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β-Aminopropionitrile HCl

β-Aminopropionitrile (BAPN) HCl is a specific, irreversible, orally bioactive aminoacyl oxidase (LOX) inhibitor.
β-Aminopropionitrile HCl
β-Aminopropionitrile HCl Chemical Structure CAS No.: 646-03-7
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of β-Aminopropionitrile HCl:

  • β-Aminopropionitrile
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
β-Aminopropionitrile (BAPN) HCl is a specific, irreversible, orally bioactive aminoacyl oxidase (LOX) inhibitor. β-Aminopropionitrile HCl targets the active site of LOX or LOXL isoenzymes.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In an in vitro insulin resistance model, β-Aminopropionitrile (BAPN) increases glucose uptake and normalizes the expression of GLUT4 and adiponectin[1]. β-Aminopropionitrile (500 μM; 72 h) suppresses cervical cancer cells' ability to invade and migrate in vitro, as well as the morphological and marker protein alterations brought on by hypoxia-induced EMT[2].
ln Vivo
In rats with diet-induced obesity, β-Aminopropionitrile (BAPN) (100 mg/kg/day; po; 6 weeks) improves the metabolic profile and decreases body weight gain[1]. C57BL/6 mice are given β-Aminopropionitrile monofumarate (1 g/kg/day; po; 4 weeks) to induce thoracic aortic dissection[3].
Cell Assay
Western Blot Analysis[1]
Cell Types: 3T3-L1 adipocytes
Tested Concentrations: 200 μM with 1.15 nM and 2.87 nM TNFα
Incubation Duration: 72 h
Experimental Results: TNFα decreased expression of GLUT4 and adiponectin, and increased SOCS3 protein levels in these cells. And these effects were prevented. Cell Invasion Assay[2]
Cell Types: HeLa and SiHa cells
Tested Concentrations: 500 μM
Incubation Duration: 72 h
Experimental Results: Dramatically decreased hypoxia- elicited cell invasion in both cell models.

Cell Migration Assay [2]
Cell Types: HeLa and SiHa cells
Tested Concentrations: 500 μM
Incubation Duration: 72 h
Experimental Results: diminished hypoxia-induced migration from 180 and 240% to 60 and 70% in HeLa and SiHa cells, respectively.

Western Blot Analysis[2]
Cell Types: HeLa and SiHa cells
Tested Concentrations: 500 μM
Incubation Duration: 72 h
Experimental Results: Effectively prevented hypoxia-induced downregulation of E-cadherin and strongly inhibited hypoxia-induced upregulation of α-SMA and vimentin.
Animal Protocol
Animal/Disease Models: Male Wistar rats of 150 g, high-fat diet (HFD) model[1]
Doses: 100 mg/kg/day
Route of Administration: In the drinking water, 6 weeks
Experimental Results: Dramatically prevented the rise in body weight in HFD rats, but not in animals that were fed a standard diet. decreased the increase in the weight of white adipose tissue (both epididymal and lumbar) in obese animals and attenuated their enhanced adiposity. Improved fasted glucose and insulin levels and consequently decreased HOMA index in the HFD group. Improved insulin signaling in adipose tissue from obese animals.

Animal/Disease Models: C57BL/6 mice[3]
Doses: 1 g/kg/day
Route of Administration: In the drinking water, 4 weeks
Experimental Results: Induce thoracic aortic dissection (TAD) in all mice with 24 h of Ang II infusion. Caused 87% of C57BL/6 mice to develop TAD without Ang II.
References

[1]. The lysyl oxidase inhibitor β-aminopropionitrile reduces body weight gain and improves the metabolic profile in diet-induced obesity in rats. Dis Model Mech. 2015 Jun;8(6):543-51.

[2]. Inactivation of lysyl oxidase by β-aminopropionitrile inhibits hypoxia-induced invasion and migration of cervical cancer cells. Oncol Rep. 2013 Feb;29(2):541-8.

[3]. β-Aminopropionitrile monofumarate induces thoracic aortic dissection in C57BL/6 mice. Sci Rep. 2016 Jun 22;6:28149.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H6N2.HCL
Molecular Weight
106.55408
Exact Mass
106.03
CAS #
646-03-7
Related CAS #
β-Aminopropionitrile; 151-18-8
PubChem CID
12244473
Appearance
White to light yellow solid
Source
Endogenously produced metabolite
LogP
1.361
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
1
Heavy Atom Count
6
Complexity
49.2
Defined Atom Stereocenter Count
0
SMILES
C(CN)C#N.Cl
InChi Key
SOWHACJNMKTTRC-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H6N2.ClH/c4-2-1-3-5;/h1-2,4H2;1H
Chemical Name
3-aminopropanenitrile;hydrochloride
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 (~938.5 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (23.46 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 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 DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and 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 (23.46 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 DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
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.

Solubility in Formulation 3: ≥ 2.5 mg/mL (23.46 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 9.3853 mL 46.9263 mL 93.8527 mL
5 mM 1.8771 mL 9.3853 mL 18.7705 mL
10 mM 0.9385 mL 4.6926 mL 9.3853 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.

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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?
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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:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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