🍂
FALL INTO SAVINGS SAVE UP TO 25%
Medicine (MD/DO)
/
Courses
/
Pharmacology
/
Immunosuppressants & Antineoplastic Agents
/
Azathioprine (Imuran)

Master Azathioprine (Imuran) with Picmonic for Medicine

With Picmonic, facts become pictures. We've taken what the science shows - image mnemonics work - but we've boosted the effectiveness by building and associating memorable characters, interesting audio stories, and built-in quizzing.

DOWNLOAD PDF
Azathioprine (Imuran)

Azathioprine (Imuran)

Astronaut-police
Picmonic
Azathioprine, which is abbreviated AZA, is an immunosuppressant medication used in organ transplantation and to treat autoimmune disorders. This drug works as a prodrug, or precursor, to 6-mercaptopurine, which interferes with nucleic acid and DNA synthesis. It strongly affects proliferating cells, such as the T cells and B cells, leading to myelosuppresion in patients. Furthermore, this drug is metbolized by xanthine oxidase. Thus, patients taking allopurinol (which inhibits xanthine oxidase) should reduce their AZA dosage. Patients with IBD taking this medication also run the risk of developing acute pancreatitis.
9 KEY FACTS
MECHANISM
Antimetabolite
Anti-metal-ball

AZA, azathioprine, is an antimetabolite, meaning it's a substance that competes with, replaces, or inhibits a specific metabolite of a cell and thereby interferes with the cell’s normal metabolic functioning. Antimetabolites can be used in cancer treatment, as they interfere with cell division and the growth of tumors. Because cancer cells spend more time dividing than other cells, inhibiting cell division harms tumor cells more than other cells.

Prodrug of 6-mercaptopurine (6-MP)
6-shooter American-captain

Azathioprine (AZA) is a prodrug that is quickly converted to 6-mercaptopurine (6-MP). This conversion occurs via a nonenzymatic nucleophilic attack by compounds found in red blood cells and other tissues. 6-MP is the active form of this medication and is a thiopurine that works to interfere with DNA synthesis.

Inhibits Synthesis of Nucleic Acids
Inhibiting-chains on Nuclear Acidic-lemon Factory

AZA is converted to 6-MP, which inhibits purine nucleotide synthesis and metabolism. By inhibiting purine synthesis, the structure and functions of RNA and DNA are altered.

INDICATIONS
Autoimmune Disorders
Auto-in-moon

Azathioprine (AZA) is used for various autoimmune disorders, including rheumatoid arthritis, Crohn's disease, and SLE. Other autoimmune disorder indications include glomerulonephritis, ulcerative colitis, myasthenia gravis, and multiple sclerosis.

Kidney Transplantation
Kidney Train-plant

AZA, which has the trade name Imuran, is FDA-approved for preventing rejection after kidney transplantation. Off-label use of this drug includes preventing rejection after a liver transplant.

SIDE EFFECTS
Myelosuppression
Suppressed Red and White-blood-cells

Severe bone marrow suppression can occur as a side effect of this drug. Severe leukopenia, thrombocytopenia, anemias including macrocytic anemia, and pancytopenia may be seen in patients taking AZA.

Increased Toxicity with Allopurinol Use
Up-arrow Toxins with Aloe-piranha

Azathioprine displays increased toxicity when combined with the gout medication allopurinol. This increase is because azathioprine is metabolized by the enzyme xanthine oxidase. This enzyme, however, is inhibited by allopurinol (a gout medication). Thus, taking both medications should be avoided when possible, and if this can't be circumvented, AZA doses should be reduced by 25%, and patients require regular blood labs.

Pancreatitis
Pancreas-on-fire

A small percentage of patients taking AZA are at risk for developing pancreatitis, and this side effect is associated with patients with Crohn's disease.

Malignancy
Malignant-man

Patients receiving this immunosuppressant are at increased risk of developing lymphoma and other malignancies, particularly of the skin. There have been reported cases of post-transplant lymphoma and hepatosplenic T-cell lymphoma (HSTCL) in patients. Thus, physicians should inform patients of the risk of malignancy while taking azathioprine or Imuran.

DOWNLOAD PDF

Recommended Picmonics

picmonic thumbnail
Prednisone (Glucocorticoids)
picmonic thumbnail
Cyclosporine (Sandimmune) Overview
picmonic thumbnail
Tacrolimus (Prograf) Overview
picmonic thumbnail
Tacrolimus (Prograf) Side Effects
picmonic thumbnail
Bevacizumab Mechanisms and Indications

Take the Azathioprine (Imuran) Quiz

Picmonic's rapid review multiple-choice quiz allows you to assess your knowledge.

It's worth every penny

Our Story Mnemonics Increase Mastery and Retention

Memorize facts with phonetic mnemonics

Unforgettable characters with concise but impactful videos (2-4 min each)

Memorize facts with phonetic mnemonics

Ace Your Medicine (MD/DO) Classes & Exams with Picmonic:

Over 1,960,000 students use Picmonic’s picture mnemonics to improve knowledge, retention, and exam performance.

Choose the #1 Medicine (MD/DO) student study app.

Picmonic for Medicine (MD/DO) covers information that is relevant to your entire Medicine (MD/DO) education. Whether you’re studying for your classes or getting ready to conquer the USMLE Step 1, USMLE Step 2 CK, COMLEX Level 1, or COMLEX Level 2, we’re here to help.

Works better than traditional Medicine (MD/DO) flashcards.

Research shows that students who use Picmonic see a 331% improvement in memory retention and a 50% improvement in test scores.