Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00573)
Name
Pyrimethamine
Synonyms    Click to Show/Hide the Synonyms of This API
pyrimethamine; 58-14-0; Daraprim; 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine; Chloridine; Diaminopyritamin; Ethylpyrimidine; Pirimetamin; Chloridin; Chloridyn; Pirimecidan; Pirimetamina; Pyrimethamin; Malocide; Primethamine; Darachlor; Erbaprelina; Khloridin; Tindurin; Malocid; 5-(4-CHLOROPHENYL)-6-ETHYL-2,4-PYRIMIDINEDIAMINE; Darapram; Daraprime; Malacid; Maloprim; 2,4-Pyrimidinediamine, 5-(4-chlorophenyl)-6-ethyl-; Pyremethamine; Pyrimethaminum; 2,4-Diamino-5-(p-chlorophenyl)-6-ethylpyrimidine; RP 4753; 2,4-Diamino-5-chlorophenyl-6-ethylpyrimidine; BW 50-63; 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine; 5-(4'-Chlorophenyl)-2,4-diamino-6-ethylpyrimidine; TCMDC-125860; NCI-C01683; WR 2978; 5-(4-Chlorophenyl)-6-ethyl-2,4-diaminopyrimidine; UNII-Z3614QOX8W; GNF-Pf-5586; 4753 R.P.; TCMDC-123831; NSC-3061; CHEMBL36; 5-(4-CHLORO-PHENYL)-6-ETHYL-PYRIMIDINE-2,4-DIAMINE; 2,4-Pyrimidinediamine, 5-(p-chlorophenyl)-6-ethyl-; MLS000028606; MLS002701881; CHEBI:8673; Z3614QOX8W; Daraclor; NSC3061; 5-(4-chlorophenyl)-6-ethyl-pyrimidine-2,4-diamine; Pyrimidine, 2,4-diamino-5-(p-chlorophenyl)-6-ethyl-; Pyrimethamine, 98%; CAS-58-14-0; NCGC00016256-08; SMR000058714; Tinduring; Pirimetamina [Spanish]; DSSTox_CID_1217; DSSTox_RID_76016; DSSTox_GSID_21217; Pirimetamina [INN-Spanish]; Pyrimethaminum [INN-Latin]; BRD9204; BRD-9204; Daraprim (TN); CCRIS 546; Pyrimethamine (Pyr); SR-01000003150; NSC 3061; EINECS 200-364-2; BRN 0219864; CRL-8131 & Pyrimethamine; CRL-8142 & Pyrimethamine; Lactoferrin B & Pyrimethamine; Lactoferrin H & Pyrimethamine; AI3-25005; Pyrimethamine (JAN/USP/INN); AZT + Pyrimethamine combination; HSDB 8042; EXR-101; Pyrimethamine [USP:INN:BAN:JAN]; Prestwick_504; MFCD00057350; PubChem9611; BW 5063; Daraclor (Salt/Mix); Spectrum_000906; CPD000058714; Opera_ID_1437; Prestwick0_000037; Prestwick1_000037; Prestwick2_000037; Prestwick3_000037; Spectrum2_000886; Spectrum3_001701; Spectrum4_000494; Spectrum5_001447; cid_4993; NCIOpen2_008313; BIDD:PXR0173; SCHEMBL25129; BSPBio_000133; BSPBio_003282; KBioGR_001007; KBioSS_001386; MLS001148621; MLS002454446; BIDD:GT0149; DivK1c_000652; SPECTRUM1500520; SPBio_000672; SPBio_002054; BPBio1_000147; GTPL4800; DTXSID9021217; BDBM18512; HMS502A14; KBio1_000652; KBio2_001386; KBio2_003954; KBio2_006522; KBio3_002502; ZINC57464; NINDS_000652; Pirimecidan;Pirimetamin;RP 4753; HMS1568G15; HMS1920N12; HMS2092E13; HMS2095G15; HMS2235A17; HMS3259C04; HMS3371L07; HMS3655D09; HMS3675P11; HMS3712G15; HMS3743O05; HMS3871I03; Pharmakon1600-01500520; 2, 5-(p-chlorophenyl)-6-ethyl-; 2, 5-(4-chlorophenyl)-6-ethyl-; Tox21_110332; Tox21_201834; Tox21_300129; ANW-44788; CCG-39626; NSC757306; AKOS015892534; Tox21_110332_1; AB02313; AC-7879; CS-1717; DB00205; KS-5223; LS40239; NC00528; NSC-757306; RP-4753; WR-2978; IDI1_000652; NCGC00016256-01; NCGC00016256-02; NCGC00016256-03; NCGC00016256-04; NCGC00016256-05; NCGC00016256-06; NCGC00016256-07; NCGC00016256-09; NCGC00016256-10; NCGC00016256-11; NCGC00016256-12; NCGC00016256-13; NCGC00016256-14; NCGC00016256-16; NCGC00016256-17; NCGC00023188-03; NCGC00023188-04; NCGC00023188-05; NCGC00023188-06; NCGC00023188-07; NCGC00254199-01; NCGC00259383-01; WLN: T6N CNJ BZ DZ ER DG& F2; AK-35735; HY-18062; NCI60_002604; SBI-0051500.P003; AB0011152; DB-053158; AB00052084; FT-0631253; SW196698-3; C07391; D00488; M-1612; MLS-0002822.0001; AB00052084-21; AB00052084_22; AB00052084_25; 057P350; 2,4-diamino-5(4-chlorophenyl)-6-ethylpyrimidine; A831755; L000713; Pyrimethamine, VETRANAL(TM), analytical standard; Pyrimidine,4-diamino-5-(p-chlorophenyl)-6-ethyl-; Q421072; 2,4,-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine; 2,4-diamino-5-(4-chloro-phenyl)-6-ethylpyrimidine; 2,4-diamino-6-ethyl-5-(4-chlorophenyl)pyrimidine; Q-201648; SR-01000003150-2; SR-01000003150-4; BRD-K88429204-001-05-4; BRD-K88429204-001-18-7; BRD-K88429204-001-21-1; BRD-K88429204-001-36-9; Z2065727768; 2,4-Diamino-5-(4-chlorophenyl)-6-ethylpyrimidine, 97%; Pyrimethamine, European Pharmacopoeia (EP) Reference Standard; Pyrimethamine, United States Pharmacopeia (USP) Reference Standard
Clinical Status
Approved
Disease Indication Malaria ICD-11: 1F40 [1]
PubChem CID
4993
Formula
C12H13ClN4
Canonical SMILES
CCC1=C(C(=NC(=N1)N)N)C2=CC=C(C=C2)Cl
InChI
1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
InChIKey
WKSAUQYGYAYLPV-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=4993"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 248.71 Topological Polar Surface Area 77.8
XlogP 2.7 Complexity 243
Heavy Atom Count 17 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Pyrimethamine 25 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
Lactose; Magnesium stearate; Starch, corn; Starch, potato
                   Dosage Form Oral Tablet
                   Company Amedra Pharmaceuticals; Kaiser Foundation Hospitals; Vyera 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) [2]
             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; Starch, corn; Starch, potato
                   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) [2]
References
1 FDA label for approved pyrimethamine from the official website of the U.S. Food and Drug Administration.
2 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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