Penicillamine: Difference between revisions

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{{drugbox
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| IUPAC_name = (2''S'')-2-amino-3-methyl-3-sulfanyl-butanoic acid
|authorTag=<!--Overview-->
| image = Penicillamine structure.png
|aOrAn=a
| CAS_number = 52-67-5
|hasBlackBoxWarning=Yes
| ATC_prefix = M01
|adverseReactions=<!--Black Box Warning-->
| ATC_suffix = CC01
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| ATC_supplemental =  
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| PubChem = 5852
 
| DrugBank = APRD01171
* Content
| C = 5 | H = 11 | N = 1 | O = 2 | S = 1
 
| molecular_weight = 149.212 g/mol
<!--Adult Indications and Dosage-->
| bioavailability = Variable
 
| protein_bound =  
<!--FDA-Labeled Indications and Dosage (Adult)-->
| metabolism = Hepatic
|fdaLIADAdult======Condition1=====
| elimination_half-life = 1 hour
 
| pregnancy_category =  
* Dosing Information
| legal_status = Unregulated
 
| routes_of_administration =  
:* Dosage
| excretion = Renal
 
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* Dosing Information
 
:* Dosage
 
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* Dosing Information
 
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'''Penicillamine''' is a [[pharmaceutical]] of the [[Chelation_therapy|chelator]] class. It is sold under the trade names of '''Cuprimine''' and '''Depen'''. The pharmaceutical form is ''D''-penicillamine, as ''L''-penicillamine is toxic (it inhibits the action of [[pyridoxine]]). It is a [[metabolite]] of [[penicillin]], although it has no [[antibiotic]] properties.
{{PillImage
|fileName=No image.jpg
}}
{{LabelImage
|fileName={{PAGENAME}}11.png
}}
{{LabelImage
|fileName={{PAGENAME}}11.png
}}
<!--Pill Image-->
 
 


==Uses==
<!--Label Display Image-->
Penicillamine is used as a form of [[immunosuppression]] to treat [[rheumatoid arthritis]]. It works by reducing numbers of [[T cell|T-lymphocyte]]s, inhibiting [[macrophage]] function, decreasing [[IL-1]], decreasing [[rheumatoid factor]], and preventing [[collagen]] from cross-linking.


Penicillamine is also used for treatment of [[scleroderma]].


It is used as a [[chelating agent]]:
* In [[Wilson's disease]], a rare genetic disorder of [[copper]] metabolism, penicillamine treatment relies on its binding to accumulated copper and elimination through [[urine]].
* In [[cystinuria]], a hereditary disorder featuring increased [[cystine]] excretion, penicillamine binds with the cystine to make it more [[soluble]].
* Penicillamine has been used to treat mercury poisoning.


==History==
Dr John Walshe (1956) first described the use of penicillamine in Wilson's disease. He had discovered the compound in the urine of patients (including himself) who had taken [[penicillin]], and experimentally confirmed that it increased urinary copper excretion by [[chelation]]. He had initial difficulty convincing several world experts of the time (Drs Denny Brown and Cumings) of its efficacy, as they held that Wilson's disease was not primarily a problem of copper homeostasis but of amino acid metabolism, and that [[dimercaprol]] should be used as a chelator. Later studies confirmed both the copper-centered theory and the efficacy of ''D''-penicillamine. Walshe also pioneered other chelators in Wilson's such as [[triethylene tetramine]] 2HCl and [[tetrathiomolybdate]] (Walshe 2003).


==References==
* Walshe JM. ''Penicillamine, a new oral therapy for wilson's disease.'' Am J Med. 1956;21:487-95. PMID 13362281.
* Walshe JM. ''The story of penicillamine: a difficult birth.'' Mov Disord 2003;18:853-9. PMID 12889074.


==External links==
<!--Category-->
*[http://www.nlm.nih.gov/medlineplus/druginfo/uspdi/202445.html Penicillamine  (Systemic)] - Medlineplus.org
*[http://www.medicinenet.com/penicillamine/article.htm Penicillamine and Arthritis] - Medicinenet.com
{{Anti-inflammatory and antirheumatic products}}
[[Category:Amino acids]]
[[Category:Chelating agents]]
[[Category:Immunosuppressive agents]]
[[Category:Thiols]]


[[de:Penicillamin]]
[[Category:Drug]]
[[ru:D-пеницилламин]]
{{WikiDoc Sources}}

Revision as of 21:01, 20 January 2015

Penicillamine
Black Box Warning
Adult Indications & Dosage
Pediatric Indications & Dosage
Contraindications
Warnings & Precautions
Adverse Reactions
Drug Interactions
Use in Specific Populations
Administration & Monitoring
Overdosage
Pharmacology
Clinical Studies
How Supplied
Images
Patient Counseling Information
Precautions with Alcohol
Brand Names
Look-Alike Names

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1];

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Black Box Warning

ConditionName:
See full prescribing information for complete Boxed Warning.
ConditionName:
  • Content

Overview

Penicillamine is a {{{drugClass}}} that is FDA approved for the {{{indicationType}}} of {{{indication}}}. There is a Black Box Warning for this drug as shown here. Common adverse reactions include .

Adult Indications and Dosage

FDA-Labeled Indications and Dosage (Adult)

Condition1
  • Dosing Information
  • Dosage
Condition2
  • Dosing Information
  • Dosage
Condition3
  • Dosing Information
  • Dosage
Condition4
  • Dosing Information
  • Dosage

Off-Label Use and Dosage (Adult)

Guideline-Supported Use

Condition1
  • Developed by:
  • Class of Recommendation:
  • Strength of Evidence:
  • Dosing Information
  • Dosage
Condition2

There is limited information regarding Off-Label Guideline-Supported Use of Penicillamine in adult patients.

Non–Guideline-Supported Use

Condition1
  • Dosing Information
  • Dosage
Condition2

There is limited information regarding Off-Label Non–Guideline-Supported Use of Penicillamine in adult patients.

Pediatric Indications and Dosage

FDA-Labeled Indications and Dosage (Pediatric)

Condition1
  • Dosing Information
  • Dosage
Condition2

There is limited information regarding FDA-Labeled Use of Penicillamine in pediatric patients.

Off-Label Use and Dosage (Pediatric)

Guideline-Supported Use

Condition1
  • Developed by:
  • Class of Recommendation:
  • Strength of Evidence:
  • Dosing Information
  • Dosage
Condition2

There is limited information regarding Off-Label Guideline-Supported Use of Penicillamine in pediatric patients.

Non–Guideline-Supported Use

Condition1
  • Dosing Information
  • Dosage
Condition2

There is limited information regarding Off-Label Non–Guideline-Supported Use of Penicillamine in pediatric patients.

Contraindications

  • Condition1

Warnings

ConditionName:
See full prescribing information for complete Boxed Warning.
ConditionName:
  • Content
  • Description

Precautions

  • Description

Adverse Reactions

Clinical Trials Experience

There is limited information regarding Clinical Trial Experience of Penicillamine in the drug label.

Body as a Whole
Cardiovascular
Digestive
Endocrine
Hematologic and Lymphatic
Metabolic and Nutritional
Musculoskeletal
Neurologic
Respiratory
Skin and Hypersensitivy Reactions
Special Senses
Urogenital
Miscellaneous

Postmarketing Experience

There is limited information regarding Postmarketing Experience of Penicillamine in the drug label.

Body as a Whole
Cardiovascular
Digestive
Endocrine
Hematologic and Lymphatic
Metabolic and Nutritional
Musculoskeletal
Neurologic
Respiratory
Skin and Hypersensitivy Reactions
Special Senses
Urogenital
Miscellaneous

Drug Interactions

  • Drug
  • Description

Use in Specific Populations

Pregnancy

Pregnancy Category (FDA):

  • Pregnancy Category


Pregnancy Category (AUS):

  • Australian Drug Evaluation Committee (ADEC) Pregnancy Category

There is no Australian Drug Evaluation Committee (ADEC) guidance on usage of Penicillamine in women who are pregnant.

Labor and Delivery

There is no FDA guidance on use of Penicillamine during labor and delivery.

Nursing Mothers

There is no FDA guidance on the use of Penicillamine with respect to nursing mothers.

Pediatric Use

There is no FDA guidance on the use of Penicillamine with respect to pediatric patients.

Geriatic Use

There is no FDA guidance on the use of Penicillamine with respect to geriatric patients.

Gender

There is no FDA guidance on the use of Penicillamine with respect to specific gender populations.

Race

There is no FDA guidance on the use of Penicillamine with respect to specific racial populations.

Renal Impairment

There is no FDA guidance on the use of Penicillamine in patients with renal impairment.

Hepatic Impairment

There is no FDA guidance on the use of Penicillamine in patients with hepatic impairment.

Females of Reproductive Potential and Males

There is no FDA guidance on the use of Penicillamine in women of reproductive potentials and males.

Immunocompromised Patients

There is no FDA guidance one the use of Penicillamine in patients who are immunocompromised.

Administration and Monitoring

Administration

  • Oral
  • Intravenous

Monitoring

There is limited information regarding Monitoring of Penicillamine in the drug label.

  • Description

IV Compatibility

There is limited information regarding IV Compatibility of Penicillamine in the drug label.

Overdosage

Acute Overdose

Signs and Symptoms

  • Description

Management

  • Description

Chronic Overdose

There is limited information regarding Chronic Overdose of Penicillamine in the drug label.

Pharmacology

There is limited information regarding Penicillamine Pharmacology in the drug label.

Mechanism of Action

Structure

File:Penicillamine01.png
This image is provided by the National Library of Medicine.

Pharmacodynamics

There is limited information regarding Pharmacodynamics of Penicillamine in the drug label.

Pharmacokinetics

There is limited information regarding Pharmacokinetics of Penicillamine in the drug label.

Nonclinical Toxicology

There is limited information regarding Nonclinical Toxicology of Penicillamine in the drug label.

Clinical Studies

There is limited information regarding Clinical Studies of Penicillamine in the drug label.

How Supplied

Storage

There is limited information regarding Penicillamine Storage in the drug label.

Images

Drug Images

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Package and Label Display Panel

{{#ask: Label Page::Penicillamine |?Label Name |format=template |template=DrugLabelImages |mainlabel=- |sort=Label Page }}

Patient Counseling Information

There is limited information regarding Patient Counseling Information of Penicillamine in the drug label.

Precautions with Alcohol

  • Alcohol-Penicillamine interaction has not been established. Talk to your doctor about the effects of taking alcohol with this medication.

Brand Names

Look-Alike Drug Names

Drug Shortage Status

Price

References

The contents of this FDA label are provided by the National Library of Medicine.

  1. Empty citation (help)
  2. "http://www.ismp.org". External link in |title= (help)

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