MedKoo Cat#: 414437 | Name: Nitromemantine

Description:

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

Nitromemantine is a derivative of memantine developed in 2006 for the treatment of Alzheimer's disease. It has been shown to reduce excitotoxicity mediated by over-activation of the glutamatergic system, by blocking NMDA receptors.

Chemical Structure

Nitromemantine
CAS#765890-91-3

Theoretical Analysis

MedKoo Cat#: 414437

Name: Nitromemantine

CAS#: 765890-91-3

Chemical Formula: C14H24N2O3

Exact Mass: 268.1787

Molecular Weight: 268.36

Elemental Analysis: C, 62.66; H, 9.01; N, 10.44; O, 17.89

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Nitromemantine; NMI6979; NMI-6979; NMI 6979; YQW36; YQW 36; YQW-36
IUPAC/Chemical Name
Tricyclo(3.3.1.13,7)decan-1-ol, 3-amino-5,7-diethyl-, 1-nitrate
InChi Key
SENUTBBWBZZNRT-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H24N2O3/c1-3-11-5-12(4-2)7-13(15,6-11)10-14(8-11,9-12)19-16(17)18/h3-10,15H2,1-2H3
SMILES Code
CCC1(C2)CC3(CC)CC2(N)CC(C3)(O[N+]([O-])=O)C1
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 268.36 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: Tu S, Okamoto S, Lipton SA, Xu H. Oligomeric Aβ-induced synaptic dysfunction in Alzheimer's disease. Mol Neurodegener. 2014 Nov 14;9:48. doi: 10.1186/1750-1326-9-48. PMID: 25394486; PMCID: PMC4237769. 2: Talantova M, Sanz-Blasco S, Zhang X, Xia P, Akhtar MW, Okamoto S, Dziewczapolski G, Nakamura T, Cao G, Pratt AE, Kang YJ, Tu S, Molokanova E, McKercher SR, Hires SA, Sason H, Stouffer DG, Buczynski MW, Solomon JP, Michael S, Powers ET, Kelly JW, Roberts A, Tong G, Fang-Newmeyer T, Parker J, Holland EA, Zhang D, Nakanishi N, Chen HS, Wolosker H, Wang Y, Parsons LH, Ambasudhan R, Masliah E, Heinemann SF, Piña-Crespo JC, Lipton SA. Aβ induces astrocytic glutamate release, extrasynaptic NMDA receptor activation, and synaptic loss. Proc Natl Acad Sci U S A. 2013 Jul 2;110(27):E2518-27. doi: 10.1073/pnas.1306832110. Epub 2013 Jun 17. Erratum in: Proc Natl Acad Sci U S A. 2013 Aug 13;110(33):13691. Erratum in: Proc Natl Acad Sci U S A. 2015 Jul 7;112(27):E3630. Erratum in: Proc Natl Acad Sci U S A. 2015 Jul 14;112(28):E3751-2. PMID: 23776240; PMCID: PMC3704025. 3: Takahashi H, Xia P, Cui J, Talantova M, Bodhinathan K, Li W, Saleem S, Holland EA, Tong G, Piña-Crespo J, Zhang D, Nakanishi N, Larrick JW, McKercher SR, Nakamura T, Wang Y, Lipton SA. Pharmacologically targeted NMDA receptor antagonism by NitroMemantine for cerebrovascular disease. Sci Rep. 2015 Oct 19;5:14781. doi: 10.1038/srep14781. Erratum in: Sci Rep. 2016;6:20750. Saleem, Sofiyan [added]. PMID: 26477507; PMCID: PMC4609936. 4: Takahashi H, Xia P, Cui J, Talantova M, Bodhinathan K, Li W, Saleem S, Holland EA, Tong G, Piña-Crespo J, Zhang D, Nakanishi N, Larrick JW, McKercher SR, Nakamura T, Wang Y, Lipton SA. Corrigendum: Pharmacologically targeted NMDA receptor antagonism by NitroMemantine for cerebrovascular disease. Sci Rep. 2016 Feb 12;6:20750. doi: 10.1038/srep20750. Erratum for: Sci Rep. 2015;5:14781. Saleem, Sofiyan [added]. PMID: 26867695; PMCID: PMC4751459. 5: Nakamura T, Lipton SA. Cell death: protein misfolding and neurodegenerative diseases. Apoptosis. 2009 Apr;14(4):455-68. doi: 10.1007/s10495-008-0301-y. PMID: 19130231. 6: Dal Prà I, Chiarini A, Armato U. Antagonizing amyloid-β/calcium-sensing receptor signaling in human astrocytes and neurons: a key to halt Alzheimer's disease progression? Neural Regen Res. 2015 Feb;10(2):213-8. doi: 10.4103/1673-5374.152373. PMID: 25883618; PMCID: PMC4392667. 7: Nakamura T, Lipton SA. Preventing Ca2+-mediated nitrosative stress in neurodegenerative diseases: possible pharmacological strategies. Cell Calcium. 2010 Feb;47(2):190-7. doi: 10.1016/j.ceca.2009.12.009. Epub 2010 Jan 8. PMID: 20060165; PMCID: PMC2875138. 8: Rush T, Buisson A. Reciprocal disruption of neuronal signaling and Aβ production mediated by extrasynaptic NMDA receptors: a downward spiral. Cell Tissue Res. 2014 May;356(2):279-86. doi: 10.1007/s00441-013-1789-1. Epub 2014 Feb 5. PMID: 24496511. 9: Nakanishi N, Kang YJ, Tu S, McKercher SR, Masliah E, Lipton SA. Differential Effects of Pharmacologic and Genetic Modulation of NMDA Receptor Activity on HIV/gp120-Induced Neuronal Damage in an In Vivo Mouse Model. J Mol Neurosci. 2016 Jan;58(1):59-65. doi: 10.1007/s12031-015-0651-1. Epub 2015 Sep 15. PMID: 26374431; PMCID: PMC4821006. 10: Nakamura T, Lipton SA. Protein S-Nitrosylation as a Therapeutic Target for Neurodegenerative Diseases. Trends Pharmacol Sci. 2016 Jan;37(1):73-84. doi: 10.1016/j.tips.2015.10.002. Epub 2015 Dec 17. PMID: 26707925; PMCID: PMC4698225.