Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H20N6O.2C3H6O2 |
| Molecular Weight | 496.5588 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(O)=O.CCC(O)=O.O=C(NC1=CC=CC(=C1)C2=NCCN2)NC3=CC=CC(=C3)C4=NCCN4
InChI
InChIKey=AFGQXWSHYUHHNV-UHFFFAOYSA-N
InChI=1S/C19H20N6O.2C3H6O2/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;2*1-2-3(4)5/h1-6,11-12H,7-10H2,(H,20,21)(H,22,23)(H2,24,25,26);2*2H2,1H3,(H,4,5)
| 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 | C3H6O2 |
| Molecular Weight | 74.0785 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL4768 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27301742 |
|||
Target ID: CHEMBL2966 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27301742 |
|||
Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20053484 |
590.0 nM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Imizol Approved UseFor the treatment of babesiosis in dogs with clinical signs and/or demonstrated Babesia organisms in the blood. Launch Date1997 |
|||
| Curative | IMIDOCARB Approved UseFor treatment of babesiosis in cattle and horses Launch Date2001 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Detection of Babesia divergens in southern Norway by using an immunofluorescence antibody test in cow sera. | 2010-10-06 |
|
| Failure of imidocarb dipropionate to eliminate Hepatozoon canis in naturally infected dogs based on parasitological and molecular evaluation methods. | 2010-08-04 |
|
| First case of babesiosis caused by Babesia canis canis in a dog from Norway. | 2010-08-04 |
|
| Haemotropic mycoplasmas: what's their real significance in cats? | 2010-05 |
|
| Canine babesiosis in northern Portugal and molecular characterization of vector-borne co-infections. | 2010-04-08 |
|
| Putative clinical piroplasmosis in a Burchell's zebra (Equus quagga burchelli). | 2009-12 |
|
| 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. | 2009-10-01 |
|
| Alterations in some blood coagulation parameters in naturally occurring cases of canine babesiosis. | 2009-06 |
|
| Ultrastructural and fluorochromatic changes of Anaplasma marginale exposed to oxytetracycline, imidocarb and enrofloxacin in short-term erythrocyte cultures. | 2009-04-14 |
|
| Canine babesiosis: from molecular taxonomy to control. | 2009-03-26 |
|
| Residue depletion of imidocarb in Swine tissue. | 2009-03-25 |
|
| Diagnosis and treatment of Babesia odocoilei in captive reindeer (Rangifer tarandus tarandus) and recognition of three novel host species. | 2009-03 |
|
| Rocky Mountain spotted fever in dogs, Brazil. | 2009-03 |
|
| The clinical course of babesiosis in 76 dogs infected with protozoan parasites Babesia canis canis. | 2009 |
|
| Treatment of Mycoplasma wenyonii infection in cows with imidocarb dipropionate injection-acupuncture. | 2008-12 |
|
| Canine vector-borne diseases in Brazil. | 2008-08-08 |
|
| Babesia and its hosts: adaptation to long-lasting interactions as a way to achieve efficient transmission. | 2008-08-04 |
|
| Detection of persistent Cytauxzoon felis infection by polymerase chain reaction in three asymptomatic domestic cats. | 2008-07 |
|
| An unusual form of canine babesiosis. | 2008-03 |
|
| Repeated high dose imidocarb dipropionate treatment did not eliminate Babesia caballi from naturally infected horses as determined by PCR-reverse line blot hybridization. | 2008-02-14 |
|
| [Dogs babesiosis--still actually problem]. | 2008 |
|
| Histological and ultrastructural studies of renal lesions in Babesia canis infected dogs treated with imidocarb. | 2007-12 |
|
| Therapeutic and prophylactic efficacy of imidocarb dipropionate on experimental Babesia ovis infection of lambs. | 2007-10-21 |
|
| Pharmacokinetics and bioavailability of imidocarb dipropionate in swine. | 2007-08 |
|
| Evidence of an acute phase response in dogs naturally infected with Babesia canis. | 2007-03-31 |
|
| Molecular characterisation of Babesia gibsoni infection from a pit-bull terrier pup recently imported into South Africa. | 2007-03 |
|
| Failure of imidocarb dipropionate to clear experimentally induced Ehrlichia canis infection in dogs. | 2006-09-08 |
|
| Clinical manifestations of canine babesiosis in Hungary (63 cases). | 2006-09 |
|
| Pharmacokinetics and mammary elimination of imidocarb in sheep and goats. | 2006-07 |
|
| Effect of imidocarb and levamisole on the experimental infection of BALB/c mice by Leishmania (Leishmania) amazonensis. | 2006-06-30 |
|
| Flow cytometric evaluation of selected antimicrobial efficacy for clearance of Anaplasma marginale in short-term erythrocyte cultures. | 2006-06 |
|
| Canine babesiosis in France. | 2006-05-31 |
|
| Chemotherapy against babesiosis. | 2006-05-31 |
|
| Clinicopathological changes and effect of imidocarb therapy in dogs experimentally infected with Babesia canis. | 2006-03 |
|
| Effective imidocarb dipropionate therapy for Babesia shortti in falcons. | 2006-02-18 |
|
| Comparison of the efficacy of enrofloxacin, imidocarb, and oxytetracycline for clearance of persistent Anaplasma marginale infections in cattle. | 2006 |
|
| [A literature review of equine piroplasmosis after an episode of acute babesiosis in a Dutch Standardbred foal after a stay in Normandy]. | 2005-12-01 |
|
| Autochthonous canine babesiosis in The Netherlands. | 2005-07-15 |
|
| Identification of anti-babesial activity for four ethnoveterinary plants in vitro. | 2005-06-10 |
|
| Clinical and clinicopathological changes in 6 healthy ponies following intramuscular administration of multiple doses of imidocarb dipropionate. | 2005-03 |
|
| First isolation and molecular characterization of Ehrlichia canis in Spain. | 2004-11-10 |
|
| Detection and molecular characterization of a novel large Babesia species in a dog. | 2004-10-05 |
|
| [Autochthonous babesiosis in dogs in the Netherlands?]. | 2004-05-01 |
|
| Concurrent bartonellosis and babesiosis in a dog with persistent thrombocytopenia. | 2003-11-01 |
|
| In-vivo therapeutic efficacy trial with artemisinin derivative, buparvaquone and imidocarb dipropionate against Babesia equi infection in donkeys. | 2003-11 |
|
| Imidocarb, a potent anti-protozoan drug, up-regulates interleukin-10 production by murine macrophages. | 2003-09-19 |
|
| Evaluation of certain veterinary drug residues in food. | 2003 |
|
| Effects of imidocarb dipropionate in cats with chronic haemobartonellosis. | 2002 |
|
| Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs. | 1992-09 |
|
| Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia. | 1988-06 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/vet/imizol.html
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2242963
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
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| Record UNII |
ZSM1M03SHC
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Validated (UNII)
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21 CFR 522.1156
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21 CFR 522.1155
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DBSALT001684
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