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

Molecular Formula	C19H20N6O
Molecular Weight	348.4017
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.	1992 Sep	1416885
Residual effect of antibabesial drugs on the live redwater blood vaccines.	2002 Oct	12381585
Evaluation of certain veterinary drug residues in food.	2003	12970947
In-vivo therapeutic efficacy trial with artemisinin derivative, buparvaquone and imidocarb dipropionate against Babesia equi infection in donkeys.	2003 Nov	14665744
Concurrent bartonellosis and babesiosis in a dog with persistent thrombocytopenia.	2003 Nov 1	14621218
Imidocarb, a potent anti-protozoan drug, up-regulates interleukin-10 production by murine macrophages.	2003 Sep 19	12951065
[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	16363205
Autochthonous canine babesiosis in The Netherlands.	2005 Jul 15	15923085
Identification of anti-babesial activity for four ethnoveterinary plants in vitro.	2005 Jun 10	15893064
Clinical and clinicopathological changes in 6 healthy ponies following intramuscular administration of multiple doses of imidocarb dipropionate.	2005 Mar	15900897
Effective imidocarb dipropionate therapy for Babesia shortti in falcons.	2006 Feb 18	16489163
Pharmacokinetics and mammary elimination of imidocarb in sheep and goats.	2006 Jul	16772563
Failure of imidocarb dipropionate to clear experimentally induced Ehrlichia canis infection in dogs.	2006 Jul-Aug	16955806
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
Clinical manifestations of canine babesiosis in Hungary (63 cases).	2006 Sep	17020140
Comparison of the efficacy of enrofloxacin, imidocarb, and oxytetracycline for clearance of persistent Anaplasma marginale infections in cattle.	2006 Winter	17216590
Pharmacokinetics and bioavailability of imidocarb dipropionate in swine.	2007 Aug	17610411
Histological and ultrastructural studies of renal lesions in Babesia canis infected dogs treated with imidocarb.	2007 Dec	18277710
Molecular characterisation of Babesia gibsoni infection from a pit-bull terrier pup recently imported into South Africa.	2007 Mar	17665757
Evidence of an acute phase response in dogs naturally infected with Babesia canis.	2007 Mar 31	17116368
Therapeutic and prophylactic efficacy of imidocarb dipropionate on experimental Babesia ovis infection of lambs.	2007 Oct 21	17709209
[Dogs babesiosis--still actually problem].	2008	18702315
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
The clinical course of babesiosis in 76 dogs infected with protozoan parasites Babesia canis canis.	2009	19459444
Diagnosis and treatment of Babesia odocoilei in captive reindeer (Rangifer tarandus tarandus) and recognition of three novel host species.	2009 Mar	19368255
Babesia and its hosts: adaptation to long-lasting interactions as a way to achieve efficient transmission.	2009 Mar-Apr	19379662
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

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).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:21:23 GMT 2023` Edited by `admin` on `Fri Dec 15 15:21:23 GMT 2023`
Record UNII	KCC1V76AH8
Record Status	`Validated (UNII)`
Record Version

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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