IMIDOCARB HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H20N6O.2ClH
Molecular Weight	421.324
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=MLRXMTYSQKIKAK-UHFFFAOYSA-N

InChI=1S/C19H20N6O.2ClH/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);2*1H

HIDE SMILES / InChI

Description
Sources: https://www.drugs.com/vet/imizol.html | http://www.adwia.com/index.php?option=com_content&view=article&id=135&Itemid=148&lang=en | https://www.vetinfo.com/treating-canine-ehrlichiosis-with-imidocarb-imizol.html

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

Primary Target	Pharmacology	Potency
Acetylcholinesterase 207 Target ID: CHEMBL4768 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27301742	Inhibitor 8297
Adenosine deaminase 13 Target ID: CHEMBL2966 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27301742	Inhibitor 8297
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20053484	Inhibitor 8297	590.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Babesiosis 7 Sources: https://www.drugs.com/vet/imizol.html http://www.fao.org/fileadmin/user_upload/vetdrug/docs/41-11-imidocarb_dipropionate.pdf	Curative		Approved 8429	Imizol Approved Use For the treatment of babesiosis in dogs with clinical signs and/or demonstrated Babesia organisms in the blood. Launch Date 1997
Babesiosis 7 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500014474.pdf http://www.adwia.com/index.php?option=com_content&view=article&id=135&Itemid=148&lang=en	Curative		Approved 8429	IMIDOCARB Approved Use For treatment of babesiosis in cattle and horses Launch Date 2001

PubMed

Title	Date	PubMed
Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia.	1988 Jun	3137861
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.	1992 Sep	1416885
Determination of whole blood cholinesterase in different animal species using specific substrates.	2001 Jun	11676619
Depletion and bioavailability of imidocarb residues in sheep and goat tissues.	2002 Apr	11931508
Electron microscopic investigations on stages of dog piroplasms cultured in vitro: Asian isolates of Babesia gibsoni and strains of B. canis from France and Hungary.	2002 Jan	11822735
Evaluation of certain veterinary drug residues in food.	2003	12970947
First isolation and molecular characterization of Ehrlichia canis in Spain.	2004 Nov 10	15482892
Identification of anti-babesial activity for four ethnoveterinary plants in vitro.	2005 Jun 10	15893064
Pharmacokinetics and mammary elimination of imidocarb in sheep and goats.	2006 Jul	16772563
Flow cytometric evaluation of selected antimicrobial efficacy for clearance of Anaplasma marginale in short-term erythrocyte cultures.	2006 Jun	16669861
Effect of imidocarb and levamisole on the experimental infection of BALB/c mice by Leishmania (Leishmania) amazonensis.	2006 Jun 30	16647821
Clinicopathological changes and effect of imidocarb therapy in dogs experimentally infected with Babesia canis.	2006 Mar	16613023
Chemotherapy against babesiosis.	2006 May 31	16504402
Histological and ultrastructural studies of renal lesions in Babesia canis infected dogs treated with imidocarb.	2007 Dec	18277710
Canine vector-borne diseases in Brazil.	2008 Aug 8	18691408
Treatment of Mycoplasma wenyonii infection in cows with imidocarb dipropionate injection-acupuncture.	2008 Dec	20633467
Repeated high dose imidocarb dipropionate treatment did not eliminate Babesia caballi from naturally infected horses as determined by PCR-reverse line blot hybridization.	2008 Feb 14	18160222
Detection of persistent Cytauxzoon felis infection by polymerase chain reaction in three asymptomatic domestic cats.	2008 Jul	18599854
An unusual form of canine babesiosis.	2008 Mar	18390102
Putative clinical piroplasmosis in a Burchell's zebra (Equus quagga burchelli).	2009 Dec	20458869
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	19793016
Failure of imidocarb dipropionate to eliminate Hepatozoon canis in naturally infected dogs based on parasitological and molecular evaluation methods.	2010 Aug 4	20444549
First case of babesiosis caused by Babesia canis canis in a dog from Norway.	2010 Aug 4	20378251
Haemotropic mycoplasmas: what's their real significance in cats?	2010 May	20417898
Detection of Babesia divergens in southern Norway by using an immunofluorescence antibody test in cow sera.	2010 Oct 6	20925923

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 HYDROCHLORIDE

Official Name

English

IMIDOCARB HYDROCHLORIDE [USAN]

Common Name

English

NSC-51189

Code

English

N,N'-BIS(3-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL)UREA DIHYDROCHLORIDE

Systematic Name

English

IMIDOCARB DIHYDROCHLORIDE

Common Name

English

UREA, N,N'-BIS(3-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)PHENYL)-, DIHYDROCHLORIDE

Common Name

English

IMIDOCARB HYDROCHLORIDE [MART.]

Common Name

English

IMIDOCARB DIHYDROCHLORIDE [MI]

Common Name

English

4A65

Code

English

IMIDOCARB HCL

Common Name

English

3,3'-DI-2-IMIDAZOLIN-2-YLCARBANILIDE DIHYDROCHLORIDE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C277