the Full List of Formulation(s):          3 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
Cellulose, Microcrystalline; Anhydrous Citric Acid; Croscarmellose Sodium; D&C Red No. 7; Fd&C Blue No. 2; Fd&C Yellow No. 6; Gelatin; Lactose; Magnesium Stearate; Talc; Titanium Dioxide; Carnauba Wax; Hypromellose 2910 (6 Mpa.S); Polyethylene Glycol 400; Polyethylene Glycol 8000
                   Dosage Form Tablet
                   Company Actavis Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Gelatin DIG Info Mephenytoin 4-hydroxylase (EC50 = 20.5 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 400 DIG Info Albendazole monooxygenase (IC50 = 10.77 mg.mL-1) [6]
             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
Cellulose, Microcrystalline; Anhydrous Citric Acid; Croscarmellose Sodium; D&C Red No. 7; Fd&C Blue No. 2; Fd&C Yellow No. 6; Gelatin; Lactose; Magnesium Stearate; Talc; Titanium Dioxide; Carnauba Wax; Polyethylene Glycol 400; Polyethylene Glycol 8000; Hypromellose 2910(6 Mpa.S)
                   Dosage Form Tablet
                   Company Concordia Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [4]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Gelatin DIG Info Mephenytoin 4-hydroxylase (EC50 = 20.5 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
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
Microcrystalline Cellulose; Starch, Corn; Carboxymethylcellulose Sodium, Unspecified; Calcium Sulfate, Unspecified Form; Croscarmellose Sodium; Magnesium Stearate; Hypromellose, Unspecified; Polyethylene Glycol, Unspecified; Talc; Titanium Dioxide; Fd&C Red No. 40; Fd&C Blue No. 2; Fd&C Yellow No. 6
                   Dosage Form Tablet
                   Company Alvogen
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [3]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
Carboxymethylcellulose sodium DIG Info Albendazole monooxygenase (EC50 = 12.6 uM) [7]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [7]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Polyethylene glycol 4000 DIG Info Albendazole monooxygenase (Inhibition ratio < 40 %) [6]
References
1 FDA label for approved tranylcypromine from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 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.
4 PubChem BioAssay data set.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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