Maleic acid | CAS#110-16-7 | organic salt

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

MedKoo CAT#: 558653

CAS#: 110-16-7

Description: Maleic acid is an organic salt or ester of maleic acid that could be conjugated to free base compounds/drugs to improve the physiochemical properties including stability, solubility and dissolution rate.

Chemical Structure

Maleic acid

CAS# 110-16-7

Instruction

Theoretical Analysis

MedKoo Cat#: 558653
Name: Maleic acid
CAS#: 110-16-7
Chemical Formula: C4H4O4
Exact Mass: 116.01
Molecular Weight: 116.070
Elemental Analysis: C, 41.39; H, 3.47; O, 55.13

Price and Availability

Size	Price	Availability	Quantity
25g	USD 250	2 weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Maleic acid; cis-Butenedioic acid; 2-Butenedioic acid; Kyselina maleinova;

IUPAC/Chemical Name: 2-Butenedioic acid (2Z)-

InChi Key: VZCYOOQTPOCHFL-UPHRSURJSA-N

InChi Code: InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-

SMILES Code: 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

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 116.07 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.

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:
In vitro protocol:
In vivo protocol:

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1: Chen HC, Wu C, Wu KY. Determination of the maleic acid in rat urine and serum samples by isotope dilution-liquid chromatography-tandem mass spectrometry with on-line solid phase extraction. Talanta. 2015 May;136:9-14. doi: 10.1016/j.talanta.2014.11.021. Epub 2014 Nov 18. PubMed PMID: 25702978.

2: Lin YC, Wang CC, Tung CW. An in silico toxicogenomics approach for inferring potential diseases associated with maleic acid. Chem Biol Interact. 2014 Nov 5;223:38-44. doi: 10.1016/j.cbi.2014.09.004. Epub 2014 Sep 17. PubMed PMID: 25239558.

3: Tuncel AT, Ruppert T, Wang BT, Okun JG, Kölker S, Morath MA, Sauer SW. Maleic Acid--but Not Structurally Related Methylmalonic Acid--Interrupts Energy Metabolism by Impaired Calcium Homeostasis. PLoS One. 2015 Jun 18;10(6):e0128770. doi: 10.1371/journal.pone.0128770. eCollection 2015. PubMed PMID: 26086473; PubMed Central PMCID: PMC4473014.

4: 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.

5: Kang S, Kim Y, Song Y, Choi JU, Park E, Choi W, Park J, Lee Y. Comparison of pH-sensitive degradability of maleic acid amide derivatives. Bioorg Med Chem Lett. 2014 May 15;24(10):2364-7. doi: 10.1016/j.bmcl.2014.03.057. Epub 2014 Mar 26. PubMed PMID: 24731272.

6: Hou ML, Lu CM, Lin CH, Lin LC, Tsai TH. Pharmacokinetics of Maleic Acid as a Food Adulterant Determined by Microdialysis in Rat Blood and Kidney Cortex. Molecules. 2016 Mar 17;21(3):367. doi: 10.3390/molecules21030367. PubMed PMID: 26999094.

7: Luo YS, Tsai HY, Chen HC, Wu C, Shen LC, Chung WS, Chiang SY, Wu KY. Study of urinary 2-{[2-(acetylamino-2-carboxyethyl]sulfanyl}butanedioic acid, a mercapturic acid of rats treated with maleic acid. Toxicol Lett. 2015 Aug 5;236(3):131-7. doi: 10.1016/j.toxlet.2015.05.011. Epub 2015 May 18. PubMed PMID: 25997398.

8: Ballal NV, Tweeny A, Baumgartner JC, Ginjupalli K, Saraswathin V. Effect of maleic acid and ethylenediaminetetraacetic acid on the shear bond strength of RealSeal SE sealer to root canal dentin. Eur J Prosthodont Restor Dent. 2013 Dec;21(4):152-6. PubMed PMID: 24479211.

9: Scheidelaar S, Koorengevel MC, van Walree CA, Dominguez JJ, Dörr JM, Killian JA. Effect of Polymer Composition and pH on Membrane Solubilization by Styrene-Maleic Acid Copolymers. Biophys J. 2016 Nov 1;111(9):1974-1986. doi: 10.1016/j.bpj.2016.09.025. PubMed PMID: 27806279; PubMed Central PMCID: PMC5103014.

10: Szwalbe AJ, Williams K, O'Flynn DE, Bailey AM, Mulholland NP, Vincent JL, Willis CL, Cox RJ, Simpson TJ. Novel nonadride, heptadride and maleic acid metabolites from the byssochlamic acid producer Byssochlamys fulva IMI 40021 - an insight into the biosynthesis of maleidrides. Chem Commun (Camb). 2015 Dec 14;51(96):17088-91. doi: 10.1039/c5cc06988b. PubMed PMID: 26452099; PubMed Central PMCID: PMC4766579.

11: Jung YH, Park HM, Kim KH. Whole slurry saccharification and fermentation of maleic acid-pretreated rice straw for ethanol production. Bioprocess Biosyst Eng. 2015 Sep;38(9):1639-44. doi: 10.1007/s00449-015-1405-8. Epub 2015 May 1. PubMed PMID: 25930209.

12: Maatar W, Boufi S. Poly(methacylic acid-co-maleic acid) grafted nanofibrillated cellulose as a reusable novel heavy metal ions adsorbent. Carbohydr Polym. 2015 Aug 1;126:199-207. doi: 10.1016/j.carbpol.2015.03.015. Epub 2015 Mar 16. PubMed PMID: 25933540.

13: Jung YH, Kim IJ, Kim HK, Kim KH. Whole slurry fermentation of maleic acid-pretreated oil palm empty fruit bunches for ethanol production not necessitating a detoxification process. Bioprocess Biosyst Eng. 2014 Apr;37(4):659-65. doi: 10.1007/s00449-013-1035-y. Epub 2013 Aug 24. PubMed PMID: 23982450.

14: Xu D, Chen Y, Zhou S, Lian Y, Chen L, Lin L, Zhou Y, Huang Z. [Determination of the total amount of maleic acid and maleic anhydride in starch and its products by high performance liquid chromatography-tandem mass spectrometry]. Se Pu. 2013 Dec;31(12):1224-7. Chinese. PubMed PMID: 24669716.

15: Parayath NN, Nehoff H, Müller P, Taurin S, Greish K. Styrene maleic acid micelles as a nanocarrier system for oral anticancer drug delivery - dual uptake through enterocytes and M-cells. Int J Nanomedicine. 2015 Jul 22;10:4653-67. doi: 10.2147/IJN.S87681. eCollection 2015. PubMed PMID: 26229468; PubMed Central PMCID: PMC4516255.

16: Vargas C, Arenas RC, Frotscher E, Keller S. Nanoparticle self-assembly in mixtures of phospholipids with styrene/maleic acid copolymers or fluorinated surfactants. Nanoscale. 2015 Dec 28;7(48):20685-96. doi: 10.1039/c5nr06353a. Epub 2015 Nov 24. PubMed PMID: 26599076.

17: Daruwalla J, Greish K, Malcontenti-Wilson C, Muralidharan V, Maeda H, Christophi C. Styrene maleic acid copolymer-pirarubicin induces tumor-selective oxidative stress and decreases tumor hypoxia as possible treatment of colorectal cancer liver metastases. Surgery. 2015 Jul;158(1):236-47. doi: 10.1016/j.surg.2015.03.019. Epub 2015 May 18. PubMed PMID: 25999256.

18: Xian S, Parayath NN, Nehoff H, Giles NM, Greish K. The Use of Styrene Maleic Acid Nanomicelles Encapsulating the Synthetic Cannabinoid Analog WIN55,212-2 for the Treatment of Cancer. Anticancer Res. 2015 Sep;35(9):4707-12. PubMed PMID: 26254360.

19: Kim D, Ximenes EA, Nichols NN, Cao G, Frazer SE, Ladisch MR. Maleic acid treatment of biologically detoxified corn stover liquor. Bioresour Technol. 2016 Sep;216:437-45. doi: 10.1016/j.biortech.2016.05.086. Epub 2016 May 24. PubMed PMID: 27262718.

20: Ratnarathorn N, Chailapakul O, Dungchai W. Highly sensitive colorimetric detection of lead using maleic acid functionalized gold nanoparticles. Talanta. 2015 Jan;132:613-8. doi: 10.1016/j.talanta.2014.10.024. Epub 2014 Oct 23. PubMed PMID: 25476352.

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