General Information of Drug (ID: DMPHZQE)

Drug Name
Chlorpropamide
Synonyms
Adiaben; Asucrol; Bioglumin; Catanil; Chlorodiabina; Chloronase; Chloropropamide; Chlorporpamide; Chlorpropamid; Chlorpropamidum; Clorpropamid; Clorpropamida; Clorpropamide; Diabaril; Diabechlor; Diabenal; Diabenese; Diabeneza; Diabetoral; Diabexan; Diabinese; Dynalase; Glisema; Glucamide; Insogen; Insulase; Meldian; Melitase; Mellinese; Millinese; Oradian; Prodiaben; Stabinol; Apotex Brand of Chlorpropamide; Byk Gulden Brand of Chlorpropamide; CHLORPROPAMIDE USP; Clorpropamide [DCIT]; Clorpropamide [Italian];Dia benese; Diamel Ex; Farmasierra Brand of Chlorpropamide; Pfizer Brand of Chlorpropamide; C 1290; P 607; Apo-Chlorpropamide; Chlorpropamide Bp/ Usp; Chlorpropamidum [INN-Latin]; Clorpropamida [INN-Spanish]; Diabet-Pages; Diabinese (TN); Novo-Propamide; U-3818; U-9818; Chlorpropamide [INN:BAN:JAN]; Chlorpropamide (JP15/USP/INN); N3-Butyl-N1-p-chlorobenzenesulfonylure a; N3-Butyl-N1-p-chlorobenzenesulfonylurea; N-Propyl-N'-p-chlorophenylsulfonylcarbamide; N-Propyl-N'-p-chlorphenylsulfonylcarbamide; N-propyl-N'-p-chlorophenylsu lfonylcarbamide; N-(4-Chlorophenylsulfonyl)-N'-propylurea; N-(p-Chlorobenzenesulfonyl)-N'-propylurea; N-Propyl-N'-(p-chlorobenzenesulfonyl)urea; 1-((p-Chlorophenyl)sulfonyl)-3-propylurea; 1-(4-Chlorophenylsulfonyl)-3-propylurea; 1-(4-chlorophenyl)sulfonyl-3-propylurea; 1-(p-Chlorobenzenesulfonyl)-3-propylurea; 1-(p-Chlorobenzensulfonyl)-3-propylurea; 1-(p-Chlorophenylsulfonyl)-3-propylurea; 1-(para-Chlorophenylsulfonyl)-3-propylurea; 1-Propyl-3-(p-chlorobenzenesulfonyl)urea; 1-[(4-chlorobenzene)sulfonyl]-3-propylurea; 1-[p-Chlorobenzenesulfonyl]-3-propylurea; 1-p-Chlorophenyl-3-(propylsulfonyl)urea; 4-Chloro-4-((propylamino)carbonyl)benzenesulfonamide; 4-Chloro-N-((propylamino)carbonyl)benzenesulfonamide; 4-chloro-N-(propylcarbamoyl)benzenesulfonamide; 4-chloro-N-[(propylamino)carbonyl]benzenesulfonamide
Indication
Disease Entry ICD 11 Status REF
Non-insulin dependent diabetes 5A11 Approved [1], [2], [3]
Therapeutic Class
Hypoglycemic Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 276.74
Topological Polar Surface Area (xlogp) 2.3
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Bioavailability
95% of drug becomes completely available to its intended biological destination(s) [4]
Clearance
The drug present in the plasma can be removed from the body at the rate of 0.045 mL/min/kg [5]
Elimination
20% of drug is excreted from urine in the unchanged form [6]
Half-life
The concentration or amount of drug in body reduced by one-half in 36 hours [5]
Metabolism
The drug is metabolized via the liver [7]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 45.16814 micromolar/kg/day [8]
Unbound Fraction
The unbound fraction of drug in plasma is 0.03% [5]
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 0.19 L/kg [5]
Water Solubility
The ability of drug to dissolve in water is measured as 2.2 mg/mL [6]
Chemical Identifiers
Formula
C10H13ClN2O3S
IUPAC Name
1-(4-chlorophenyl)sulfonyl-3-propylurea
Canonical SMILES
CCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)Cl
InChI
InChI=1S/C10H13ClN2O3S/c1-2-7-12-10(14)13-17(15,16)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3,(H2,12,13,14)
InChIKey
RKWGIWYCVPQPMF-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
2727
ChEBI ID
CHEBI:3650
CAS Number
94-20-2
DrugBank ID
DB00672
TTD ID
D00BCP
VARIDT ID
DR00478
INTEDE ID
DR0311
ACDINA ID
D00125

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Inward rectifier potassium channel Kir1.2 (KCNJ10) TTG140O KCJ10_HUMAN Blocker [9]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 2C9 (CYP2C9) DE5IED8 CP2C9_HUMAN Substrate [10]
Mephenytoin 4-hydroxylase (CYP2C19) DEGTFWK CP2CJ_HUMAN Substrate [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Chlorpropamide (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Sodium bicarbonate DMMU6BJ Moderate Decreased absorption of Chlorpropamide due to altered gastric pH caused by Sodium bicarbonate. Acidosis [5C73] [34]
Tromethamine DMOBLGK Minor as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Chlorpropamide caused by Tromethamine mediated altered urine pH. Acidosis [5C73] [35]
Nateglinide DMLK2QH Moderate Decreased metabolism of Chlorpropamide caused by Nateglinide mediated inhibition of CYP450 enzyme. Acute diabete complication [5A2Y] [36]
Arn-509 DMT81LZ Moderate Increased metabolism of Chlorpropamide caused by Arn-509 mediated induction of CYP450 enzyme. Acute myeloid leukaemia [2A60] [37]
Oxymetholone DMFXUT8 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Oxymetholone. Aplastic anaemia [3A70] [38]
Sulfamethoxazole DMB08GE Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Sulfamethoxazole. Bacterial infection [1A00-1C4Z] [38]
Alpelisib DMEXMYK Moderate Increased metabolism of Chlorpropamide caused by Alpelisib mediated induction of CYP450 enzyme. Breast cancer [2C60-2C6Y] [39]
Fluoxymesterone DMUHCF1 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Fluoxymesterone. Breast cancer [2C60-2C6Y] [40]
Fenofibric acid DMGO2MC Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Fenofibric acid. Cardiovascular disease [BA00-BE2Z] [40]
Phenylbutazone DMAYL0T Moderate Decreased metabolism of Chlorpropamide caused by Phenylbutazone. Chronic pain [MG30] [41]
Ketoprofen DMRKXPT Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Ketoprofen. Chronic pain [MG30] [40]
Anisindione DM2C48U Moderate Increased plasma concentration of Chlorpropamide and Anisindione due to competitive binding of plasma proteins. Coagulation defect [3B10] [42]
Ardeparin DMYRX8B Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Ardeparin. Coronary thrombosis [BA43] [40]
Mifepristone DMGZQEF Moderate Decreased metabolism of Chlorpropamide caused by Mifepristone mediated inhibition of CYP450 enzyme. Cushing syndrome [5A70] [43]
Ivacaftor DMZC1HS Moderate Decreased metabolism of Chlorpropamide caused by Ivacaftor mediated inhibition of CYP450 enzyme. Cystic fibrosis [CA25] [44]
MK-8228 DMOB58Q Moderate Increased metabolism of Chlorpropamide caused by MK-8228 mediated induction of CYP450 enzyme. Cytomegaloviral disease [1D82] [45]
Sertraline DM0FB1J Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Sertraline. Depression [6A70-6A7Z] [40]
Vilazodone DM4LECQ Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Vilazodone. Depression [6A70-6A7Z] [40]
Paroxetine DM5PVQE Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Paroxetine. Depression [6A70-6A7Z] [40]
Selegiline DM6034S Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Selegiline. Depression [6A70-6A7Z] [40]
Vortioxetine DM6F1PU Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Vortioxetine. Depression [6A70-6A7Z] [40]
Isocarboxazid DMAF1NB Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Isocarboxazid. Depression [6A70-6A7Z] [40]
Escitalopram DMFK9HG Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Escitalopram. Depression [6A70-6A7Z] [40]
Tranylcypromine DMGB5RE Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Tranylcypromine. Depression [6A70-6A7Z] [38]
Phenelzine DMHIDUE Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Phenelzine. Depression [6A70-6A7Z] [40]
SODIUM CITRATE DMHPD2Y Minor as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Chlorpropamide caused by SODIUM CITRATE mediated altered urine pH. Discovery agent [N.A.] [35]
PMID28870136-Compound-49 DMTUC9E Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and PMID28870136-Compound-49. Discovery agent [N.A.] [40]
Oxcarbazepine DM5PU6O Moderate Decreased metabolism of Chlorpropamide caused by Oxcarbazepine mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [46]
Brivaracetam DMSEPK8 Minor Decreased metabolism of Chlorpropamide caused by Brivaracetam mediated inhibition of CYP450 enzyme. Epilepsy/seizure [8A61-8A6Z] [37]
Mefenamic acid DMK7HFI Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Mefenamic acid. Female pelvic pain [GA34] [40]
Miconazole DMPMYE8 Major Decreased metabolism of Chlorpropamide caused by Miconazole mediated inhibition of CYP450 enzyme. Fungal infection [1F29-1F2F] [40]
Sunitinib DMCBJSR Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Sunitinib. Gastrointestinal stromal tumour [2B5B] [40]
Sulfinpyrazone DMEV954 Moderate Decreased renal excretion of Chlorpropamide caused by Sulfinpyrazone. Gout [FA25] [41]
Rifampin DMA8J1G Moderate Increased metabolism of Chlorpropamide caused by Rifampin mediated induction of CYP450 enzyme. HIV-infected patients with tuberculosis [1B10-1B14] [47]
Rifapentine DMCHV4I Moderate Increased metabolism of Chlorpropamide caused by Rifapentine mediated induction of CYP450 enzyme. HIV-infected patients with tuberculosis [1B10-1B14] [48]
Etravirine DMGV8QU Moderate Decreased metabolism of Chlorpropamide caused by Etravirine mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [49]
Gemfibrozil DMD8Q3J Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Gemfibrozil. Hyper-lipoproteinaemia [5C80] [40]
Fenofibrate DMFKXDY Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Fenofibrate. Hyper-lipoproteinaemia [5C80] [40]
Captopril DM458UM Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Captopril. Hypertension [BA00-BA04] [40]
Methyldopa DM5I621 Minor Decreased metabolism of Chlorpropamide caused by Methyldopa. Hypertension [BA00-BA04] [50]
Perindopril DMOPZDT Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Perindopril. Hypertension [BA00-BA04] [40]
Quinapril DMR8H31 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Quinapril. Hypertension [BA00-BA04] [40]
Lisinopril DMUOK4C Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Lisinopril. Hypertension [BA00-BA04] [40]
Sodium acetate anhydrous DMH21E0 Minor as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Chlorpropamide caused by Sodium acetate anhydrous mediated altered urine pH. Hypo-osmolality/hyponatraemia [5C72] [35]
Probenecid DMMFWOJ Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Probenecid. Inborn purine/pyrimidine/nucleotide metabolism error [5C55] [40]
Balsalazide DMO091F Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Balsalazide. Indeterminate colitis [DD72] [40]
Meclofenamic acid DM05FXR Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Meclofenamic acid. Inflammatory spondyloarthritis [FA92] [38]
Porfimer Sodium DM7ZWNY Moderate Increased risk of photosensitivity reactions by the combination of Chlorpropamide and Porfimer Sodium. Lung cancer [2C25] [51]
PF-06463922 DMKM7EW Moderate Increased metabolism of Chlorpropamide caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [46]
Sulphadoxine DMZI2UF Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Sulphadoxine. Malaria [1F40-1F45] [38]
Dabrafenib DMX6OE3 Moderate Increased metabolism of Chlorpropamide caused by Dabrafenib mediated induction of CYP450 enzyme. Melanoma [2C30] [46]
Mecasermin DM1O3BY Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Mecasermin. Multiple structural anomalies syndrome [LD2F] [40]
Naproxen DMZ5RGV Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Naproxen. Osteoarthritis [FA00-FA05] [40]
Rucaparib DM9PVX8 Moderate Decreased metabolism of Chlorpropamide caused by Rucaparib mediated inhibition of CYP450 enzyme. Ovarian cancer [2C73] [52]
Aspirin DM672AH Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Aspirin. Pain [MG30-MG3Z] [38]
Etodolac DM6WJO9 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Etodolac. Pain [MG30-MG3Z] [40]
Diflunisal DM7EN8I Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Diflunisal. Pain [MG30-MG3Z] [40]
Ibuprofen DM8VCBE Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Ibuprofen. Pain [MG30-MG3Z] [40]
Safinamide DM0YWJC Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Safinamide. Parkinsonism [8A00] [40]
Rasagiline DM3WKQ4 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Rasagiline. Parkinsonism [8A00] [40]
Ranitidine DM0GUSX Moderate Decreased absorption of Chlorpropamide due to altered gastric pH caused by Ranitidine. Peptic ulcer [DA61] [53]
Esomeprazole DM7BN0X Minor Decreased metabolism of Chlorpropamide caused by Esomeprazole mediated inhibition of CYP450 enzyme. Peptic ulcer [DA61] [54]
Famotidine DMRL3AB Moderate Decreased absorption of Chlorpropamide due to altered gastric pH caused by Famotidine. Peptic ulcer [DA61] [53]
Choline salicylate DM8P137 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Choline salicylate. Postoperative inflammation [1A00-CA43] [38]
Bromfenac DMKB79O Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Bromfenac. Postoperative inflammation [1A00-CA43] [38]
Lonafarnib DMGM2Z6 Moderate Decreased metabolism of Chlorpropamide caused by Lonafarnib mediated inhibition of CYP450 enzyme. Premature ageing appearance [LD2B] [55]
Enzalutamide DMGL19D Moderate Increased metabolism of Chlorpropamide caused by Enzalutamide mediated induction of CYP450 enzyme. Prostate cancer [2C82] [56]
Salsalate DM13P4C Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Salsalate. Rheumatoid arthritis [FA20] [40]
Meloxicam DM2AR7L Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Meloxicam. Rheumatoid arthritis [FA20] [40]
Oxaprozin DM9UB0P Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Oxaprozin. Rheumatoid arthritis [FA20] [40]
Flurbiprofen DMGN4BY Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Flurbiprofen. Rheumatoid arthritis [FA20] [40]
Sulfasalazine DMICA9H Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Sulfasalazine. Rheumatoid arthritis [FA20] [40]
Leflunomide DMR8ONJ Moderate Decreased metabolism of Chlorpropamide caused by Leflunomide mediated inhibition of CYP450 enzyme. Rheumatoid arthritis [FA20] [57]
Salicyclic acid DM2F8XZ Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Salicyclic acid. Seborrhoeic dermatitis [EA81] [38]
Ifosfamide DMCT3I8 Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Ifosfamide. Solid tumour/cancer [2A00-2F9Z] [40]
Methyltestosterone DMWLFGO Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Methyltestosterone. Solid tumour/cancer [2A00-2F9Z] [40]
Warfarin DMJYCVW Moderate Increased plasma concentration of Chlorpropamide and Warfarin due to competitive binding of plasma proteins. Supraventricular tachyarrhythmia [BC81] [42]
Pramlintide DM0EZ9Q Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Pramlintide. Type-1/2 diabete [5A10-5A11] [40]
Olsalazine DMZW9HA Moderate Increased risk of hypoglycemia by the combination of Chlorpropamide and Olsalazine. Ulcerative colitis [DD71] [40]
⏷ Show the Full List of 79 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Aminoethanoic acid E00025 750 Buffering agent; Disintegrant; Lyophilization aid
Calcium carbonate E00198 10112 Binding agent; Buffering agent; Diluent; Opacifying agent
FD&C blue no. 1 E00263 19700 Colorant
Quinoline yellow WS E00309 24671 Colorant
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Carmellose sodium E00625 Not Available Disintegrant
Magnesium stearate E00208 11177 lubricant
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
⏷ Show the Full List of 8 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Chlorpropamide 100 mg tablet 100 mg Oral Tablet Oral
Chlorpropamide 250 mg tablet 250 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

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