MedKoo Cat#: 591929 | Name: Dimethylglyoxime
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Description:

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

Dimethylglyoxime is used in the nickel spot test.

Chemical Structure

Dimethylglyoxime
CAS#95-45-4

Theoretical Analysis

MedKoo Cat#: 591929

Name: Dimethylglyoxime

CAS#: 95-45-4

Chemical Formula: C4H8N2O2

Exact Mass: 116.0586

Molecular Weight: 116.12

Elemental Analysis: C, 41.37; H, 6.94; N, 24.13; O, 27.56

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 450.00 2 weeks
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Related CAS #
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Synonym
Dimethylglyoxime; Biacetyl dioxime; Diacetyldioxime; Diacetyl dioxime; 2,3-Butanedione dioxime; NSC 9; NSC9; NSC-9
IUPAC/Chemical Name
2,3-Butanedione, 2,3-dioxime
InChi Key
JGUQDUKBUKFFRO-GGWOSOGESA-N
InChi Code
InChI=1S/C4H8N2O2/c1-3(5-7)4(2)6-8/h7-8H,1-2H3/b5-3+,6-4+
SMILES Code
CC(/C(C)=N/O)=N\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
Product Data
Biological target:
Dimethylglyoxime is used in the nickel spot test.
In vitro activity:
Injection of DMG (dimethylglyoxime) (instead of nickel) into the sample cell containing Aβ40 peptide did not induce any significant change, indicating that DMG cannot bind to the peptide (data not shown). Hence, this result suggests the inhibitory effect of DMG on Aβ40 peptide aggregation, as observed with ThT-based assays, is due to nickel chelation, rather than direct DMG-Aβ40 peptide inhibitory interaction. Reference: Sci Rep. 2021 Mar 23;11(1):6622. https://pubmed.ncbi.nlm.nih.gov/33758258/
In vivo activity:
Oral delivery of nontoxic levels of DMG (dimethylglyoxime) to mice previously inoculated with S. Typhimurium led to a 50% survival rate, while 100% of infected mice in the no-DMG control group succumbed to salmonellosis. Pathogen colonization numbers from livers and spleens of mice were 10- fold reduced by DMG treatment of the Salmonella-infected mice. Reference: Sci Rep. 2019 Sep 25;9(1):13851. https://pubmed.ncbi.nlm.nih.gov/31554822/

Preparing Stock Solutions

The following data is based on the product molecular weight 116.12 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. Benoit SL, Maier RJ. The nickel-chelator dimethylglyoxime inhibits human amyloid beta peptide in vitro aggregation. Sci Rep. 2021 Mar 23;11(1):6622. doi: 10.1038/s41598-021-86060-1. PMID: 33758258; PMCID: PMC7988135. 2. Benoit SL, Schmalstig AA, Glushka J, Maier SE, Edison AS, Maier RJ. Nickel chelation therapy as an approach to combat multi-drug resistant enteric pathogens. Sci Rep. 2019 Sep 25;9(1):13851. doi: 10.1038/s41598-019-50027-0. Erratum in: Sci Rep. 2019 Nov 25;9(1):17813. PMID: 31554822; PMCID: PMC6761267.
In vitro protocol:
1. Benoit SL, Maier RJ. The nickel-chelator dimethylglyoxime inhibits human amyloid beta peptide in vitro aggregation. Sci Rep. 2021 Mar 23;11(1):6622. doi: 10.1038/s41598-021-86060-1. PMID: 33758258; PMCID: PMC7988135.
In vivo protocol:
1. Benoit SL, Schmalstig AA, Glushka J, Maier SE, Edison AS, Maier RJ. Nickel chelation therapy as an approach to combat multi-drug resistant enteric pathogens. Sci Rep. 2019 Sep 25;9(1):13851. doi: 10.1038/s41598-019-50027-0. Erratum in: Sci Rep. 2019 Nov 25;9(1):17813. PMID: 31554822; PMCID: PMC6761267.
1: Jellesen MS, Olsen CB, Ruff S, Spiewak R, Hamann D, Hamann CR, White IR, Johansen JD, Thyssen JP. Electrochemical Screening Spot Test Method for Detection of Nickel and Cobalt Ion Release From Metal Surfaces. Dermatitis. 2018 Jun 21. doi: 10.1097/DER.0000000000000389. [Epub ahead of print] PubMed PMID: 29933257. 2: Boyd AH, Hylwa SA. Nickel release from surgical instruments and operating room equipment. Dermatol Online J. 2018 Apr 15;24(4). pii: 13030/qt88q6q97w. PubMed PMID: 29905999. 3: Liang A, Li X, Zhang X, Wen G, Jiang Z. A sensitive SERS quantitative analysis method for Ni(2+) by the dimethylglyoxime reaction regulating a graphene oxide nanoribbon catalytic gold nanoreaction. Luminescence. 2018 Jun 13. doi: 10.1002/bio.3504. [Epub ahead of print] PubMed PMID: 29900660. 4: Hogue RW, Schott O, Hanan GS, Brooker S. A Smorgasbord of 17 Cobalt Complexes Active for Photocatalytic Hydrogen Evolution. Chemistry. 2018 Apr 19. doi: 10.1002/chem.201800396. [Epub ahead of print] PubMed PMID: 29671900. 5: Ayala A, Takagai Y. Sequential Injection Analysis System Exploiting On-line Solid-phase Extraction for the Determination of Strontium and Nickel by Microwave Plasma Atomic Emission Spectrometry. Anal Sci. 2018;34(3):387-390. doi: 10.2116/analsci.34.387. PubMed PMID: 29526911. 6: Allafchian AR, Farajmand B, Koupaei AJ. A Paper-Based Analytical Device Based on Combination of Thin Film Microextraction and Reflection Scanometry for Sensitive Colorimetric Determination of Ni(II) in Aqueous Matrix. Bull Environ Contam Toxicol. 2018 Apr;100(4):529-535. doi: 10.1007/s00128-018-2297-5. Epub 2018 Feb 19. PubMed PMID: 29460145. 7: Mettakoonpitak J, Miller-Lionberg D, Reilly T, Volckens J, Henry CS. Low-Cost Reusable Sensor for Cobalt and Nickel Detection in Aerosols Using Adsorptive Cathodic Square-Wave Stripping Voltammetry. J Electroanal Chem (Lausanne). 2017 Nov 15;805:75-82. doi: 10.1016/j.jelechem.2017.10.026. Epub 2017 Oct 12. PubMed PMID: 29399008; PubMed Central PMCID: PMC5794225. 8: Bogan R, Maas HJ, Zimmermann T. Chemical stability of reactive skin decontamination lotion (RSDL(®)). Toxicol Lett. 2018 Sep 1;293:264-268. doi: 10.1016/j.toxlet.2017.09.016. Epub 2017 Sep 28. PubMed PMID: 28964811. 9: Buccolieri A, Serra A, Maruccio G, Monteduro AG, Padmanabhan SK, Licciulli A, Bonfrate V, Salvatore L, Manno D, Calcagnile L, Giancane G. Synthesis and Characterization of Mixed Iron-Manganese Oxide Nanoparticles and Their Application for Efficient Nickel Ion Removal from Aqueous Samples. J Anal Methods Chem. 2017;2017:9476065. doi: 10.1155/2017/9476065. Epub 2017 Jul 19. PubMed PMID: 28804670; PubMed Central PMCID: PMC5540385. 10: Rousset E, Ciofini I, Marvaud V, Hanan GS. Facile One-Pot Synthesis of Ruthenium(II) Quaterpyridine-Based Photosensitizers for Photocatalyzed Hydrogen Production. Inorg Chem. 2017 Aug 21;56(16):9515-9524. doi: 10.1021/acs.inorgchem.7b00771. Epub 2017 Aug 3. PubMed PMID: 28770999. 11: Pokpas K, Jahed N, Baker PG, Iwuoha EI. Complexation-Based Detection of Nickel(II) at a Graphene-Chelate Probe in the Presence of Cobalt and Zinc by Adsorptive Stripping Voltammetry. Sensors (Basel). 2017 Jul 25;17(8). pii: E1711. doi: 10.3390/s17081711. PubMed PMID: 28757588; PubMed Central PMCID: PMC5580100. 12: Hárendarčíková L, Baron D, Šebestová A, Rozsypal J, Petr J. True lab-in-a-syringe technology for bioassays. Talanta. 2017 Nov 1;174:285-288. doi: 10.1016/j.talanta.2017.06.017. Epub 2017 Jun 7. PubMed PMID: 28738580. 13: Chen J, Sit PH. Density Functional Theory and Car-Parrinello Molecular Dynamics Study of the Hydrogen-Producing Mechanism of the Co(dmgBF(2))(2) and Co(dmgH)(2) Cobaloxime Complexes in Acetonitrile-Water Solvent. J Phys Chem A. 2017 May 11;121(18):3515-3525. doi: 10.1021/acs.jpca.7b00163. Epub 2017 May 1. PubMed PMID: 28429940. 14: Pérez-Ràfols C, Trechera P, Serrano N, Díaz-Cruz JM, Ariño C, Esteban M. Determination of Pd(II) using an antimony film coated on a screen-printed electrode by adsorptive stripping voltammetry. Talanta. 2017 May 15;167:1-7. doi: 10.1016/j.talanta.2017.01.084. Epub 2017 Jan 31. PubMed PMID: 28340698. 15: Feng Y, Bin D, Yan B, Du Y, Majima T, Zhou W. Porous bimetallic PdNi catalyst with high electrocatalytic activity for ethanol electrooxidation. J Colloid Interface Sci. 2017 May 1;493:190-197. doi: 10.1016/j.jcis.2017.01.035. Epub 2017 Jan 11. PubMed PMID: 28092817. 16: Yang B, Li J, Zhang L, Xu G. A molecularly imprinted electrochemiluminescence sensor based on the mimetic enzyme catalytic effect for ultra-trace Ni(2+) determination. Analyst. 2016 Oct 21;141(20):5822-5828. Epub 2016 Aug 9. PubMed PMID: 27504506. 17: Overgaard LE, Engebretsen KA, Jensen P, Johansen JD, Thyssen JP. Nickel released from children's toys is deposited on the skin. Contact Dermatitis. 2016 Jun;74(6):380-1. doi: 10.1111/cod.12553. PubMed PMID: 27133630. 18: Ringborg E, Lidén C, Julander A. Nickel on the market: a baseline survey of articles in 'prolonged contact' with skin. Contact Dermatitis. 2016 Aug;75(2):77-81. doi: 10.1111/cod.12602. Epub 2016 Apr 28. PubMed PMID: 27125984. 19: Ray C, Dutta S, Sahoo R, Roy A, Negishi Y, Pal T. Fabrication of Nitrogen-Doped Mesoporous-Carbon-Coated Palladium Nanoparticles: An Intriguing Electrocatalyst for Methanol and Formic Acid Oxidation. Chem Asian J. 2016 May 20;11(10):1588-96. doi: 10.1002/asia.201600173. Epub 2016 Apr 23. PubMed PMID: 27016895. 20: Martin DJ, McCarthy BD, Rountree ES, Dempsey JL. Qualitative extension of the EC' Zone Diagram to a molecular catalyst for a multi-electron, multi-substrate electrochemical reaction. Dalton Trans. 2016 Jun 14;45(24):9970-6. doi: 10.1039/c6dt00302h. PubMed PMID: 26998812.