MK-9470

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

MedKoo CAT#: 525706

CAS#: 947371-30-4

Description: MK-9470 is a selective, high affinity inverse agonist that has been used to image the cannabinoid receptor type 1 in human brain in healthy and disease states. It also a fluorine-18-labeled positron emission tomography (PET) radiotracer [(18) F].

Chemical Structure

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MK-9470
CAS# 947371-30-4
Instruction

Theoretical Analysis

MedKoo Cat#: 525706
Name: MK-9470
CAS#: 947371-30-4
Chemical Formula: C29H32FN3O3
Exact Mass: 489.24
Molecular Weight: 489.581
Elemental Analysis: C, 71.14; H, 6.59; F, 3.88; N, 8.58; O, 9.80

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: MK9470; MK 9470; MK-9470

IUPAC/Chemical Name: N-((2S,3S)-3-(3-cyanophenyl)-4-(4-(2-fluoroethoxy)phenyl)butan-2-yl)-2-methyl-2-((5-methylpyridin-2-yl)oxy)propanamide

InChi Key: XIYPJXKEMLKFMD-HFZDXXHNSA-N

InChi Code: InChI=1S/C29H32FN3O3/c1-20-8-13-27(32-19-20)36-29(3,4)28(34)33-21(2)26(24-7-5-6-23(16-24)18-31)17-22-9-11-25(12-10-22)35-15-14-30/h5-13,16,19,21,26H,14-15,17H2,1-4H3,(H,33,34)/t21-,26+/m0/s1

SMILES Code: CC(OC1=NC=C(C)C=C1)(C)C(N[C@@H](C)[C@H](C2=CC=CC(C#N)=C2)CC3=CC=C(OCCF)C=C3)=O

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, not in water

Shelf Life: >2 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 489.58 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Ceccarini J, Kuepper R, Kemels D, van Os J, Henquet C, Van Laere K. [18F]MK-9470 PET measurement of cannabinoid CB1 receptor availability in chronic cannabis users. Addict Biol. 2015 Mar;20(2):357-67. doi: 10.1111/adb.12116. Epub 2013 Dec 27. PubMed PMID: 24373053.
2: Ly HG, Ceccarini J, Weltens N, Bormans G, Van Laere K, Tack J, Van Oudenhove L. Increased cerebral cannabinoid-1 receptor availability is a stable feature of functional dyspepsia: a [F]MK-9470 PET study. Psychother Psychosom. 2015;84(3):149-58. doi: 10.1159/000375454. Epub 2015 Mar 28. PubMed PMID: 25833408.
3: Verdurand M, Dalton VS, Nguyen V, Grégoire MC, Zahra D, Wyatt N, Burgess L, Greguric I, Zavitsanou K. Prenatal poly I:C age-dependently alters cannabinoid type 1 receptors in offspring: a longitudinal small animal PET study using [(18)F]MK-9470. Exp Neurol. 2014 Jul;257:162-9. doi: 10.1016/j.expneurol.2014.05.004. Epub 2014 May 10. PubMed PMID: 24825369.
4: Thomae D, Morley TJ, Hamill T, Carroll VM, Papin C, Twardy NM, Lee HS, Hargreaves R, Baldwin RM, Tamagnan G, Alagille D. Automated one-step radiosynthesis of the CB1 receptor imaging agent [(18) F]MK-9470. J Labelled Comp Radiopharm. 2014 Aug;57(10):611-4. doi: 10.1002/jlcr.3219. Epub 2014 Aug 25. PubMed PMID: 25156811.
5: Miederer I, Maus S, Zwiener I, Podoprygorina G, Meshcheryakov D, Lutz B, Schreckenberger M. Evaluation of cannabinoid type 1 receptor expression in the rat brain using [¹⁸F]MK-9470 microPET. Eur J Nucl Med Mol Imaging. 2013 Oct;40(11):1739-47. doi: 10.1007/s00259-013-2483-y. Epub 2013 Jul 9. PubMed PMID: 23836381.
6: Emonds KM, Koole M, Casteels C, Van den Bergh L, Bormans GM, Claus F, De Wever L, Lerut E, Van Poppel H, Joniau S, Dumez H, Haustermans K, Mortelmans L, Goffin K, Van Laere K, Deroose CM, Mottaghy FM. 18F-MK-9470 PET imaging of the type 1 cannabinoid receptor in prostate carcinoma: a pilot study. EJNMMI Res. 2013 Aug 2;3(1):59. doi: 10.1186/2191-219X-3-59. PubMed PMID: 23915639; PubMed Central PMCID: PMC3750838.
7: Casteels C, Koole M, Celen S, Bormans G, Van Laere K. Preclinical evaluation and quantification of [¹⁸F]MK-9470 as a radioligand for PET imaging of the type 1 cannabinoid receptor in rat brain. Eur J Nucl Med Mol Imaging. 2012 Sep;39(9):1467-77. doi: 10.1007/s00259-012-2163-3. Epub 2012 Jun 15. PubMed PMID: 22699528.
8: Verdurand M, Nguyen V, Stark D, Zahra D, Gregoire MC, Greguric I, Zavitsanou K. Comparison of Cannabinoid CB(1) Receptor Binding in Adolescent and Adult Rats: A Positron Emission Tomography Study Using [F]MK-9470. Int J Mol Imaging. 2011;2011:548123. doi: 10.1155/2011/548123. Epub 2011 Dec 11. PubMed PMID: 22187642; PubMed Central PMCID: PMC3236487.
9: Casteels C, Martinez E, Bormans G, Camon L, de Vera N, Baekelandt V, Planas AM, Van Laere K. Type 1 cannabinoid receptor mapping with [18F]MK-9470 PET in the rat brain after quinolinic acid lesion: a comparison to dopamine receptors and glucose metabolism. Eur J Nucl Med Mol Imaging. 2010 Dec;37(12):2354-63. doi: 10.1007/s00259-010-1574-2. Epub 2010 Aug 3. PubMed PMID: 20680268.
10: Gérard N, Ceccarini J, Bormans G, Vanbilloen B, Casteels C, Goffin K, Bosier B, Lambert DM, Van Laere K. Influence of chronic nicotine administration on cerebral type 1 cannabinoid receptor binding: an in vivo micro-PET study in the rat using [18F]MK-9470. J Mol Neurosci. 2010 Oct;42(2):162-7. doi: 10.1007/s12031-010-9340-2. Epub 2010 Feb 25. PubMed PMID: 20182818.
11: Casteels C, Bormans G, Van Laere K. The effect of anaesthesia on [(18)F]MK-9470 binding to the type 1 cannabinoid receptor in the rat brain. Eur J Nucl Med Mol Imaging. 2010 Jun;37(6):1164-73. doi: 10.1007/s00259-010-1383-7. Epub 2010 Feb 25. PubMed PMID: 20182714.
12: Sanabria-Bohórquez SM, Hamill TG, Goffin K, De Lepeleire I, Bormans G, Burns HD, Van Laere K. Kinetic analysis of the cannabinoid-1 receptor PET tracer [(18)F]MK-9470 in human brain. Eur J Nucl Med Mol Imaging. 2010 May;37(5):920-33. doi: 10.1007/s00259-009-1340-5. Epub 2009 Dec 24. PubMed PMID: 20033684.
13: Van Laere K, Koole M, Sanabria Bohorquez SM, Goffin K, Guenther I, Belanger MJ, Cote J, Rothenberg P, De Lepeleire I, Grachev ID, Hargreaves RJ, Bormans G, Burns HD. Whole-body biodistribution and radiation dosimetry of the human cannabinoid type-1 receptor ligand 18F-MK-9470 in healthy subjects. J Nucl Med. 2008 Mar;49(3):439-45. doi: 10.2967/jnumed.107.047290. Epub 2008 Feb 20. PubMed PMID: 18287275.
14: Goffin K, Bormans G, Casteels C, Bosier B, Lambert DM, Grachev ID, Van Paesschen W, Van Laere K. An in vivo [18F]MK-9470 microPET study of type 1 cannabinoid receptor binding in Wistar rats after chronic administration of valproate and levetiracetam. Neuropharmacology. 2008 Jun;54(7):1103-6. doi: 10.1016/j.neuropharm.2008.02.018. Epub 2008 Mar 10. PubMed PMID: 18423778.
15: Van Laere K, Goffin K, Casteels C, Dupont P, Mortelmans L, de Hoon J, Bormans G. Gender-dependent increases with healthy aging of the human cerebral cannabinoid-type 1 receptor binding using [(18)F]MK-9470 PET. Neuroimage. 2008 Feb 15;39(4):1533-41. Epub 2007 Nov 13. PubMed PMID: 18077184.
16: Burns HD, Van Laere K, Sanabria-Bohórquez S, Hamill TG, Bormans G, Eng WS, Gibson R, Ryan C, Connolly B, Patel S, Krause S, Vanko A, Van Hecken A, Dupont P, De Lepeleire I, Rothenberg P, Stoch SA, Cote J, Hagmann WK, Jewell JP, Lin LS, Liu P, Goulet MT, Gottesdiener K, Wagner JA, de Hoon J, Mortelmans L, Fong TM, Hargreaves RJ. [18F]MK-9470, a positron emission tomography (PET) tracer for in vivo human PET brain imaging of the cannabinoid-1 receptor. Proc Natl Acad Sci U S A. 2007 Jun 5;104(23):9800-5. Epub 2007 May 29. PubMed PMID: 17535893; PubMed Central PMCID: PMC1877985.