Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D01477)
Name
Terconazole
Synonyms    Click to Show/Hide the Synonyms of This API
terconazole; 67915-31-5; Triaconazole; Terazol 3; Terazol 7; Fungistat; CHEBI:82980; R-42470; 1-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-propan-2-ylpiperazine; Piperazine,1-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-4-(1-methylethyl)-, rel-; C26H31Cl2N5O3; Panlomyc; NSC-331942; NCGC00016912-01; R 42470; CAS-67915-31-5; Terazol 3 (TN); (2R,4S)-terconazole; Terconazole (USP/INN); Prestwick3_000495; R-42,470; rel-(2S,4S)-Terconazole; CHEMBL1306; DSSTox_CID_25498; DSSTox_RID_80917; DSSTox_GSID_45498; SCHEMBL23165; BSPBio_000389; MLS002153844; BIDD:GT0705; BPBio1_000429; DTXSID2045498; HMS2096D11; HMS2233C22; HMS3713D11; Pharmakon1600-01503847; HY-B1790; ZINC3873936; Tox21_110679; BDBM50375318; CT0256; KM1155; MFCD05662369; NSC760361; s5033; AKOS016846147; CCG-213216; CS-6456; DB00251; KS-1463; NSC-760361; NCGC00179575-01; AS-14153; SMR001233206; AB00513849; C08080; D00888; AB00513849_07; 915T315; SR-01000841196; J-008500; Q7701687; SR-01000841196-2; BRD-K86204871-001-02-2; BRD-K86204871-001-13-9; UNII-0KJ2VE664U component BLSQLHNBWJLIBQ-OZXSUGGESA-N; 1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-(propan-2-yl)piperazine; 1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine; 1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]-1,3-dioxolan-4-yl]methoxy}phenyl)-4-(propan-2-yl)piperazine; 1-[4-[[(2R)-2alpha-(2,4-Dichlorophenyl)-2beta-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4beta-yl]methoxy]phenyl]-4-(1-methylethyl)piperazine; 1H-Pyrazole-3-acetamide,5-[[7-[3-[ethyl(2-hydroxyethyl)amino]propoxy]-4-quinazolinyl]amino]-N-(3-fluorophenyl)-
Clinical Status
Approved
PubChem CID
441383
Formula
C26H31Cl2N5O3
Canonical SMILES
CC(C)N1CCN(CC1)C2=CC=C(C=C2)OC[C@H]3CO[C@](O3)(CN4C=NC=N4)C5=C(C=C(C=C5)Cl)Cl
InChI
1S/C26H31Cl2N5O3/c1-19(2)31-9-11-32(12-10-31)21-4-6-22(7-5-21)34-14-23-15-35-26(36-23,16-33-18-29-17-30-33)24-8-3-20(27)13-25(24)28/h3-8,13,17-19,23H,9-12,14-16H2,1-2H3/t23-,26-/m0/s1
InChIKey
BLSQLHNBWJLIBQ-OZXSUGGESA-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=441383"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 532.5 Topological Polar Surface Area 64.9
XlogP 4.8 Complexity 693
Heavy Atom Count 36 Rotatable Bond Count 8
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 7
Full List of Drug Formulations (DFMs) Containing This API
          Terconazole 0.4% cream 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
Butylated Hydroxyanisole; Cetyl Alcohol; Isopropyl Myristate; Polysorbate 60; Polysorbate 80; Propylene Glycol; Stearyl Alcohol; Purified Water
                   Dosage Form Cream
                   Company Janssen Pharms
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Cetyl alcohol DIG Info Breast cancer FM3A cells (EC50 = 1600 nM) [1]
Propylene glycol DIG Info Albendazole monooxygenase (Inhibition ratio < 20 %) [2]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [3]
Polysorbate 80 DIG Info Prostaglandin G/H synthase 1 (IC50 = 1 uM) [3]
          Terconazole 80 mg Vaginal Suppository 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
Triglycerides Derived From Coconut; Palm Kernel Oil; Butylated Hydroxyanisole
                   Dosage Form Vaginal Suppository
                   Company Janssen Pharms
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Lauric acid DIG Info Free fatty acid receptor 1 (EC50 = 758.58 nM) [4]
Butylhydroxyanisole DIG Info Prostaglandin G/H synthase 2 (IC50 = 2.6 uM) [3]
Medium-chain triglyceride DIG Info Colon cancer Caco-2 cells (Inhibition ratio > 36 %) [5]
References
1 Synthesis and notable antimalarial activity of acyclic peroxides, L-(alkyldioxy)-L-(methyldioxy)cyclododecanes. J Med Chem. 2002 Mar 14; 45(6):1374-8.
2 Pharmaceutical excipients inhibit cytochrome P450 activity in cell free systems and after systemic administration. Eur J Pharm Biopharm. 2008 Sep;70(1):279-88.
3 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 Development and Characterization of a Potent Free Fatty Acid Receptor 1 (FFA1) Fluorescent Tracer. J Med Chem. 2016 May 26; 59(10):4849-58.
5 Interactions between human multidrug resistance related protein (MRP2; ABCC2) and excipients commonly used in self-emulsifying drug delivery systems (SEDDS). Int J Pharm. 2013 Apr 15;447(1-2):192-8.

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