Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00251)
Name
Ethacrynic acid
Synonyms    Click to Show/Hide the Synonyms of This API
ETHACRYNIC ACID; Etacrynic Acid; 58-54-8; ethacrynate; Etacrinic acid; Edecrin; Hydromedin; Crinuryl; Edecril; Edecrina; Endecril; Hidromedin; Otacril; Taladren; Mingit; Reomax; Uregit; Etakrinic acid; Methylenebutyrylphenoxyacetic acid; MK-595; Ethacrinique (acide); Acido etacrinico; Acide etacrynique; Acidum etacrynicum; Kyselina ethakrynova; Kyselina ethakrynova [Czech]; Acide etacrynique [INN-French]; Acido etacrinico [INN-Spanish]; Acidum etacrynicum [INN-Latin]; (2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy)acetic acid; 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid; Methylenebutyryl phenoxyacetic acid; [2,3-Dichloro-4-(2-methylenebutyryl)phenoxy]acetic acid; 2,3-Dichloro-4-(2-methylenebutyl)phenoxyacetic acid; UNII-M5DP350VZV; MK 595; NSC 85791; NSC 624008; BRN 1915060; Acetic acid, [2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxy]-; 2,3-Dichloro-4-(2-methylenebutyryl)phenoxy acetic acid; (2,3-Dichloro-4-(2-methylenebutyryl)phenoxy)acetic acid; (4-(2-Methylenebutyryl)-2,3-dichlorophenoxy)acetic acid; 2-(2,3-Dichloro-4-(2-methylenebutanoyl)phenoxy)acetic acid; CHEMBL456; Acetic acid, (2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxy)-; Kyselina 4-(2-(1-butenyl)karbonyl)-2,3-dichlorfenoxyoctova [Czech]; M5DP350VZV; 58-54-8 (free acid); MLS000069535; MLS002701928; CHEBI:4876; [2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy]acetic acid; Kyselina 4-(2-(1-butenyl)karbonyl)-2,3-dichlorfenoxyoctova; Acetic acid, (2,3-dichloro-4-(2-methylenebutyryl)phenoxy)-; NSC85791; NSC-85791; NSC624008; NSC-624008; CAS-58-54-8; [2,3-dichloro-4-(2-methylenebutanoyl)phenoxy]acetic acid; [4-(2-Methylenebutyryl)-2,3-dichlorophenoxy]acetic acid; NCGC00016260-05; SMR000058600; [2,3-Dichloro-4-(2-methylene-1-oxobutyl)phenoxy]acetic acid; Ethacryinic Acid; DSSTox_CID_5257; DSSTox_RID_77718; DSSTox_GSID_25257; Ethacrynic acid [USAN:BAN]; (2,3-Dichloro-4-[2-methylenebutyryl]phenoxy)acetic acid; C13H12Cl2O4; 2-[2,3-dichloro-4-(2-methylenebutanoyl)phenoxy]acetic acid; CCRIS 4638; HSDB 2136; Ethacrynic acid (USP); SR-01000003010; EINECS 200-384-1; etacrynicacid; Etacrynsaure; Crinuril; Acetic acid, [2,3-dichloro-4-(2-methylenebutyryl)phenoxy]-; Ethacrynic acid [USAN:USP]; Prestwick_671; Opera_ID_61; Etacrynic acid [INN]; Spectrum_000813; Prestwick0_000259; Prestwick1_000259; Prestwick2_000259; Prestwick3_000259; Spectrum2_000097; Spectrum3_000425; Spectrum4_000544; Spectrum5_000680; bmse000134; SCHEMBL26353; BSPBio_000078; BSPBio_002010; KBioGR_001207; KBioSS_001293; MLS002548854; DivK1c_000900; Etacrynic acid (JP17/INN); SPECTRUM1500287; SPBio_000054; SPBio_002297; 2,3-Dichloro-4-(2-methylenebutyryl)phenoxyacetic acid; BPBio1_000086; GTPL7179; ZINC1382; DTXSID3025257; HMS502M22; KBio1_000900; KBio2_001293; KBio2_003861; KBio2_006429; KBio3_001230; NINDS_000900; HMS1568D20; HMS1920M16; HMS2089N17; HMS2091D17; HMS2095D20; HMS3259G03; HMS3712D20; Pharmakon1600-01500287; 2-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxy]acetic acid; HY-B1640; Ethacrynic acid, >=97% (HPLC); Tox21_110335; Tox21_201102; BDBM50186231; CCG-38915; MFCD00056693; NSC757026; WLN: QV1OR BG CG DVY2&U1; AKOS003404732; Tox21_110335_1; DB00903; KS-1453; MCULE-6140194266; NC00450; NSC-757026; IDI1_000900; NCGC00016260-01; NCGC00016260-02; NCGC00016260-03; NCGC00016260-04; NCGC00016260-06; NCGC00016260-07; NCGC00016260-08; NCGC00016260-09; NCGC00016260-10; NCGC00016260-11; NCGC00016260-13; NCGC00022601-03; NCGC00022601-04; NCGC00022601-05; NCGC00258654-01; NCI60_041898; SBI-0051374.P003; DB-053221; AB00051988; CS-0013591; D00313; AB00051988-19; AB00051988_20; A831918; Q418571; SR-01000003010-2; SR-01000003010-3; BRD-K63630713-001-05-0; BRD-K63630713-001-15-9; [2,3-Dichloro-4-(2-ethylacryloyl)phenoxy]acetic acid #; Acetic acid,3-dichloro-4-(2-methylenebutyryl)phenoxy]-; Acetic acid,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxy]-; Ethacrynic acid, European Pharmacopoeia (EP) Reference Standard; Ethacrynic acid, United States Pharmacopeia (USP) Reference Standard; 2-[2,3-bis(chloranyl)-4-(2-methylidenebutanoyl)phenoxy]ethanoic acid
Clinical Status
Approved
Disease Indication Congenital heart anomaly ICD-11: LA8Z [1]
PubChem CID
3278
Formula
C13H12Cl2O4
Canonical SMILES
CCC(=C)C(=O)C1=C(C(=C(C=C1)OCC(=O)O)Cl)Cl
InChI
1S/C13H12Cl2O4/c1-3-7(2)13(18)8-4-5-9(12(15)11(8)14)19-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)
InChIKey
AVOLMBLBETYQHX-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=3278"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 303.13 Topological Polar Surface Area 63.6
XlogP 3.8 Complexity 370
Heavy Atom Count 19 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Ethacrynic acid 25 mg tablet Click to Show/Hide the Full List of Formulation(s):          5 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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Golden State Medical Supply; West-Ward Pharmaceticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             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
Lactose, unspecified form; Magnesium stearate; Talc; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company Oceanside Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             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
Lactose monohydrate; Magnesium stearate; Talc; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Par Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             Drug Formulation 4 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
Lactose; Magnesium stearate; Talc; Silicon dioxide
                   Dosage Form Oral Tablet
                   Company Aton Pharma; Avera McKennan Hospital; Kaiser Foundation Hospitals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
             Drug Formulation 5 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
Lactose monohydrate; Calcium stearate; Talc; Silicon dioxide; Starch, corn
                   Dosage Form Oral Tablet
                   Company Edenbridge Pharmaceuticals; Ingenus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [2]
References
1 FDA label for approved ethacrynic acid from the official website of the U.S. Food and Drug Administration.
2 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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