Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00107)
Name
Cefditoren pivoxil
Synonyms    Click to Show/Hide the Synonyms of This API
cefditoren pivoxil; 117467-28-4; Spectracef; Cefditoren pivaloyloxymethyl ester; CDTR-PI; Meiact; Cefditoren (pivoxil); CEFDITORIN PIVOXIL; UNII-78THA212DH; ME-1207; ME1207; 78THA212DH; Cefditorin; CHEBI:560555; [(2,2-dimethylpropanoyl)oxy]methyl (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Cefditoren PI voxil; C25H28N6O7S3; Cefditoren Pivoxil [JAN]; (6R,7R)-(pivaloyloxy)methyl 7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((Z)-2-(4-methylthiazol-5-yl)vinyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; [(2,2-dimethylpropanoyl)oxy]methyl 7beta-(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-3,4-didehydrocepham-4-carboxylic acid; pivaloyloxymethyl (+)-(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; ME 1207; CCRIS 7768; cefditoren-pivoxil; Spectracef (TN); NCGC00095175-01; 2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Meiact (TN); MFCD00933166; PubChem21340; DSSTox_CID_28669; DSSTox_RID_82939; DSSTox_GSID_48743; SCHEMBL182876; CHEMBL454446; Cefditoren pivoxil [USAN:JAN]; DTXSID2048743; Cefditoren pivoxil (JP17/USAN); 2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(Z)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; Tox21_113197; HY-17452A; AKOS025311444; CCG-270254; CS-1949; NCGC00095175-08; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-((1Z)-2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo-,2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)-; 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R-(3(Z),6-alpha,7-beta-(Z)))-; AS-12951; AT-20809; CAS-117467-28-4; D01628; AB01274730-01; AB01274730_02; 467C284; BRD-K72167406-001-03-9
Clinical Status
Approved
Disease Indication Pneumocystis pneumonia ICD-11: CA40 [1]
PubChem CID
6437877
Formula
C25H28N6O7S3
Canonical SMILES
CC1=C(SC=N1)/C=C\\C2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\\OC)/C4=CSC(=N4)N)SC2)C(=O)OCOC(=O)C(C)(C)C
InChI
1S/C25H28N6O7S3/c1-12-15(41-10-27-12)7-6-13-8-39-21-17(29-19(32)16(30-36-5)14-9-40-24(26)28-14)20(33)31(21)18(13)22(34)37-11-38-23(35)25(2,3)4/h6-7,9-10,17,21H,8,11H2,1-5H3,(H2,26,28)(H,29,32)/b7-6-,30-16-/t17-,21-/m1/s1
InChIKey
AFZFFLVORLEPPO-UVYJNCLZSA-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=6437877"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 620.7 Topological Polar Surface Area 257
XlogP 4.7 Complexity 1160
Heavy Atom Count 41 Rotatable Bond Count 12
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 14
Full List of Drug Formulations (DFMs) Containing This API
          Cefditoren pivoxil 200 mg 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
D&c red no. 27; Fd&c blue no. 1; Magnesium stearate; Mannitol; Propylene glycol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycols; Shellac; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Aristos Phamaceuticals; Pharma RomLev
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
D&C red no. 27 DIG Info Solute carrier SLCO2B1 (Ki = 1 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
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
D&c red no. 27; Fd&c blue no. 1; Magnesium stearate; Mannitol; Propylene glycol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycols; Shellac; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Vansen Pharma
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
D&C red no. 27 DIG Info Solute carrier SLCO2B1 (Ki = 1 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
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
D&c red no. 27; Fd&c blue no. 1; Magnesium stearate; Mannitol; Propylene glycol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycols; Shellac; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Cornerstone Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
D&C red no. 27 DIG Info Solute carrier SLCO2B1 (Ki = 1 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
          Cefditoren pivoxil 400 mg 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
D&c red no. 27; Fd&c blue no. 1; Magnesium stearate; Mannitol; Propylene glycol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Hypromelloses; Polyethylene glycols; Shellac; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Aristos Phamaceuticals; Pharma RomLev
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [2]
D&C red no. 27 DIG Info Solute carrier SLCO2B1 (Ki = 1 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [4]
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
Magnesium stearate; Mannitol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Polyethylene glycols; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Vansen Pharma
                   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) [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
Magnesium stearate; Mannitol; Titanium dioxide; Sodium tripolyphosphate; Croscarmellose sodium; Carnauba wax; Hydroxypropyl cellulose; Polyethylene glycols; Sodium caseinate
                   Dosage Form Oral Tablet
                   Company Cornerstone Therapeutics
                   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) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
References
1 FDA label for approved cefditoren pivoxil from the official website of the U.S. Food and Drug Administration.
2 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.
3 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
4 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
5 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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