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N-Methyldopamine HCl

Cat No.:V44123 Purity: ≥98%
N-Methyldopamine HCl is the precursor of epinephrine in the adrenal medulla.
N-Methyldopamine HCl
N-Methyldopamine HCl Chemical Structure CAS No.: 62-32-8
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
N-Methyldopamine HCl is the precursor of epinephrine in the adrenal medulla. N-Methyldopamine HCl is a modification of dopamine (DA) and retains agonist activity at the DA1 receptor. N-Methyldopamine HCl has universal surface coating and the ability to utilize surface catechols for secondary reactions. N-Methyldopamine HCl may be utilized in heart failure (HF)-related research.
N-Methyldopamine hydrochloride is a chemical modification of dopamine that retains agonist activity at the DA1 receptor. It serves as a critical precursor of adrenaline (epinephrine) in the adrenal medulla. The compound has the molecular formula C9H14ClNO2 and a molecular weight of 203.67 g/mol. It exhibits significant biological activity through its interaction with the DA1 receptor, making it valuable for cardiovascular research, particularly in the study of heart failure. N-Methyldopamine hydrochloride also demonstrates potential for universal surface coating and engaging in secondary reactions via surface catechols. It appears as a solid powder and is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
N-Methyldopamine hydrochloride functions as an agonist of the DA1 receptor. The DA1 receptor is a subtype of dopamine receptor that plays a role in various physiological processes, including cardiovascular function. By binding to and activating this receptor, the compound mimics the effects of dopamine. Additionally, as a precursor of adrenaline in the adrenal medulla, it is involved in the biosynthesis of this critical hormone, which regulates the body's fight-or-flight response.
ln Vitro
N-methyldopamine hydrochloride has faster coating rates and much better surface coating characteristics. Coatings containing N-methyldopamine hydrochloride facilitate solid surface cell adhesion and can be post-functionalized [1].
In vitro, N-Methyldopamine hydrochloride demonstrates agonist activity at the DA1 receptor. Its interaction with the receptor has been characterized in various biochemical assays. The compound's ability to activate the DA1 receptor suggests it can modulate downstream signaling pathways associated with this receptor. Its utility as a surface coating agent also indicates potential for use in material science applications, where its catechol groups can participate in secondary reactions.
ln Vivo
In vivo, N-Methyldopamine hydrochloride is not used as a direct therapeutic agent but is valuable in cardiovascular research, particularly for studying heart failure. Its role as a precursor to adrenaline suggests it could influence adrenergic signaling pathways in living organisms. However, specific in vivo efficacy data and dosing regimens are not detailed in the available sources. The compound is primarily utilized as a research tool to understand DA1 receptor function and catecholamine biosynthesis.
Enzyme Assay
A cell-free assay for N-Methyldopamine hydrochloride would typically involve measuring its binding affinity to the DA1 receptor. In such assays, membrane preparations containing the receptor are incubated with a radiolabeled ligand and varying concentrations of the compound. The concentration required to displace 50% of the specific binding (IC50) can be determined, providing a measure of its receptor affinity. The compound's purity (>98%) and identity are typically confirmed by HPLC and other analytical methods.
Cell Assay
Cellular experiments with N-Methyldopamine hydrochloride would typically involve assessing its effects on DA1 receptor-mediated signaling in cultured cells. Cells expressing the DA1 receptor are treated with the compound, and downstream signaling events, such as changes in cAMP levels or calcium mobilization, are measured. The compound's ability to activate the receptor and elicit a functional response can be quantified, providing a measure of its agonist potency.
Animal Protocol
In vivo animal experiments for N-Methyldopamine hydrochloride are not extensively described in the available sources. As a compound used in cardiovascular research, it could be evaluated in animal models of heart failure to study its effects on cardiac function. However, specific protocols, dosing regimens, and outcome measures are not detailed in the references cited.
ADME/Pharmacokinetics
N-Methyldopamine hydrochloride has a molecular weight of 203.67 g/mol and a molecular formula of C9H14ClNO2. It is typically stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years. In solution, it can be stored at -20°C for up to 6 months. The compound is soluble in DMSO and other organic solvents. Specific pharmacokinetic parameters, such as half-life and bioavailability, are not applicable as it is a research compound rather than a therapeutic drug.
Toxicity/Toxicokinetics
Specific toxicity data for N-Methyldopamine hydrochloride are not provided in the available sources. As a research compound, it is intended for research use only and is not for human or veterinary use. Standard laboratory safety precautions should be observed when handling this compound, including the use of appropriate personal protective equipment.
References

[1]. Effect of N-Methylation on Dopamine Surface Chemistry. Langmuir. 2022 May 24;38(20):6404-6410.

[2]. Laduron P. N-Methyldopamine (epinine), a precursor of adrenaline in the adrenal medulla. Arch Int Pharmacodyn Ther. 1972 Apr;196:Suppl 196:304-.

[3]. Effects of long-term therapy with oral ibopamine on resting hemodynamics and exercise capacity in patients with heart failure: relationship to the generation of N-methyldopamine and to plasma norepinephrine levels. Circulation. 1986 Apr;.

Additional Infomation
N-Methyldopamine hydrochloride (CAS: 62-32-8) is a chemical modification of dopamine used as a DA1 receptor agonist and a precursor of adrenaline. Its synonyms include N-Methyldopamine HCl and Epinine hydrochloride. The compound is used in cardiovascular research and has potential applications in surface coating technologies. It is not an approved drug and is strictly for research purposes.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H13NO2.HCL
Molecular Weight
203.66596
Exact Mass
203.071
CAS #
62-32-8
PubChem CID
86470
Appearance
Typically exists as solid at room temperature
Boiling Point
328.6ºC at 760 mmHg
Melting Point
174-176ºC
Flash Point
154.3ºC
LogP
2.052
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Heavy Atom Count
13
Complexity
130
Defined Atom Stereocenter Count
0
SMILES
CNCCC1=CC(=C(C=C1)O)O.Cl
InChi Key
JCDRZCWRRLKLTB-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H13NO2.ClH/c1-10-5-4-7-2-3-8(11)9(12)6-7;/h2-3,6,10-12H,4-5H2,1H3;1H
Chemical Name
4-[2-(methylamino)ethyl]benzene-1,2-diol;hydrochloride
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

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
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)
H2O : ~125 mg/mL (~613.74 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 4.9099 mL 24.5495 mL 49.0990 mL
5 mM 0.9820 mL 4.9099 mL 9.8198 mL
10 mM 0.4910 mL 2.4550 mL 4.9099 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

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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.

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