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Chemical Structure| 151-18-8 Chemical Structure| 151-18-8

Structure of β-Aminopropionitrile
CAS No.: 151-18-8

Chemical Structure| 151-18-8

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β-Aminopropionitrile (BAPN) is a specific, irreversible, orally active lysyl oxidase (LOX) inhibitor targeting the active sites of LOX or LOXL isozymes.

Synonyms: BAPN

4.5 *For Research Use Only !

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Product Details of β-Aminopropionitrile

CAS No. :151-18-8
Formula : C3H6N2
M.W : 70.09
SMILES Code : N#CCCN
Synonyms :
BAPN
MDL No. :MFCD00014820
InChI Key :AGSPXMVUFBBBMO-UHFFFAOYSA-N
Pubchem ID :1647

Safety of β-Aminopropionitrile

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H302-H314-H361
Precautionary Statements:P201-P202-P260-P264-P270-P271-P281-P305+P351+P338-P330-P331-P363-P370+P378-P403+P233-P501
Class:8
UN#:2735
Packing Group:

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Primary cardiac fibroblasts 500 µM 7 days Inhibit HG-induced collagen protein upregulation J Adv Res. 2023 Dec;54:223-237
Endothelial cells (C166 cells) 25 μg/mL BAPN and 10 nM Ang I/Ang II 24 hours To investigate the role of MMP8 in Ang I/Ang II-induced VCAM1 expression, results showed Ang I upregulated VCAM1 expression via MMP8 Cells. 2022 Oct 14;11(20):3218
Vascular smooth muscle cells 25 μg/mL BAPN 24-48 hours To investigate the role of MMP8 in BAPN/Ang II-induced SMC inflammation and apoptosis, results showed MMP8 increased SMC apoptosis via ROS generation Cells. 2022 Oct 14;11(20):3218
Human valvular interstitial cells (VICs) 0.5 mM 24-hours pretreatment followed by continuous culture To evaluate the effect of BAPN on oxidative stress and calcification in VICs. Results showed that BAPN significantly reduced superoxide anion levels and calcium deposition. Antioxidants (Basel). 2024 Apr 26;13(5):523
HT22 cells 1 mM 30 minutes Inhibited LysOX activity, reduced glutamate- or erastin-induced neuronal death and lipid ROS accumulation. Acta Pharm Sin B. 2022 Sep;12(9):3513-3528
LX-2 cells 1.0 mg/mL 48 hours To evaluate the inhibitory effect of BAPN on LOXL2 and α-SMA expression in TGFβ-activated LX-2 cells. Results showed that BAPN significantly downregulated TGFβ-induced LOXL2 and α-SMA expression. J Nanobiotechnology. 2023 Jun 16;21(1):195
Vascular smooth muscle cells 25 µg/mL 48 hours To investigate the effect of BAPN on vascular smooth muscle cell phenotypic modulation, results showed that NE gene inactivation prevents BAPN-induced SMC phenotypic switching. Arterioscler Thromb Vasc Biol. 2023 Oct;43(10):1900-1920

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice Intervertebral disc herniation injury model Oral (via drinking water) ~125 mg/kg/day From embryonic day 5.5 until postnatal day 5 (p5) or 14 (p14) To inhibit collagen crosslinking density and evaluate its impact on disc regeneration. Results showed BAPN treatment reduced AF crosslinking density and tissue modulus in p14 mice, leading to fibrotic healing instead of regenerative healing. iScience. 2024 Sep 4;27(10):110883
Mice BAPN-induced thoracic aortic dissection model Drinking water 0.25% BAPN (wt/vol) 4 weeks To investigate the role of NE in BAPN-induced thoracic aortic dissection, results showed that NE gene deficiency prevents BAPN-induced TAD formation and development. Arterioscler Thromb Vasc Biol. 2023 Oct;43(10):1900-1920
Mice BAPN-induced TAA model Oral 0.25% BAPN in water Once daily for 4 weeks BAPN successfully induced TAA and thoracic aortic dissection in mice. Nat Commun. 2023 Apr 20;14(1):2265
Mice (ApoE−/−/MMP8−/−) BAPN-induced thoracic aortic dissection model Drinking water 0.25% wt/vol BAPN Continuous for 4 weeks To investigate the role of MMP8 in BAPN-induced thoracic aortic dissection, results showed MMP8 deficiency significantly reduced TAD incidence and aortic elastin fragmentation Cells. 2022 Oct 14;11(20):3218
C57BL/6J mice BAPN-induced aortic dissection model Oral administration via drinking water 0.3% BAPN Continuous for 4 weeks The BAPN-induced aortic dissection model was used to study the pathological mechanisms of aortic dissection. Results showed that BAPN-induced mice exhibited significant aortic dilation and dissection, accompanied by abnormal expression of ferroptosis markers (HMOX1, ACSL4, and 4-HNE), as well as elevated levels of ferrous iron and lipid peroxidation. Cell Death Dis. 2024 Dec 18;15(12):900
C57BL/6 mice Abdominal aortic aneurysm model Oral 0.4% BAPN drinking water For 2 weeks Induce abdominal aortic aneurysm formation Clin Sci (Lond). 2023 Oct 11;137(19):1533-1545
C57BL/10 mice BAPN-induced TAAD model Drinking water 0.5 g/kg Daily administration for 28 days To study the pathogenesis and progression of TAAD, identifying the critical role of macrophages in TAAD development Cell Discov. 2022 Feb 8;8(1):11
Mice (C57BL/6J) Β-Aminopropionitrile monofumarate (BAPN)-induced TAD model Drinking water 0.5 g/kg/day Once daily for 28 days Investigate the effect of KLF15 deficiency on BAPN-induced TAD. Results showed that KLF15-deficient mice had a significantly higher incidence of TAD (70%) compared to wild-type mice (35%), accompanied by aggravated aortic dilation and vascular inflammation. J Biol Chem. 2024 May;300(5):107260
C57BL/6J mice Β-Aminopropionitrile-induced thoracic aortopathy model Drinking water 0.5% wt/vol Continuous for 4 weeks To investigate whether β-aminopropionitrile-induced thoracic aortopathies can be attenuated by inhibition of the renin-angiotensin system. Results showed that inhibition of either angiotensin II action or production did not attenuate β-aminopropionitrile-induced thoracic aortopathies. Arterioscler Thromb Vasc Biol. 2022 Oct;42(10):1254-1261
Sprague-Dawley rats TAAD model with BAPN pre-treatment and METH exposure Intragastric administration 1 g/kg Every 24 hours for 4 weeks To establish a TAAD model with BAPN pre-treatment and METH exposure. Results showed that the combination of BAPN and METH caused thoracic aortic aneurysm/dissection in 60% of rats. Biochim Biophys Acta Mol Basis Dis. 2022 Sep 1;1868(9):166447
Mice BAPN-induced TAD mouse model Drinking water 1 g/kg per day Daily for 4 weeks SGK1 deficiency or pharmacological blockade inhibits vascular degeneration and TAD progression, suppressing VSMC phenotypic transformation. Arterioscler Thromb Vasc Biol. 2025 Feb;45(2):238-259
C57BL/6J mice BAPN-induced thoracic aortic dissection model Oral 1 g/kg/day Once daily for 4 weeks To study BAPN-induced thoracic aortic dissection formation, results showed BAPN promoted thoracic aortic dilation and dissection. Mol Med. 2024 Sep 19;30(1):154
C57BL/6 mice BAPN-induced aortic aneurysm and dissection (AAD) model Oral administration via drinking water 1 g/kg/day Once daily for four weeks To evaluate the effect of miR-1204 inhibition on BAPN-induced AAD formation. Results showed that inhibition of miR-1204 reduced the incidence and mortality of AAD and attenuated vascular cell senescence. Nat Commun. 2024 Jul 16;15(1):5985
C57BL/6 mice Streptozotocin-induced diabetic model Intraperitoneal injection 100 mg/kg/day Every two days for 14 weeks Inhibit Lox expression, alleviate cardiac dysfunction and fibrosis in diabetic mice J Adv Res. 2023 Dec;54:223-237
BALB/c female mice CCl4-induced liver fibrosis model Tail vein injection 125 mg/kg Once daily for 4 weeks To evaluate the inhibitory effect of BAPN on LOXL2 expression and collagen crosslinking in CCl4-induced liver fibrosis model. Results showed that BAPN significantly reduced serum LOXL2 levels and LOXL2 and Col1A2 expression in the liver, and partially decreased collagen deposition. J Nanobiotechnology. 2023 Jun 16;21(1):195
C57BL/6J mice BAPN-induced TAD model Oral administration via drinking water 1g/kg/day Consecutive 4 weeks Establish TAD model for studying the role of NINJ1 in TAD formation. BMC Med. 2023 Oct 20;21(1):396
Mice Fbn1C1041G/+ mice and wild-type (WT) mice Intraperitoneal injection 300 mg/kg Daily for 8 weeks To test the effects of BAPN on optic nerve and elastic fibers in Fbn1C1041G/+ and WT mice. Results showed that BAPN treatment exacerbated optic nerve and axon expansion in Fbn1C1041G/+ mice and altered the ultrastructure of elastic fibers in the optic nerve pia mater. Am J Pathol. 2024 Jul;194(7):1317-1328
C57BL/6J mice Acute aortic dissection model Drinking water 5 g/L (drinking water) Continuous administration Induce acute aortic dissection and observe immune response Sci Rep. 2024 Jun 28;14(1):14893
C57BL/6J mice KA-induced seizure mouse model Intraperitoneal injection 50 or 100 mg/kg Once daily for seven days Significantly blocked seizure-induced ferroptosis and alleviated neuronal damage. Acta Pharm Sin B. 2022 Sep;12(9):3513-3528

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

14.27mL

2.85mL

1.43mL

71.34mL

14.27mL

7.13mL

142.67mL

28.53mL

14.27mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
 

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