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MedKoo Cat#: 461082 | Name: Metomidate

Description:

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

Metomidate is an etomidate analogue. Carbon11-labelled metomidate (11C-metomidate), may be used with positron emission tomography (PET).

Chemical Structure

Metomidate
Metomidate
CAS#5377-20-8

Theoretical Analysis

MedKoo Cat#: 461082

Name: Metomidate

CAS#: 5377-20-8

Chemical Formula: C13H14N2O2

Exact Mass: 230.1055

Molecular Weight: 230.26

Elemental Analysis: C, 67.81; H, 6.13; N, 12.17; O, 13.90

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 #
No Data
Synonym
Metomidate; Aquacalm; Hypnodil; Methoxymol; Metomidato; Metomidatum; R 7315; R-7315; R7315;
IUPAC/Chemical Name
methyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
InChi Key
FHFZEKYDSVTYLL-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H14N2O2/c1-10(11-6-4-3-5-7-11)15-9-14-8-12(15)13(16)17-2/h3-10H,1-2H3
SMILES Code
O=C(C1=CN=CN1C(C2=CC=CC=C2)C)OC
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 230.26 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: Doss GA, Nevarez JG, Fowlkes N, da Cunha AF. Evaluation of metomidate hydrochloride as an anesthetic in leopard frogs (Rana pipiens). J Zoo Wildl Med. 2014 Mar;45(1):53-9. PubMed PMID: 24712162. 2: Ge R, Pejo E, Gallin H, Jeffrey S, Cotten JF, Raines DE. The pharmacology of cyclopropyl-methoxycarbonyl metomidate: a comparison with propofol. Anesth Analg. 2014 Mar;118(3):563-7. doi: 10.1213/ANE.0000000000000069. PubMed PMID: 24557104. 3: Santer P, Pejo E, Feng Y, Chao W, Raines DE. Cyclopropyl-methoxycarbonyl Metomidate: Studies in a Lipopolysaccharide Inflammatory Model of Sepsis. Anesthesiology. 2015 Aug;123(2):368-76. doi: 10.1097/ALN.0000000000000721. PubMed PMID: 26035348. 4: Smith MS, Booth NJ, Peterson BC, Stephens WS, Goudie CA, Simco BA. Analysis of Short-Term Cortisol Stress Response in Channel Catfish by Anesthetization with Metomidate Hydrochloride and Tricaine Methanesulfonate. J Aquat Anim Health. 2015 Sep;27(3):152-5. doi: 10.1080/08997659.2015.1047537. PubMed PMID: 26198857. 5: Crosby TC, Hill JE, Hartman KH, Yanong RP. Effects of metomidate hydrochloride sedation on blood glucose and marketability of transported threespot gourami Trichogaster trichopterus. J Aquat Anim Health. 2012 Jun;24(2):73-80. PubMed PMID: 22838077. 6: Campagna JA, Pojasek K, Grayzel D, Randle J, Raines DE. Advancing novel anesthetics: pharmacodynamic and pharmacokinetic studies of cyclopropyl-methoxycarbonyl metomidate in dogs. Anesthesiology. 2014 Dec;121(6):1203-16. doi: 10.1097/ALN.0000000000000416. PubMed PMID: 25170571; PubMed Central PMCID: PMC4237671. 7: Hahner S, Sundin A. Metomidate-based imaging of adrenal masses. Horm Cancer. 2011 Dec;2(6):348-53. doi: 10.1007/s12672-011-0093-3. Review. PubMed PMID: 22124841. 8: Roberts JC, Syme DA. Effects of Using Tricaine Methanesulfonate and Metomidate before Euthanasia on the Contractile Properties of Rainbow Trout (Oncorhynchus mykiss) Myocardium. J Am Assoc Lab Anim Sci. 2016;55(5):565-9. PubMed PMID: 27657711; PubMed Central PMCID: PMC5029827. 9: Burton TJ, Mackenzie IS, Balan K, Koo B, Bird N, Soloviev DV, Azizan EA, Aigbirhio F, Gurnell M, Brown MJ. Evaluation of the sensitivity and specificity of (11)C-metomidate positron emission tomography (PET)-CT for lateralizing aldosterone secretion by Conn's adenomas. J Clin Endocrinol Metab. 2012 Jan;97(1):100-9. doi: 10.1210/jc.2011-1537. Epub 2011 Nov 23. PubMed PMID: 22112805. 10: Karlsson A, Rosseland BO, Massabuau JC, Kiessling A. Pre-anaesthetic metomidate sedation delays the stress response after caudal artery cannulation in Atlantic cod (Gadus morhua). Fish Physiol Biochem. 2012 Apr;38(2):401-11. doi: 10.1007/s10695-011-9516-x. Epub 2011 Jun 3. PubMed PMID: 21638007. 11: Roivainen A, Naum A, Nuutinen H, Leino R, Nurmi H, Någren K, Parkkola R, Virtanen J, Kallajoki M, Kujari H, Ovaska J, Roberts P, Seppänen M. Characterization of hepatic tumors using [11C]metomidate through positron emission tomography: comparison with [11C]acetate. EJNMMI Res. 2013 Feb 27;3(1):13. doi: 10.1186/2191-219X-3-13. PubMed PMID: 23442595; PubMed Central PMCID: PMC3598556. 12: Mendichovszky IA, Powlson AS, Manavaki R, Aigbirhio FI, Cheow H, Buscombe JR, Gurnell M, Gilbert FJ. Targeted Molecular Imaging in Adrenal Disease-An Emerging Role for Metomidate PET-CT. Diagnostics (Basel). 2016 Nov 18;6(4). pii: E42. Review. PubMed PMID: 27869719; PubMed Central PMCID: PMC5192517. 13: Minn H, Salonen A, Friberg J, Roivainen A, Viljanen T, Långsjö J, Salmi J, Välimäki M, Någren K, Nuutila P. Imaging of adrenal incidentalomas with PET using (11)C-metomidate and (18)F-FDG. J Nucl Med. 2004 Jun;45(6):972-9. PubMed PMID: 15181132. 14: Hansen MK, Nymoen U, Horsberg TE. Pharmacokinetic and pharmacodynamic properties of metomidate in turbot (Scophthalmus maximus) and halibut (Hippoglossus hippoglossus). J Vet Pharmacol Ther. 2003 Apr;26(2):95-103. PubMed PMID: 12667178. 15: Pejo E, Liu J, Lin X, Raines DE. Distinct Hypnotic Recoveries After Infusions of Methoxycarbonyl Etomidate and Cyclopropyl Methoxycarbonyl Metomidate: The Role of the Metabolite. Anesth Analg. 2016 Apr;122(4):1008-14. doi: 10.1213/ANE.0000000000001146. PubMed PMID: 26991617; PubMed Central PMCID: PMC4800831. 16: Mgasa MN, Sagenge E. Clinical effects of azaperone-metomidate, as compared to propionylpromazine-xylazine-metomidate or xylazine-ketamine combinations in anaesthesia of dogs. Zentralbl Veterinarmed A. 1989 Mar;36(3):225-9. PubMed PMID: 2567560. 17: Bergström M, Juhlin C, Bonasera TA, Sundin A, Rastad J, Akerström G, Långström B. PET imaging of adrenal cortical tumors with the 11beta-hydroxylase tracer 11C-metomidate. J Nucl Med. 2000 Feb;41(2):275-82. PubMed PMID: 10688111. 18: Wong D, von Keyserlingk MA, Richards JG, Weary DM. Conditioned place avoidance of zebrafish (Danio rerio) to three chemicals used for euthanasia and anaesthesia. PLoS One. 2014 Feb 4;9(2):e88030. doi: 10.1371/journal.pone.0088030. eCollection 2014. PubMed PMID: 24505365; PubMed Central PMCID: PMC3913715. 19: Kilgore KH, Hill JE, Powell JF, Watson CA, Yanong RP. Investigational use of metomidate hydrochloride as a shipping additive for two ornamental fishes. J Aquat Anim Health. 2009 Sep;21(3):133-9. doi: 10.1577/H08-030.1. PubMed PMID: 20043397. 20: Hennings J, Sundin A, Hägg A, Hellman P. 11C-metomidate positron emission tomography after dexamethasone suppression for detection of small adrenocortical adenomas in primary aldosteronism. Langenbecks Arch Surg. 2010 Sep;395(7):963-7. doi: 10.1007/s00423-010-0681-7. Epub 2010 Jul 20. PubMed PMID: 20644954.

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