(2-Chloropyridin-4-yl)methanamine hydrochloride
(Synonyms: 2-氯-4-氨甲基吡啶; LOXL2-IN-1 hydrochloride) 目录号 : GC30544
(2-Chloropyridin-4-yl)methanamine hydrochloride是一种高选择性的赖氨酰氧化酶样蛋白-2（LOXL2）抑制剂，其IC50为126nM。
Cas No.:916210-98-5
Sample solution is provided at 25 µL, 10mM.
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(2-Chloropyridin-4-yl)methanamine hydrochloride is a highly selective inhibitor of lysyl oxidase-like protein-2 (LOXL2), with an IC50 of 126nM[1]. LOXL2 is a secreted copper-dependent amine oxidase that catalyzes the cross-linking of lysine residues in collagen and elastin, thereby regulating extracellular-matrix remodeling and playing a key role in tumor metastasis, fibrosis, and tissue repair[2]. (2-Chloropyridin-4-yl)methanamine hydrochloride is widely used in the research of tumor invasion, metastasis and epithelial-mesenchymal transition (EMT) mechanisms[3][4].
In vitro, treatment of cervical cancer cells (SIHA and HELA) with (2-Chloropyridin-4-yl)methanamine hydrochloride (0–2792.5μM; 24–96h) significantly inhibits cell viability (with IC50 values of 465.25μM for SIHA cells and 246.909μM for HELA cells), cell migration, invasion, and proliferation, induces apoptosis, and suppresses malignant transformation by reversing the LOXL2-induced epithelial-mesenchymal transition (EMT) process in a concentration-dependent manner[5]. Treatment of Huh7 and Hep3B cells with (2-Chloropyridin-4-yl)methanamine hydrochloride (50nM; 12h) significantly upregulates FBP1 expression, downregulates Snail, HIF-1α, and VEGF expression, and inhibits cell proliferation, glycolysis, and angiogenesis[6].
In vivo, (2-Chloropyridin-4-yl)methanamine hydrochloride(100μg/kg/day; i.p.; 4 weeks) significantly reduced atrial fibrosis and vulnerability to atrial fibrillation, attenuated atrial inflammation and cardiac hypertrophy, and reversed the activation of the TGF-β1/Smad2/3 pathway and collagen I expression in Angiotensin II-induced mice atrial fibrillation (AF) models[7].
References:
[1] Hutchinson JH, Rowbottom MW, Lonergan D, et al. Small Molecule Lysyl Oxidase-like 2 (LOXL2) Inhibitors: The Identification of an Inhibitor Selective for LOXL2 over LOX. ACS Med Chem Lett. 2017;8(4):423-427.
[2] Moon HJ, Finney J, Ronnebaum T, Mure M. Human lysyl oxidase-like 2. Bioorg Chem. 2014;57:231-241.
[3] Ye C, Jiang S, Zeng T, He S, Cao J, Xiao J. The role of LOXL2 in tumor progression, immune response and cellular senescence: a comprehensive analysis. Discov Oncol. 2024;15(1):245.
[4] Ferreira S, Saraiva N, Rijo P, Fernandes AS. LOXL2 Inhibitors and Breast Cancer Progression. Antioxidants (Basel). 2021;10(2):312.
[5] Peng T, Lin S, Meng Y, et al. LOXL2 small molecule inhibitor restrains malignant transformation of cervical cancer cells by repressing LOXL2-induced epithelial-mesenchymal transition (EMT). Cell Cycle. 2022;21(17):1827-1841.
[6] Fan Z, Zheng W, Li H, et al. LOXL2 upregulates hypoxia inducible factor 1α signaling through Snail FBP1 axis in hepatocellular carcinoma cells. Oncol Rep. 2020;43(5):1641-1649.
[7] Wu Y, Can J, Hao S, Qiang X, Ning Z. LOXL2 Inhibitor Attenuates Angiotensin II-Induced Atrial Fibrosis and Vulnerability to Atrial Fibrillation through Inhibition of Transforming Growth Factor Beta-1 Smad2/3 Pathway. Cerebrovasc Dis. 2022;51(2):188-198.
(2-Chloropyridin-4-yl)methanamine hydrochloride是一种高选择性的赖氨酰氧化酶样蛋白-2（LOXL2）抑制剂，其IC50为126nM[1]。LOXL2是一种分泌型铜依赖性胺氧化酶，可催化胶原蛋白和弹性蛋白中赖氨酸残基的交联，从而调节细胞外基质重塑，并在肿瘤转移、纤维化和组织修复中发挥关键作用[2]。(2-Chloropyridin-4-yl)methanamine hydrochloride广泛用于肿瘤侵袭、转移及上皮-间质转化（EMT）机制的研究[3][4]。
在体外，(2-Chloropyridin-4-yl)methanamine hydrochloride（0–2792.5μM；24–96h）处理宫颈癌细胞（SIHA和HELA）显著抑制细胞活性（SIHA细胞的IC50为465.25μM，HELA细胞的IC50为246.909μM），抑制细胞迁移、侵袭和增殖，诱导凋亡，并通过浓度依赖性方式逆转LOXL2诱导的上皮-间质转化（EMT）过程，从而抑制恶性转化[5]。(2-Chloropyridin-4-yl)methanamine hydrochloride（50nM；12h）处理Huh7和Hep3B细胞显著上调FBP1表达，下调Snail、HIF-1α和VEGF表达，并抑制细胞增殖、糖酵解和血管生成[6]。
在体内，在Angiotensin II诱导的心房颤动（AF）小鼠模型中，(2-Chloropyridin-4-yl)methanamine hydrochloride（100μg/kg/天；腹腔注射；4 周）显著减少了心房纤维化和心房颤动易感性，减轻了心房炎症和心肌肥大，并逆转了TGF-β1/Smad2/3信号通路激活和胶原蛋白I的表达[7]。
| Cell experiment [1]: | |
Cell lines | human cervical cancer cell lines HELA and SIHA |
Preparation Method | The human cervical cancer cell lines HELA and SIHA were cultured in Dulbecco’s modified Eagle’s medium with 10% fetal bovine serum and antibodies (100U/ml penicillin plus streptomycin). They were cultured at 37°C in an incubator containing 5%CO2. One thousand cells were planted in each pore of 96-well plate. After the cells adhered to the wall, (2-Chloropyridin-4-yl)methanamine hydrochloride with different concentrations (0–2792.5μM) were added into the corresponding pore according to the experimental design. The cell viability was measured by the Cell Counting Kit-8 (absorbance=450nm) at 0 hours, 24 hours, 48 hours, 72 hours and 96 hours, respectively. SIHA and HELA cells were harvested after treatment, and further measured by an Annexin V APC (650nm) and 7-AAD(546nm). All experiments were performed three times. |
Reaction Conditions | 0–279.25μM; 24–96h |
Applications | (2-Chloropyridin-4-yl)methanamine hydrochloride significantly inhibits cell viability (with IC50 values of 465.25μM for SIHA cells and 246.909μM for HELA cells) and induces cell apoptosis. |
| Animal experiment [2]: | |
Animal models | male C57BL/6 mice |
Preparation Method | Eight-week-old male C57BL/6 mice were subcutaneously infused with saline or Ang II (2.0mg/kg/day) using osmotic mini-pumps for 4 weeks. The LOXL2 inhibitor, (2-Chloropyridin-4-yl)methanamine hydrochloride (100μg/kg/day), or saline was administered intraperitoneal for 4 weeks. The control mice received saline infusion. After mice were anesthetized with 1% pentobarbital sodium, the heart was obtained and weighed to calculate the ratio of heart weight (HW) to body weight. Then the atrial tissue was collected. Some tissue was snap-frozen in liquid nitrogen for molecular biology analysis. Another tissue was fixed in 4% paraformaldehyde for histological studies. |
Dosage form | 100μg/kg/day; i.p.; 4 weeks |
Applications | (2-Chloropyridin-4-yl)methanamine hydrochloride significantly reduced Angiotensin II-induced atrial fibrosis reversed the activation of the TGF-β1/Smad2/3 pathway and collagen I expression. |
References: | |
| Cas No. | 916210-98-5 | SDF | |
| 别名 | 2-氯-4-氨甲基吡啶; LOXL2-IN-1 hydrochloride | ||
| Canonical SMILES | [H]Cl.ClC1=NC=CC(CN)=C1 | ||
| 分子式 | C6H8Cl2N2 | 分子量 | 179.05 |
| 溶解度 | Water : ≥ 50 mg/mL (279.25 mM);DMSO : ≥ 33 mg/mL (184.31 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.585 mL | 27.9252 mL | 55.8503 mL |
| 5 mM | 1.117 mL | 5.585 mL | 11.1701 mL |
| 10 mM | 0.5585 mL | 2.7925 mL | 5.585 mL |
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| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
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| % DMSO % % Tween 80 % saline | ||||||||||
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2.
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Quality Control & SDS
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- Purity: >98.50%
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