Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00707)
Name
Trimethoprim
Synonyms    Click to Show/Hide the Synonyms of This API
trimethoprim; 738-70-5; Proloprim; Trimpex; Trimetoprim; Bactramin; Monotrim; Monotrimin; Trimopan; 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine; Monoprim; Syraprim; Trimanyl; Wellcoprim; Triprim; Uretrim; 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4-diamine; Trimethoprime; Trimethoprimum; NIH 204; Primsol; 5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine; component of Bactrim; NSC-106568; BW 56-72; 2,4-Pyrimidinediamine, 5-[(3,4,5-trimethoxyphenyl)methyl]-; Polytrim; TCMDC-125538; 5-(3,4,5-Trimethoxybenzyl)-2,4-pyrimidinediamine; UNII-AN164J8Y0X; 5-[(3,4,5-Trimethoxyphenyl)methyl]-2,4-pyrimidinediamine; NSC 106568; 5-(3,4,5-Trimethoxybenzyl)-2,4-diaminopyrimidine; CHEBI:45924; CHEMBL22; Trimpex (TN); Abaprim; MFCD00036761; Apo-Sulfatrim; BW 5672; BW-56-72; Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-; MLS000079023; AN164J8Y0X; Briscotrim; Novotrimel; Streptoplus; Sulfoxaprim; Trimethioprim; Urobactrim; Wellcoprin; Anitrim; Antrima; Antrimox; Bacidal; Bacticel; Bactoprim; Bencole; Bethaprim; Biosulten; Chemotrin; Colizole; Conprim; Cotrimel; Duocide; Esbesul; Espectrin; Euctrim; Exbesul; Fermagex; Fortrim; Ikaprim; Kombinax; Lagatrim; Lastrim; Metoprim; Pancidim; Protrin; Resprim; Salvatrim; Setprin; Sinotrim; Sugaprim; Sulfamar; Sulthrim; Sultrex; Trimexol; Trimezol; Trimono; Trisulcom; Trisulfam; Trisural; Utetrin; Velaten; Xeroprim; Zamboprim; 2,4-Pyrimidinediamine, 5-((3,4,5-trimethoxyphenyl)-methyl)-; 2,4-Pyrimidinediamine, 5-((3,4,5-trimethoxyphenyl)methyl)-; Bacdan; Bacide; Deprim; Omstat; Purbal; Roubac; Roubal; Stopan; Toprim; Trisul; Trimpex 200; Co-Trimoxizole; Lagatrim Forte; Septrin Forte; Alcorim-F; Colizole DS; Septrin S; Septrin DS; Smz-Tmp; NSC106568; Trimez-IFSA; Trimethoprim, 98%; U-Prin; component of Septra; NCGC00016055-05; Trimethopriom; 5-((3,4,5-Trimethoxyphenyl)methyl)-2,4-pyrimidinediamine; Bactifor; CAS-738-70-5; Dosulfin; Instalac; SMR000035999; Trimetoprim [DCIT]; Trimogal; Lescot; Tiempe; Trimetoprim [Polish]; Resprim Forte; Uro-D S; DSSTox_CID_3712; Tmp Smx; DSSTox_RID_77158; DSSTox_GSID_23712; 5-(3,4,5-Trimethoxy-benzyl)-pyrimidine-2,4-diamine; Trimethoprime [INN-French]; Trimethoprimum [INN-Latin]; Trimetoprima [INN-Spanish]; 2,4-Diamino-5-(3',4',5'-trimethoxybenzyl)pyrimidine; Bacterial [Antibiotic]; NIH 204 (VAN); Proloprim (TN); WR 5949; CCRIS 2410; HSDB 6781; SR-01000075652; EINECS 212-006-2; 5-(3, 4, 5-Trimethoxybenzyl)-2, 4-pyrimidinediamine; BRN 0625127; Trimethoprim (JAN/USP/INN); 5-{[3,4,5-tris(methyloxy)phenyl]methyl}pyrimidine-2,4-diamine; AI3-52594; B-Lock; KUC103659N; Trimethoprim,(S); Prestwick_485; KSC-4-158; Trimethoprim (TMP); Bactrim (Salt/Mix); AZT + TMP/SMX (mixture) combination; Spectrum_000167; Tocris-0650; Trimethoprim [USAN:USP:INN:BAN:JAN]; Opera_ID_1760; Prestwick0_000208; Prestwick1_000208; Prestwick2_000208; Prestwick3_000208; Spectrum2_000937; Spectrum3_000643; Spectrum4_000372; Spectrum5_001559; Lopac-T-7883; Epitope ID:119684; UPCMLD-DP132; T 7883; Lopac0_001271; Oprea1_495058; SCHEMBL24506; BSPBio_000195; BSPBio_002245; KBioGR_000863; KBioSS_000647; 5-25-13-00429 (Beilstein Handbook Reference); MLS001201740; MLS002303068; MLS002548881; ARONIS24118; BIDD:GT0190; DivK1c_000589; SPECTRUM1500595; SPBio_000874; SPBio_002116; BPBio1_000215; DTXSID3023712; UPCMLD-DP132:001; BDBM18069; GTPL10931; HMS501N11; KBio1_000589; KBio2_000647; KBio2_003215; KBio2_005783; KBio3_001465; NIH-204; Trimethoprim, >=98% (HPLC); NINDS_000589; 2,4,5-trimethoxybenzyl)pyrimidine; HMS1568J17; HMS1921I03; HMS2090D14; HMS2092A10; HMS2095J17; HMS2230L06; HMS3259I11; HMS3263P04; HMS3371O18; HMS3652E03; HMS3712J17; Pharmakon1600-01500595; 2,4,5-trimethoxyphenzyl)pyrimidine; ALBB-028968; BCP12148; HY-B0510; ZINC6627681; Tox21_110291; Tox21_200157; Tox21_501271; ANW-42623; BBL005584; CCG-40335; KM1575; NSC752719; NSC757370; SBB080617; STK177322; STL455117; AKOS001650069; Tox21_110291_1; AC-8427; BW-5672; DB00440; KS-1145; LP01271; MCULE-6670904388; NC00483; NSC-752719; NSC-757370; SDCCGSBI-0051237.P004; IDI1_000589; SMP2_000262; NCGC00016055-01; NCGC00016055-02; NCGC00016055-03; NCGC00016055-04; NCGC00016055-06; NCGC00016055-07; NCGC00016055-08; NCGC00016055-09; NCGC00016055-10; NCGC00016055-11; NCGC00016055-12; NCGC00016055-13; NCGC00016055-14; NCGC00016055-16; NCGC00016055-17; NCGC00016055-27; NCGC00024707-01; NCGC00024707-03; NCGC00024707-04; NCGC00024707-05; NCGC00024707-06; NCGC00024707-07; NCGC00024707-08; NCGC00257711-01; NCGC00261956-01; AK154007; ST024737; SY031734; Trimethoprim/sulfamethoxazole (commercial); SBI-0051237.P003; AB0007348; DB-055812; Trimethoprim 100 microg/mL in Acetonitrile; 2, 5-[(3,4,5-trimethoxyphenyl)methyl]-; AB00052118; BB 0258034; EU-0101271; FT-0601630; FT-0675578; FT-0675579; FT-0675580; SW196690-3; C01965; D00145; J10046; Trimethoprim, crystallized, >=99.0% (HPLC); WLN: T6N CNJ BZ DZ E1R CO1 DO1 EO1; 5-(3,5-Trimethoxybenzyl)-2,4-diaminopyrimidine; AB00052118-30; AB00052118-32; AB00052118_33; AB00052118_34; Trimethoprim, VETRANAL(TM), analytical standard; 738T705; Formulated trimethoprim (NSC 106568) in ethanol; Q422665; 2,4-diamino-5-(3,4,5-trimethoxybenzyl) pyrimidine; 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-pyrimidine; Pyrimidine,4-diamino-5-(3,4,5-trimethoxybenzyl)-; SR-01000075652-1; SR-01000075652-3; SR-01000075652-6; W-104441; 5-(3,4,5-Trimethoxybenzyl)-2,4-pyrimidinediamine #; BRD-K07208025-001-06-5; SR-01000075652-10; 2-amino-5-(3,4,5-trimethoxybenzyl)-4-pyrimidinylamine; F0914-5266; Trimethoprim, certified reference material, TraceCERT(R); Z1522566629; 5-(3,4,5-trimethoxybenzyl)pyrimidine-2,4(1H,3H)-diimine; Trimethoprim, British Pharmacopoeia (BP) Reference Standard; Trimethoprim, European Pharmacopoeia (EP) Reference Standard; Trimethoprim, United States Pharmacopeia (USP) Reference Standard; Trimethoprim, Pharmaceutical Secondary Standard; Certified Reference Material
Clinical Status
Approved
Disease Indication Infectious cystitis ICD-11: GC00 [1]
PubChem CID
5578
Formula
C14H18N4O3
Canonical SMILES
COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N
InChI
1S/C14H18N4O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
InChIKey
IEDVJHCEMCRBQM-UHFFFAOYSA-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=5578"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 290.32 Topological Polar Surface Area 106
XlogP 0.9 Complexity 307
Heavy Atom Count 21 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Trimethoprim 100 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
Stearic acid; Anhydrous lactose; Sodium lauryl sulfate; Magnesium stearate; Silicon dioxide; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Actavis Pharma; AvPAK; Carilion Materials Management; 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) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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; Water; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company RemedyRepack
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Lactose monohydrate; Magnesium stearate; Water; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company AvKARE; Lupin Pharmaceuticals; Novel 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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [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
Magnesium stearate; Dibasic calcium phosphate dihydrate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mayne Pharma; 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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved trimethoprim 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 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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