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MedKoo Cat#: 326789 | Name: Tezampanel
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Description:

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

Tezampanel, also known as LY 293558 and NGX-424, is a competitive antagonist of the AMPA and kainate subtypes of the ionotropic glutamate receptor family, with selectivity for the GluR5 subtype of the kainate receptor.

Chemical Structure

Tezampanel
Tezampanel
CAS#154652-83-2 (anhydrous)

Theoretical Analysis

MedKoo Cat#: 326789

Name: Tezampanel

CAS#: 154652-83-2 (anhydrous)

Chemical Formula: C13H21N5O2

Exact Mass: 279.1695

Molecular Weight: 279.34

Elemental Analysis: C, 55.90; H, 7.58; N, 25.07; O, 11.45

Price and Availability

Size Price Availability Quantity
1mg USD 150.00 Ready to Ship
5mg USD 550.00 Ready to Ship
10mg USD 950.00 Ready to Ship
25mg USD 1,650.00 Ready to Ship
50mg USD 2,950.00 Ready to Ship
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Related CAS #
317819-68-4 (hydrate) 154652-83-2 (anhydrous) 150131-78-5 (deleted) 150131-79-6 (isomer LY293559) 150010-68-7 (rel-isomer LY215490)
Synonym
LY 293558; LY-293558; LY293558; NGX-424; NGX 424; NGX424; Tezampanel
IUPAC/Chemical Name
(3S,4aR,6R,8aR)-6-(2-(1H-tetrazol-5-yl)ethyl)decahydroisoquinoline-3-carboxylic acid
InChi Key
ZXFRFPSZAKNPQQ-YTWAJWBKSA-N
InChi Code
InChI=1S/C13H21N5O2/c19-13(20)11-6-10-5-8(1-3-9(10)7-14-11)2-4-12-15-17-18-16-12/h8-11,14H,1-7H2,(H,19,20)(H,15,16,17,18)/t8-,9+,10-,11+/m1/s1
SMILES Code
O=C([C@H]1NC[C@]2([H])CC[C@H](CCC3=NN=NN3)C[C@]2([H])C1)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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 279.34 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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PubMed PMID: 25030431. 4: Moshiri M, Darchini-Maragheh E, Balali-Mood M. Advances in toxicology and medical treatment of chemical warfare nerve agents. Daru. 2012 Nov 28;20(1):81. doi: 10.1186/2008-2231-20-81. PubMed PMID: 23351280; PubMed Central PMCID: PMC3556041. 5: Wallace MS, Lam V, Schettler J. NGX426, an oral AMPA-kainate antagonist, is effective in human capsaicin-induced pain and hyperalgesia. Pain Med. 2012 Dec;13(12):1601-10. doi: 10.1111/j.1526-4637.2012.01509.x. Epub 2012 Oct 30. PubMed PMID: 23110368. 6: Apland JP, Aroniadou-Anderjaska V, Figueiredo TH, Green CE, Swezey R, Yang C, Qashu F, Braga MF. Efficacy of the GluK1/AMPA receptor antagonist LY293558 against seizures and neuropathology in a soman-exposure model without pretreatment and its pharmacokinetics after intramuscular administration. J Pharmacol Exp Ther. 2013 Jan;344(1):133-40. doi: 10.1124/jpet.112.198689. Epub 2012 Oct 5. PubMed PMID: 23042954; PubMed Central PMCID: PMC3533413. 7: Lionetto L, Negro A, Palmisani S, Gentile G, Del Fiore MR, Mercieri M, Simmaco M, Smith T, Al-Kaisy A, Arcioni R, Martelletti P. Emerging treatment for chronic migraine and refractory chronic migraine. Expert Opin Emerg Drugs. 2012 Sep;17(3):393-406. doi: 10.1517/14728214.2012.709846. Epub 2012 Aug 3. Review. PubMed PMID: 22862686. 8: Moon MJ, Kim HY, Park S, Kim DK, Cho EB, Hwang JI, Seong JY. Insulin contributes to fine-tuning of the pancreatic beta-cell response to glucagon-like peptide-1. Mol Cells. 2011 Oct;32(4):389-95. doi: 10.1007/s10059-011-0157-9. Epub 2011 Sep 7. PubMed PMID: 21904878; PubMed Central PMCID: PMC3887647. 9: Oshiro M, Hefferan MP, Kakinohana O, Lukacova N, Sugahara K, Yaksh TL, Marsala M. Suppression of stretch reflex activity after spinal or systemic treatment with AMPA receptor antagonist NGX424 in rats with developed baclofen tolerance. Br J Pharmacol. 2010 Nov;161(5):976-85. doi: 10.1111/j.1476-5381.2010.00954.x. PubMed PMID: 20977450; PubMed Central PMCID: PMC2998680. 10: Figueiredo TH, Qashu F, Apland JP, Aroniadou-Anderjaska V, Souza AP, Braga MF. The GluK1 (GluR5) Kainate/{alpha}-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor antagonist LY293558 reduces soman-induced seizures and neuropathology. J Pharmacol Exp Ther. 2011 Feb;336(2):303-12. doi: 10.1124/jpet.110.171835. Epub 2010 Oct 20. PubMed PMID: 20962029; PubMed Central PMCID: PMC3033714. 11: Gómez-Soriano J, Goiriena E, Taylor J. Spasticity therapy reacts to astrocyte GluA1 receptor upregulation following spinal cord injury. Br J Pharmacol. 2010 Nov;161(5):972-5. doi: 10.1111/j.1476-5381.2010.00964.x. PubMed PMID: 20662840; PubMed Central PMCID: PMC2998679. 12: Bannerman DM. Fractionating spatial memory with glutamate receptor subunit-knockout mice. Biochem Soc Trans. 2009 Dec;37(Pt 6):1323-7. doi: 10.1042/BST0371323. PubMed PMID: 19909269. 13: Tomillero A, Moral MA. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2008 Oct;30(8):643-72. PubMed PMID: 19088949. 14: Hefferan MP, Kucharova K, Kinjo K, Kakinohana O, Sekerkova G, Nakamura S, Fuchigami T, Tomori Z, Yaksh TL, Kurtz N, Marsala M. Spinal astrocyte glutamate receptor 1 overexpression after ischemic insult facilitates behavioral signs of spasticity and rigidity. J Neurosci. 2007 Oct 17;27(42):11179-91. PubMed PMID: 17942713. 15: Jin HC, Keller AJ, Jung JK, Subieta A, Brennan TJ. Epidural tezampanel, an AMPA/kainate receptor antagonist, produces postoperative analgesia in rats. Anesth Analg. 2007 Oct;105(4):1152-9, table of contents. PubMed PMID: 17898404. 16: Lee HJ, Pogatzki-Zahn EM, Brennan TJ. The effect of the AMPA/kainate receptor antagonist LY293558 in a rat model of postoperative pain. J Pain. 2006 Oct;7(10):768-77. PubMed PMID: 17018337. 17: Alt A, Weiss B, Ogden AM, Li X, Gleason SD, Calligaro DO, Bleakman D, Witkin JM. In vitro and in vivo studies in rats with LY293558 suggest AMPA/kainate receptor blockade as a novel potential mechanism for the therapeutic treatment of anxiety disorders. Psychopharmacology (Berl). 2006 Apr;185(2):240-7. Epub 2006 Feb 10. PubMed PMID: 16470401. 18: Chang HY, Cheng CL, Chen JJ, Peng CW, de Groat WC. Reflexes evoked by electrical stimulation of afferent axons in the pudendal nerve under empty and distended bladder conditions in urethane-anesthetized rats. J Neurosci Methods. 2006 Jan 15;150(1):80-9. Epub 2005 Jul 21. PubMed PMID: 16039722; PubMed Central PMCID: PMC3119341. 19: Hernandez PJ, Andrzejewski ME, Sadeghian K, Panksepp JB, Kelley AE. AMPA/kainate, NMDA, and dopamine D1 receptor function in the nucleus accumbens core: a context-limited role in the encoding and consolidation of instrumental memory. Learn Mem. 2005 May-Jun;12(3):285-95. PubMed PMID: 15930507; PubMed Central PMCID: PMC1142457. 20: Jones N, O'Neill MJ, Tricklebank M, Libri V, Williams SC. 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