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Pentane-1,5-diamine dihydrochloride

Cat No.:V82124 Purity: ≥98%
Pentane-1,5-diamine diHCl is an endogenously produced metabolite.
Pentane-1,5-diamine dihydrochloride
Pentane-1,5-diamine dihydrochloride Chemical Structure CAS No.: 1476-39-7
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes
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Product Description
Pentane-1,5-diamine diHCl is an endogenously produced metabolite.
Pentane-1,5-diamine dihydrochloride (Cadaverine dihydrochloride) (CAS: 1476-39-7) is a biogenic diamine formed by bacterial decarboxylation of lysine. It is a naturally occurring polyamine found in various tissues of animals and plants. It serves as a biochemical research tool.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
Pentane-1,5-diamine targets polyamine metabolism pathways. It is a substrate for diamine oxidase and copper-dependent amine oxidases. It also interacts with cellular polyamine transport systems and can affect ornithine decarboxylase (ODC) activity, the rate-limiting enzyme in polyamine biosynthesis.
ln Vitro
In vitro, Pentane-1,5-diamine has been shown to inhibit ornithine decarboxylase (ODC), affecting spermidine and spermine synthesis. It can be used in bacterial culture studies to investigate polyamine transport and metabolism. It also serves as a substrate for amine oxidase enzymes in biochemical assays.
ln Vivo
In animal studies, Pentane-1,5-diamine dihydrochloride is used to study polyamine metabolism in vivo. It is administered to rodents via intraperitoneal injection to investigate its effects on cell proliferation, differentiation, and apoptosis. It can also be used to model polyamine dysregulation.
Enzyme Assay
A non-cell assay involves using Pentane-1,5-diamine as a substrate for diamine oxidase or copper-dependent amine oxidase. The reaction produces hydrogen peroxide and aldehyde products. Activity is measured spectrophotometrically via a coupled assay with HRP and a chromogenic substrate (e.g., o-dianisidine or Amplex Red).
Cell Assay
For cell studies, Pentane-1,5-diamine dihydrochloride is dissolved in culture medium (1-10 mM, pH adjusted) and added to bacterial or eukaryotic cell cultures. It is used to study polyamine transport in E. coli, to investigate the effects of exogenous diamines on cell proliferation, and as a tool to deplete intracellular polyamine pools.
Animal Protocol
In animal experiments, Pentane-1,5-diamine dihydrochloride is typically administered to rodents by intraperitoneal injection (50-200 mg/kg) or added to drinking water. Chronic treatment leads to inhibition of ornithine decarboxylase activity and reduction of spermidine levels. Tissues are collected for polyamine analysis by HPLC.
ADME/Pharmacokinetics
Pentane-1,5-diamine is absorbed from the gut and distributed to various tissues. It is rapidly metabolized by diamine oxidase and polyamine oxidase, with a short half-life in circulation (minutes). Its oral bioavailability is low due to extensive first-pass metabolism in the intestine and liver.
Toxicity/Toxicokinetics
Pentane-1,5-diamine is toxic in large doses, with an intraperitoneal LD₅0 in mice of approximately 500 mg/kg. High doses can cause neurotoxicity, including convulsions and tremors, due to interference with neurotransmitter systems. The dihydrochloride salt may cause local irritation.
Additional Infomation
Cadaverine dihydrochloride is a hydrochloride formed by the reaction of cadaverine with 2 mol equivalents of hydrogen chloride. It contains cadaverine (2+).
Pentane-1,5-diamine dihydrochloride is used as a biochemical tool in polyamine research, as a standard for GC-MS and LC-MS analysis of biogenic amines in food and clinical samples, and for studying bacterial metabolism (e.g., cadaverine tolerance in E. coli K12). It is not an approved drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H16CL2N2
Molecular Weight
175.10
Exact Mass
174.069
CAS #
1476-39-7
PubChem CID
80282
Appearance
White to off-white solid powder
Density
1.03 g/mL at 20 °C
Boiling Point
179ºC at 760 mmHg
Melting Point
260-262 °C(lit.)
Flash Point
76.5ºC
Vapour Pressure
0.961mmHg at 25°C
LogP
3.078
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
4
Heavy Atom Count
9
Complexity
25.3
Defined Atom Stereocenter Count
0
SMILES
C(CCN)CCN.Cl
InChi Key
FGNLEIGUMSBZQP-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H14N2.2ClH/c6-4-2-1-3-5-7;;/h1-7H2;2*1H
Chemical Name
pentane-1,5-diamine;dihydrochloride
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, 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)
DMSO :~100 mg/mL (~571.10 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.28 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 (14.28 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 (14.28 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 5.7110 mL 28.5551 mL 57.1102 mL
5 mM 1.1422 mL 5.7110 mL 11.4220 mL
10 mM 0.5711 mL 2.8555 mL 5.7110 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:

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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

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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  • 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
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  • 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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