Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01282)
Name
Nifurtimox
Synonyms    Click to Show/Hide the Synonyms of This API
NIFURTIMOX; Lampit; Bayer 2502; 23256-30-6; BAY 2502; CHEBI:7566; UNII-X4KCV4ZI9M; X4KCV4ZI9M; UNII-1G5DD3P35C; 1G5DD3P35C; BAYER-2502; BAY-A2502; BAY-2502; DNDI1613515; 4-Thiomorpholinamine, 3-methyl-N-((5-nitro-2-furanyl)methylene)-, 1,1-dioxide; 4-Thiomorpholinamine, 3-methyl-N-[(5-nitro-2-furanyl)methylene]-, 1,1-dioxide; Nifurtimoxum; Nifurtimox [INN:BAN]; Nifurtimoxum [INN-Latin]; CCRIS 2201; EINECS 245-531-0; ()-Nifurtimox; (-)-Nifurtimox; Nifurtimox, ()-; Lampit (TN); Nifurtimox, (+)-; Nifurtimox, (-)-; 4-((5-Nitrofurfurylidene)amino)-3-methylthiomorpholine-1,1-dioxide; Nifurtimox (USAN/INN); Prestwick2_001024; Prestwick3_001024; 1-((5-Nitrofurfurylidene)amino)-2-methyltetrahydro-1,4-thiazine-4,4-dioxide; 3-Methyl-N-[(5-nitro-2-furanyl)methylene]-4-thiomorpholinamine 1,1-dioxide; Tetrahydro-3-methyl-4-((5-nitrofurfurylidene)amino)-2H-1,4-thiazine 1,1-dioxide; BSPBio_001207; BPBio1_001329; CHEMBL290960; SCHEMBL1650162; Nifurtimox, >=98% (HPLC); BAY A2502; CHEBI:91472; BAY2502; KUC114565N; EX-A4624; 4-((5-Nitrofurfurylidene)amino)-3-methylthiomorpholine 1,1-dioxide; BDBM50259708; s6459; N-(3-methyl-1,1-dioxo-1,4-thiazinan-4-yl)-1-(5-nitrofuran-2-yl)methanimine; Thiomorpholine, 3-methyl-4-((5-nitrofurfurylidene)amino)-, 1,1-dioxide; CS-W020813; DB11820; HY-W040073; KSC-427-39-1; C08002; D00833; SR-01000838852; J-015055; SR-01000838852-2; BRD-A84020532-001-03-5; BRD-A84020532-001-04-3; 4-Thiomorpholinamine, 3-methyl-N-((5-nitro-2-furanyl)methylene)-, 1,1-dioxide, ()-; 4-Thiomorpholinamine, 3-methyl-N-((5-nitro-2-furanyl)methylene)-, 1,1-dioxide, (-)-; N-(3-methyl-1,1-dioxo-1,4-thiazinan-4-yl)-1-(5-nitro-2-furyl)methanimine; 39072-15-6; 39072-16-7
Clinical Status
Approved
PubChem CID
6842999
Formula
C10H13N3O5S
Canonical SMILES
CC1CS(=O)(=O)CCN1/N=C/C2=CC=C(O2)[N+](=O)[O-]
InChI
1S/C10H13N3O5S/c1-8-7-19(16,17)5-4-12(8)11-6-9-2-3-10(18-9)13(14)15/h2-3,6,8H,4-5,7H2,1H3/b11-6+
InChIKey
ARFHIAQFJWUCFH-IZZDOVSWSA-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=6842999"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 287.29 Topological Polar Surface Area 117
XlogP 1.3 Complexity 467
Heavy Atom Count 19 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Nifurtimox 30 mg 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 Hydrogen Phosphate Dihydrate; Magnesium Stearate; Maize Starch; Silica Colloidal Anhydrous; Sodium Lauryl Sulfate
                   Dosage Form Tablet
                   Company Bayer Healthcare Pharmaceuticals
                   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) [1]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Pregelatinized starch DIG Info Multidrug resistance protein 1 (Protein expression downregulation) [2]
          Nifurtimox 120 mg 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 Hydrogen Phosphate Dihydrate; Magnesium Stearate; Maize Starch; Silica Colloidal Anhydrous; Sodium Lauryl Sulfate
                   Dosage Form Tablet
                   Company Bayer Healthcare Pharmaceuticals
                   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) [1]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Pregelatinized starch DIG Info Multidrug resistance protein 1 (Protein expression downregulation) [2]
References
1 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.
2 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.