IUPAC/Chemical Name
2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-((hexahydro-2,4,6-trioxo-5-pyrimidinyl)imino)-, ammonium salt (1:1)
InChi Key
ORYPXEMTLNCTOR-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H5N5O6.H3N/c14-3-1(4(15)11-7(18)10-3)9-2-5(16)12-8(19)13-6(2)17;/h1H,(H4,10,11,12,13,14,15,16,17,18,19);1H3
SMILES Code
O=C1[N-]C(/C(C(N1)=O)=N/C(C(N2)=O)C(NC2=O)=O)=O.[NH4+]
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
2934.99.9001
Biological target:
Murexide is a 5,5'-Nitrilodibarbituric acid ammonium derivative.
In vitro activity:
The colorimetric detections were based on enzymatic reactions using oxalate oxidase and uricase for oxalate and UA, respectively, while an indicator displacement assay (IDA) using a copper murexide complex was applied for citrate detection.
Reference: Anal Methods. 2023 Feb 9;15(6):752-761. https://pubmed.ncbi.nlm.nih.gov/36661131/
In vivo activity:
Using an automated tissue processor, the specimen is stained in alcian blue for 24 hr, macerated in 3% potassium hydroxide for 24 hr and stained with murexide for 24 hr. The specimens are cleared and preserved in glycerol. Within three days specimens have red stained bone and blue stained cartilage. The procedure was developed using 20-day-old Sprague-Dawley rat fetuses to evaluate the feasibility of using the procedure for teratology studies involving the fetal skeleton.
Reference: Biotech Histochem. 1996 Mar;71(2):79-83. https://pubmed.ncbi.nlm.nih.gov/9138535/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
284.19
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:
1. Janrod M, Srisa-Art M. Simultaneous colorimetric detection of nephrolithiasis biomarkers using a microfluidic paper-based analytical device. Anal Methods. 2023 Feb 9;15(6):752-761. doi: 10.1039/d2ay01648f. PMID: 36661131.
2. Krishnan RG, Saraswathyamma B. Murexide-derived in vitro electrochemical sensor for the simultaneous determination of neurochemicals. Anal Bioanal Chem. 2021 Nov;413(27):6803-6812. doi: 10.1007/s00216-021-03282-y. Epub 2021 Mar 28. PMID: 33774711.
3. Miller DM, Tarpley J. An automated double staining procedure for bone and cartilage. Biotech Histochem. 1996 Mar;71(2):79-83. doi: 10.3109/10520299609117138. PMID: 9138535.
4. Lorenson MY, Patel T, Liu JW, Walker AM. Prolactin (PRL) is a zinc-binding protein. I. Zinc interactions with monomeric PRL and divalent cation protection of intragranular PRL cysteine thiols. Endocrinology. 1996 Mar;137(3):809-16. doi: 10.1210/endo.137.3.8603589. PMID: 8603589.
In vitro protocol:
1. Janrod M, Srisa-Art M. Simultaneous colorimetric detection of nephrolithiasis biomarkers using a microfluidic paper-based analytical device. Anal Methods. 2023 Feb 9;15(6):752-761. doi: 10.1039/d2ay01648f. PMID: 36661131.
2. Krishnan RG, Saraswathyamma B. Murexide-derived in vitro electrochemical sensor for the simultaneous determination of neurochemicals. Anal Bioanal Chem. 2021 Nov;413(27):6803-6812. doi: 10.1007/s00216-021-03282-y. Epub 2021 Mar 28. PMID: 33774711.
In vivo protocol:
1. Miller DM, Tarpley J. An automated double staining procedure for bone and cartilage. Biotech Histochem. 1996 Mar;71(2):79-83. doi: 10.3109/10520299609117138. PMID: 9138535.
2. Lorenson MY, Patel T, Liu JW, Walker AM. Prolactin (PRL) is a zinc-binding protein. I. Zinc interactions with monomeric PRL and divalent cation protection of intragranular PRL cysteine thiols. Endocrinology. 1996 Mar;137(3):809-16. doi: 10.1210/endo.137.3.8603589. PMID: 8603589.
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2: Kargosha K, Saeedi Maleki M, Azad J. Spectrofluorimetric determination of nickel (ΙΙ) with murexide. J Fluoresc. 2014 May;24(3):855-8. doi: 10.1007/s10895-014-1363-6. Epub 2014 Feb 13. PMID: 24522346.
3: Ben Ali Hassine C, Barhoumi H. Electrochemical study of a glassy carbon electrode modified by poly-4-nitroaniline-reduced/murexide and its sensitivity for metal ions. Anal Biochem. 2018 Nov 1;560:30-38. doi: 10.1016/j.ab.2018.08.023. Epub 2018 Aug 29. PMID: 30171830.
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10: Jain S, Gupta-Bhaya P. Spectrophotometric determination of the stability constant of the Eu(III)-murexide complex. Talanta. 1992 Dec;39(12):1647-52. doi: 10.1016/0039-9140(92)80198-m. PMID: 18965585.
11: Scarpa A. Spectrophotometric measurement of calcium by murexide. Methods Enzymol. 1972;24:343-51. doi: 10.1016/0076-6879(72)24082-4. PMID: 4670199.
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13: Yi X, Bernot K, Le Corre V, Calvez G, Pointillart F, Cador O, Le Guennic B, Jung J, Maury O, Placide V, Guyot Y, Roisnel T, Daiguebonne C, Guillou O. Unraveling the crystal structure of lanthanide-murexide complexes: use of an ancient complexometry indicator as a near-infrared-emitting single-ion magnet. Chemistry. 2014 Feb 3;20(6):1569-76. doi: 10.1002/chem.201303833. Epub 2014 Jan 8. PMID: 24402683.
14: ELBOWICZ-WANIEWSKA Z, JOZKIEWICZ S. [Effect of ultrasonics on the stability of a complex of murexide with calcium ions]. Acta Physiol Pol. 1960 Jul- Aug;11:607-14. Polish. PMID: 13726312.
15: Li R, He Q, Hu Z, Zhang S, Zhang L, Chang X. Highly selective solid-phase extraction of trace Pd(II) by murexide functionalized halloysite nanotubes. Anal Chim Acta. 2012 Feb 3;713:136-44. doi: 10.1016/j.aca.2011.11.047. Epub 2011 Dec 2. PMID: 22200320.
16: Khan TK, Gupta-Bhaya P. Accurate values of stability constant of Ca(2+)-murexide complex. Talanta. 1997 Nov;44(11):2087-94. doi: 10.1016/s0039-9140(97)00078-7. PMID: 18966957.
17: Sadeghi S, Sheikhzadeh E. Solid phase extraction using silica gel modified with murexide for preconcentration of uranium (VI) ions from water samples. J Hazard Mater. 2009 Apr 30;163(2-3):861-8. doi: 10.1016/j.jhazmat.2008.07.053. Epub 2008 Jul 19. PMID: 18755546.
18: Gordon H, Norwitz G. Spectrophotometric determination of calcium in zirconium powder by use of murexide. Talanta. 1972 Jan;19(1):1-6. doi: 10.1016/0039-9140(72)80162-0. PMID: 18961016.
19: Shamsipur M, Esmaeili A, Amini MK. Formation of cobalt, nickel and copper complexes with murexide in ethanol-water mixtures. Talanta. 1989 Dec;36(12):1300-2. doi: 10.1016/0039-9140(89)80067-0. PMID: 18964908.
20: Scott IG, Jeacocke RE. Interference by cytochromes in the measurement of calcium with murexide. FEBS Lett. 1980 Jan 1;109(1):93-8. doi: 10.1016/0014-5793(80)81318-4. PMID: 7353637.
