| Chemical & Physical Properties | |
|---|---|
| CAS Number | 76684-89-4 |
| Catalog No. | 2A-9048022 |
| Chinese Name | 阿洛司他丁酸 |
| Synonyms | Loxistatin acid; L-TRANS-EPOXYSUCCINYL-LEU-3-METHYLBUTYLAMIDE; anecarboxylicacid |
| Molecular Formula | C15H26N2O5 |
| Molecular Weight | 314.38 |
| Purity | 98.00 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 596.4±50.0 °C at 760 mmHg |
| Storage Condition | −20°C |
| Application | E 64c is a derivative of a natural epoxide inhibitor of cysteine proteases, an inhibitor of calcium ion-activated neutral protease (CANP), and a weak irreversible inhibitor of cathepsin C. |
| PubChem ID | 855916 |
| MDL Number | C15H26N2O5 |
| SMILES | CC(C)CCNC(=O)C(CC(C)C)NC(=O)C1OC1C(=O)O |
| InChI | InChI=1S/C15H26N2O5/c1-8(2)5-6-16-13(18)10(7-9(3)4)17-14(19)11-12(22-11)15(20)21/h8-12H,5-7H2,1-4H3,(H,16,18)(H,17,19)(H,20,21)/t10-,11-,12-/m0/s1 |
| InChI Key | SCMSYZJDIQPSDI-SRVKXCTJSA-N |
| Hazard Symbols | transportation |
| MSDS | msds/48022_1_76684_89_4.pdf |
| Bioactivity | E 64c is a derivative of naturally occurring epoxide inhibitor of cysteine proteases, a Calcium-activated neutral protease (CANP) inhibitor and a very weak irreversible cathepsin C inhibitor. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin Research Areas >> Metabolic Disease Target Cysteine proteases[1], CANP[2], Cathepsin C[3]. In Vitro E-64c, a derivative of naturally occurring epoxide inhibitor of cysteine proteases, with papain; especially with regard to the hydrogen bonding and hydrophobic interactions of the ligands with conserved residues in the catalytic binding site[1]. E 64c (k2/Ki=140±5M-1s-1) is demonstrated to be a lead structure for the development of irreversible cathepsin C inhibitors[3]. In Vivo The t-1/2 of plasma E-64c is 0.48 hours. The hemodynamic effects of E-64c are absent at this dose. Using two way analysis of variance, the effects of reperfusion (p=0.0016) or E-64c (p=0.0226) per se on infarct size are significant. In comparing Group A with Group B and Group C with Group D, the depletion of CPK in the E-64c treated groups (Groups A and C) is slightly less than in the vehicle-injected groups (Groups B and D). The insufficient effect of E-64c alone may be explained by the early administration and relatively short t-1/2. Since the effectiveness of NCO-700 has been established,6),7) our findings might indicate a small but beneficial effect of E-64c on infarct size and CPK content[2]. Animal Admin Dogs[2] Studies are carried out in 83 mongrel dogs with a mean weight of 11.2kg. They are anesthetized with intravenous sodium thiamylal (7mg/kg). An intravenous bolus of E-64c (100mg/kg), dissolved in saturated sodium bicarbonate, is administered immediately before the occlusion and after reperfusion in Group A (n=17), whereas Group B (n=17) receive only the vehicle solution at these times. In the remaining 49 dogs (Groups C and D), the LAD is permanently ligated at the same level and an intravenous bolus of either Loxistatin acid (100mg/kg) (Group C; n=24) or vehicle only (Group D; n=25) is given immediately before and 1 hour after the ligation. The dose of E-64c is designed for its possible use in clinical practice and the estimated intramyocardial Loxistatin acid molecular concentration is 1,000 times that of total mCANP[2]. References [1]. Khan MS, et al. Design, synthesis, evaluation and thermodynamics of 1-substituted pyridylimidazo[1,5-a]pyridine derivatives as cysteine protease inhibitors. PLoS One. 2013 Aug 5;8(8):e69982. [2]. Toda G, et al. Calcium-activated neutral protease inhibitor (E-64c) and reperfusion for experimental myocardial infarction. Jpn Heart J. 1989 May;30(3):375-86. [3]. Radzey H, et al. E-64c-hydrazide: a lead structure for the development of irreversible cathepsin C inhibitors. ChemMedChem. 2013 Aug;8(8):1314-21. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 596.4±50.0 °C at 760 mmHg Molecular Formula C15H26N2O5 Molecular Weight 314.377 Flash Point 314.5±30.1 °C Exact Mass 314.184174 PSA 108.03000 LogP 1.36 Vapour Pressure 0.0±3.6 mmHg at 25°C Index of Refraction 1.504 InChIKey SCMSYZJDIQPSDI-SRVKXCTJSA-N SMILES CC(C)CCNC(=O)C(CC(C)C)NC(=O)C1OC1C(=O)O Storage condition −20°C |
| Use of | Properties Articles31 Synonym More Synonyms Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin Research Areas >> Metabolic Disease Cysteine proteases[1], CANP[2], Cathepsin C[3]. References [1]. Khan MS, et al. Design, synthesis, evaluation and thermodynamics of 1-substituted pyridylimidazo[1,5-a]pyridine derivatives as cysteine protease inhibitors. PLoS One. 2013 Aug 5;8(8):e69982. Chemical & Physical Properties Molecular Formula C15H26N2O5 Exact Mass 314.184174 PSA 108.03000 Index of Refraction 1.504 InChIKey SCMSYZJDIQPSDI-SRVKXCTJSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 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 |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| 4-(3-Methyl-1,2,4-oxadiazol-5-yl)aniline | 76635-31-9 | 2A-9048016 |
| Cefbuperazone sodium | 76648-01-6 | 2A-9048017 |
| Disodium 2,2'-dihydroxy-4,4'-dimethoxy-5,5'-disulfobenzophenone | 76656-36-5 | 2A-9048019 |
| 4-[(5-Bromo-2-pyrimidinyl)oxy]aniline | 76660-37-2 | 2A-9048020 |
| Flutriafol | 76674-21-0 | 2A-9048021 |
| 2-(Isopropylsulphonyl)aniline | 76697-50-2 | 2A-9048023 |
| Diniconazole | 76714-88-0 | 2A-9048026 |
| Pyranoridine phosphate | 76748-86-2 | 2A-9048029 |
| 4,5-Dimethyl-2-ethyl-3-thiazoline | 76788-46-0 | 2A-9048032 |
| 4-[(2R)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol | 76792-97-7 | 2A-9048033 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS