Alvameline maleate

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

MedKoo CAT#: 592743

CAS#: 219581-36-9

Description: Alvameline maleate is a Partial M1 Agonist and M2/M3 Antagonist.


Chemical Structure

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Alvameline maleate
CAS# 219581-36-9

Theoretical Analysis

MedKoo Cat#: 592743
Name: Alvameline maleate
CAS#: 219581-36-9
Chemical Formula: C13H19N5O4
Exact Mass: 309.1437
Molecular Weight: 309.326
Elemental Analysis: C, 50.48; H, 6.19; N, 22.64; O, 20.69

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: Alvameline maleate; Lu 25-109-M

IUPAC/Chemical Name: Pyridine, 3-(2-ethyl-2H-tetrazol-5-yl)-1,2,5,6-tetrahydro-1-methyl-, (2Z)-2-butenedioate (1:1)

InChi Key: YKFYFAAWVQGVTP-BTJKTKAUSA-N

InChi Code: InChI=1S/C9H15N5.C4H4O4/c1-3-14-11-9(10-12-14)8-5-4-6-13(2)7-8;5-3(6)1-2-4(7)8/h5H,3-4,6-7H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

SMILES Code: CN1CCC=C(C2=NN(CC)N=N2)C1.O=C(O)/C=C\C(O)=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

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 309.326 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: Tapia E, Sánchez-Lozada LG, García-Niño WR, García E, Cerecedo A, García-Arroyo FE, Osorio H, Arellano A, Cristóbal-García M, Loredo ML, Molina-Jijón E, Hernández-Damián J, Negrette-Guzmán M, Zazueta C, Huerta-Yepez S, Reyes JL, Madero M, Pedraza-Chaverrí J. Curcumin prevents maleate-induced nephrotoxicity: relation to hemodynamic alterations, oxidative stress, mitochondrial oxygen consumption and activity of respiratory complex I. Free Radic Res. 2014 Nov;48(11):1342-54. doi: 10.3109/10715762.2014.954109. Epub 2014 Sep 9. PubMed PMID: 25119790.

2: Liu K, Xu Y, Zhou NY. Identification of a Specific Maleate Hydratase in the Direct Hydrolysis Route of the Gentisate Pathway. Appl Environ Microbiol. 2015 Sep 1;81(17):5753-60. doi: 10.1128/AEM.00975-15. Epub 2015 Jun 12. PubMed PMID: 26070679; PubMed Central PMCID: PMC4551245.

3: Erythropel HC, Brown T, Maric M, Nicell JA, Cooper DG, Leask RL. Designing greener plasticizers: Effects of alkyl chain length and branching on the biodegradation of maleate based plasticizers. Chemosphere. 2015 Sep;134:106-12. doi: 10.1016/j.chemosphere.2015.04.014. Epub 2015 Apr 27. PubMed PMID: 25917507.

4: Tsai CF, Wu GY, Kuo CH, Lin YW, Chang CH, Tseng SH, Kao YM, Chiueh LC, Lu TJ, Shih DY. Effective extraction method through alkaline hydrolysis for the detection of starch maleate in foods. J Food Drug Anal. 2015 Sep;23(3):442-446. doi: 10.1016/j.jfda.2014.09.002. Epub 2015 Jan 2. PubMed PMID: 28911701.

5: MILLER G. EVALUATION OF TWO TRANQUILIZERS: ACETOPHENAZINE MALEATE (TINDAL MALEATE): CARPHENAZINE MALEATE (PROKETAZINE MALEATE). JAMA. 1963 Dec 7;186:943-4. PubMed PMID: 14064235.

6: Xie GY, Jiang L, Lu TB. Discrimination of cis-trans isomers by dinuclear metal cryptates at physiological pH: selectivity for fumarate vs. maleate. Dalton Trans. 2013 Oct 21;42(39):14092-9. doi: 10.1039/c3dt51501j. PubMed PMID: 23912154.

7: Fisch F, Fleites CM, Delenne M, Baudendistel N, Hauer B, Turkenburg JP, Hart S, Bruce NC, Grogan G. A covalent succinylcysteine-like intermediate in the enzyme-catalyzed transformation of maleate to fumarate by maleate isomerase. J Am Chem Soc. 2010 Aug 25;132(33):11455-7. doi: 10.1021/ja1053576. PubMed PMID: 20677745.

8: Arjunan V, Kalaivani M, Marchewka MK, Mohan S. Structural and vibrational spectral investigations of melaminium maleate monohydrate by FTIR, FT-Raman and quantum chemical calculations. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Apr 15;107:90-101. doi: 10.1016/j.saa.2013.01.040. Epub 2013 Jan 24. PubMed PMID: 23416913.

9: Rychkov D, Arkhipov S, Boldyreva E. Structure-forming units of amino acid maleates. Case study of L-valinium hydrogen maleate. Acta Crystallogr B Struct Sci Cryst Eng Mater. 2016 Feb;72(Pt 1):160-3. doi: 10.1107/S2052520615021022. Epub 2016 Jan 30. PubMed PMID: 26830808.

10: Xu JH, Yu YY, Si CW, Zeng Z, Zhang DZ. [A randomized, double-blind, double-dummy, controlled, multicenter study of entecavir maleate versus entecavir for treatment of HBeAg-negative chronic hepatitis B: results at week 48]. Zhonghua Gan Zang Bing Za Zhi. 2012 Jul;20(7):512-6. doi: 10.3760/cma.j.issn.1007-3418.2012.07.007. Chinese. PubMed PMID: 23044236.

11: Ruby Nirmala L, Thomas Joseph Prakash J. Investigation on the influence of foreign metal ions in crystal growth and characterization of L-Alaninium Maleate (LAM) single crystals. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Nov;115:778-82. doi: 10.1016/j.saa.2013.06.100. Epub 2013 Jul 5. PubMed PMID: 23892119.

12: Kiangkitiwan N, Srikulkit K. Poly(lactic acid) filled with cassava starch-g-soybean oil maleate. ScientificWorldJournal. 2013 Nov 5;2013:860487. doi: 10.1155/2013/860487. eCollection 2013. PubMed PMID: 24307883; PubMed Central PMCID: PMC3836420.

13: Samanta S, Kar C, Das G. Colorimetric and fluorometric discrimination of geometrical isomers (maleic acid vs fumaric acid) with real-time detection of maleic acid in solution and food additives. Anal Chem. 2015 Sep 1;87(17):9002-8. doi: 10.1021/acs.analchem.5b02202. Epub 2015 Aug 12. PubMed PMID: 26246182.

14: van der Werf MJ, van den Tweel WJ, Hartmans S. Screening for microorganisms producing D-malate from maleate. Appl Environ Microbiol. 1992 Sep;58(9):2854-60. PubMed PMID: 1444397; PubMed Central PMCID: PMC183018.

15: Zager RA, Johnson AC, Naito M, Bomsztyk K. Maleate nephrotoxicity: mechanisms of injury and correlates with ischemic/hypoxic tubular cell death. Am J Physiol Renal Physiol. 2008 Jan;294(1):F187-97. Epub 2007 Oct 17. PubMed PMID: 17942567.

16: Kara Tuncer A, Tuncer S, Siso SH. Effect of QMix irrigant on the microhardness of root canal dentine. Aust Dent J. 2015 Jun;60(2):163-8. doi: 10.1111/adj.12242. Epub 2015 Feb 26. PubMed PMID: 25329355.

17: McLeese J, Thiéry G, Bergeron M. Maleate modifies apical endocytosis and permeability of endoplasmic reticulum membranes in kidney tubular cells. Cell Tissue Res. 1996 Jan;283(1):29-37. PubMed PMID: 8581957.

18: Yamato S, Nakajima M, Kawakami N, Shimada K, Tachikawa E, Ohta S, Zenda H. Evidence for the degradation of maleate moiety in chlorpheniramine maleate solution using a stability-indicating HPLC method. Chem Pharm Bull (Tokyo). 2000 Aug;48(8):1205-7. PubMed PMID: 10959588.

19: John J, Balasubramanian T. Z and E isomers of butenedioic acid with 2-amino-1,3-thiazole: 2-amino-1,3-thiazolium hydrogen maleate and 2-amino-1,3-thiazolium hydrogen fumarate. Acta Crystallogr C. 2010 Aug;66(Pt 8):o436-40. doi: 10.1107/S0108270110023206. Epub 2010 Jul 28. PubMed PMID: 20679725.

20: Hong G, Tsuka H, Maeda T, Akagawa Y, Sasaki K. The dynamic viscoelasticity and water absorption characteristics of soft acrylic resin materials containing adipates and a maleate plasticizer. Dent Mater J. 2012 Feb 3;31(1):139-49. Epub 2012 Jan 21. PubMed PMID: 22277618.