CAS 30827-99-7|AEBSF HCl
| Common Name | AEBSF HCl | ||
|---|---|---|---|
| CAS Number | 30827-99-7 | Molecular Weight | 239.695 |
| Density | / | Boiling Point | 292.5ºC at 760 mmHg |
| Molecular Formula | C8H11ClFNO2S | Melting Point | 175-177 °C |
| MSDS | ChineseUSA | Flash Point | 130.7ºC |
| Symbol | GHS05 | Signal Word | Danger |
Names
| Name | 4-(2-aminoethyl)benzenesulfonyl fluoride,hydrochloride |
|---|---|
| Synonym | More Synonyms |
AEBSF HCl BiologicalActivity
| Description | AEBSF is an irreversible inhibitor of serine proteases, such as chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>ThrombinResearch Areas >>Others |
| In Vitro | AEBSF inhibits the constitutive production of Aβ by directly inhibiting β-secretase in five different human cell lines, both neural and nonneural[1]. AEBSF, as a serine protease inhibitor, inhibits the lysis of leukemic cells by human macrophages without inhibiting macrophage secretion of TNF-α and IL-1β[2]. AEBSF also disturbs the growth of blastocysts on endometrial cells and inhibit the adhesion of HeLa cells on HUVECs by altering the protein secretion pattern[4]. |
| In Vivo | AEBSF (76.8 mg/kg daily, i.p.) results in prolongation of the survival of mice that have been given a lethal T. gondii infection[3]. AEBSF also reduces airway response and underlying inflammation in cockroach allergen-induced murine model[4]. |
| Cell Assay | The HeLa cells suspended in RPMI-1640 media containing 10% FCS are plated into each well of a 96-well microplate (5×103 cells/200 μL/well). After incubation for 24 h at 37°C, cells are treated with different doses of AEBSF (0, 25, 50, 100 μg/mL) for 48 h. Then, 20 μL fresh 3-(4,5)-dimethylthiahiazo (-z-y1)-3,5-diphenytetrazoliumromide (MTT) reagent (5 μg/μL) is added into each well, and cells are cultured at 37°C in 5% CO2 for another 4 h. The media are discarded carefully, and 150 μL DMSO is added. Absorbance is read on a microplate reader at dual wavelengths of 540 and 620 nm. |
| Animal Admin | Mice injected with 2.5×103 parasites are randomLy assigned to one of the treatment groups according to the treatment given: without drugs (control group), vehicle alone (vehicle control group), pyrimethamine alone at different doses, LY311727 alone at different doses, AEBSF alone at different doses or AEBSF 76.8 mg/kg plus pyrimethamine 10 mg/kg. Each treatment group consists of 10 animals. Treatment is initiated 24 h after parasite inoculation and is continued for seven consecutive days. Mouse survival is monitored daily and continued in live mice until 15 days post-infection. All experiments are performed three times and the data shown represent the cumulative results. |
| References | [1]. Citron M, et al. Inhibition of amyloid beta-protein production in neural cells by the serine protease inhibitor AEBSF. Neuron. 1996 Jul;17(1):171-9 [2]. Nakabo Y, et al. Lysis of leukemic cells by human macrophages: inhibition by 4-(2-aminoethyl)-benzenesulfonyl fluoride (AEBSF), a serine protease inhibitor. J Leukoc Biol. 1996 Sep;60(3):328-36. [3]. Buitrago-Rey R, et al. Evaluation of two inhibitors of invasion: LY311727 [3-(3-acetamide-1-benzyl-2-ethyl-indolyl-5-oxy)propane phosphonic acid] and AEBSF [4-(2-aminoethyl)-benzenesulphonyl fluoride] in acute murine toxoplasmosis. J Antimicrob Chemother. [4]. Jiang YH, et al. Serine protease inhibitor 4-(2-aminoethyl)benzenesulfonyl fluoride hydrochloride (AEBSF) inhibits the rat embryo implantation in vivo and interferes with cell adhesion in vitro. Contraception. 2011 Dec;84(6):642-8. |
Chemical & Physical Properties
| Boiling Point | 292.5ºC at 760 mmHg |
|---|---|
| Melting Point | 175-177 °C |
| Molecular Formula | C8H11ClFNO2S |
| Molecular Weight | 239.695 |
| Flash Point | 130.7ºC |
| Exact Mass | 239.018311 |
| PSA | 68.54000 |
| LogP | 3.42910 |
| InChIKey | WRDABNWSWOHGMS-UHFFFAOYSA-N |
| SMILES | Cl.NCCc1ccc(S(=O)(=O)F)cc1 |
| Storage condition | 0-6°C |
| Water Solubility | 10 g/L (20 ºC) |
Safety Information
| Symbol | GHS05 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H314 |
| Precautionary Statements | P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | C:Corrosive; |
| Risk Phrases | R34 |
| Safety Phrases | S45-S36/37/39-S26 |
| RIDADR | UN 3261 |
| Packaging Group | II |
| Hazard Class | 8 |
| HS Code | 2921499090 |
Customs
| HS Code | 2921499090 |
|---|---|
| Summary | 2921499090 other aromatic monoamines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0% |
Articles117
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| Hook proteins: association with Alzheimer pathology and regulatory role of hook3 in amyloid beta generation. PLoS ONE 10(3) , e0119423, (2015) Defects in intracellular transport are implicated in the pathogenesis of Alzheimer's disease (AD). Hook proteins are a family of cytoplasmic linker proteins that participate in endosomal transport. In... | |
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Synonyms
| 4-(2-Aminoethyl)benzene-1-sulfonyl fluoride hydrochloride |
| Benzenesulfonyl fluoride, 4-(2-aminoethyl)-, hydrochloride (1:1) |
| 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride |
| 2-[4-(fluorosulfonyl)phenyl]ethanaminium chloride |
| AEBSF |
| AEBSF hydrochloride |
| 4-(2-Aminoethyl)benzenesulphonyl fluoride hydrochloride |
| 4-(2-Aminoethyl)benzenesulfonyl fluoride, hydrochloride |
| MFCD00132962 |
| Pefabloc SC |
| 4-(2-Aminoethyl)benzenesulfonyl fluoride hydrochloride (1:1) |
| Benzenesulfonyl fluoride hydrochloride, 4-(2-aminoethyl)- |
| 4-(2-Aminoethyl)-benzenesulfonylfluoride hydrochloride |
| AEBSF HCl |
