Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00388)
Name
Meclofenamic acid
Synonyms    Click to Show/Hide the Synonyms of This API
meclofenamic acid; meclofenamate; 644-62-2; Meclophenamic acid; Arquel; Meclomen (free acid); 2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid; Meclomen; Acido meclofenamico; INF 4668; Acide meclofenamique; Acidum meclofenamicum; Acide meclofenamique [INN-French]; Acido meclofenamico [INN-Spanish]; Acidum meclofenamicum [INN-Latin]; 2-(2,6-dichloro-3-methylanilino)benzoic acid; CI-583; N-(2,6-Dichloro-m-tolyl)anthranilic acid; N-(3-Methyl-2,6-dichlorophenyl)anthranilic acid; N-(2,6-Dichloro-3-methylphenyl)anthranilic acid; UNII-48I5LU4ZWD; INF-4668; 2-((2,6-Dichloro-3-methylphenyl)amino)benzoic acid; CHEMBL509; 48I5LU4ZWD; Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-; benzoic acid, 2-[(2,6-dichloro-3-methylphenyl)amino]-; CHEBI:6710; 644-62-2 (free acid); CL-583; NSC-95309; MECLODIUM; 2-[(2,6-dichloro-3-methyl-phenyl)amino]benzoic acid; Meclofenamic acid [USAN:INN:BAN]; CCRIS 5532; EINECS 211-419-5; NSC 95309; BRN 2221428; Meclofenamic acid (USAN/INN); Anthranilic acid, N-(2,6-dichloro-m-tolyl)-; CL 583; PubChem23443; Spectrum_000893; Prestwick0_000206; Prestwick1_000206; Prestwick2_000206; Prestwick3_000206; Spectrum2_001045; Spectrum3_000486; Spectrum4_000038; Spectrum5_000942; SCHEMBL106; Lopac0_000727; BSPBio_000191; BSPBio_001951; KBioGR_000475; KBioSS_001373; 2-(2,6-Dichloro-3-methylphenyl)aminobenzoic acid; DivK1c_000504; SPBio_000970; SPBio_002112; BPBio1_000211; GTPL7219; ZINC1655; DTXSID0048559; BDBM22971; KBio1_000504; KBio2_001373; KBio2_003941; KBio2_006509; KBio3_001451; NINDS_000504; NSC95309; AKOS012836983; Anthranilic acid,6-dichloro-m-tolyl)-; DB00939; QC-4386; SDCCGSBI-0050705.P005; IDI1_000504; NCGC00021132-01; ETHYL(2R,3R)-2,3-EPOXYBUTYRATE; SBI-0050705.P004; HY-117275; CS-0064844; FT-0610786; UNM000001246303; Benzoic acid,6-dichloro-3-methylphenyl)amino]-; C07117; D02341; 2-(2,6-dichloro-3-methylanilino)benzoic acid.; 2-(2,6-dichloro-3-methylphenylamino)benzoic acid; 644M622; Q2823284; W-104838; 2-[(2,6-dichloro-3-methylphenyl)amino]-benzoic acid; BRD-K50398167-236-02-9; BRD-K50398167-323-03-3
Clinical Status
Approved
Disease Indication Myalgia ICD-11: FB56 [1]
PubChem CID
4037
Formula
C14H11Cl2NO2
Canonical SMILES
CC1=C(C(=C(C=C1)Cl)NC2=CC=CC=C2C(=O)O)Cl
InChI
1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)
InChIKey
SBDNJUWAMKYJOX-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=4037"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 296.1 Topological Polar Surface Area 49.3
XlogP 5.2 Complexity 327
Heavy Atom Count 19 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Meclofenamic acid 100 mg capsule 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
Sodium lauryl sulfate; D&c yellow no. 10; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Fd&c red no. 3; Silicon dioxide; Cellulose, microcrystalline; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Mylan Pharamceuticals
                   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]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
FD&C red no. 3 DIG Info Phosphodiesterase 3A (IC50 = 0.092 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Meclofenamic acid 50 mg capsule 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
Sodium lauryl sulfate; D&c yellow no. 10; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Fd&c red no. 3; Silicon dioxide; Cellulose, microcrystalline; Gelatin; Starch, corn
                   Dosage Form Oral Capsule
                   Company Mylan Pharamceuticals
                   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]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
FD&C red no. 3 DIG Info Phosphodiesterase 3A (IC50 = 0.092 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved meclofenamic acid 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 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 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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