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Dexamethasone 50-02-2 dexamethasone acetate
Molecular Formula | C22H29FO5 |
Molar Mass | 392.47 |
Density | 1.1283 (estimate) |
Melting Point | 262-264 °C (lit.) |
Boling Point | 568.2±50.0 °C(Predicted) |
Specific Rotation(α) | 75 º (c=1, dioxane) |
Flash Point | 9℃ |
Water Solubility | 10 mg/100 mL (25 ºC) |
Solubility | ethanol: 1mg/mL |
Vapor Presure | 2.81E-15mmHg at 25°C |
Appearance | White crystalline solid |
Color | off-white |
Merck | 14,2943 |
BRN | 2066651 |
pKa | 12.13±0.70(Predicted) |
Storage Condition | 2-8°C |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, acid anhydrides, acid chlorides. May be light sensitive. |
Sensitive | Light Sensitive |
Refractive Index | 76 ° (C=1, Dioxane) |
MDL | MFCD00064136 |
Physical and Chemical Properties | Melting point 255-264°C specific rotation 75 ° (c = 1, dioxane) water-soluble 10 mg/100 mL (25°C) |
Use | Mainly used for anti-inflammatory and anti-allergic, suitable for rheumatoid arthritis and other collagen diseases |
introduction | dexamethasone is one of the commonly used drugs in clinic. It is often used with other drugs in clinical practice. It has anti-inflammatory, anti-toxic and anti-allergic effects. However, it has no therapeutic effect on the disease and can only reduce or inhibit the manifestations of inflammation. Therefore, we must pay attention to it in clinical medication. Generally, it is not used alone and must be used in conjunction with other drugs to play a better role. The anti-inflammatory effect of this product and the effect of controlling skin allergy are more significant than prednisone, but it has a slight effect on water and sodium retention and promoting potassium excretion, and has a stronger inhibitory effect on the pituitary-adrenal cortex axis. Intramuscular injection of dexamethasone sodium phosphate or dexamethasone acetate, respectively in 1 hour or 8 hours of blood concentration peak. |
traits | acetate is commonly used, which is white or white-like crystal or crystalline powder. No odor, slightly bitter taste. Soluble in acetone, dissolved in methanol or absolute ethanol, slightly soluble in ethanol or chloroform, slightly soluble in ether, insoluble in water. Its sodium phosphate salt is easily soluble in water. |
use | dexamethasone (dexamethasone sodium phosphate EP impurity A) is a glucocorticoid used as an anti-inflammatory agent. Dexamethasone regulates T cell survival, growth and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase. Mainly used for anti-inflammatory and anti-allergic, suitable for rheumatoid arthritis and other collagen diseases. |
Pharmacological effects | Dexamethasone (Dexamethasone,DSMS), also known as flumesong, fluometholone, and Desameisone, is a synthetic adrenal cortex hormone. It is glucocorticoid anti-inflammatory and anti-allergic drugs. Its pharmacological effects are mainly anti-inflammatory, anti-toxic, anti-allergic, anti-rheumatic, and it is widely used clinically. In recent years, the European Union believes that eating beef containing hormones such as estradiol, progesterone, and medroxyprogesterone can disrupt the normal functions of the human endocrine, growth and development, immune system, and reproductive system, and may also cause cancer and teratogenicity. Therefore, the use of such hormones in animals is prohibited. In addition, dexamethasone is also used as an animal growth regulator to promote animal protein synthesis and metabolism, and increase meat production. It has been widely used as livestock, poultry, and use. However, through long-term laboratory studies, it has been found that dexamethasone can cause cancer and gene mutations in experimental animals. Dexamethasone and its residues have obvious side effects on humans and animals. The use of high doses of dexamethasone can cause muscle atrophy, Growth inhibition and other side effects. It is inferred from this that human beings can also undergo canceration and gene mutation in livestock and poultry that use such drugs for a long time or eat such growth promoting agents for a long time. Therefore, such drugs are prohibited from being used in treatment and feed. |
Side effects | Dexamethasone is a synthetic adrenal cortex hormone, which belongs to long-acting glucocorticoid drugs. Glucocorticoids can promote the metabolism of three major nutrients. At the same time, it can prevent protein synthesis. Long-term external use can lead to more serious consequences, but the adverse reactions are much smaller than oral medication, common systemic glucocorticoid side effects include: stomach discomfort, increased sensitivity to gastric ulcer. increased appetite, resulting in significant weight gain. Potential diabetic patients: Glucose intolerance is an aggravation of the patient's original diabetes. Mental illness, including personality changes, irritability, excitement, mania. long-term treatment of osteoporosis: pathological fracture (such as hip joint). Elevated liver enzymes, fatty hepatolenticular degeneration (usually reversible). Long-term high-dose medication for patients with nephrotic syndrome is easy to cause gastrointestinal ulcers, aseptic necrosis of the femoral head and other major side effects. It is better to treat nephrotic syndrome with prednisone acetate tablets. Dexamethasone can be used to treat high altitude cerebral edema and pulmonary edema. People use it during mountaineering expeditions to alleviate altitude sickness. Combined with marbofloxacin, clotrimazole, etc. to treat ear infections or allergies in dogs or birds. |
drug interaction | (1) oral antacids can reduce gastrointestinal absorption of dexamethasone. (2) amloxide can inhibit the function of adrenal cortex, accelerate the metabolism of this drug, and shorten its half-life. Hydrocortisone can be used in patients who use amloxide for corticosteroids. (3) Dexamethasone can weaken the effects of oral hypoglycemic drugs, anticoagulants and neuromuscular blockers, and the dosage should be adjusted. (4) barbiturates, phenytoin and rifampicin will weaken the metabolic promotion of dexamethasone. (5) Dexamethasone can increase the toxicity of salicylic acid. (6) Dexamethasone is antagonistic to vitamin A and should be avoided. |
Production method | A new production process method of dexamethasone 21-hydroxyl, using intermediate 21-acetate as the substrate and containing 0 ~ 10% chloroform The appropriate amount of methanol is used as a solvent to semi-dissolve the substrate, and alkali is used as a catalyst for hydrolysis reaction. After the reaction is complete, it is neutralized with acetic acid, concentrate the reaction solution under reduced pressure to an appropriate volume, cool down, filter, rinse the filter cake with water, and dry to obtain 21-hydroxyl. The process can shorten the production cycle, improve the quality and yield of 21-hydroxyl, and reduce the content of impurities in 21-hydroxyl. |
CAS:
50-02-2
MF:
C22H29FO5
MW:
392.47
EINECS:
200-003-9
MDL No.:
MFCD00064136
Melting point:
262-264 °C (lit.)
alpha
75 º (c=1, dioxane)
Boiling point:
568.2±50.0 °C(Predicted)
Density
1.1283 (estimate)
refractive index
76 ° (C=1, Dioxane)
Flash point:
9℃
storage temp.
2-8°C
solubility
ethanol: 1 mg/mL
pka
12.13±0.70(Predicted)
form
powder
color
off-white
Water Solubility
10 mg/100 mL (25 ºC)
Sensitive
Light Sensitive
Merck
14,2943
BRN
2066651
BCS Class
1 (CLogP), 3 (LogP)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, strong bases, acid anhydrides, acid chlorides. May be light sensitive.
InChIKey
UREBDLICKHMUKA-CXSFZGCWSA-N
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