Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01445)
Name
Sufentanil citrate
Synonyms    Click to Show/Hide the Synonyms of This API
Sufentanil citrate; Sufenta; 60561-17-3; Sufentanil (citrate); UNII-S9ZFX8403R; S9ZFX8403R; R 33800; 2-hydroxypropane-1,2,3-tricarboxylic acid;N-[4-(methoxymethyl)-1-(2-thiophen-2-ylethyl)piperidin-4-yl]-N-phenylpropanamide; Fentatienil; Sufentanyl citrate; R-33800; R 30730 citrate salt; TRANSDUR-Sufentanil; C22H30N2O2S.C6H8O7; Sufenta Preservative Free; EINECS 262-295-4; Sufentanil citrate [USAN:USP]; Sufentanil TDS; R33800; Sufenta (TN); Dsuvia (TN); Sufentanil citrate cii; Sufentanil citrate (USP); Sufentanil Citrate solution; N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide citrate; DSSTox_CID_28854; DSSTox_RID_83123; N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidinyl)-N-phenylpropionamide citrate; N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)propionanilide citrate (1:1); DSSTox_GSID_48928; SCHEMBL41227; ARX-F01; ARX-01; ARX-02; CHEBI:9317; CHEMBL1201163; DTXSID5048928; HMS2272F05; Tox21_112879; 4074AH; HY-13754A; AKOS027325565; EN-3270; N-(4-(Methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)-N-phenylpropionamide citrate; Propionanilide, N-(4-(methoxymethyl)-1-(2-(2-thienyl)ethyl)-4-piperidyl)-, citrate; Propanamide, N-(4-(methoxymethyl)-1-(2-(thienyl)ethyl)-4-piperidinyl)-N-phenyl-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1); CAS-60561-17-3; D00845; Q27289102; Sufentanil Citrate 0.1 mg/ml in Methanol (as free base); N-(4-(methoxymethyl)-1-(2-(thiophen-2-yl)ethyl)piperidin-4-yl)-N-phenylpropionamide citrate; Sufentanil Citrate solution, 100 mug/mL in methanol (as free base), ampule of 1 mL, certified reference material
Clinical Status
Approved
PubChem CID
65494
Formula
C28H38N2O9S
Canonical SMILES
CCC(=O)N(C1=CC=CC=C1)C2(CCN(CC2)CCC3=CC=CS3)COC.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
InChI
1S/C22H30N2O2S.C6H8O7/c1-3-21(25)24(19-8-5-4-6-9-19)22(18-26-2)12-15-23(16-13-22)14-11-20-10-7-17-27-20;7-3(8)1-6(13,5(11)12)2-4(9)10/h4-10,17H,3,11-16,18H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey
OJCZPLDERGDQRJ-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=65494"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 578.7 Topological Polar Surface Area 193
XlogP N.A. Complexity 687
Heavy Atom Count 40 Rotatable Bond Count 13
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 11
Full List of Drug Formulations (DFMs) Containing This API
          Sufentanil Citrate eq 0.03mg base 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
Mannitol; Dicalcium Phosphate Anhydrous; Hypromellose; Croscarmellose Sodium; Fd&C Blue 2; Stearic Acid; Magnesium Stearate
                   Dosage Form Tablet
                   Company Acelrx Pharms
                   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) [1]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [1]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [2]
Hypromellose DIG Info Cytochrome P450 3A5 (IC50 = 19.4 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
          Sufentanil Citrate eq 0.05mg base/ml injectable 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
Water
                   Dosage Form Injectable
                   Company Akorn
References
1 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
2 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
3 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
4 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.