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N-Phthaloylglycine (Phthaloyl glycine)

N-Phthaloylglycine (Phthaloyl glycine)
N-Phthaloylglycine (Phthaloyl glycine) Chemical Structure CAS No.: 4702-13-0
Product category: Others 14
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
N-Phthaloylglycine (Phthaloyl glycine) is a FX-type hapten that can be attached to free amine groups of proteins.
N-Phthaloylglycine (Phthaloyl glycine) is a phthalimide-protected glycine derivative with the molecular formula C10H7NO4 and a molecular weight of 205.16. It is synthesized via the reaction of glycine with phthalic anhydride in dimethylformamide (DMF) at elevated temperatures. This compound is used as a pharmaceutical intermediate and as a building block in organic synthesis. It appears as a slightly cream-colored, almost odorless crystalline powder.
Biological Activity I Assay Protocols (From Reference)
Targets
N-Phthaloylglycine does not target a specific biological receptor but serves as a chemical intermediate and protected amino acid derivative. The phthaloyl group protects the amino group of glycine during peptide synthesis or other organic reactions. The carboxylic acid group can be activated for coupling reactions, making it a versatile building block for the synthesis of more complex molecules, including pharmaceuticals and biologically active compounds.
ln Vitro
In vitro, N-Phthaloylglycine is used as a starting material or intermediate in organic synthesis. It can be deprotected to yield glycine or further functionalized at the carboxylic acid group. The compound's role is as a chemical reagent rather than a biologically active compound. Its utility in vitro is in the context of chemical synthesis, not in biological assays or cell-based experiments.
ln Vivo
In vivo activity is not applicable for N-Phthaloylglycine, as it is a chemical intermediate and not a therapeutic compound. The compound is not designed or intended for administration to living organisms. Its primary use is in the synthesis of pharmaceuticals and other organic compounds. Any in vivo effects would be related to the final pharmaceutical products synthesized from this intermediate.
Enzyme Assay
Non-cellular assays for N-Phthaloylglycine are not applicable as the compound is not a biologically active agent but a chemical intermediate. Its characterization involves standard chemical analysis including melting point determination (193-196°C), NMR spectroscopy, HPLC for purity assessment, and mass spectrometry for molecular weight confirmation. The compound's solubility in water is very high, and it has a density of 1.3849.
Cell Assay
In vitro cellular experiments are not applicable for N-Phthaloylglycine as it is a chemical intermediate used in organic synthesis, not a compound tested on cells. Its role is in the preparation of other compounds that may subsequently be evaluated in biological assays. Researchers using this compound for synthesis should follow standard laboratory safety practices for handling organic chemicals.
Animal Protocol
In vivo animal experiments are not conducted with N-Phthaloylglycine, as the compound is a chemical reagent and intermediate, not a therapeutic candidate. The compound is used in the synthesis of pharmaceuticals that may later be tested in animals, but the intermediate itself is not administered.
ADME/Pharmacokinetics
N-Phthaloylglycine has a molecular formula of C10H7NO4 and a molecular weight of 205.17 g/mol. The CAS number is 4702-13-0. It has a melting point of 193-196°C and a boiling point of approximately 343.83°C. The compound is very soluble in water. It is typically stored at room temperature and has a shelf life of several years when kept dry. Purity is available at ≥98%.
Toxicity/Toxicokinetics
Toxicity data for N-Phthaloylglycine are typical of organic chemicals. The compound is a phthalimide derivative and should be handled with appropriate personal protective equipment. Standard laboratory safety precautions should be followed when handling this compound. The compound is for research use only and is not intended for human therapeutic applications.
References

[1].Development of monoclonal ELISAs for azinphos-methyl. 1. Hapten synthesis and antibody production. J Agric Food Chem. 1999 Mar;47(3):1276-84.

Additional Infomation
N-Phthaloylglycine is also known as Phthaloyl glycine and 2-(1,3-dioxoisoindolin-2-yl)acetic acid. The EINECS number is 225-177-3. It is available at 98+% purity from various chemical suppliers. The compound is commonly used as a pharmaceutical intermediate and in peptide synthesis. All products are for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H7NO4
Molecular Weight
205.17
Exact Mass
205.037
CAS #
4702-13-0
PubChem CID
20825
Appearance
White to off-white solid powder
Density
1.5±0.1 g/cm3
Boiling Point
412.6±28.0 °C at 760 mmHg
Melting Point
193-196 °C(lit.)
Flash Point
203.3±24.0 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.640
LogP
1.19
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
15
Complexity
301
Defined Atom Stereocenter Count
0
SMILES
O=C1C2=C([H])C([H])=C([H])C([H])=C2C(N1C([H])([H])C(=O)O[H])=O
InChi Key
WQINSVOOIJDOLJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H7NO4/c12-8(13)5-11-9(14)6-3-1-2-4-7(6)10(11)15/h1-4H,5H2,(H,12,13)
Chemical Name
2-(1,3-dioxoisoindol-2-yl)acetic acid
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)
Typically soluble in DMSO (e.g. 10 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 4.8740 mL 24.3700 mL 48.7401 mL
5 mM 0.9748 mL 4.8740 mL 9.7480 mL
10 mM 0.4874 mL 2.4370 mL 4.8740 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.
/

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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