Mechlorethamine HCl

Alias:
Cat No.:V1442 Purity: ≥98%
Mechlorethamine HCl (chloramin; chlorethamine; mustine; HN2; Mustargen; and embikhin),the hydrochloride salt of Mechlorethamine, is the prototype of a class of anticancer chemotherapeutic drugs called DNA alkylators or DNA alkylating agents.
Mechlorethamine HCl Chemical Structure CAS No.: 55-86-7
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Mechlorethamine HCl (chloramin; chlorethamine; mustine, HN2, Mustargen; and embikhin), the hydrochloride salt of Mechlorethamine, is the prototype of a class of anticancer chemotherapeutic drugs called DNA alkylators or DNA alkylating agents. It prevents cell division by attaching to DNA, crosslinking two strands, and binding to the molecule.

Biological Activity I Assay Protocols (From Reference)
ln Vitro

In vitro activity: Mechlorethamine is substantially less hazardous to rat hepatocytes when exposed to nitrogen, and it also results in a significant reduction in lipid peroxidation. In primary cultures of rabbit trachea, mechlorethamine significantly suppresses cell growth and causes cell detachment linked to cytoskeletal protein rearrangement. In rabbit tracheal primary cultures, methlorethamine causes early lipid peroxidation and cellular membrane damage. This is correlated with a marked increase in the activities of antioxidant enzymes linked to an increase in glutathione content.

ln Vivo
Mechlorethamine (1.5 mg/kg i.v.) lowers the mean leukocyte count from 6,320 mm3 to 1,890 mm3, while leaving the leukocyte differential and erythrocyte and platelet counts unchanged in rabbits. he mouse develops dose-dependent skin ulcers when given methlorethamine (0.005 mg–0.5 mg, i.d.). The mean HN2 ulceration area and the total ulceration time are significantly decreased when isotonic sodium thiosulfate (0.167 M) or hypertonic (0.34 M) (0.05 mL) is administered immediately after methlorethamine.
Animal Protocol
1.5 mg/kg i.v.
Rabbits
References

[1]. Effect of brentuximab vedotin combined with chlormethine hydrochloride on the treatment of 6 patients with relapsed and refractory Hodgkin lymphoma. Zhonghua Xue Ye Xue Za Zhi. 2015 Jul 14;36(7):575-577.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H11CL2N.HCL
Molecular Weight
192.51
Exact Mass
191
Elemental Analysis
C, 31.19; H, 6.28; Cl, 55.25; N, 7.28
CAS #
55-86-7
Related CAS #
51-75-2 55-86-7 (HCl)
Appearance
Solid powder
SMILES
CN(CCCl)CCCl.Cl
InChi Key
QZIQJVCYUQZDIR-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H
Chemical Name
2-chloro-N-(2-chloroethyl)-N-methylethanamine;hydrochloride
Synonyms

Mechlorethamine hydrochloride; chloramin; chlorethamine HCl; chlorethamine 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

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: 39~250 mg/mL (202.6~1298.6 mM)
Water: ~39 mg/mL (~202.6 mM)
Ethanol: ~39 mg/mL (~202.6 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (10.80 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (10.80 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (10.80 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 100 mg/mL (519.45 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.1945 mL 25.9727 mL 51.9454 mL
5 mM 1.0389 mL 5.1945 mL 10.3891 mL
10 mM 0.5195 mL 2.5973 mL 5.1945 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • 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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT06149247 Recruiting Drug: Mechlorethamine
Topical Gel
Drug: Hypericin
Cutaneous T-Cell Lymphoma/Mycosis
Fungoides
Soligenix December 5, 2023 Phase 2
NCT03380026 Completed Drug: Valchlor 0.016 %
Topical Gel
Drug: Triamcinolone
Granulomatous Slack Skin
Mycosis Fungoides
Rochester Skin Lymphoma Medical
Group, PLLC
December 13, 2017 Phase 2
NCT00535470 Completed Drug: 0.04% Mechlorethamine gel Mycosis Fungoides Yaupon Therapeutics July 2007 Phase 2
NCT00792467 Completed Drug: ITF2357 Hodgkin's Lymphoma Italfarmaco February 2008 Phase 1
Phase 2
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