Azathioprine CAS 446-86-6 Raw Materials Powder

CAS: 446-86-6

MF: C9H7N7O2S

Specification​: 99% min Azathioprine Powder

Sample: Azathioprine Powder

Brand: Henrikang

Appearance: White Powder

Storage: Cool Dry Place

Shelf Life: 2 Years

Test Method: HPLC

MADE IN CHINA Store:https://henrikang.en.made-in-china.com/

Azathioprine Powder Usage and Synthesis 

Azathioprine, an imidazole derivative of mercaptopurine, acts by decomposition into mercaptopurine in the body. The mechanism of immune action is the same as that of mercaptopurine, i.e., it has purine antagonistic effect. As immune active cells need purine substances during the proliferation period after antigen stimulation, the administration of purine antagonism can inhibit the synthesis of DNA, RNA and protein, thus inhibiting the proliferation of lymphocytes, i.e., preventing the transformation of antigen-sensitive lymphocytes into immunoblasts and producing immune effects.

Azathioprine Powder is an immunosuppressant commonly used to treat autoimmune diseases such as rheumatoid arthritis, cirrhosis, systemic lupus Azathioprine Raw Materials control the development of the disease by inhibiting the function of T and B cells in the immune Azathioprine CAS 446-86-6 May also be used to prevent organ rejection after transplantation. Side effects of Side effects of azathioprine include bone marrow suppression, liver damage, nausea, vomiting, and mouth ulcers.

Azathioprine, commonly available in tablet form. It is an immunosuppressive drug. It is used for acute and chronic leukemia, acquired hemolytic anemia, idiopathic thrombocytopenic purpura, systemic lupus erythematosus, chronic rheumatoid arthritis, chronic active hepatitis (autoimmune-related hepatitis), and primary biliary hepatic sclerosis.

Applications of Azathioprine Powder ：

Azathioprine is one of the derivatives of the chemical compound 6-mercaptopurine, which is an immunosuppressive drug. Azathioprine is a derivative of mercaptopurine, which is decomposed into mercaptopurine in the body and takes effect. It is mainly used to inhibit immune rejection during allogeneic transplantation and is mostly used in combination with corticosteroids. It is also widely used in rheumatoid arthritis, systemic lupus erythematosus, autoimmune hemolytic anemia, thrombocytopenic purpura, active chronic hepatitis, ulcerative colitis, myasthenia gravis, scleroderma and other autoimmune diseases.

Blood picture should be strictly checked during the drug administration; it is prohibited for those with hepatic insufficiency. When used with corticosteroids, the oral cavity is susceptible to viral infections such as herpes zoster, herpes simplex and varicella. Azathioprine Powder is used as an immunosuppressive drug and antitumor agent.

1、It is suitable for acute and chronic leukemia. It is more effective for chronic granulocytic leukemia in the near future, with fast action, but short remission period.

2、Acquired hemolytic anemia, idiopathic thrombocytopenic purpura, systemic lupus erythematosus.

3, chronic rheumatoid arthritis, chronic active hepatitis (autoimmune-related hepatitis), primary biliary hepatic steatosis.

4, hyperthyroidism, myasthenia gravis.

5, Other: chronic non-specific ulcerative colitis, segmental enteritis, polyneuritis, lupus nephritis, proliferative nephritis, Wegener's granulomatosis, etc.

Pharmacological Effect of Azathioprine Powder ：

Azathioprine is a derivative of 6-MP, which has a significant inhibitory effect on both humoral and cellular immunity and inhibits the synthesis of DNA and RNA. After oral absorption, it is converted into 6-mercaptopurine in the body, which plays an anti-purine metabolic role and prevents the proliferation of lymphocytes, resulting in immunosuppressive effects. It is mainly used to inhibit immune rejection during organ transplantation.

Azathioprine is a drug that suppresses the immune system, inhibiting the synthesis of purines and the activation of the GTP-binding protein Rac1, and is used in organ transplantation and autoimmune diseases.

It is used in dermatology for the treatment of lupus erythematosus, pemphigus, pemphigoid, scleroderma, sarcoidosis, psoriasis, leucoderma, purpura, allergic vasculitis, Wegener's granulomatosis, mycosis fungoides, erythrodermic eruptions, atopic dermatitis, and acne vulgaris. It is also used for rheumatoid arthritis, ulcerative colitis, myasthenia gravis, chronic nephritis and nephrotic syndrome.

Production method of Azathioprine Powder：

It is obtained by amination, cyclization, chlorination, nitration and condensation with diethyl oxalate as Raw Material.

1.Amination put diethyl oxalate and methanol into the reaction pot, cool to below 20℃, pass dry methylamine gas to saturation and cool to below 10℃, precipitate crystals, filter and dry, get ethylenediyl dimethylamine, melting point is 210-212℃, yield 95.8%.

2. cyclic combination, chlorination of excess ethylenedicarbonyl dimethylamine and phosphorus pentachloride into the reaction pot in stages, at 70-80 ℃ insulation 2h, placed overnight, reduced pressure evaporation of phosphorus oxychloride, the temperature does not exceed 100 ℃, cooling, adding ice water, stirring, with 30-40% alkali solution to adjust the pH to 9-10, and let stand. Separate out the oily substance, cool the mother liquor, precipitate out the inorganic salt and filter, wash with chloroform and extract the mother liquor with chloroform. Combine the oil and chloroform layers, recover chloroform, distill under reduced pressure, collect the fraction with boiling point 110-115℃ (4.0kPa), and obtain 1-methyl-5-chloroimidazole. The yield is 52%.

3. Nitration of 1-methyl-5-chloroimidazole was added to a glass-lined reaction pot, then nitric acid was added under cooling. Continue to add sulfuric acid dropwise under cooling, after addition, the reaction at 100 ℃ for 2h, and then cooled, adding ice water to precipitate the product, filtered and dried to obtain -5-chloro-1-methyl-4-nitroimidazole. Yield is 86%.

4. Condensation of 6-mercaptopurine, sodium hydroxide, water and 5-chloro-1-methyl-4-nitroimidazole boiled together for 4h, the reaction product was adjusted with acetic acid pH to precipitate azathioprine.