Altropane

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

MedKoo CAT#: 592732

CAS#: 180468-34-2

Description: Altropane is a SPECT imaging agent for viewing dopamine transporter sites.


Chemical Structure

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Altropane
CAS# 180468-34-2

Theoretical Analysis

MedKoo Cat#: 592732
Name: Altropane
CAS#: 180468-34-2
Chemical Formula: C18H21FINO2
Exact Mass: 429.0601
Molecular Weight: 429.27
Elemental Analysis: C, 50.36; H, 4.93; F, 4.43; I, 29.56; N, 3.26; O, 7.45

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: Altropane

IUPAC/Chemical Name: 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-fluorophenyl)-8-((2E)-3-iodo-2-propenyl)-, methyl ester, (1R,2S,3S,5S)-

InChi Key: GTQLIPQFXVKRKJ-UNSMHXHVSA-N

InChi Code: InChI=1S/C18H21FINO2/c1-23-18(22)17-15(12-3-5-13(19)6-4-12)11-14-7-8-16(17)21(14)10-2-9-20/h2-6,9,14-17H,7-8,10-11H2,1H3/b9-2+/t14-,15+,16+,17-/m0/s1

SMILES Code: O=C([C@@H]1[C@@](N2C/C=C/I)([H])CC[C@@]2([H])C[C@@H]1C3=CC=C(F)C=C3)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

Preparing Stock Solutions

The following data is based on the product molecular weight 429.27 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

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1: Gleave JA, Farncombe TH, Saab C, Doering LC. Correlative single photon emission computed tomography imaging of [123I]altropane binding in the rat model of Parkinson's. Nucl Med Biol. 2011 Jul;38(5):741-9. doi: 10.1016/j.nucmedbio.2010.12.006. Epub 2011 Mar 30. PubMed PMID: 21718949.

2: Fang YH, El Fakhri G, Becker JA, Alpert NM. Parametric imaging with Bayesian priors: a validation study with (11)C-Altropane PET. Neuroimage. 2012 May 15;61(1):131-8. doi: 10.1016/j.neuroimage.2012.03.003. Epub 2012 Mar 9. PubMed PMID: 22425668.

3: Marquie M, Locascio JJ, Rentz DM, Becker JA, Hedden T, Johnson KA, Growdon JH, Gomperts SN. Striatal and extrastriatal dopamine transporter levels relate to cognition in Lewy body diseases: an (11)C altropane positron emission tomography study. Alzheimers Res Ther. 2014 Aug 27;6(5-8):52. doi: 10.1186/s13195-014-0052-7. eCollection 2014. PubMed PMID: 25429309; PubMed Central PMCID: PMC4245149.

4: Spencer TJ, Bonab AA, Dougherty DD, Mirto T, Martin J, Clarke A, Fischman AJ. Understanding the central pharmacokinetics of spheroidal oral drug absorption system (SODAS) dexmethylphenidate: a positron emission tomography study of dopamine transporter receptor occupancy measured with C-11 altropane. J Clin Psychiatry. 2012 Mar;73(3):346-52. doi: 10.4088/JCP.10m06393. Epub 2011 Nov 1. PubMed PMID: 22154896.

5: Madras BK, Gracz LM, Meltzer PC, Liang AY, Elmaleh DR, Kaufman MJ, Fischman AJ. Altropane, a SPECT or PET imaging probe for dopamine neurons: II. Distribution to dopamine-rich regions of primate brain. Synapse. 1998 Jun;29(2):105-15. PubMed PMID: 9593101.

6: Madras BK, Meltzer PC, Liang AY, Elmaleh DR, Babich J, Fischman AJ. Altropane, a SPECT or PET imaging probe for dopamine neurons: I. Dopamine transporter binding in primate brain. Synapse. 1998 Jun;29(2):93-104. PubMed PMID: 9593100.

7: Madras BK, Gracz LM, Fahey MA, Elmaleh D, Meltzer PC, Liang AY, Stopa EG, Babich J, Fischman AJ. Altropane, a SPECT or PET imaging probe for dopamine neurons: III. Human dopamine transporter in postmortem normal and Parkinson's diseased brain. Synapse. 1998 Jun;29(2):116-27. PubMed PMID: 9593102.

8: Fernandez HH, Friedman JH, Fischman AJ, Noto RB, Lannon MC. Is altropane SPECT more sensitive to fluoroDOPA PET for detecting early Parkinson's disease? Med Sci Monit. 2001 Nov-Dec;7(6):1339-43. PubMed PMID: 11687754.

9: Fischman AJ, Bonab AA, Babich JW, Livni E, Alpert NM, Meltzer PC, Madras BK. [(11)C, (127)I] Altropane: a highly selective ligand for PET imaging of dopamine transporter sites. Synapse. 2001 Mar 15;39(4):332-42. PubMed PMID: 11169784.

10: Cattabeni F. Altropane (Boston Life Science). Curr Opin Investig Drugs. 2002 Nov;3(11):1647-51. Review. PubMed PMID: 12476968.

11: Fischman AJ, Bonab AA, Babich JW, Palmer EP, Alpert NM, Elmaleh DR, Callahan RJ, Barrow SA, Graham W, Meltzer PC, Hanson RN, Madras BK. Rapid detection of Parkinson's disease by SPECT with altropane: a selective ligand for dopamine transporters. Synapse. 1998 Jun;29(2):128-41. PubMed PMID: 9593103.

12: Spencer TJ, Madras BK, Bonab AA, Dougherty DD, Clarke A, Mirto T, Martin J, Fischman AJ. A positron emission tomography study examining the dopaminergic activity of armodafinil in adults using [¹¹C]altropane and [¹¹C]raclopride. Biol Psychiatry. 2010 Nov 15;68(10):964-70. doi: 10.1016/j.biopsych.2010.08.026. PubMed PMID: 21035624.

13: Altropane. O 587. Drugs R D. 2002;3(3):188-9. Review. PubMed PMID: 12099164.

14: Gomperts SN, Marquie M, Locascio JJ, Bayer S, Johnson KA, Growdon JH. PET Radioligands Reveal the Basis of Dementia in Parkinson's Disease and Dementia with Lewy Bodies. Neurodegener Dis. 2016;16(1-2):118-24. doi: 10.1159/000441421. Epub 2015 Dec 8. PubMed PMID: 26655867; PubMed Central PMCID: PMC4838335.

15: Spencer TJ, Biederman J, Madras BK, Dougherty DD, Bonab AA, Livni E, Meltzer PC, Martin J, Rauch S, Fischman AJ. Further evidence of dopamine transporter dysregulation in ADHD: a controlled PET imaging study using altropane. Biol Psychiatry. 2007 Nov 1;62(9):1059-61. Epub 2007 May 23. PubMed PMID: 17511972; PubMed Central PMCID: PMC2715944.

16: Hettiarachchi K, Green CE, Ridge S, Wu B, Catz P, Salem MA. Analysis of 2beta-carbomethoxy-3beta-(4-fluorophenyl)-N-(3-iodo-E-allyl)nortropane in rat plasma. I. Method development and validation by capillary electrophoresis. J Chromatogr A. 2000 Oct 20;895(1-2):87-100. PubMed PMID: 11105851.

17: Spencer TJ, Biederman J, Faraone SV, Madras BK, Bonab AA, Dougherty DD, Batchelder H, Clarke A, Fischman AJ. Functional genomics of attention-deficit/hyperactivity disorder (ADHD) risk alleles on dopamine transporter binding in ADHD and healthy control subjects. Biol Psychiatry. 2013 Jul 15;74(2):84-9. doi: 10.1016/j.biopsych.2012.11.010. Epub 2012 Dec 27. PubMed PMID: 23273726; PubMed Central PMCID: PMC3700607.

18: Rieckmann A, Hedden T, Younger AP, Sperling RA, Johnson KA, Buckner RL. Dopamine transporter availability in clinically normal aging is associated with individual differences in white matter integrity. Hum Brain Mapp. 2016 Feb;37(2):621-31. doi: 10.1002/hbm.23054. Epub 2015 Nov 6. PubMed PMID: 26542307; PubMed Central PMCID: PMC4729206.

19: Anderson CM, Maas LC, Frederick Bd, Bendor JT, Spencer TJ, Livni E, Lukas SE, Fischman AJ, Madras BK, Renshaw PF, Kaufman MJ. Cerebellar vermis involvement in cocaine-related behaviors. Neuropsychopharmacology. 2006 Jun;31(6):1318-26. PubMed PMID: 16237382.

20: Spencer TJ, Bonab AA, Dougherty DD, Martin J, McDonnell T, Fischman AJ. A PET study examining pharmacokinetics and dopamine transporter occupancy of two long-acting formulations of methylphenidate in adults. Int J Mol Med. 2010 Feb;25(2):261-5. PubMed PMID: 20043136.