Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00368)
Name
Liothyronine
Synonyms    Click to Show/Hide the Synonyms of This API
liothyronine; triiodothyronine; 3,3',5-Triiodo-L-thyronine; Liothyronin; 3,5,3'-triiodothyronine; Tresitope; O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine; L-Liothyronine; 3,5,3'-Triiodo-L-thyronine; triothyrone; Liothyroninum; Liotironina; 3,3',5-Triiodothyronine; 3,5,3'TRIIODOTHYRONINE; L-3,5,3'-Triiodothyronine; L-3,3',5-TriioDOThyronine; (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid; (S)-2-amino-3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)propanoic acid; Triiodo-L-thyronine; CHEBI:18258; L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo-; MFCD00002593; CHEMBL1544; UNII-06LU7C9H1V; 4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenylalanine; 06LU7C9H1V; 4-(4-hydroxy-3-iodophenoxy)-3,5-diiodo-L-phenylalanine; Lyothyronine; Triiodo-thyroninum; 6893-02-3 (free); 3,3',5-Triiodo-L-thyronine, 95%; L-triiodothyronine; Alanine, 3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)-, L-; DSSTox_CID_3216; DSSTox_RID_76928; DSSTox_GSID_23216; T3 (amino acid); T3 (Hormone); Triiodothyronine (T3); Liothyronine [INN:BAN]; Alanine, 3-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)-, D- (8CI); Euthroid-1; Euthroid-2; Euthroid-3; Thyrolar-1; Thyrolar-2; Thyrolar-3; Liotironina [INN-Spanish]; CAS-6893-02-3; Euthroid-0.5; Thyrolar-0.5; Liothyronine (INN); T3 (VAN); Thyrolar-0.25; Triiodothyronine, l-; 3,5,3'-Tri-iodo-L-thyronine; SR-05000000455; Liothyroninum [INN-Latin]; Cyronine; NSC-46046; NSC-80203; 3,3',5-Triiodothyronine, L-; HSDB 3110; Prestwick_135; EINECS 229-999-3; NSC 80203; 4-(3-Iodo-4-hydroxyphenoxy)-3,5-diiodophenylalanine; BRN 2710227; PubChem20012; Spectrum_001445; L-3-(4-(4-Hydroxy-3-iodophenoxy)-3,5-diiodophenyl)alanine; THYROLAR-5; Prestwick0_000853; Prestwick1_000853; Prestwick2_000853; Prestwick3_000853; Spectrum2_001984; Spectrum3_001887; Spectrum4_000326; Spectrum5_001793; L-Liothyronine; Epitope ID:131324; SCHEMBL8300; NCIStruc1_000449; L-3,3',5-Triiodthyronin; REGID_for_CID_5920; BSPBio_000865; BSPBio_003394; KBioGR_000671; KBioGR_002568; KBioSS_001925; KBioSS_002577; MLS000028458; 3,5,3'-triodo-L-thyronine; SPBio_002167; SPBio_002786; BPBio1_000953; GTPL2634; L-3,3',5-triiodo-Thyronine; 3,3',5-Trichloro-L-thyromine; 3,3\\',5-triiodo-L-thyronine; DTXSID8023216; BCBcMAP01_000192; BDBM18860; HY-A0070A; KBio2_001925; KBio2_002568; KBio2_004493; KBio2_005136; KBio2_007061; KBio2_007704; KBio3_002897; KBio3_003046; (2R)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]propanoic acid; cMAP_000088; HMS1570L07; HMS2097L07; HMS2235A22; HMS3714L07; TRIIODOTHYRONINE (T3 OR LIOTHYRONINE, ACTIVE) (6-11%); ZINC3830999; Tox21_110029; Tox21_301943; ANW-60592; NCGC00013556; 3,5,3'-triiodo-L-thyronine (T3); AKOS016003266; AM83597; CCG-220853; CS-4141; DB00279; SMP1_000179; NCGC00013556-01; NCGC00013556-02; NCGC00013556-03; NCGC00013556-04; NCGC00013556-05; NCGC00013556-15; NCGC00096669-01; NCGC00096669-02; NCGC00255336-01; [125I]T3; AC-31935; AS-17446; SMR000058402; T3; THYROID HORMONE; LIOTHYRONINE; SBI-0206718.P001; DB-021796; 3,3',5-Triiodo-L-thyronine (T3) solution; Thyronine, 3,3',5-triiodo-, L- (6CI); C02465; D08128; Levothyroxine sodium related compound liothyronine; 893T023; O-(4-Hydroxy-3-iodophenyl-3,5-diiodo-L-tyrosine; Q327362; SR-01000003143; SR-01000003143-4; SR-05000000455-2; SR-05000000455-3; BRD-K89152108-001-03-3; 3,3',5-Triiodo-L-thyronine, >=95% (HPLC), powder; Z2216208625; UNII-O48UO55HR0 component AUYYCJSJGJYCDS-LBPRGKRZSA-N; L-3-[4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]-Alanine; L-Tyrosine, O-(4-hydroxy-3-iodophenyl)-3,5-diiodo- (9CI); Liothyronine, United States Pharmacopeia (USP) Reference Standard; 3,3',5 Triiodothyronine (T3), IRMM(R) certified Reference Material; O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine, Liothyronine, T3; Liothyronine, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
Disease Indication Hypothyroidism ICD-11: 5A00 [1]
PubChem CID
5920
Formula
C15H12I3NO4
Canonical SMILES
C1=CC(=C(C=C1OC2=C(C=C(C=C2I)C[C@@H](C(=O)O)N)I)I)O
InChI
1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1
InChIKey
AUYYCJSJGJYCDS-LBPRGKRZSA-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=5920"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 650.97 Topological Polar Surface Area 92.8
XlogP 1.7 Complexity 402
Heavy Atom Count 23 Rotatable Bond Count 5
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Liothyronine 0.005 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
Magnesium stearate; Mannitol; Calcium sulfate dihydrate; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Tablet
                   Company Bryant Ranch Prepack
                   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) [2]
Magnesium stearate 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
Magnesium stearate; Mannitol; Calcium sulfate dihydrate; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Avera McKennan Hospital; Golden State Medical Supply; Sigmapharm Laboratories
                   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) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Calcium sulfate; Sucrose; Talc; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
             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
Stearic acid; Sucrose; Talc; Calcium sulfate anhydrous; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
             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
Calcium sulfate; Talc; Hypromellose; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Kaiser Foundation Hospitals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Calcium sulfate; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Aidarex Pharmaceuticals; Carilion Materials Management
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Calcium sulfate, unspecified form; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company DirectRX
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Liothyronine 0.025 mg tablet Click to Show/Hide the Full List of Formulation(s):          8 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
Magnesium stearate; Mannitol; Calcium sulfate dihydrate; Gelatin, unspecified; Starch, corn
                   Dosage Form Oral Tablet
                   Company Bryant Ranch Prepack
                   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) [2]
Magnesium stearate 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
Magnesium stearate; Mannitol; Calcium sulfate dihydrate; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Avera McKennan Hospital; Golden State Medical Supply; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Sigmapharm Laboratories
                   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) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Stearic acid; Calcium sulfate; Sucrose; Talc; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
             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
Stearic acid; Sucrose; Talc; Calcium sulfate anhydrous; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
             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
Calcium sulfate; Talc; Hypromellose; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Kaiser Foundation Hospitals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Calcium sulfate; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company Carilion Materials Management
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Calcium sulfate, unspecified form; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company PD-Rx Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Calcium sulfate, unspecified form; Talc; Silicon dioxide; Hypromellose, unspecified; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Bryant Ranch Prepack
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Liothyronine 0.05 mg tablet Click to Show/Hide the Full List of Formulation(s):          4 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
Magnesium stearate; Mannitol; Calcium sulfate dihydrate; Gelatin; Starch, corn
                   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
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Magnesium stearate 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
Stearic acid; Sucrose; Talc; Calcium sulfate anhydrous; Gelatin; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
             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
Calcium sulfate; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company PD-Rx Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Calcium sulfate, unspecified form; Talc; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses
                   Dosage Form Oral Tablet
                   Company NuCare Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Liothyronine Sodium 25ug 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
Calcium Sulfate Dihydrate; Starch, Corn; Gelatin, Unspecified; Magnesium Stearate; Mannitol
                   Dosage Form Tablet
                   Company Bryant Ranch Prepack
                   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) [2]
Gelatin DIG Info Mephenytoin 4-hydroxylase (EC50 = 20.5 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Liothyronine Sodium 100mg 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
Starch, Corn; Edetate Disodium; Magnesium Stearate; Microcrystalline Cellulose
                   Dosage Form Tablet
                   Company Teva Pharmaceuticals Usa
                   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]
          Liothyronine Sodium 25mg 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
Starch, Corn; Edetate Disodium; Magnesium Stearate; Microcrystalline Cellulose
                   Dosage Form Tablet
                   Company Teva Pharmaceuticals Usa
                   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]
          Liothyronine Sodium 5mg 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
Starch, Corn; Edetate Disodium; Magnesium Stearate; Microcrystalline Cellulose
                   Dosage Form Tablet
                   Company Teva Pharmaceuticals Usa
                   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]
References
1 FDA label for approved liothyronine from the official website of the U.S. Food and Drug Administration.
2 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
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 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
5 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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