Drug Details

General Information of the Drug (ID: DR5200)
Name
Glibenclamide
Synonyms
glyburide; Glibenclamide; 10238-21-8; Glybenclamide; Glynase; Micronase; Diabeta; Daonil; Euglucon; Maninil; Semi-daonil; Apo-Glibenclamide; Euglucon 5; Azuglucon; Bastiverit; Benclamin; Betanase; Duraglucon; Euglucan; Euglykon; Glibenil; Glucolon; Orabetic; Prodiabet; Renabetic; Yuglucon; Dibelet; Gilemal; Glibens; Glibil; Glimel; Glimide; Humedia; Libanil; Suraben; Tiabet; Adiab; Glybenzcyclamide; Melix; Pira; Med-Glionil; Glibenclamida; Glibenclamidum; 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide; Glibenclamidum [INN-Latin]; Glibenclamida [INN-Spanish]; HB 419; glyburide (glibenclamide); C23H28ClN3O5S; UR 606; UNII-SX6K58TVWC; 1-(p-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexylurea; 1-((p-(2-(5-Chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexylurea; Neogluconin; 5-Chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamide; U 26452; 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide; Gewaglucon; Glibenbeta; Glidiabet; Glucobene; Glucohexal; Glucoremed; Hexaglucon; Lederglib; Lisaglucon; Normoglucon; Praeciglucon; Calabren; Cytagon; Euclamin; Glamide; Glibesyn; Glibetic; Gliboral; Glisulin; Glitisol; Glubate; Glucomid; Glucoven; Glycomin; MFCD00056625; Miglucan; Debtan; Gliban; Gliben; Glibet; Glicem; Gluben; Glyben; Nadib; Sugril; SX6K58TVWC; CHEMBL472; Novo-Glyburide; Glibenclamid AL; Gen-Glybe; Norglicem 5; Betanese 5; N-(4-(2-(5-Chloro-2-methoxybenzamido)ethyl)phenylsulfonyl)-N'-cyclohexylurea; Glibenclamid Fabra; MLS000069721; CHEBI:5441; Glibenclamid Basics; Glibenclamid-Cophar; Glibenclamid Heumann; Semi-Euglucon; Glibenclamid Genericon; Hemi-Daonil; Glibenclamid-Ratiopharm; 5-chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide; Urea, 1-(p-(2-(5-chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexyl-; Benzamide, 5-chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxy-; NCGC00015467-11; Abbenclamide; Diabiphage; Glibadone; SMR000058229; Semi-Gliben-Puren N; GBN 5; CAS-10238-21-8; Glibenclamid Riker M.; Glyburide (micronized); 5-Chloro-N-[4-(cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide; Urea, 1-((p-(2-(chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexyl-; 5-chloro-N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-2-methoxybenzamide; 5-Chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]-amino]sulfonyl]phenyl]-ethyl]-2-methoxybenzamide; DSSTox_CID_17237; DSSTox_RID_79313; DSSTox_GSID_37237; Benzamide, 5-chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxy-; Micronized glyburide; U-26,452; Glycron; 1-[[p-[2-(5-Chloro-o-anisamido)ethyl]phenyl]sulfonyl]-3-cyclohexylurea; 5-chloro-N-(2-{4-[N-(N-cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide; 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)-phenethyl)-2-methoxybenzamide; Glyburide (USP); Micronase (TN); HB-419; 1-{4-[2-(5-chloro-2-methoxybenzamido)ethyl]benzenesulfonyl}-3-cyclohexylurea;1-{4-[2-(5-chloro-2-methoxybenzamido)ethyl]benzenesulfonyl}-3-cyclohexylurea; Diabeta (TN); Glynase (TN); SR-01000000196; Glyburide [USAN:USP]; EINECS 233-570-6; BRN 2230085; Amglidia; Delmide; 5-chloro-N-(4-[N-(cyclohexylcarbamoyl)sulfamoyl]phenethyl)-2-methoxybenzamide; Glibenclamide,(S); GBM; Prestwick_569; Glibenclamide B.P.; Glyburide (Diabeta); Glibenclamide [INN]; RP-1127; Spectrum_000250; Tocris-0911; Glybenzcyclamide, 99%; Glibenclamide; Glyburide; Opera_ID_801; Prestwick0_000316; Prestwick1_000316; Prestwick2_000316; Prestwick3_000316; Spectrum2_001816; Spectrum3_001327; Spectrum4_001199; Spectrum5_001631; Lopac-G-0639; ACMC-20a66i; Probes1_000431; Probes2_000378; UPCMLD-DP006; G 0639; Glibenclamide (JP17/INN); N-(4-(beta-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff; CBiol_001790; Lopac0_000499; Oprea1_764617; SCHEMBL22009; U-26452; BSPBio_000312; BSPBio_001351; BSPBio_003053; KBioGR_000071; KBioGR_001897; KBioSS_000071; KBioSS_000730; MLS001077262; BIDD:GT0239; DivK1c_000481; SPECTRUM2300229; SPBio_001831; SPBio_002531; BPBio1_000344; GTPL2414; DTXSID0037237; UPCMLD-DP006:001; HMS501I03; KBio1_000481; KBio2_000071; KBio2_000730; KBio2_002639; KBio2_003298; KBio2_005207; KBio2_005866; KBio3_000141; KBio3_000142; KBio3_002273; AOB6214; SYN3026; Glybenclamide, >=99% (HPLC); NINDS_000481; Bio1_000076; Bio1_000565; Bio1_001054; Bio2_000071; Bio2_000551; HMS1361D13; HMS1568P14; HMS1791D13; HMS1922L08; HMS1989D13; HMS2089L06; HMS2093P04; HMS2095P14; HMS3259O12; HMS3261D19; HMS3267A15; HMS3402D13; HMS3411F16; HMS3428D15; HMS3651E17; HMS3675F16; HMS3712P14; Pharmakon1600-02300229; ZINC537805; BCP05327; Tox21_110158; Tox21_300758; Tox21_500499; ANW-58936; BDBM50012957; CCG-39618; HD 419; NSC759618; SBB057426; STK362992; Glyburide - CAS 10238-21-8; AKOS001487495; N-p-[2-(5-Chloro-2-methoxybenzamido)ethyl]benzenesulfonyl-N'-cyclohexylurea; Tox21_110158_1; BCP9000729; CS-1075; DB01016; KS-5326; LP00499; MCULE-2351642942; NC00566; NSC 759618; NSC-759618; SB17414; SDCCGSBI-0050483.P004; IDI1_000481; IDI1_033821; Glibenclamide 1.0 mg/ml in Acetonitrile; NCGC00015467-01; NCGC00015467-02; NCGC00015467-03; NCGC00015467-04; NCGC00015467-05; NCGC00015467-06; NCGC00015467-07; NCGC00015467-08; NCGC00015467-09; NCGC00015467-10; NCGC00015467-12; NCGC00015467-13; NCGC00015467-14; NCGC00015467-15; NCGC00015467-16; NCGC00015467-17; NCGC00015467-18; NCGC00015467-20; NCGC00015467-21; NCGC00015467-36; NCGC00015467-37; NCGC00016689-01; NCGC00023447-02; NCGC00023447-04; NCGC00023447-05; NCGC00023447-06; NCGC00023447-07; NCGC00023447-08; NCGC00023447-09; NCGC00023447-10; NCGC00023447-11; NCGC00023447-12; NCGC00254662-01; NCGC00261184-01; HY-15206; ST024780; SBI-0050483.P003; AB0012611; Glyburide, meets USP testing specifications; AB00051949; EU-0100499; FT-0601608; G-150; G0382; S1716; SW195828-5; A19539; C07022; D00336; J10021; W-5054; 78637-EP2270001A1; 78637-EP2270011A1; 78637-EP2272825A2; 78637-EP2272841A1; 78637-EP2275414A1; 78637-EP2287165A2; 78637-EP2287166A2; 78637-EP2292620A2; 78637-EP2298750A1; 78637-EP2298776A1; 78637-EP2298779A1; 78637-EP2301923A1; 78637-EP2301936A1; 78637-EP2305648A1; 78637-EP2308847A1; AB00051949-16; AB00051949-17; AB00051949_18; AB00051949_19; Q420626; U-26,45; SR-01000000196-2; SR-01000000196-4; SR-01000000196-5; SR-01000000196-6; SR-01000000196-8; W-108874; BRD-K36927236-001-06-0; BRD-K36927236-001-17-7; Z277540138; Glybenclamide, European Pharmacopoeia (EP) Reference Standard; Glyburide, United States Pharmacopeia (USP) Reference Standard; 1-((p-(2-(5-Chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexyl urea; 5-Chloro-N-[4-(3-cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide; 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide.; 5-chloro-N-[4-({[(cyclohexylamino)carbonyl]amino}sulfonyl)phenethyl]-2-methoxybenzamide; Glibenclamide for peak identification, European Pharmacopoeia (EP) Reference Standard; Glyburide (Glibenclamide), Pharmaceutical Secondary Standard; Certified Reference Material; N-(4-(.beta.-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff; N1-[4-({[(cyclohexylamino)carbonyl]amino}sulfonyl)phenethyl]-5-chloro-2-methoxybenzamide; (5-chloro-2-methoxyphenyl)-N-[2-(4-{[(cyclohexylamino)carbonylamino]sulfonyl}p henyl)ethyl]carboxamide; 5-Chloro-N-(2-[4-(([(cyclohexylamino)carbonyl]amino)sulfonyl)phenyl]ethyl)-2-methoxybenzamide #; 5-Chloro-N-[2-[4-[[[(Cylcohexylamino)carbonyl]amino]sulphonyl]phenyl]ethyl]-2-methoxybenzamide; N-[(4-{2-[(5-chloro-2-methoxyphenyl)carbonylamino]ethyl}phenyl)sulfonyl](cyclo hexylamino)carboxamide
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Molecular Type
Small molecule
Disease Acute diabete complication [ICD-11: 5A2Y] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C23H28ClN3O5S
PubChem CID
3488
Canonical SMILES
COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
InChI
1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
InChIKey
ZNNLBTZKUZBEKO-UHFFFAOYSA-N
CAS Number
CAS 10238-21-8
ChEBI ID
CHEBI:5441
TTD Drug ID
D05LYX
DrugBank ID
DB01016
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Metformin      Galega officinalis     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Clinical Trial
                    Experimental
                    Result(s)		 Combination of glibenclamide-metformin should be considered in patients, without renal or cardiovascular impairment, who are not controlled on monotherapy alone.
Target and Pathway
Target(s) ATP-binding cassette C8 (ABCC8)  Molecule Info  [3]
KEGG Pathway ABC transporters Click to Show/Hide
2 Insulin secretion
3 Type II diabetes mellitus
Pathwhiz Pathway Muscle/Heart Contraction Click to Show/Hide
2 Pancreas Function
Pathway Interaction Database FOXA2 and FOXA3 transcription factor networks Click to Show/Hide
Reactome ABC-family proteins mediated transport Click to Show/Hide
2 Regulation of insulin secretion
WikiPathways Potassium Channels Click to Show/Hide
2 Integration of energy metabolism
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2414).
Reference 2 Combination of glibenclamide-metformin HCl for the treatment of type 2 diabetes mellitus. Expert Opin Pharmacother. 2012 Dec;13(17):2545-54.
Reference 3 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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