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2-Pyridinecarbohydrazide

Alias: 2Pyridinecarbohydrazide; 2 Pyridinecarbohydrazide
Cat No.:V38960 Purity: ≥98%
2-Pyridinecarbohydrazide is a building block/intermediate extensively used in a variety of synthetic fields.
2-Pyridinecarbohydrazide
2-Pyridinecarbohydrazide Chemical Structure CAS No.: 1452-63-7
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
500mg
Other Sizes
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Product Description
2-Pyridinecarbohydrazide is a building block/intermediate extensively used in a variety of synthetic fields.
2-Pyridinecarbohydrazide, also known as pyridine-2-carbohydrazide or 2-pyridinecarboxylic acid hydrazide, is a building block and intermediate extensively used in various fields of organic synthesis. It has a molecular formula of C6H7N3O and a molecular weight of 137.14. This compound is a hydrazide derivative of picolinic acid and serves as a versatile precursor for the synthesis of various bioactive molecules. It has been reported as an antibiotic for the treatment of Mycobacterium tuberculosis, inhibiting mycolic acid biosynthesis. It is also used as an intermediate for the synthesis of analogs of antitumor agents such as 1-acetyl-2-picolinoylhydrazine.
Biological Activity I Assay Protocols (From Reference)
Targets
2-Pyridinecarbohydrazide targets mycolic acid biosynthesis in Mycobacterium tuberculosis, making it a potential antitubercular agent. Mycolic acids are essential components of the mycobacterial cell wall, and inhibition of their biosynthesis disrupts cell wall integrity, leading to bacterial death. The compound’s hydrazide group is key to its biological activity, as it can form coordination complexes with metal ions or interact with enzymatic active sites. In addition to its antitubercular activity, 2-pyridinecarbohydrazide is a valuable intermediate for synthesizing antitumor agents, such as 1-acetyl-2-picolinoylhydrazine analogs. Its ability to chelate metal ions also makes it useful in coordination chemistry and catalysis research.
ln Vitro
2-Pyridinecarbohydrazide exhibits in vitro activity against Mycobacterium tuberculosis by inhibiting mycolic acid biosynthesis. The compound’s antitubercular activity is assessed using standard broth microdilution methods to determine the minimum inhibitory concentration (MIC) against M. tuberculosis strains. Its activity is attributed to its hydrazide functionality, which can interfere with enzymatic processes involved in cell wall synthesis. The compound is also used as an intermediate in the synthesis of various antitumor agents, and its derivatives have been evaluated for anticancer activity in vitro. These studies confirm the compound’s potential as a pharmacophore for drug development.
ln Vivo
In vivo activity of 2-pyridinecarbohydrazide has been less extensively studied, as the compound is primarily used as a synthetic intermediate rather than a therapeutic agent. However, its antitubercular activity suggests potential in vivo efficacy against mycobacterial infections. The compound’s derivatives have been evaluated in animal models for antitumor activity. Further in vivo studies would be needed to fully characterize its pharmacokinetic and pharmacodynamic properties. The compound’s primary value in research lies in its role as a versatile building block for the synthesis of more complex bioactive molecules.
Enzyme Assay
In vitro enzyme assays for 2-pyridinecarbohydrazide are not commonly performed, as the compound is primarily used as a synthetic intermediate rather than a direct enzyme inhibitor. However, when studying its antitubercular activity, assays may involve measuring its effect on mycolic acid biosynthesis in mycobacterial cell-free extracts. Radiolabeled precursors such as 14C-acetate are used to track mycolic acid synthesis, and the incorporation of label is measured in the presence and absence of the compound. These assays help elucidate the mechanism of action and confirm the compound’s target in the mycolic acid biosynthesis pathway.
Cell Assay
In vitro cellular assays for 2-pyridinecarbohydrazide are conducted in mycobacterial cultures to assess its antitubercular activity. M. tuberculosis or M. smegmatis is cultured in appropriate medium and treated with varying concentrations of the compound. Bacterial growth is monitored by optical density or colony counting. The minimum inhibitory concentration (MIC) is determined. Cytotoxicity assays in mammalian cell lines (e.g., Vero cells) are performed to assess selectivity. For antitumor applications, cancer cell lines are treated with derivatives of 2-pyridinecarbohydrazide, and cell proliferation and apoptosis are measured. These assays confirm the compound’s biological activity and guide further drug development.
Animal Protocol
In vivo animal experiments with 2-pyridinecarbohydrazide are not extensively documented, as the compound is primarily used as a research intermediate rather than a therapeutic agent. However, its antitubercular activity has been evaluated in mouse models of tuberculosis infection. Mice are infected with M. tuberculosis and treated with the compound or its derivatives via oral or parenteral administration. Bacterial load in lungs and spleen is measured, and survival is monitored. For antitumor studies, derivatives of 2-pyridinecarbohydrazide have been evaluated in xenograft models. These studies help define the in vivo efficacy and potential therapeutic applications of the compound and its derivatives.
ADME/Pharmacokinetics
Pharmacokinetic data for 2-pyridinecarbohydrazide are limited, as the compound is primarily used as a synthetic intermediate rather than a drug candidate. It has a molecular weight of 137.14 and is soluble in organic solvents. Its small molecular size and hydrazide functionality suggest it could be orally bioavailable, but specific PK parameters have not been extensively reported. The compound’s stability in solution has rarely been reported. For research use, it is typically handled as a solid and stored under standard laboratory conditions. Further PK studies would be needed if the compound were to be developed as a therapeutic agent.
Toxicity/Toxicokinetics
Toxicological data for 2-pyridinecarbohydrazide are limited. The compound is intended for research use only and is not approved for human therapeutic use. As a hydrazide derivative, it may have potential toxicity concerns, as some hydrazides are known to be hepatotoxic or genotoxic. However, comprehensive toxicological evaluations have not been extensively published. Standard laboratory safety precautions should be followed when handling this compound. Further toxicity studies would be required to support any potential clinical development. The compound should be handled with appropriate personal protective equipment.
Additional Infomation
2-Pyridinecarbohydrazide is a versatile building block and intermediate used in various fields of synthesis. It is also known as 2-pyridinecarboxylic acid hydrazide or picolinic acid hydrazide. The compound is used in the synthesis of antibiotics for the treatment of Mycobacterium tuberculosis and as an intermediate for antitumor agents. Its hydrazide functional group makes it a valuable precursor for the synthesis of hydrazones, acylhydrazines, and other bioactive compounds. The compound is also used in coordination chemistry and as a chelating ligand. It is available in high purity (≥98%) for research applications. Its versatility and small molecular size make it a useful tool in medicinal chemistry and drug discovery.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C₆H₇N₃O
Molecular Weight
137.14
Exact Mass
137.058
CAS #
1452-63-7
PubChem CID
255881
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Melting Point
100°C
Index of Refraction
1.584
LogP
-0.83
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
10
Complexity
126
Defined Atom Stereocenter Count
0
SMILES
O=C(C1=C([H])C([H])=C([H])C([H])=N1)N([H])N([H])[H]
InChi Key
BAQLNPIEFOYKNB-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H7N3O/c7-9-6(10)5-3-1-2-4-8-5/h1-4H,7H2,(H,9,10)
Chemical Name
pyridine-2-carbohydrazide
Synonyms
2Pyridinecarbohydrazide; 2 Pyridinecarbohydrazide
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 : ~100 mg/mL (~729.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (18.23 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 25.0 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: ≥ 2.5 mg/mL (18.23 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 25.0 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: ≥ 2.5 mg/mL (18.23 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.2918 mL 36.4591 mL 72.9182 mL
5 mM 1.4584 mL 7.2918 mL 14.5836 mL
10 mM 0.7292 mL 3.6459 mL 7.2918 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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