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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 of IMIDOCARB HYDROCHLORIDE

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
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
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.
1992 Sep
Depletion and bioavailability of imidocarb residues in sheep and goat tissues.
2002 Apr
In-vivo therapeutic efficacy trial with artemisinin derivative, buparvaquone and imidocarb dipropionate against Babesia equi infection in donkeys.
2003 Nov
Concurrent bartonellosis and babesiosis in a dog with persistent thrombocytopenia.
2003 Nov 1
[Autochthonous babesiosis in dogs in the Netherlands?].
2004 May 1
Autochthonous canine babesiosis in The Netherlands.
2005 Jul 15
Pharmacokinetics and mammary elimination of imidocarb in sheep and goats.
2006 Jul
Failure of imidocarb dipropionate to clear experimentally induced Ehrlichia canis infection in dogs.
2006 Jul-Aug
Flow cytometric evaluation of selected antimicrobial efficacy for clearance of Anaplasma marginale in short-term erythrocyte cultures.
2006 Jun
Histological and ultrastructural studies of renal lesions in Babesia canis infected dogs treated with imidocarb.
2007 Dec
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
Therapeutic and prophylactic efficacy of imidocarb dipropionate on experimental Babesia ovis infection of lambs.
2007 Oct 21
Treatment of Mycoplasma wenyonii infection in cows with imidocarb dipropionate injection-acupuncture.
2008 Dec
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
Detection of persistent Cytauxzoon felis infection by polymerase chain reaction in three asymptomatic domestic cats.
2008 Jul
An unusual form of canine babesiosis.
2008 Mar
Ultrastructural and fluorochromatic changes of Anaplasma marginale exposed to oxytetracycline, imidocarb and enrofloxacin in short-term erythrocyte cultures.
2009 Apr 14
Alterations in some blood coagulation parameters in naturally occurring cases of canine babesiosis.
2009 Jun
Rocky Mountain spotted fever in dogs, Brazil.
2009 Mar
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 HYDROCHLORIDE
MART.   USAN  
USAN  
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
MI  
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
Created by admin on Fri Dec 15 15:21:23 GMT 2023 , Edited by admin on Fri Dec 15 15:21:23 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID30201240
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PRIMARY
SMS_ID
300000023746
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MERCK INDEX
m6226
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PRIMARY Merck Index
NCI_THESAURUS
C76422
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ChEMBL
CHEMBL427342
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ECHA (EC/EINECS)
226-179-7
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NSC
51189
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PUBCHEM
21388
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FDA UNII
KCC1V76AH8
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CAS
5318-76-3
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