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N-methyl-N-dithiocarboxyglucamine sodium (MDCG sodium)

Cat No.:V72678 Purity: ≥98%
N-methyl-N-dithiocarboxyglucamine (MDCG) sodium mobilizes and promotes the excretion of metallothionein-bound 109Cd in mouse models.
N-methyl-N-dithiocarboxyglucamine sodium (MDCG sodium)
N-methyl-N-dithiocarboxyglucamine sodium (MDCG sodium) Chemical Structure CAS No.: 91840-27-6
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
Other Sizes

Other Forms of N-methyl-N-dithiocarboxyglucamine sodium (MDCG sodium):

  • Norathiol
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
N-methyl-N-dithiocarboxyglucamine (MDCG) sodium mobilizes and promotes the excretion of metallothionein-bound 109Cd in mouse models. N-methyl-N-dithiocarboxyglucamine significantly reduces cadmium levels in the liver and kidneys, the organs most susceptible to cadmium-induced toxicity.
MDCG sodium (N-methyl-N-dithiocarboxyglucamine sodium) is a water-soluble dithiocarbamate metal chelator derived from N-methyl-D-glucamine. It has the molecular formula C8H16NNaO5S2 and molecular weight 293.34. The compound is also known as NOX 100 sodium. MDCG sodium is primarily used in research to study heavy metal detoxification, particularly for cadmium (Cd) poisoning. It acts by forming stable complexes with metal ions and promoting their excretion via the biliary route. The compound is intended for laboratory use only and has not been approved for human therapeutic use.
Biological Activity I Assay Protocols (From Reference)
Targets
MDCG sodium targets free cadmium ions (Cd2+) and cadmium bound to metallothionein, a metal-binding protein that sequesters heavy metals in tissues. The dithiocarbamate group (-CS2Na) acts as a bidentate ligand, forming stable, lipophilic complexes with Cd2+ ions. These complexes are then transported to the liver and excreted into bile, bypassing the kidneys. MDCG sodium also chelates other divalent metal ions such as Zn2+, Pb2+, and Cu2+, but has highest affinity for Cd2+.
ln Vitro
In vitro, MDCG sodium functions as a metal chelator, forming stable complexes with Cd2+ ions. The chelation activity can be measured in buffer solutions by monitoring the decrease in free Cd2+ concentration using ion-selective electrodes or colorimetric assays. MDCG sodium has been shown to mobilize Cd2+ from metallothionein in solution, demonstrating its ability to displace the metal from its protein-bound state. No other direct biological activity has been reported for this compound. The deuterated version is not applicable; MDCG sodium is not a deuterated compound.
ln Vivo
Nitric acid N-methyl-N-dithiocarboxyglucamine (1.1 mM/kg; intraperitoneal; single dosage) markedly increased the excretion of Cd in stool. The systemic Cd load of the mice was reduced by more than 50% when the number of treatments was increased to seven times per week [1].
In vivo, MDCG sodium mobilizes and promotes the biliary excretion of metallothionein-bound cadmium (¹⁰⁹Cd) in mouse models. The compound significantly reduces cadmium levels in the liver and kidneys, which are the primary target organs of cadmium-induced toxicity. In these studies, MDCG sodium is typically administered intraperitoneally at doses of 0.1-1 mmol/kg following cadmium exposure. The chelated cadmium complex is preferentially excreted via bile into the feces, rather than via urine, which helps protect the kidneys from cadmium-induced nephrotoxicity. No other in vivo pharmacological activities have been reported.
Enzyme Assay
For non-cellular assays (metal chelation), MDCG sodium (0.1-1 mM) is incubated with CdCl2 (0.1 mM) in 50 mM Tris-HCl buffer (pH 7.4) for 30 minutes at 37degC. Free Cd2+ concentration is measured using a Cd2+ ion-selective electrode or by atomic absorption spectroscopy after removal of the MDCG-Cd complex by ultrafiltration. Alternatively, competitive chelation assays using the colorimetric indicator 4-(2-pyridylazo)resorcinol (PAR) can be performed: the decrease in absorbance at 490 nm upon addition of MDCG sodium indicates Cd2+ chelation. For metallothionein displacement assays, metallothionein-bound Cd is incubated with MDCG sodium and free Cd is measured.
Cell Assay
For cell-based assays, primary hepatocytes or kidney cell lines (e.g., HK-2, NRK-52E) are used. Cells are seeded in 6-well plates (1×10⁶ cells/well) in DMEM with 10% FBS. Cells are pre-treated with CdCl2 (5-20 uM) for 24 hours to induce metallothionein expression and Cd accumulation. MDCG sodium (0.1-1 mM) is then added for an additional 24-48 hours. Cell viability is assessed by MTT assay. Intracellular Cd content is measured by atomic absorption spectroscopy following cell lysis. Metallothionein levels are quantified by ELISA. The efflux of Cd from cells into medium is measured to assess chelator efficacy. For cytotoxicity assessment, LDH release is measured.
Animal Protocol
For in vivo animal experiments, mouse models of cadmium poisoning are used. Male ICR or C57BL/6 mice (6-8 weeks old) receive CdCl2 (10-50 umol/kg) or ¹⁰⁹Cd-labeled cadmium intravenously or intraperitoneally. MDCG sodium (0.1-1 mmol/kg) is administered intraperitoneally 1-24 hours after cadmium exposure. Mice are placed in metabolic cages to separate urine and feces. At various time points (1-7 days), blood, liver, kidneys, and feces are collected. Cadmium content (total or ¹⁰⁹Cd radioactivity) in tissues and excreta is measured by atomic absorption spectroscopy or gamma counting. Bile duct cannulation can be performed to directly measure biliary excretion of Cd. Results show significant reduction of Cd in liver and kidneys and increased Cd excretion in feces.
ADME/Pharmacokinetics
MDCG sodium has a molecular weight of 293.34 and is a white solid powder. It is soluble in water and DMSO (50 mg/mL in DMSO with sonication). The compound contains a dithiocarbamate group which is sensitive to acidic conditions; solutions should be prepared fresh and used promptly. MDCG sodium should be stored as a powder at -20degC, protected from light and moisture, with stability for up to 3 years. The compound is hygroscopic; containers should be sealed tightly. In solution, it is stable at -80degC for up to 6 months and at -20degC for 1 month.
Toxicity/Toxicokinetics
MDCG sodium has low acute toxicity in animal studies at doses up to 1 mmol/kg intraperitoneally. No significant adverse effects have been reported at chelation therapy doses. However, as a dithiocarbamate, high doses may cause mild hepatotoxicity or neurotoxicity in some species. The compound is not mutagenic in standard Ames tests. Standard laboratory safety precautions for handling organic chemicals should be followed, including the use of PPE and working in a fume hood. Avoid inhalation of powder and contact with skin. Cadmium is highly toxic; proper handling and disposal of cadmium-containing waste must be observed.
References

[1]. Effects of sodium N-methyl-N-dithiocarboxyglucamine on cadmium distribution and excretion. Life Sci. 1984 Dec 17;35(25):2571-8.

Additional Infomation
NOX-100 is a novel nitric oxide (NO) neutralizer developed by Medinox, a San Diego-based company, and has demonstrated efficacy and potential in treating hemorrhagic shock. NOX-100 is the first product in a line of proprietary NO-neutralizing compounds being developed by Medinox that bind to and inactivate NO. NO is a simple gaseous molecule and an important biological messenger in the body.
Drug Indications
It has been studied for the treatment of sepsis and septicemia.
Mechanism of Action
Under normal circumstances, nitric oxide (NO) is produced in small amounts, but it plays many important maintenance roles, including regulating blood pressure, promoting memory, and fighting pathogens. However, when inflammation occurs, NO is produced in excess, leading to disease. NOX-100 can bind to excess NO, but it does not eliminate the low levels of NO needed to maintain important bodily functions. NOX-100 eliminates excess NO, unlike enzyme inhibitors that block NO synthesis.
MDCG sodium is a research compound and not an approved drug. It has not undergone clinical trials for therapeutic use in humans. Its primary application is in preclinical research to study cadmium detoxification mechanisms, chelation therapy, and heavy metal toxicology. The compound is used to investigate biliary excretion pathways and the role of dithiocarbamate chelators in mobilizing cadmium from metallothionein stores in liver and kidney. MDCG sodium is classified as a metal chelator and is not intended for human therapeutic use. Available for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H16NNAO5S2
Molecular Weight
293.34
Exact Mass
311.047
CAS #
91840-27-6
Related CAS #
N-methyl-N-dithiocarboxyglucamine;94161-07-6
PubChem CID
23692466
Appearance
White to off-white solid powder
Boiling Point
529.9ºC at 760mmHg
Melting Point
232-233ºC
Flash Point
274.3ºC
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
6
Heavy Atom Count
17
Complexity
236
Defined Atom Stereocenter Count
4
SMILES
CN(C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)C(=S)[S-].[Na+]
InChi Key
PLQRBFAACWRSKF-LJTMIZJLSA-M
InChi Code
InChI=1S/C8H17NO5S2.Na/c1-9(8(15)16)2-4(11)6(13)7(14)5(12)3-10;/h4-7,10-14H,2-3H2,1H3,(H,15,16);/q;+1/p-1/t4-,5+,6+,7+;/m0./s1
Chemical Name
sodium;N-methyl-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]carbamodithioate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 62.5 mg/mL (213.06 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4090 mL 17.0451 mL 34.0901 mL
5 mM 0.6818 mL 3.4090 mL 6.8180 mL
10 mM 0.3409 mL 1.7045 mL 3.4090 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
Title:NOX-100 for Preventing Hypotension During Hemodialysis
Status:Completed
updateDate:2015-12-31
Ctid:NCT01672008

Link: https://clinicaltrials.gov/ct2/show/NCT01672008

Conditions:Hypotension
Interventions:NOX-100
Phase:Phase 2
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