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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/07/11 19:39:34」(JST)
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Not to be confused with acetazolamide. ‹See Tfd›
Acetohexamide
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Systematic (IUPAC) name |
1-[(4-acetylbenzene)sulfonyl]-3-cyclohexylurea 4-acetyl-N-(cyclohexylcarbamoyl)benzenesulfonamide |
Clinical data |
Trade names |
Dymelor |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
MedlinePlus |
a602021 |
Legal status |
? |
Pharmacokinetic data |
Protein binding |
90% |
Identifiers |
CAS number |
968-81-0 Y |
ATC code |
A10BB31 |
PubChem |
CID 1989 |
DrugBank |
DB00414 |
ChemSpider |
1912 Y |
UNII |
QGC8W08I6I Y |
KEGG |
D00219 Y |
ChEBI |
CHEBI:28052 Y |
ChEMBL |
CHEMBL1589 Y |
Chemical data |
Formula |
C15H20N2O4S |
Mol. mass |
324.395 g/mol |
SMILES
- O=C(NC1CCCCC1)NS(=O)(=O)c2ccc(C(=O)C)cc2
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InChI
-
InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19) Y
Key:VGZSUPCWNCWDAN-UHFFFAOYSA-N Y
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Y (what is this?) (verify) |
Acetohexamide (trade name Dymelor) is a first-generation sulfonylurea medication used to treat diabetes mellitus type 2, particularly in people whose diabetes cannot be controlled by diet alone.
Mechanism of action
Acetohexamide lowers blood sugar by stimulating the pancreas to secrete insulin and helping the body use insulin efficiently.[1] The pancreas must produce insulin for this medication to work. For this reason, acetohexamide is not used to treat diabetes mellitus type 1.
metabolic reduction of acetohexamide into the active hypoglycemic metabolite S-(-)-hydroxyhexamide is carried out by cytochromes
Risks
Oral hypoglycemic drugs, including acetohexamide, have been associated with increased cardiovascular mortality. Talk to your doctor about the possible risks, benefits, and alternatives of using this drug for your condition.[2]
References
- ^ [1] - Metformin Side Effects
- ^ Medline Plus - Acetohexamide
Oral anti-diabetic drugs and Insulin analogs (A10)
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Insulin |
Sensitizers
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Biguanides
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- Metformin#
- Buformin‡
- Phenformin‡
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TZDs/"glitazones" (PPAR)
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- Pioglitazone
- Rivoglitazone†
- Rosiglitazone
- Troglitazone‡
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Dual PPAR agonists
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- Aleglitazar†
- Muraglitazar§
- Saroglitazar
- Tesaglitazar§
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Secretagogues
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K+ ATP
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Sulfonylureas
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- 1st generation: Acetohexamide
- Carbutamide
- Chlorpropamide
- Metahexamide
- Tolbutamide
- Tolazamide
2nd generation: Glibenclamide (Glyburide)#
- Glibornuride
- Glipizide
- Gliquidone
- Glisoxepide
- Glyclopyramide
- Glimepiride
- Gliclazide
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Meglitinides/"glinides"
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- Nateglinide
- Repaglinide
- Mitiglinide
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GLP-1 agonists
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- Exenatide
- Liraglutide
- Taspoglutide†
- Albiglutide†
- Lixisenatide
- Dulaglutide†
- Semaglutide
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DPP-4 inhibitors
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- Alogliptin
- Anagliptin
- Gemigliptin
- Linagliptin
- Saxagliptin
- Sitagliptin
- Teneligliptin
- Vildagliptin
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GPR40 Free fatty acid receptor 1
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Analogs/other insulins
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- fast-acting (Insulin lispro
- Insulin aspart
- Insulin glulisine)
- short-acting (Regular insulin)
- long-acting (Insulin glargine
- Insulin detemir
- NPH insulin)
- ultra-long-acting (Insulin degludec†)
- inhalable Exubera‡
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Other |
Alpha-glucosidase inhibitors
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- Acarbose
- Miglitol
- Voglibose
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Amylin analog
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SGLT2 inhibitors
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- Canagliflozin
- Dapagliflozin
- Empagliflozin†
- Remogliflozin§
- Sergliflozin§
- Tofogliflozin†
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Other
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- Bromocriptine
- Benfluorex‡
- Tolrestat‡
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco (d)/cong/tumr, sysi/epon
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proc, drug (A10/H1/H2/H3/H5)
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UpToDate Contents
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English Journal
- Molecular and biochemical characterisation of human short-chain dehydrogenase/reductase member 3 (DHRS3).
- Lundová T1, Zemanová L2, Malčeková B3, Skarka A4, Stambergová H5, Havránková J6, Safr M7, Wsól V8.
- Chemico-biological interactions.Chem Biol Interact.2014 Oct 29. pii: S0009-2797(14)00306-8. doi: 10.1016/j.cbi.2014.10.018. [Epub ahead of print]
- Dehydrogenase/reductase (SDR family) member 3 (DHRS3), also known as retinal short-chain dehydrogenase/reductase (retSDR1) is a member of SDR16C family. This family is thought to be NADP(H) dependent and to have multiple substrates; however, to date, only all-trans-retinal has been identified as a D
- PMID 25451588
- Computer aided screening of secreted frizzled-related protein 4 (SFRP4): a potential control for diabetes mellitus.
- Bukhari SA1, Shamshari WA2, Ur-Rahman M3, Zia-Ul-Haq M4, Jaafar HZ5.
- Molecules (Basel, Switzerland).Molecules.2014 Jul 11;19(7):10129-36. doi: 10.3390/molecules190710129.
- Diabetes mellitus is a life threatening disease and scientists are doing their best to find a cost effective and permanent treatment of this malady. The recent trend is to control the disease by target base inhibiting of enzymes or proteins. Secreted frizzled-related protein 4 (SFRP4) is found to ca
- PMID 25019556
- Reductive metabolism of nabumetone by human liver microsomal and cytosolic fractions: exploratory prediction using inhibitors and substrates as marker probes.
- Matsumoto K1, Hasegawa T, Kamei T, Koyanagi J, Takahashi T, Akimoto M, Sugibayashi K.
- European journal of drug metabolism and pharmacokinetics.Eur J Drug Metab Pharmacokinet.2014 Mar 22. [Epub ahead of print]
- The metabolic reduction of nabumetone was examined by inhibition and correlation studies using human liver microsomes and cytosol. This reduction was observed in both fractions, with the V max values for reduction activity being approximately fourfold higher, and the V max /K m values approximately
- PMID 24659525
Japanese Journal
- Chromatographic analysis of acetohexamide binding to glycated human serum albumin
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(28), 2775-2781, 2010-10-15
- NAID 10028042517
- Characterization of the binding of sulfonylurea drugs to HSA by high-performance affinity chromatography
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(19), 1590-1598, 2010-06-01
- NAID 10028037449
- Screening and Quantitative Analysis for Sulfonylurea-Type Oral Antidiabetic Agents in Adulterated Health Food Using Thin-Layer Chromatography and High-Performance Liquid Chromatography
Related Links
- Physician reviewed acetohexamide patient information - includes acetohexamide description, dosage and directions. ... What other drugs will affect acetohexamide? You may be more likely to have hyperglycemia (high blood sugar) if ...
- Acetohexamide is a medicine available in a number of countries worldwide. A list of US medications equivalent to Acetohexamide is available on the Drugs.com website. ... Drugs.com provides accurate and independent information ...
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