CAS Number30827-99-7
Synonyms4-(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); 4-(2-Aminoethyl)-benzenesulfonylfluoride hydrochloride; AEBSF HCl
Molecular FormulaC8H11ClFNO2S
Molecular Weight203.23 (free base basis)
Purity>97 (HPLC)%
Boiling Point292.5ºC at 760 mmHg
Melting Point175-177 °C
Appearancesolid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 30827-99-7 |
| Catalog No. | 2A-9004757 |
| Chinese Name | 4-(2-氨乙基)苯磺酰氟盐酸盐(AEBSF) |
| 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); 4-(2-Aminoethyl)-benzenesulfonylfluoride hydrochloride; AEBSF HCl |
| Molecular Formula | C8H11ClFNO2S |
| Molecular Weight | 203.23 (free base basis) |
| Purity | >97 (HPLC) |
| Boiling Point | 292.5ºC at 760 mmHg |
| Melting Point | 175-177 °C |
| Appearance | solid |
| Water Solubility | 10 g/L (20 ºC) |
| Storage Condition | Sealed, stored at 0-6ºC |
| Packaging | II |
| Application | AEBSF is an irreversible inhibitor of serine proteases such as chymotrypsin, kallikrein, plasmin, thrombin and trypsin. |
| HTC | 2921499090 |
| UN(IATA) | UN 3261 |
| MDL Number | MFCD00132962 |
| SMILES | F[S](=O)(=O)c1ccc(cc1)CCN.[Cl-].[H+] |
| InChI | 1S/C8H10FNO2S.ClH/c9-13(11,12)8-3-1-7(2-4-8)5-6-10;/h1-4H,5-6,10H2;1H |
| InChI Key | WRDABNWSWOHGMS-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352202 |
| Hazard Symbols | 8 |
| Risk Codes | R34 |
| Safety Description | S26;S36/37/39;S45 |
| MSDS | msds/4757_1_30827_99_7.pdf |
| Bioactivity | AEBSF is an irreversible inhibitor of serine proteases, such as chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Thrombin Research 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) |
| Use of | AEBSF is an irreversible inhibitor of serine proteases, such as chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. Properties Articles117 Name 4-(2-aminoethyl)benzenesulfonyl fluoride,hydrochloride Synonym More Synonyms AEBSF HCl Biological Activity Description AEBSF is an irreversible inhibitor of serine proteases, such as chymotrypsin, kallikrein, plasmin, thrombin, and trypsin. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Thrombin Research 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]. 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 Exact Mass 239.018311 PSA 68.54000 LogP 3.42910 InChIKey WRDABNWSWOHGMS-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3261 International Maritime Transport Danger Regulations: 3261 International Air Transport Danger Regulations: 3261 14.2 United Nations shipping name European Land Transport Dangerous Regulations: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (4-(2-Aminoethyl) benzenesulfonylfluoride hydrochloride) IMDG Code: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (4-(2-Aminoethyl) benzenesulfonylfluoride hydrochloride) International Air Transport Risk Regulations: Corrosive solid, acidic, organic, n.o.s. (4-(2-Aminoethyl) benzenesulfonylfluoride hydrochloride) 14.3 Transport hazard categories European Dangerous Regulations for land transport: 8 International Dangerous Regulations for sea transport: 8 International Dangerous Regulations for air transport: 8 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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