| Weight | 270.354 g/mol |
|---|---|
| Formula | C12H18N2O3S |
| Hydrogen Acceptors | 3 |
| Hydrogen Donors | 2 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 5 |
tolbutamide (64-77-7)
Orinase · Diabetol · Rastinon
Score:
#402 in Biochemistry
,
#1376 in Biology
,
#1611 in Chemistry
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- The role of the CYP2C9-Leu359 allelic variant in the tolbutamide polymorphism. (Pharmacogenetics, 1996)
- Opposite effects of tolbutamide and diazoxide on the ATP-dependent K+ channel in mouse pancreatic -cells (Pflgers Archiv: European Journal of Physiology, 1986)
- Enhancement by caffeine of glucagon-induced and tolbutamide-induced insulin release from isolated foetal pancreatic tissue. (The Lancet, 1967)
- Glucose and tolbutamide induce apoptosis in pancreatic beta-cells. A process dependent on intracellular Ca2+ concentration. (Journal of Biological Chemistry, 1998)
- Plasma Insulin Responses to Glucose and Tolbutamide of Normal Weight and Obese Diabetic and Nondiabetic Subjects (Diabetes, 1966)
- Ten-year Follow-up of Subjects with Impaired Glucose Tolerance: Prevention of Diabetes by Tolbutamide and Diet Regulation (Diabetes, 1980)
-
Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - Orinase
- Diabetol
- Rastinon
- Apo-Tolbutamide
- Tolbutamid R.A.N.
- Orabet
- Dolipol
- Artosin
- Diaval
-
SMILESCCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)C
-
InChIKeyJLRGJRBPOGGCBT-UHFFFAOYSA-N
- Pubchem - tolbutamide
- Wikipedia - tolbutamide
Tolbutamide is a first-generation potassium channel blocker, sulfonylurea oral hypoglycemic medication. This drug may be used in the management of type 2 diabetes if diet alone is not effective. Tolbutamide stimulates the secretion of insulin by the pancreas.
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Synthesis
Reactant
+
Butylamine
(Schotten-Baumann amide from acid)
n-Butylboronic acid
+
Reactant
(Chan-Lam coupling reaction)
Reactant
+
dimethyl sulfide
(Corey-Kim oxidation of secondary alcohols)
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tolbutamide
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