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N-Formylglycine Ethyl Ester

N-Formylglycine Ethyl Ester is a glycine analogue.
N-Formylglycine Ethyl Ester
N-Formylglycine Ethyl Ester Chemical Structure CAS No.: 3154-51-6
Product category: Amino Acid Derivatives
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100g
Other Sizes
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Product Description
N-Formylglycine Ethyl Ester is a glycine analogue.
N-Formylglycine Ethyl Ester (CAS#: 3154-51-6), also known as ethyl 2-formamidoacetate, ethyl N-formylglycinate, or For-Gly-OEt, is a formylated derivative of glycine ethyl ester. With a molecular formula of C₅H₉NO₃ and a molecular weight of 131.13 g/mol, it appears as a liquid at 20°C and is soluble in common organic solvents. The compound features a formyl group (HCO) attached to the nitrogen atom of glycine ethyl ester. This specific formylation at the nitrogen atom significantly alters its reactivity compared to other amino acid derivatives. N-Formylglycine ethyl ester serves as a building block for synthesizing peptides and other bioactive molecules. It is also used as an intermediate in various organic reactions, facilitating the formation of more complex structures such as aminomethylene compounds and pyridine derivatives, which are explored as peptidomimetic inhibitors and antiviral agents. The compound acts as a formylating agent, introducing a formyl group into other molecules. Research has utilized N-Formylglycine ethyl ester in the preparation of ethyl isocyanoacetate, a key intermediate in the synthesis of various heterocyclic compounds. The compound has a CAS number of 3154-51-6 and an EC number of 221-596-0. It is typically stored at room temperature .
Biological Activity I Assay Protocols (From Reference)
Targets
As a chemical intermediate, N-Formylglycine ethyl ester does not have a defined biological target. Some studies explore the potential antiviral properties of the compound, suggesting it may inhibit the replication of certain RNA viruses. However, more investigation is needed to understand the mechanisms and effectiveness of this antiviral activity. Although specific biological activity data for N-Formylglycine ethyl ester is limited, compounds with similar structures often exhibit biological properties. N-formyl amino acids are known to play roles in peptide synthesis and can influence biological pathways involving protein synthesis and enzyme function. The formyl group may also affect the compound's interaction with biological receptors, potentially impacting its pharmacological profile. The compound's primary role is as a synthetic building block rather than a pharmacologically active agent.
ln Vitro
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
The in vitro activity of N-Formylglycine ethyl ester is evaluated through its performance in organic synthesis reactions. It serves as a building block for synthesizing peptides and other bioactive molecules. As a formylating agent, it introduces a formyl group (HCO) into other molecules. The compound is used in the preparation of ethyl isocyanoacetate, a key intermediate in the synthesis of various heterocyclic compounds. Its reactivity is characterized by its ability to participate in acylation and condensation reactions. The compound's specific formylation at the nitrogen atom significantly alters its reactivity compared to other amino acid derivatives. No inherent biological activity is typically observed as the compound is primarily a synthetic intermediate.
ln Vivo
In vivo activity is not applicable for N-Formylglycine ethyl ester. The compound is not intended for administration to living organisms. It is exclusively a research chemical for laboratory synthesis.
Enzyme Assay
The in vitro enzyme/receptor binding (non-cellular) experimental workflow for N-Formylglycine ethyl ester involves standard organic synthesis procedures. A typical workflow: dissolve in ethyl acetate, add base (e.g., TEA), and couple with acid chlorides or activated esters. Monitor by TLC. Purify by distillation or column chromatography. Characterize by NMR (formyl proton at ~8 ppm). The compound is used as an intermediate in the preparation of aminomethylene compounds and pyridine derivatives. It is soluble in common organic solvents. The compound has an XLogP3 value of -0.2, indicating relatively low lipophilicity.
Cell Assay
In vitro cell-based experimental workflows are not typically performed with N-Formylglycine ethyl ester. The compound is not intended for biological activity screening. Any cell-based studies would involve the final products synthesized from this intermediate rather than the compound itself.
Animal Protocol
In vivo animal experiments are not applicable for N-Formylglycine ethyl ester. The compound is stored at room temperature.
ADME/Pharmacokinetics
The pharmacokinetic properties of N-Formylglycine ethyl ester have not been characterized. The compound is not a drug. No ADME data are available.
Toxicity/Toxicokinetics
The toxicological data for N-Formylglycine ethyl ester indicate it is a flammable liquid and vapor (H226). The compound may cause skin and eye irritation. Standard laboratory safety practices should be followed. The compound is intended for research use only.
References
[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.
Additional Infomation
N-Formylglycine ethyl ester is a unique compound due to its specific formylation at the nitrogen atom, which significantly alters its reactivity compared to other amino acid derivatives. This structural modification allows for diverse applications in organic synthesis and biochemistry that may not be achievable with simpler compounds like glycine ethyl ester. The compound finds applications in peptide synthesis as a building block, organic synthesis as an intermediate, and research related to amino acid derivatives and their properties. It is not a drug and has no clinical trials or approvals. The compound is for research use only. The GHS information indicates H226 (100%): Flammable liquid and vapor. The compound has a flash point of 112°F and a boiling point of 150-151°C. It is stable but incompatible with strong oxidizing agents.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H9NO3
Molecular Weight
131.13
Exact Mass
131.058
CAS #
3154-51-6
PubChem CID
76615
Appearance
Colorless to light yellow liquid(Density:1.15 g/cm3)
Density
1.1±0.1 g/cm3
Boiling Point
278.4±23.0 °C at 760 mmHg
Flash Point
122.2±22.6 °C
Vapour Pressure
0.0±0.6 mmHg at 25°C
Index of Refraction
1.424
LogP
0.03
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
4
Heavy Atom Count
9
Complexity
102
Defined Atom Stereocenter Count
0
SMILES
CCOC(=O)CNC=O
InChi Key
GMBCCEOJUWMBPF-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H9NO3/c1-2-9-5(8)3-6-4-7/h4H,2-3H2,1H3,(H,6,7)
Chemical Name
ethyl 2-formamidoacetate
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)
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 7.6260 mL 38.1301 mL 76.2602 mL
5 mM 1.5252 mL 7.6260 mL 15.2520 mL
10 mM 0.7626 mL 3.8130 mL 7.6260 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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