Diethylcarbamazine

Title: Diethylcarbamazine
CAS Registry Number: 90-89-1
CAS Name: N,N-Diethyl-4-methyl-1-piperazinecarboxamide
Additional Names: 1-diethylcarbamoyl-4-methylpiperazine; carbamazine; 1-diethylcarbamyl-4-methylpiperazine
Manufacturers' Codes: 84L; RP-3799
Trademarks: Carbilazine; Caricide (Am. Cyanamid); Cypip (Am. Cyanamid); Ethodryl (BDH); Notézine (Specia); Spatonin
Molecular Formula: C10H21N3O
Molecular Weight: 199.29
Percent Composition: C 60.27%, H 10.62%, N 21.08%, O 8.03%
Literature References: Prepn: Kushner et al., J. Org. Chem. 13, 151 (1948); Kushner, Brancone, US 2467893; US 2467895 (1949 to Am. Cyanamid). Pharmacology and toxicology: Harned et al., Ann. N.Y. Acad. Sci. 50, 141 (1948). GC determn in blood: S. Nene et al., J. Chromatogr. 308, 334 (1984). Mode of action: J.-Y. Cesbron et al., Nature 325, 533 (1987). Review of pharmacology, mechanisms of action and clinical uses: C. D. MacKenzie, M. A. Kron, Trop. Dis. Bull. 82(10), R1-R37 (1985).
Properties: Crystals, mp 47-49°. bp3 108.5-111°.
Melting point: mp 47-49°
Boiling point: bp3 108.5-111°
Derivative Type: Hydrochloride
Molecular Formula: C10H21N3O.HCl
Molecular Weight: 235.75
Percent Composition: C 50.95%, H 9.41%, N 17.82%, O 6.79%, Cl 15.04%
Properties: Crystals from acetone, mp 156.5-157°. Very sol in water; sol in chloroform, dioxane.
Melting point: mp 156.5-157°
Derivative Type: Citrate
CAS Registry Number: 1642-54-2
Trademarks: Banocide (Wellcome); Dec (Wendt); Dirocide (Solvay); Filaribits (SKB); Filazine; Franocide (Burroughs Wellcome); Hetrazan (Lederle); Loxuran (EGYT); Longicid (Chassot)
Molecular Formula: C10H21N3O.C6H8O7
Molecular Weight: 391.42
Percent Composition: C 49.10%, H 7.47%, N 10.74%, O 32.70%
Properties: Crystals, mp 141-143°. Freely sol in water (>75% at 20°). Sparingly sol in cold alc; freely sol in hot alc. Practically insol in benzene, acetone, ether, chloroform. LD50 orally in rats: 1.38 g/kg (Harned).
Melting point: mp 141-143°
Toxicity data: LD50 orally in rats: 1.38 g/kg (Harned)
Derivative Type: Phosphate
Trademarks: Ditrazin
Properties: Crystals, freely sol in water.
Therap-Cat: Anthelmintic (Nematodes).
Therap-Cat-Vet: Citrate as an anthelmintic.
Keywords: Anthelmintic (Nematodes).
Diethylene Glycol Diethylene Glycol Monolaurate Diethylmagnesium Diethylmalonic Acid Diethylpropion

Diethylcarbamazine
Diethylcarbamazine.svg
Systematic (IUPAC) name
N,N-diethyl-4-methylpiperazine-1-carboxamide
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status Legal
Pharmacokinetic data
Half-life .
Identifiers
CAS number 90-89-1 YesY
ATC code P02CB02 QP52AH02
PubChem CID 3052
DrugBank DB00711
ChemSpider 2944 YesY
UNII V867Q8X3ZD YesY
KEGG D07825 YesY
ChEMBL CHEMBL684 YesY
Chemical data
Formula C10H21N3O 
Mol. mass 199.293 g/mol
 YesY (what is this?)  (verify)

Diethylcarbamazine Citrate (DEC) (N, N-diethyl-4-methyl-1-piperazine carboxamide dihydrogen citrate) is a synthetic derivative of piperazine, used as an anthelmintic drug used in the treatment of filariasis in humans, dogs and cats.

DEC is a synthetic organic compound which is highly specific for several parasites and does not contain any toxic metallic elements.