HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetohexamid
dymelor · Cyclamide · u14812 · u-14812 · dimelin · dimelor · minoral · ordimel
Identifikatoren & physikalische Daten
| CAS No. | 968-81-0 |
|---|---|
| Summenformel | C15H20N2O4S |
| Durchschnittliche Molmasse | 324,4 g/mol |
| Monoisotopische Masse | 324,1143783 g/mol |
| SMILES | CC(=O)c1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1 |
| InChIKey | VGZSUPCWNCWDAN-UHFFFAOYSA-N |
| PubChem CID | 1989 |
| ChEMBL | CHEMBL1589 |
| ChEBI | CHEBI:28052 |
| EC No. | 213-530-4 |
| DTXSID | DTXSID7020007 |
| Lokaler Name | Acetohexamid |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 101 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 498 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | log Kow= 2.442.71.87 |
| Geruch | PRACTICALLY ODORLESS |
| Color/Form | Crystals from 90% aq ethanolWHITE CRYSTALLINE POWDER |
| Löslichkeit | less than 1 mg/mL at 64 °F (NTP, 1992)PRACTICALLY INSOL IN WATER & ETHERSLIGHTLY SOL IN ALCOHOL & CHLOROFORMSOL IN PYRIDINE & DILUTE SOLN OF ALKALI HYDROXIDESINSOL IN ETHYL ACETATESPARINGLY SOL IN DIOXANESoluble in pyridineslightly soluble in alcohol, chloroform. Insoluble in ether.In water, 0.00343 mg/l @ 37 °CDMSO: ~45 mg/mL0.25g/L(25 ºC) |
| Human Drugs | Breast FeedingLactationMilk, HumanHypoglycemic AgentsSulfonylurea CompoundsFDA approved drugs -> Active ingredientPharmaceuticals |
| Schmelzpunkt | 370 to 374 °F (NTP, 1992)188-190 °C188 - 190 °C188-190° (GB 912789)mp 175-177° (Marshall) |
| Physical Description | Acetohexamide is a white fluffy crystalline powder with almost no odor. (NTP, 1992)Solid |
| Dissociation Constants | PKA= 6.6 |
| Collision Cross Section | 189.29 Ų [M+Na]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]178.2 Ų [M+H]+ [CCS Type: TW |
| Other Experimental Properties | From dil ethanol, mp 175-177 °C |
| Dichte | 1.2528 (rough estimate) |
| Brechungsindex | 1.6930 (estimate) |
| Lagerbedingungen | Refrigerator |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 4.32±0.10(Predicted) |
| Farbe | white |
| Hauptanwendungen | forensics and toxicologypharmaceutical (small molecule) |
| 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) |
| InChIKey | VGZSUPCWNCWDAN-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(cc1)S(=O)(=O)NC(=O)NC2CCCCC2 |
| CAS Datenbank | 968-81-0 |
| EPA chemische Informationen | Acetohexamide (968-81-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | Not Classified |
|---|---|
| Weitere Sicherheitsinformationen | IMAP assessments - Benzenesulfonamide, 4-acetyl-N-[(cyclohexylamino)carbonyl]-: Human health tier I assessment |
| Brandgefahren | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: Symptoms of exposure to this compound include nausea, vomiting, epigastric pain, dizziness, weakness, paresthesia and sensitivity reactions with fever, eosinophilia, skin rashes, cholestatic jaundice and blood disorders including aplastic anemia, leukopenia, agranulocytosis and thrombocytopenia. Other symptoms include pancytopenia, hemolytic anemia, photosensitivity, hemorrhage (rarely), increases serum alkaline phosphatase and hypoglycemia reactions including coma and death (rarely). It can cause an intolerance to alcohol with flushing, palpitations and nausea. It can also cause headache, diarrhea and alteration in liver function tests. Stillbirth may occur. |
| FDA-Anforderungen | Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended21 U.S.C. 321-392). |
| Reaktive Gruppe | Amides and Imides |
| Special Reports | DHEW/NCIBioassay of Acetohexamide for Possible Carcinogenicity (1980) Technical Rpt Series No.50 DHEW Pub No. (NIH) 78-850 |
| Reactivity Profile | An amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). |
| Air and Water Reactions | Water insoluble. |
Anwendungen & Verwendung
Verwenden
Acetohexamide is a sulfonylurea derivative. Acetohexamide is a hyopglycemic agent with moderate uricosuric activity. Acetohexamide is a first generation medication used in the treatment of diabetes metilus type 2.