Cuprimine

DRUG DESCRIPTION

Penicillamine is a chelating agent used in the treatment of Wilson's disease. It is also used to reduce cystine excretion in cystinuria and to treat patients with severe, active rheumatoid arthritis unresponsive to conventional therapy (see INDICATIONS). It is 3-mercapto-D-valine. It is a white or practically white, crystalline powder, freely soluble in water, slightly soluble in alcohol, and insoluble in ether, acetone, benzene, and carbon tetrachloride. Although its configuration is D, it is levorotatory as usually measured:

[?] 25°= -62.5° ± 2° (c = 1, 1N NaOH), D
calculated on a dried basis.

The empirical formula is C5H11NO2S, giving it a molecular weight of 149.21. The structural formula is:

CUPRIMINE® (Penicillamine) Structural Formula Illustration

It reacts readily with formaldehyde or acetone to form a thiazolidine-carboxylic acid. Capsules CUPRIMINE* (Penicillamine) for oral administration contain either 125 mg or 250 mg of penicillamine. Each capsule contains the following inactive ingredients: D & C Yellow 10, gelatin, lactose, magnesium stearate, and titanium dioxide. The 125 mg capsule also contains iron oxide.

What are the possible side effects of penicillamine (Cuprimine, Depen)?

If you experience any of the following serious side effects, seek emergency medical attention or contact your doctor immediately:

  • an allergic reaction (shortness of breath; closing of your throat; difficulty breathing; swelling of your lips, face, or tongue; or hives);
  • fever or chills;
  • a sore throat;
  • unusual bleeding or bruising;
  • blood in the urine;
  • unexplained shortness of breath, coughing, or wheezing;
  • abdominal pain;
  • yellow skin or...

Read All Potential Side Effects and See Pictures of Cuprimine »

What are the precautions when taking penicillamine (Cuprimine)?

Before taking penicillamine, tell your doctor or pharmacist if you are allergic to it; or to penicillins; or if you have any other allergies. This product may contain inactive ingredients, which can cause allergic reactions or other problems. Talk to your pharmacist for more details.

Before using this medication, tell your doctor or pharmacist your medical history, especially of: a previous severe reaction to penicillamine (such as aplastic anemia, agranulocytosis), kidney disease, blood/bone marrow disorders (such as thrombocytopenia).

Before having surgery, tell your doctor or dentist about all the products you use (including prescription drugs, nonprescription drugs, and herbal products).

Penicillamine is not recommended for use during pregnancy. It may harm an...

Read All Potential Precautions of Cuprimine »


Cuprimine Consumer (continued)

SIDE EFFECTS: Stomach/abdominal pain, nausea/vomiting, loss of appetite, diarrhea, and decreased sense of taste may occur. If any of these effects persist or worsen, tell your doctor or pharmacist promptly.

Remember that your doctor has prescribed this medication because he or she has judged that the benefit to you is greater than the risk of side effects. Many people using this medication do not have serious side effects.

Tell your doctor immediately if any of these unlikely but serious side effects occur: signs of infection (such as fever, persistent sore throat, swollen lymph nodes), easy bruising/bleeding, unusual tiredness, rapid breathing, skin blisters, mouth sores, new or worsening joint pain, thinning/wrinkling skin.

Tell your doctor immediately if any of these rare but serious side effects occur: change in the amount of urine, bloody urine, coughing up blood, shortness of breath, muscle weakness, eye problems (such as drooping eyelids, blurred vision), persistent nausea/vomiting, severe stomach/abdominal pain, dark urine, yellowing eyes/skin.

A very serious allergic reaction to this drug is rare. However, seek immediate medical attention if you notice any symptoms of a serious allergic reaction, including: rash, itching/swelling (especially of the face/tongue/throat), severe dizziness, trouble breathing.

This is not a complete list of possible side effects. If you notice other effects not listed above, contact your doctor or pharmacist.

In the US -

Call your doctor for medical advice about side effects. You may report side effects to FDA at 1-800-FDA-1088.

In Canada - Call your doctor for medical advice about side effects. You may report side effects to Health Canada at 1-866-234-2345.

PRECAUTIONS: Before taking penicillamine, tell your doctor or pharmacist if you are allergic to it; or to penicillins; or if you have any other allergies. This product may contain inactive ingredients, which can cause allergic reactions or other problems. Talk to your pharmacist for more details.

Before using this medication, tell your doctor or pharmacist your medical history, especially of: a previous severe reaction to penicillamine (such as aplastic anemia, agranulocytosis), kidney disease, blood/bone marrow disorders (such as thrombocytopenia).

Before having surgery, tell your doctor or dentist about all the products you use (including prescription drugs, nonprescription drugs, and herbal products).

Penicillamine is not recommended for use during pregnancy. It may harm an unborn baby. However, it may sometimes be used during pregnancy in certain situations (such as treating Wilson's disease). Consult your doctor for more details.

It is unknown if this medication passes into breast milk. Because of the possible risk to the infant, breast-feeding while using this drug is not recommended. Consult your doctor before breast-feeding.


Cuprimine Patient Information Including Side Effects

Brand Names: Cuprimine, Depen

Generic Name: penicillamine (Pronunciation: pen ih SILL ah meen)

  • What is penicillamine (Cuprimine)?
  • What are the possible side effects of penicillamine (Cuprimine)?
  • What is the most important information I should know about penicillamine (Cuprimine)?
  • What should I discuss with my healthcare provider before taking penicillamine (Cuprimine)?
  • How should I take penicillamine (Cuprimine)?
  • What happens if I miss a dose (Cuprimine)?
  • What happens if I overdose (Cuprimine)?
  • What should I avoid while taking penicillamine (Cuprimine)?
  • What other drugs will affect penicillamine (Cuprimine)?
  • Where can I get more information?

What is penicillamine (Cuprimine)?

Penicillamine is a chelating agent. It attaches to other chemicals in the body, which aids in their removal.

Penicillamine is used to remove excess copper associated with Wilson's disease. It is also used to reduce cystine in the urine and to treat severe rheumatoid arthritis.

Penicillamine may also be used for purposes other than those listed in this medication guide.

What are the possible side effects of penicillamine (Cuprimine)?

If you experience any of the following serious side effects, seek emergency medical attention or contact your doctor immediately:

  • an allergic reaction (shortness of breath; closing of your throat; difficulty breathing; swelling of your lips, face, or tongue; or hives);
  • fever or chills;
  • a sore throat;
  • unusual bleeding or bruising;
  • blood in the urine;
  • unexplained shortness of breath, coughing, or wheezing;
  • abdominal pain;
  • yellow skin or eyes;
  • muscle weakness; or
  • double vision.

Other, less serious side effects may be more likely to occur. Continue to take penicillamine and notify your doctor if you experience

  • itching or a rash;
  • nausea, vomiting, diarrhea, or decreased appetite;
  • ringing in the ears;
  • decreased taste;
  • sores in the mouth;
  • poor wound healing; or
  • increased wrinkling of the skin.

Side effects other than those listed here may also occur. Talk to your doctor about any side effect that seems unusual or that is especially bothersome. You may report side effects to FDA at 1-800-FDA-1088.

What is the most important information I should know about penicillamine (Cuprimine)?

Notify your doctor immediately if you develop fever; chills; a sore throat; unusual bruising or bleeding; blood in your urine, unexplained shortness of breath, coughing, or wheezing; muscle weakness; or double vision. These symptoms could be early signs of dangerous side effects.

Related Drug Centers
  • Cuprimine


Related Drugs Index: