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(2-pyridyldithio)-PEG1-hydrazine

Alias: (2pyridyldithio)PEG1hydrazine; (2 pyridyldithio) PEG1 hydrazine
Cat No.:V38506 Purity: ≥98%
(2-pyridyldithio)-PEG1-hydrazine is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 1 unit of PEG, which may be utilized to prepare active Antibody-drug conjugates (ADC).
(2-pyridyldithio)-PEG1-hydrazine
(2-pyridyldithio)-PEG1-hydrazine Chemical Structure CAS No.: 111625-28-6
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
Other Sizes
Official Supplier of:
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Product Description
(2-pyridyldithio)-PEG1-hydrazine is a cleavable (degradable) ADC (Antibody-drug conjugate) linker containing 1 unit of PEG, which may be utilized to prepare active Antibody-drug conjugates (ADC).
(2-pyridyldithio)-PEG1-hydrazine (CAS#: 111625-28-6) is a cleavable ADC linker featuring pyridyl disulfide and hydrazine groups. With the molecular formula C7H9NOS2 and a molecular weight of 187.28, this compound contains 1 unit of PEG. It facilitates thiol-reactive conjugation and hydrazone chemistry for pH-sensitive payload release in ADC development. This heterobifunctional small molecule combines a pyridyl disulfide moiety with a hydrazine group.
Biological Activity I Assay Protocols (From Reference)
Targets
(2-pyridyldithio)-PEG1-hydrazine does not have a direct pharmacological target, as it is a linker molecule used in the synthesis of ADCs. Its function is to connect an antibody to a cytotoxic payload in ADC constructs. The pyridyl disulfide group enables thiol-reactive conjugation, while the hydrazine group allows for hydrazone chemistry, which is pH-sensitive and enables payload release in the acidic environment of lysosomes.
ln Vitro
ADC cytotoxins are connected to antibodies through an ADC connector to form ADCs [1].
(2-pyridyldithio)-PEG1-hydrazine does not possess intrinsic biological activity as it is a linker molecule rather than a pharmacologically active compound. Its in vitro utility lies in its use as a chemical building block for the synthesis of ADCs. The compound's pyridyl disulfide group allows for conjugation to thiol groups, while the hydrazine group enables pH-sensitive hydrazone bond formation. These properties make it useful for developing ADCs with controlled payload release.
ln Vivo
In vivo activity is not applicable to (2-pyridyldithio)-PEG1-hydrazine itself, as it is a linker molecule used in the synthesis of ADCs rather than a pharmacologically active compound. The in vivo activity would be associated with the final ADC molecules that incorporate this linker, not with the linker itself. The compound is used exclusively as a chemical building block in research settings to construct ADC molecules.
Enzyme Assay
In vitro enzyme/receptor binding experiments are not applicable to (2-pyridyldithio)-PEG1-hydrazine, as it is a linker molecule rather than a biologically active compound. The compound is used as a chemical building block in bioconjugation reactions. Its characterization involves chemical analysis methods such as NMR spectroscopy, HPLC, and mass spectrometry to confirm its structure and purity. Researchers use these analytical techniques to verify the identity and quality of the compound before using it in ADC synthesis.
Cell Assay
In vitro cellular experiments are not performed with (2-pyridyldithio)-PEG1-hydrazine itself, as it is a linker molecule used in bioconjugation rather than a biologically active compound. The compound is used exclusively as a building block for the synthesis of ADCs. Researchers handling (2-pyridyldithio)-PEG1-hydrazine follow standard chemical synthesis protocols, including the use of appropriate personal protective equipment and working in a fume hood.
Animal Protocol
In vivo animal experiments are not applicable to (2-pyridyldithio)-PEG1-hydrazine itself, as it is a linker molecule used in the synthesis of ADCs rather than a pharmacologically active compound. The compound is not administered to animals, and its biological effects have not been studied in vivo. Any animal studies would be conducted with the final ADC molecules that are synthesized using this linker, not with the linker itself.
ADME/Pharmacokinetics
Pharmacokinetic properties are not applicable to (2-pyridyldithio)-PEG1-hydrazine itself, as it is a linker molecule used in bioconjugation rather than a pharmacologically active drug candidate. The compound is not intended for administration to animals or humans, and its absorption, distribution, metabolism, and excretion have not been studied. The compound is used exclusively as a building block for the synthesis of ADCs.
Toxicity/Toxicokinetics
Toxicological data for (2-pyridyldithio)-PEG1-hydrazine are limited, as the compound is a chemical linker rather than a drug candidate. Standard safety precautions for handling organic chemicals apply, including the use of personal protective equipment and working in a well-ventilated area. The compound is not intended for human consumption, and its toxicity profile has not been extensively characterized.
References

[1]. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017 May;16(5):315-337.

Additional Infomation
(2-pyridyldithio)-PEG1-hydrazine is a research chemical that has not entered clinical trials or received regulatory approval for therapeutic use. It is a cleavable ADC linker used in the synthesis of antibody-drug conjugates. The compound's pyridyl disulfide and hydrazine groups enable thiol-reactive conjugation and pH-sensitive hydrazone chemistry, making it valuable for developing ADCs with controlled payload release. It is also known as 2-(pyridin-2-yldisulfanyl)ethan-1-ol.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₇H₉NOS₂
Molecular Weight
187.28
Exact Mass
187.012
CAS #
111625-28-6
PubChem CID
3653053
Appearance
Colorless to light yellow Solid-Liquid Mixture
Density
1.3±0.1 g/cm3
Boiling Point
323.3±38.0 °C at 760 mmHg
Flash Point
149.3±26.8 °C
Vapour Pressure
0.0±0.7 mmHg at 25°C
Index of Refraction
1.646
LogP
2.08
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
11
Complexity
102
Defined Atom Stereocenter Count
0
SMILES
S(C([H])([H])C([H])([H])O[H])SC1=C([H])C([H])=C([H])C([H])=N1
InChi Key
PORTXTUJPQINJC-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H9NOS2/c9-5-6-10-11-7-3-1-2-4-8-7/h1-4,9H,5-6H2
Chemical Name
2-(pyridin-2-yldisulfanyl)ethanol
Synonyms
(2pyridyldithio)PEG1hydrazine; (2 pyridyldithio) PEG1 hydrazine
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 (e.g. under nitrogen), 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)
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 5.3396 mL 26.6980 mL 53.3960 mL
5 mM 1.0679 mL 5.3396 mL 10.6792 mL
10 mM 0.5340 mL 2.6698 mL 5.3396 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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