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Diethylcarbamazine

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Diethylcarbamazine
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • N,N-diethyl-4-methylpiperazine-1-carboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.840 Edit this at Wikidata
Chemical and physical data
FormulaC10H21N3O
Molar mass199.293 g/mol g·mol−1
3D model (JSmol)
  • O=C(N1CCN(C)CC1)N(CC)CC
  • InChI=1S/C10H21N3O/c1-4-12(5-2)10(14)13-8-6-11(3)7-9-13/h4-9H2,1-3H3 checkY
  • Key:RCKMWOKWVGPNJF-UHFFFAOYSA-N checkY
  (verify)

Diethylcarbamazine (DEC, N, N-diethyl-4-methyl-1-piperazine carboxamide) is a synthetic derivative of piperazine used as an anthelmintic drug used in the treatment of filariasis in humans, dogs and cats. Discovery was attributed to Yellapragada Subbarow.

DEC is a synthetic organic compound which is highly specific for several parasites.

It is on the World Health Organization's List of Essential Medicines, the most important medication needed in a basic health system.[1]

Medical uses

DEC is indicated for treatment of individual patients with certain filarial diseases. These diseases include: lymphatic filariasis caused by infection with Wuchereria bancrofti, Brugia malayi, or Brugia timori; tropical pulmonary eosinophilia, and loiasis.

In cases of onchocerciasis, another common filarial parasite, the drug is not used. This is because of the intense and unbearable itching associated with the dead subcutaneous parasites.

DEC continues to be the mainstay for treatment of patients with lymphatic filariasis and loiasis. DEC is also used to prevent heartworm in dogs.

Now WHO recommends prescribing DEC to patients who are infected with microfilaeria of filarial parasite and also to control transmission of infection in filariasis endemic areas.

Contraindications are previous history of heart problems, gastrointestinal problems, and allergy.[medical citation needed]

Mechanism

DEC is an inhibitor of arachidonic acid metabolism in filarial microfilaria. This makes the microfilariae more susceptible to innate immune attack, but does not kill the parasites outright.[2]

Trade names

  • Hetrazan
  • Carbilazine
  • Caricide
  • Cypip
  • Ethodryl
  • Notézine
  • Spatonin
  • Filaribits
  • Banocide Forte
  • Eofil

References

  1. ^ "WHO Model List of EssentialMedicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
  2. ^ El-Shahawi, G. A.; Abdel-Latif, M; Saad, A. H.; Bahgat, M (2010). "Setaria equina: In vivo effect of diethylcarbamazine citrate on microfilariae in albino rats". Experimental Parasitology. 126 (4): 603–10. doi:10.1016/j.exppara.2010.06.022. PMID 20599991.