Name | diazoxide |
Synonyms | Sch-6783 Eudemine hyperstat NSC-64198 diazoxide DIAZOXIDE,USP DIAZOXIDE ACTIVATOR OF ATP-DEPE 7-chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide 7-chloro-3-methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide 7-chloro-3-methyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide 7-chloro-3-methyl-1lambda~4~,2,4-benzothiadiazin-1-ol 1-oxide Diazoxide,7-Chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide |
CAS | 364-98-7 |
EINECS | 206-668-1 |
InChI | InChI=1/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11,12,13) |
Molecular Formula | C8H7ClN2O2S |
Molar Mass | 230.67 |
Density | 1.3767 (rough estimate) |
Melting Point | >310°C |
Boling Point | 414.8±47.0 °C(Predicted) |
Water Solubility | Soluble in 0.1M NaOH. Insoluble in water or in methanol. |
Solubility | 0.1 M NaOH: soluble |
Appearance | neat |
Color | White |
Maximum wavelength(λmax) | ['268nm(MeOH)(lit.)'] |
Merck | 14,3004 |
pKa | pKa 8.5 (Uncertain) |
Storage Condition | 2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. |
Refractive Index | 1.6300 (estimate) |
Physical and Chemical Properties | White or off-white crystalline powder. Melting point 330-331 °c. Soluble in ethanol, slightly soluble in acetone, chloroform, methanol, insoluble in water, soluble in sodium hydroxide solution. No odor, slightly bitter taste. |
In vitro study | Diazoxide inhibits the inflammatory activity of microglia. In microglia, Diazoxide treatment can partially inhibit the inflammatory pattern induced by LPS/IFN-γ and reduce the production of NO, Diazoxide has NO effect on the phagocytosis of microglia. |
In vivo study | Diazoxide is beneficial for improving cognition, reducing anxiety and stress, reducing the accumulation of amyloid beta protein oligomers, and hyperphosphorylation of tau protein. Diazoxide may exert its neuroprotective effects by reducing neuronal excitability and activating NMDA receptors or by increasing currents through AMPA receptors. Disease severity was reduced in animals treated with Diazoxide. Daily administration of oral Diazoxide to EAE mice (in the disease-effect stage) will reduce the severity of their clinical symptoms without significant side effects. Diazoxide reduces demyelination and axonal loss, reduces and prevents damage, inhibits microglia/macrophage and astrocyte activation, and protects neuronal integrity. No effect on the number of B and T lymphocytes infiltrating the spinal cord. |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | DK8185000 |
HS Code | 2934990002 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 4.335 ml | 21.676 ml | 43.352 ml |
5 mM | 0.867 ml | 4.335 ml | 8.67 ml |
10 mM | 0.434 ml | 2.168 ml | 4.335 ml |
5 mM | 0.087 ml | 0.434 ml | 0.867 ml |
Antihypertensive drug | Chlorotoluene thiazide, also known as diazoxide, diazoxide, antihypertensive, is a kind of antihypertensive drug, has the basic structure of thiazide diuretics, but has no diuretic effect. Direct expansion of arterioles, no obvious effect on veins. It is possible to activate ATP-sensitive potassium channels to hyperpolarize arterial smooth muscle cells, produce smooth muscle relaxation, reduce peripheral vascular resistance, and reduce blood pressure. The heart rate increases while lowering blood pressure, and the cardiac output does not decrease. However, a drop in blood pressure can reflexively excite the sympathetic nerves, leading to tachycardia, increased myocardial contractility, and increased cardiac output, which partially offsets the antihypertensive effect of the drug, and can increase the burden on the heart, induce or aggravate angina, and also make renin Increased secretion, secondary to increased aldosterone secretion, leading to water and sodium retention. B receptor blockers and diuretics can be combined to correct. It is suitable for first aid of hypertensive crisis, and also for raising blood sugar, idiopathic hypoglycemia in young children, and severe hypoglycemia caused by islet cell tumor. |
Adverse reactions and side effects | 1. Long-term administration of antihypertensive zine will cause many unindicated symptoms, such as water and sodium retention, hyperuricemia, allergic reaction reflex causes heart excitement and induces angina pectoris, palpitations, temporary atrial or ventricular arrhythmia, headache, skin redness, etc. Cardiovascular diseases such as heart failure, dissecting aneurysm, angina pectoris, myocardial ischemia and myocardial infarction, therefore, patients are not recommended to take it for a long time. 2, severe hypertension patients with congestive heart failure, diabetes, renal insufficiency and nursing women should not be used. 3, the cause of hyperglycemia is caused by diazoxide can inhibit the secretion of insulin by islet β cells. In order to prevent the rise of blood sugar, insulin or oral hypoglycemic drugs can be used to control blood sugar. 4, transient cerebral or myocardial ischemia, fever, headache, nausea, insomnia, constipation, abdominal discomfort, hearing abnormality, venous burning, etc. may occur after medication. 5, long-term oral administration of chlorotoluene thiazide, adverse reactions include extrapyramidal syndrome, hirsutism, etc. 6, this product should not be compatible with other drugs and infusion. |
Biological activity | Diazoxide (Sch-6783, SRG-95213, Proglycem) can activate KATP channels by increasing the permeability of cell membranes to potassium ions in vascular smooth muscle and pancreatic islet cells. |
Target | Value |
use | quick-acting antihypertensive drugs. This product can reduce the blood pressure of hypertensive patients lying down and standing, and is an emergency medicine for hypertensive crisis patients. Diuretics should be used at the same time in clinical use. Patients with severe hypertension with congestive heart failure, diabetes and renal insufficiency should not be used. |
Production method | It is obtained from 5-chloro-2-acetamido-N-acetylbenzenesulfonamide by high temperature cyclization. The cycliation reaction was carried out at 250-260 ℃ and stirred for 15min. Then cool down, grind the material after solidification, and wash it with ethanol to obtain crude diazoxide. Recrystallized with 40 times the amount of 80% ethanol to obtain the finished product. |