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MedKoo Cat#: 534938 | Name: Imidocarb

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Imidocarb is one of antiprotozoal agents used especially against babesia in livestock.

Chemical Structure

Imidocarb
Imidocarb
CAS#27885-92-3 (free base)

Theoretical Analysis

MedKoo Cat#: 534938

Name: Imidocarb

CAS#: 27885-92-3 (free base)

Chemical Formula: C19H20N6O

Exact Mass: 348.1699

Molecular Weight: 348.41

Elemental Analysis: C, 65.50; H, 5.79; N, 24.12; O, 4.59

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
5318-76-3 (HCl) 55750-06-6 (propionate) 27885-92-3 (free base)
Synonym
Imidocarb
IUPAC/Chemical Name
Urea, N,N'-bis(3-(4,5-dihydro-1H-imidazol-2-yl)phenyl)- (9CI)
InChi Key
SCEVFJUWLLRELN-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(NC1=CC=CC(C2=NCCN2)=C1)NC3=CC=CC(C4=NCCN4)=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 348.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Baneth G. Antiprotozoal treatment of canine babesiosis. Vet Parasitol. 2018 Apr 30;254:58-63. doi: 10.1016/j.vetpar.2018.03.001. Epub 2018 Mar 7. PMID: 29657012. 2: Lehner AF, Hitron JA, May J, Hughes C, Eisenberg R, Schwint N, Knowles DP, Timoney P, Tobin T. Evaluation of mass spectrometric methods for detection of the anti-protozoal drug imidocarb. J Anal Toxicol. 2011 May;35(4):199-204. doi: 10.1093/anatox/35.4.199. PMID: 21513612. 3: Doyle RL, Fritzen A, Bottari NB, Alves MS, da Silva AD, Morsch VM, Schetinger MR, Martins JR, Santos JS, Machado G, da Silva AS. Imidocarb dipropionate in the treatment of Anaplasma marginale in cattle: Effects on enzymes of the antioxidant, cholinergic, and adenosinergic systems. Microb Pathog. 2016 Aug;97:226-30. doi: 10.1016/j.micpath.2016.06.001. Epub 2016 Jun 11. PMID: 27301742. 4: Coldham NG, Moore AS, Dave M, Graham PJ, Sivapathasundaram S, Lake BG, Sauer MJ. Imidocarb residues in edible bovine tissues and in vitro assessment of imidocarb metabolism and cytotoxicity. Drug Metab Dispos. 1995 Apr;23(4):501-5. PMID: 7600919. 5: Zsila F, Juhász T, Kohut G, Beke-Somfai T. Heparin and Heparan Sulfate Binding of the Antiparasitic Drug Imidocarb: Circular Dichroism Spectroscopy, Isothermal Titration Calorimetry, and Computational Studies. J Phys Chem B. 2018 Feb 15;122(6):1781-1791. doi: 10.1021/acs.jpcb.7b08876. Epub 2018 Feb 2. PMID: 29392954. 6: Donnellan CM, Page PC, Nurton JP, van den Berg JS, Guthrie AJ. Comparison of glycopyrrolate and atropine in ameliorating the adverse effects of imidocarb dipropionate in horses. Equine Vet J. 2013 Sep;45(5):625-9. doi: 10.1111/evj.12032. Epub 2013 Mar 5. PMID: 23461655. 7: Belloli C, Lai OR, Ormas P, Zizzadoro C, Sasso G, Crescenzo G. Pharmacokinetics and mammary elimination of imidocarb in sheep and goats. J Dairy Sci. 2006 Jul;89(7):2465-72. doi: 10.3168/jds.S0022-0302(06)72320-7. PMID: 16772563. 8: Lai O, Belloli C, Crescenzo G, Carofiglio V, Ormas P, Marangi O, Cagnardi P. Depletion and bioavailability of imidocarb residues in sheep and goat tissues. Vet Hum Toxicol. 2002 Apr;44(2):79-83. PMID: 11931508. 9: Coldham NG, Moore AS, Sivapathasundaram S, Sauer MJ. Imidocarb depletion from cattle liver and mechanism of retention in isolated bovine hepatocytes. Analyst. 1994 Dec;119(12):2549-52. doi: 10.1039/an9941902549. PMID: 7879852. 10: Hines SA, Ramsay JD, Kappmeyer LS, Lau AO, Ojo KK, Van Voorhis WC, Knowles DP, Mealey RH. Theileria equi isolates vary in susceptibility to imidocarb dipropionate but demonstrate uniform in vitro susceptibility to a bumped kinase inhibitor. Parasit Vectors. 2015 Jan 20;8:33. doi: 10.1186/s13071-014-0611-6. PMID: 25600252; PMCID: PMC4311422. 11: Milnes EL, Delnatte P, Woodbury M, Hering A, Lee S, Smith DA, Nemeth NM, Gu Y, Gehring R, Johnson R. Pharmacokinetics of imidocarb dipropionate in white- tailed deer (Odocoileus virginianus) after single intramuscular administration. J Vet Pharmacol Ther. 2020 Jan;43(1):33-37. doi: 10.1111/jvp.12760. Epub 2019 Apr 1. PMID: 30933371. 12: Pasa S, Voyvoda H, Karagenc T, Atasoy A, Gazyagci S. Failure of combination therapy with imidocarb dipropionate and toltrazuril to clear Hepatozoon canis infection in dogs. Parasitol Res. 2011 Sep;109(3):919-26. doi: 10.1007/s00436-011-2334-3. Epub 2011 Apr 7. PMID: 21472405. 13: Checa R, Montoya A, Ortega N, González-Fraga JL, Bartolomé A, Gálvez R, Marino V, Miró G. Efficacy, safety and tolerance of imidocarb dipropionate versus atovaquone or buparvaquone plus azithromycin used to treat sick dogs naturally infected with the Babesia microti-like piroplasm. Parasit Vectors. 2017 Mar 13;10(1):145. doi: 10.1186/s13071-017-2049-0. PMID: 28292316; PMCID: PMC5404670. 14: Ishii R, Takahashi K, Matsumoto R. Analysis of imidocarb in livestock and seafood products using LC-MS/MS. Shokuhin Eiseigaku Zasshi. 2011;52(1):34-9. doi: 10.3358/shokueishi.52.34. PMID: 21383532. 15: De Tommasi AS, Giannelli A, de Caprariis D, Ramos RA, Di Paola G, Crescenzo G, Dantas-Torres F, Baneth G, Otranto D. Failure of imidocarb dipropionate and toltrazuril/emodepside plus clindamycin in treating Hepatozoon canis infection. Vet Parasitol. 2014 Mar 1;200(3-4):242-5. doi: 10.1016/j.vetpar.2013.12.013. Epub 2013 Dec 22. PMID: 24439769. 16: Moore AS, Coldham NG, Sauer MJ. A cellular mechanism for imidocarb retention in edible bovine tissues. Toxicol Lett. 1996 Oct;87(2-3):61-8. doi: 10.1016/0378-4274(96)03705-8. PMID: 8914612. 17: Katayama T, Hayashi Y, Nagahira K, Konishi K, Yamaichi K, Oikawa S. Imidocarb, a potent anti-protozoan drug, up-regulates interleukin-10 production by murine macrophages. Biochem Biophys Res Commun. 2003 Sep 19;309(2):414-8. doi: 10.1016/j.bbrc.2003.08.017. PMID: 12951065. 18: Kuttler KL, Johnson LW. Chemoprophylactic activity of imidocarb, diminazene and oxytetracycline against Babesia bovis and B. bigemina. Vet Parasitol. 1986 Jun;21(2):107-18. doi: 10.1016/0304-4017(86)90151-2. PMID: 3739203. 19: Grause JF, Ueti MW, Nelson JT, Knowles DP, Kappmeyer LS, Bunn TO. Efficacy of imidocarb dipropionate in eliminating Theileria equi from experimentally infected horses. Vet J. 2013 Jun;196(3):541-6. doi: 10.1016/j.tvjl.2012.10.025. Epub 2012 Nov 28. PMID: 23199699. 20: Cohn LA, Birkenheuer AJ, Brunker JD, Ratcliff ER, Craig AW. Efficacy of atovaquone and azithromycin or imidocarb dipropionate in cats with acute cytauxzoonosis. J Vet Intern Med. 2011 Jan-Feb;25(1):55-60. doi: 10.1111/j.1939-1676.2010.0646.x. Epub 2010 Dec 10. PMID: 21143646.