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Cyanamide

Cat No.:V132966 Purity: ≥98%
Cyanamide is a cell division and plant growth inhibitor, and also an allelochemical extracted from the wild pea (Vicia villosa).
Cyanamide
Cyanamide Chemical Structure CAS No.: 420-04-2
Product category: ALDH
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Cyanamide is a cell division and plant growth inhibitor, and also an allelochemical extracted from Vicia villosa. Cyanamide inhibits root growth and biomass accumulation in a dose-dependent manner by disrupting the formation of the mitotic spindle and membrane-forming bodies, reducing the number of mitotic cells, and arresting the cell cycle. Its effects are partially reversible upon removal from low-concentration environments. Cyanamide is also a specific inhibitor of aldehyde dehydrogenase (ALDH). Although cyanamide has no direct effect on tumor growth, it can significantly enhance the antitumor efficacy of cyclophosphamide at non-toxic doses by inhibiting its inactivation. Cyanamide enables cyclophosphamide to achieve equivalent therapeutic effects at lower doses, effectively inhibiting the growth of primary and metastatic tumors and prolonging the lifespan of tumor-bearing mice. Cyanamide is commonly used in research related to HA-1 hepatocellular carcinoma and RLS lymphosarcoma.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Cyanamide (2-10 mM; 1-6 days) dose-dependently inhibited the growth, fresh weight accumulation, dry weight accumulation, and relative growth rate (RGR) of onion (Allium cepa L.) bulb roots. Complete recovery of growth was observed only after treatment with low concentrations (2 mM), while only partial or no recovery was observed after treatment with high concentrations [1]. Cyanamide (2-10 mM; 1, 6 days) increased H₂O₂ levels in a dose- and time-dependent manner, inducing oxidative stress in onion (Allium cepa L.) bulb roots, with the highest concentration (10 mM) causing a sharp increase in H₂O₂ levels after 1 day of treatment [1]. Cyanamide (2-10 mM; 1-6 days) altered the accumulation of superoxide anions in onion bulb roots. Specifically, treatment with 10 mM cyanamide for 1 day induced a large accumulation of superoxide anions, which in turn triggered tissue degradation [1]. Cyanamide (2-10 mM; 1-6 days) can alter the mitotic index of onion root tip cells, disrupt chromosome morphology and metaphase plate formation, and all mitotic activity and chromosome structure can be completely restored after removal of the compound [1]. Cyanamide (2-10 mM; 1-6 days) can alter the cell cycle distribution of onion root tip cells, increasing the proportion of 4C nuclei after short-term treatment and increasing the G2/G1 ratio during the recovery period [1]. Cyanamide (2-10 mM; 1 day) can disrupt the arrangement of microtubule cytoskeleton in onion root tip meristem cells at concentrations of 6 mM and 10 mM, while no significant effect on microtubule structure was observed at a concentration of 2 mM [1].
ln Vivo
Cyanoamine (70 mg/kg; intraperitoneal injection; 15 minutes before cyclophosphamide administration) enhances the antitumor efficacy of cyclophosphamide in mouse models of hepatocellular carcinoma and lymphosarcoma, extending animal lifespan by at least 80% in the hepatocellular carcinoma model and reducing the cyclophosphamide dose by 2/3 in the lymphosarcoma model while maintaining the same efficacy [2].
Cell Assay
Cell cycle analysis [1]
Cell Types: Onion (Allium cepa L.) root tip cells
Tested Concentrations: 2, 6, 10 mM
Incubation Duration: 6 days
Experimental Results: After short-term treatment, the proportion of 4C cell nuclei increased, and the G2/G1 ratio increased during the recovery period, with the strongest effect at 2 mM.
Animal Protocol
Animal/Disease Models: A/Sn mice (male, intramuscularly injected with HA-1 hepatocellular carcinoma transplantation); CBA mice (male, intramuscularly injected with RLS lymphosarcoma transplantation) [2]
Doses: 70 mg/kg
Route of Administration: Intraperitoneal injection; 15 minutes before cyclophosphamide administration
Experimental Results: In HA-1 hepatocellular carcinoma A/Sn mice, it significantly inhibited the growth of primary tumor lymph nodes and intrahepatic metastases. It extended the lifespan of HA-1 hepatocellular carcinoma A/Sn mice by at least 80%. In RLS lymphosarcoma CBA mice, its efficacy (significant inhibition of tumor growth and lifespan extension) was comparable to that of cyclophosphamide alone at 3 times the dose. No effect on tumor growth or animal lifespan was shown when administered alone in either model.
References

[1]. Cyanamide mode of action during inhibition of onion (Allium cepa L.) root growth involves disturbances in cell division and cytoskeleton formation. Planta. 2011;234(3):609-621.

[2]. Cyanamide promotes the antitumor effect of cyclophosphamide more than its toxic effect[C]//Doklady Biological Sciences. Springer Nature BV, 2008, 420(1): 195.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
CH2N2
Molecular Weight
42.04
CAS #
420-04-2
Appearance
Liquid (Density: 1.282 g/cm3)
SMILES
N#CN
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: 请将本产品存放在密封且受保护的环境中(例如氮气下),避免暴露在潮湿和光照下。
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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 23.7869 mL 118.9343 mL 237.8687 mL
5 mM 4.7574 mL 23.7869 mL 47.5737 mL
10 mM 2.3787 mL 11.8934 mL 23.7869 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.

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