U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C19H20N6O
Molecular Weight 348.4017
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMIDOCARB

SMILES

O=C(NC1=CC=CC(=C1)C2=NCCN2)NC3=CC=CC(=C3)C4=NCCN4

InChI

InChIKey=SCEVFJUWLLRELN-UHFFFAOYSA-N
InChI=1S/C19H20N6O/c26-19(24-15-5-1-3-13(11-15)17-20-7-8-21-17)25-16-6-2-4-14(12-16)18-22-9-10-23-18/h1-6,11-12H,7-10H2,(H,20,21)(H,22,23)(H2,24,25,26)

HIDE SMILES / InChI
Imidocarb is a carbanilide derivative with antiprotozoal activity. It is usually administered as the dipropionate salt. Imidocarb is a drug sold under the brand name Imizol and is used to treat canine ehrlichiosis. wo mechanisms of action have been proposed: As the effect of imidocarb on Trypanosoma brucei is antagonized by excess polyamines, it is has been suggested that imidocarb interferes with their production and/or use. Imidocarb blocks the entry of inositol into erythrocytes containing Babesia, resulting in starvation of the parasite. It is generally accepted in that imidocarb has anticholinesterase activity.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
590.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Imizol

Approved Use

For the treatment of babesiosis in dogs with clinical signs and/or demonstrated Babesia organisms in the blood.

Launch Date

1997
Curative
IMIDOCARB

Approved Use

For treatment of babesiosis in cattle and horses

Launch Date

2001
PubMed

PubMed

TitleDatePubMed
Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia.
1988 Jun
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
Determination of whole blood cholinesterase in different animal species using specific substrates.
2001 Jun
Depletion and bioavailability of imidocarb residues in sheep and goat tissues.
2002 Apr
Effects of imidocarb dipropionate in cats with chronic haemobartonellosis.
2002 Summer
Evaluation of certain veterinary drug residues in food.
2003
Humoral immunity and reinfection resistance in dogs experimentally inoculated with Babesia canis and either treated or untreated with imidocarb dipropionate.
2003 Jun 25
Imidocarb, a potent anti-protozoan drug, up-regulates interleukin-10 production by murine macrophages.
2003 Sep 19
[Autochthonous babesiosis in dogs in the Netherlands?].
2004 May 1
First isolation and molecular characterization of Ehrlichia canis in Spain.
2004 Nov 10
Detection and molecular characterization of a novel large Babesia species in a dog.
2004 Oct 5
[A literature review of equine piroplasmosis after an episode of acute babesiosis in a Dutch Standardbred foal after a stay in Normandy].
2005 Dec 1
Autochthonous canine babesiosis in The Netherlands.
2005 Jul 15
Clinical and clinicopathological changes in 6 healthy ponies following intramuscular administration of multiple doses of imidocarb dipropionate.
2005 Mar
Effective imidocarb dipropionate therapy for Babesia shortti in falcons.
2006 Feb 18
Flow cytometric evaluation of selected antimicrobial efficacy for clearance of Anaplasma marginale in short-term erythrocyte cultures.
2006 Jun
Clinical manifestations of canine babesiosis in Hungary (63 cases).
2006 Sep
Comparison of the efficacy of enrofloxacin, imidocarb, and oxytetracycline for clearance of persistent Anaplasma marginale infections in cattle.
2006 Winter
Pharmacokinetics and bioavailability of imidocarb dipropionate in swine.
2007 Aug
Molecular characterisation of Babesia gibsoni infection from a pit-bull terrier pup recently imported into South Africa.
2007 Mar
Evidence of an acute phase response in dogs naturally infected with Babesia canis.
2007 Mar 31
Treatment of Mycoplasma wenyonii infection in cows with imidocarb dipropionate injection-acupuncture.
2008 Dec
An unusual form of canine babesiosis.
2008 Mar
The clinical course of babesiosis in 76 dogs infected with protozoan parasites Babesia canis canis.
2009
Putative clinical piroplasmosis in a Burchell's zebra (Equus quagga burchelli).
2009 Dec
Diagnosis and treatment of Babesia odocoilei in captive reindeer (Rangifer tarandus tarandus) and recognition of three novel host species.
2009 Mar
Residue depletion of imidocarb in Swine tissue.
2009 Mar 25
Detection of a large unnamed Babesia piroplasm originally identified in dogs in North Carolina in a dog with no history of travel to that state.
2009 Oct 1
Detection of Babesia divergens in southern Norway by using an immunofluorescence antibody test in cow sera.
2010 Oct 6
Patents

Sample Use Guides

In Vivo Use Guide
Use intramuscularly or subcutaneously at a rate of 6.6 mg/kg (3 mg/lb) body weight. Repeat the dose in two (2) weeks, for a total of two (2) treatments.
Route of Administration: Other
In Vitro Use Guide
The concentration of Imidocarb causing 50% inhibition of [3H]hypoxanthine incorporation (ID50 value) by Babesia bovis (Lismore and Samford isolates) cultured in vitro for Imidocarb was determined to be 3 ng/ml (8.6 nM).
Name Type Language
IMIDOCARB
INN   MART.   MI  
INN  
Official Name English
IMIZOL
Brand Name English
N,N'-BIS(3-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL)UREA
Systematic Name English
3,3'-DI-2-IMIDAZOLIN-2-YLCARBANILIDE
Common Name English
imidocarb [INN]
Common Name English
IMIDOCARB [MI]
Common Name English
IMIDOCARB [MART.]
Common Name English
UREA, N,N'-BIS(3-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C277
Created by admin on Fri Dec 15 17:24:42 GMT 2023 , Edited by admin on Fri Dec 15 17:24:42 GMT 2023
WHO-VATC QP51AE01
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Code System Code Type Description
EVMPD
SUB08146MIG
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PRIMARY
WIKIPEDIA
IMIDOCARB
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MESH
D007095
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FDA UNII
8USS3K0VDH
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NCI_THESAURUS
C83790
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RXCUI
1740237
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DRUG BANK
DB11521
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EPA CompTox
DTXSID0048345
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DAILYMED
8USS3K0VDH
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MERCK INDEX
m6226
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PRIMARY Merck Index
ECHA (EC/EINECS)
248-711-7
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SMS_ID
100000083918
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PUBCHEM
21389
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CHEBI
51804
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CAS
27885-92-3
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INN
2906
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ChEMBL
CHEMBL427342
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