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pentamidine

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pentamidine

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Also known as RP-2512 [as isethionate], Pentam, Nebupent [as isethionate], MB-800 [as isethionate], MB-800, Pentacarinat [as isethionate], RP-2512, GNF-Pf-3680

Pentamidine is an antimicrobial medication used to treat African trypanosomiasis, leishmaniasis, Balamuthia infections, babesiosis, and to prevent and treat pneumocystis pneumonia (PCP) in people with poor immune function. In African trypanosomiasis it is used for early disease before central nervous system involvement, as a second line option to suramin. It is an option for both visceral leishmaniasis and cutaneous leishmaniasis. Pentamidine can be given by injection into a vein or muscle or by inhalation.

Chemical data

Formula
C19H24N4O2
Molecular weight
340.4 g/mol
IUPAC name
4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide
SMILES
C1=CC(=CC=C1C(=N)N)OCCCCCOC2=CC=C(C=C2)C(=N)N
InChIKey
XDRYMKDFEDOLFX-UHFFFAOYSA-N
XLogP
2.6
Polar surface area
118 Ų
H-bond donors
4
H-bond acceptors
4
Formal charge
0

via PubChem

Research

3,208 papers

via PubMed

Wikidata facts

Mass
340.19
Show 4 more facts
chemical formula
C₁₉H₂₄N₄O₂
canonical SMILES
C1=CC(=CC=C1C(=N)N)OCCCCCOC2=CC=C(C=C2)C(=N)N
World Health Organisation international non-proprietary name
pentamidine
Commons category
Pentamidine
Sources (3)

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~10 min read

Article

26 sections
Contents
  • Medical uses
  • Other uses
  • Special populations
  • Pregnancy
  • Breastfeeding
  • Children
  • Elderly
  • Contraindications
  • Side effects
  • Common
  • Rare
  • Others
  • Drug interactions
  • Mechanism of action
  • Resistance
  • Pharmacokinetics
  • Absorption
  • Distribution
  • Metabolism
  • Elimination
  • Chemistry
  • History
  • Trade names and dose form
  • See also
  • References
  • External links

Pentamidine is an antimicrobial medication used to treat African trypanosomiasis, leishmaniasis, Balamuthia infections, babesiosis, and to prevent and treat pneumocystis pneumonia (PCP) in people with poor immune function. In African trypanosomiasis it is used for early disease before central nervous system involvement, as a second line option to suramin. It is an option for both visceral leishmaniasis and cutaneous leishmaniasis. Pentamidine can be given by injection into a vein or muscle or by inhalation.

Common side effects of the injectable form include low blood sugar, pain at the site of injection, nausea, vomiting, low blood pressure, and kidney problems. Common side effects of the inhaled form include wheezing, cough, and nausea. It is unclear if doses should be changed in those with kidney or liver problems. Pentamidine is not recommended in early pregnancy but may be used in later pregnancy. Its safety during breastfeeding is unclear. Pentamidine is in the aromatic diamidine family of medications. While the way the medication works is not entirely clear, it is believed to involve decreasing the production of DNA, RNA, and protein.

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