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MedKoo Cat#: 318183 | Name: Memantine HCl
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Description:

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

Memantine Hydrochloride is the hydrochloride salt of memantine, a low-affinity, voltage-dependent, noncompetitive N-methyl-D-aspartate (NMDA) receptor antagonist. Memantine binds to and inhibits cation channels of glutamanergic NMDA receptors located in the central nervous system, preventing the prolonged influx of calcium ions and the associated neuronal excitotoxicity, and thereby potentially enhancing cognitive function. Memantine is also a 5-hydroxytryptamine type 3 (5HT3) receptor and nicotinic receptor antagonist.

Chemical Structure

Memantine HCl
Memantine HCl
CAS#41100-52-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 318183

Name: Memantine HCl

CAS#: 41100-52-1 (HCl)

Chemical Formula: C12H22ClN

Exact Mass: 0.0000

Molecular Weight: 215.76

Elemental Analysis: C, 66.80; H, 10.28; Cl, 16.43; N, 6.49

Price and Availability

Size Price Availability Quantity
1g USD 90.00 Ready to ship
2g USD 150.00 Ready to ship
5g USD 300.00 Ready to ship
10g USD 500.00 Ready to ship
20g USD 850.00 Ready to ship
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Related CAS #
41100-52-1 (HCl) 19982-08-2 (free base)
Synonym
Memantine Hydrochloride; Memantine HCl, D 145; D-145; NSC 102290; SUN Y7017; Ebixa; Ebixza; Akatinol; Axura
IUPAC/Chemical Name
3,5-dimethyladamantan-1-amine;hydrochloride
InChi Key
LDDHMLJTFXJGPI-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H21N.ClH/c1-10-3-9-4-11(2,6-10)8-12(13,5-9)7-10;/h9H,3-8,13H2,1-2H3;1H
SMILES Code
CC12CC3CC(C1)(CC(C3)(C2)N)C.Cl
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
2921.30.5000
More Info
Product Data
Product Data
Certificate of Analysis
View CoA: current batch, Lot#T9C06I18
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction
Biological target:
Memantine (hydrochloride) (D-145 (hydrochloride)) is a moderate affinity, uncompetitive NMDA receptor antagonist that inhibits CYP2B6 and CYP2D6 with Ki of 0.51 nM and 94.9 μM, respectively.
In vitro activity:
Memantine activated AMPK A1 and AMPK A2 genes at mRNA level significantly (p=0.039 and p=0.0105) (Figure 2a, 2b(Fig. 2)). Memantine treatment decreased HIF1A, B-catenin and PKM protein expression levels (Figure 2c, 2d(Fig. 2)). All of these targets are involved in cancer cell metabolism related changes in oncogenic transformation of the cells. Reference: EXCLI J. 2021; 20: 223–231. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8192876/
In vivo activity:
To determine whether memantine improves spatial learning and memory, Morris water maze (MWM) test was conducted in control and memantine treated APP/PS1 mice. The trace records (Fig. 1A) showed that the swimming trajectory of APP/PS1 mice in the target quadrant was smaller than those of WT mice and memantine treated APP/PS1 mice. There was no significant difference in swimming speed among these three groups (Fig. 1B). And the escape latency in different test days of training was significant for these different treatment groups (Fig. 1C). The APP/PS1 mice took more time to find the target quadrant and decreased the number of platform crossings (Fig. 1D, E). Furthermore, both parameters could be significantly improved after memantine treatment in APP/PS1 mice (Fig. 1D, E, n = 8, one-way ANOVNs, P < 0.05). Taken together, these data suggested that memantine was effective in improving the spatial memory in APP/PS1 mice. Reference: BMC Neurosci. 2021 Jun 14;22(1):41. https://bmcneurosci.biomedcentral.com/articles/10.1186/s12868-021-00647-y
Solvent mg/mL mM
Solubility
DMSO 26.5 122.82
DMF 2.5 11.59
Ethanol 31.5 146.00
PBS (pH 7.2) 10.0 46.35
Water 65.0 301.26
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 215.76 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:
1. Albayrak G, Demirtas Korkmaz F. Memantine shifts cancer cell metabolism via AMPK1/2 mediated energetic switch in A549 lung cancer cells. EXCLI J. 2021 Feb 4;20:223-231. doi: 10.17179/excli2020-2890. PMID: 34121969; PMCID: PMC8192876. 2. Lv X, Li Q, Mao S, Qin L, Dong P. The protective effects of memantine against inflammation and impairment of endothelial tube formation induced by oxygen-glucose deprivation/reperfusion. Aging (Albany NY). 2020 Nov 7;12(21):21469-21480. doi: 10.18632/aging.103914. Epub 2020 Nov 7. PMID: 33174867; PMCID: PMC7695423. 3. Li P, Xu J, Gu H, Peng H, Yin Y, Zhuang J. Memantine ameliorates cognitive deficit in AD mice via enhancement of entorhinal-CA1 projection. BMC Neurosci. 2021 Jun 14;22(1):41. doi: 10.1186/s12868-021-00647-y. PMID: 34120588. 4. Matsumura M, Sato K, Kubota T, Kishimoto Y. Spatial and latent memory data in PS2Tg2576 alzheimer's disease mouse model after memantine treatment. Data Brief. 2021 May 12;36:107131. doi: 10.1016/j.dib.2021.107131. PMID: 34095380; PMCID: PMC8166749.
In vitro protocol:
1. Albayrak G, Demirtas Korkmaz F. Memantine shifts cancer cell metabolism via AMPK1/2 mediated energetic switch in A549 lung cancer cells. EXCLI J. 2021 Feb 4;20:223-231. doi: 10.17179/excli2020-2890. PMID: 34121969; PMCID: PMC8192876. 2. Lv X, Li Q, Mao S, Qin L, Dong P. The protective effects of memantine against inflammation and impairment of endothelial tube formation induced by oxygen-glucose deprivation/reperfusion. Aging (Albany NY). 2020 Nov 7;12(21):21469-21480. doi: 10.18632/aging.103914. Epub 2020 Nov 7. PMID: 33174867; PMCID: PMC7695423.
In vivo protocol:
1. Li P, Xu J, Gu H, Peng H, Yin Y, Zhuang J. Memantine ameliorates cognitive deficit in AD mice via enhancement of entorhinal-CA1 projection. BMC Neurosci. 2021 Jun 14;22(1):41. doi: 10.1186/s12868-021-00647-y. PMID: 34120588. 2. Matsumura M, Sato K, Kubota T, Kishimoto Y. Spatial and latent memory data in PS2Tg2576 alzheimer's disease mouse model after memantine treatment. Data Brief. 2021 May 12;36:107131. doi: 10.1016/j.dib.2021.107131. PMID: 34095380; PMCID: PMC8166749.
1: Sahu A, Narayanam M, Kurmi M, Ladumor MK, Singh S. Quantitation of memantine hydrochloride bulk drug and its tablet formulation using proton nuclear magnetic resonance spectrometry. Magn Reson Chem. 2016 Feb 28. doi: 10.1002/mrc.4421. [Epub ahead of print] PubMed PMID: 26923624. 2: Jing SJ, Li QL, Jiang Y. A new simultaneous derivatization and microextration method for the determination of memantine hydrochloride in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Jan 1;1008:26-31. doi: 10.1016/j.jchromb.2015.09.016. Epub 2015 Nov 5. PubMed PMID: 26613537. 3: Kurz A, Grimmer T. Efficacy of memantine hydrochloride once-daily in Alzheimer's disease. Expert Opin Pharmacother. 2014 Sep;15(13):1955-60. doi: 10.1517/14656566.2014.945907. Epub 2014 Aug 1. PubMed PMID: 25085661. 4: Jalalizadeh H, Raei M, Tafti RF, Farsam H, Kebriaeezadeh A, Souri E. A Stability-Indicating HPLC Method for the Determination of Memantine Hydrochloride in Dosage Forms through Derivatization with 1-Fluoro-2,4-dinitrobenzene. Sci Pharm. 2013 Dec 9;82(2):265-79. doi: 10.3797/scipharm.1310-09. eCollection 2014 Jun. PubMed PMID: 24959398; PubMed Central PMCID: PMC4065122. 5: Kitamura S, Nakamura Y, Homma A, Kimura N, Asami Y. Tolerability and efficacy of the long-term administration of memantine hydrochloride (Memary®) in patients with moderate to severe Alzheimer's disease. Nihon Ronen Igakkai Zasshi. 2014;51(1):74-84. PubMed PMID: 24747504. 6: Iwamoto K, Ikeda K, Mizumura S, Tachiki K, Yanagihashi M, Iwasaki Y. Combined treatment of methylprednisolone pulse and memantine hydrochloride prompts recovery from neurological dysfunction and cerebral hypoperfusion in carbon monoxide poisoning: a case report. J Stroke Cerebrovasc Dis. 2014 Mar;23(3):592-5. doi: 10.1016/j.jstrokecerebrovasdis.2013.05.014. Epub 2013 Jun 19. PubMed PMID: 23791468. 7: Peng D, Yuan X, Zhu R. Memantine hydrochloride in the treatment of dementia subtypes. J Clin Neurosci. 2013 Nov;20(11):1482-5. doi: 10.1016/j.jocn.2013.02.041. Epub 2013 Sep 13. Review. PubMed PMID: 24035650. 8: Zhu M, Xiao S, Li G, Li X, Tang M, Yang S, Xu X, Feng L, Liu K, Hu L. Effectiveness and safety of generic memantine hydrochloride manufactured in China in the treatment of moderate to severe Alzheimer's disease: a multicenter, double-blind randomized controlled trial. Shanghai Arch Psychiatry. 2013 Aug;25(4):244-53. doi: 10.3969/j.issn.1002-0829.2013.04.006. PubMed PMID: 24991162; PubMed Central PMCID: PMC4054562. 9: Xie MF, Zhou W, Tong XY, Chen YL, Cai Y, Li Y, Duan GL. High-performance liquid chromatographic determination of memantine hydrochloride in rat plasma using sensitive fluorometric derivatization. J Sep Sci. 2011 Feb;34(3):241-6. doi: 10.1002/jssc.201000579. Epub 2011 Jan 7. PubMed PMID: 21268245. 10: Narola B, Singh AS, Santhakumar PR, Chandrashekhar TG. A Validated Stability-indicating Reverse Phase HPLC Assay Method for the Determination of Memantine Hydrochloride Drug Substance with UV-Detection Using Precolumn Derivatization Technique. Anal Chem Insights. 2010 Jul 20;5:37-45. PubMed PMID: 20703320; PubMed Central PMCID: PMC2918351. 11: Molecule of the month. Memantine hydrochloride. Drug News Perspect. 2003 Jan-Feb;16(1):55. PubMed PMID: 12682671. 12: Möbius HJ, Stöffler A, Graham SM. Memantine hydrochloride: pharmacological and clinical profile. Drugs Today (Barc). 2004 Aug;40(8):685-95. PubMed PMID: 15510240. 13: Witt A, Macdonald N, Kirkpatrick P. Memantine hydrochloride. Nat Rev Drug Discov. 2004 Feb;3(2):109-10. PubMed PMID: 15040575.