- Siramesine
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- $738.00
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2026-05-11
- CAS:147817-50-3
- Purity:
- Supply Ability: 10g
- SIRAMESINE
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- $5.50
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2020-01-10
- CAS:147817-50-3
- Min. Order: 1g
- Purity: 98%
- Supply Ability: 1kg,10kg,100kg
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| | SIRAMESINE Basic information |
| Product Name: | SIRAMESINE | | Synonyms: | CS-1476;SIRAMESINE;1'-(4-(1-(4-fluorophenyl)-1H-indol-3-yl)butyl)-3H-spiro[isobenzofuran-1,4'-piperidine];1'-(4-(1-(4-FLUOROPHENYL)-1H-INDOL-3-YL)BUTYL)-3H-SPIRO[ISOBENZOFURAN-1,4'-PIPERIDINE].HCL;1'-[4-[1-(4-Fluorophenyl)-1H-indol-3-yl]-1-butyl]spiro[isobenzofuran-1(3H),4'-piperidine];1'-[4-[1-(4-fluorophenyl)indol-3-yl]butyl]spiro[1H-2-benzofuran-3,4'-piperidine];Spiro[isobenzofuran-1(3H),4'-piperidine], 1'-[4-[1-(4-fluorophenyl)-1H-indol-3-yl]butyl]-;1'-(4-(1-(4-fluorophenyl)-1H-indol-3-yl)butyl)-3H-spiro[isobenzofuran-1,4'-piperidine | | CAS: | 147817-50-3 | | MF: | C30H31FN2O | | MW: | 454.58 | | EINECS: | | | Product Categories: | | | Mol File: | 147817-50-3.mol |  |
| | SIRAMESINE Chemical Properties |
| Boiling point | 611.4±55.0 °C(Predicted) | | density | 1.19±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Soluble in DMSO (up to at least 25 mg/ml) | | pka | 9.45±0.20(Predicted) | | form | solid | | color | White | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | | InChI | InChI=1S/C30H31FN2O/c31-25-12-14-26(15-13-25)33-21-23(27-9-2-4-11-29(27)33)7-5-6-18-32-19-16-30(17-20-32)28-10-3-1-8-24(28)22-34-30/h1-4,8-15,21H,5-7,16-20,22H2 | | InChIKey | XWAONOGAGZNUSF-UHFFFAOYSA-N | | SMILES | C12(CCN(CCCCC3C4=C(N(C5=CC=C(F)C=C5)C=3)C=CC=C4)CC1)C1=C(C=CC=C1)CO2 |
| | SIRAMESINE Usage And Synthesis |
| Description | Siramesine (Lu 28-179, 147817-50-3) is a σ2 selective agonist(IC50’s: σ1 = 17nM, σ2 = 0.2nM).1It produced non-sedating potent and long-last anxiolytic effects in rodents.2Siramesine induced caspase-independent programmed cell death in various cancer cell linesviaincreased levels of ROS and lysosomal leakage.3,4,5Mitochondrial destabilization via loss of membrane potential and increased ROS has also been offered as a mechanism of action for the triggering of cell death by Siramesine.6 | | Uses | Treatment of
prostate cancer. | | Brand name | Provenge (Dendreon). | | IC 50 | Sigma 1 Receptor | | References | [1] JENS PERREGAARD. .sigma. Ligands with Subnanomolar Affinity and Preference for the .sigma.2 Binding Site. 1. 3-(.omega.-Aminoalkyl)-1H-indoles[J]. Journal of Medicinal Chemistry, 1995, 38 11: 1998-2008. DOI:10.1021/jm00011a019
[2] C SÁNCHEZ. The selective sigma2-ligand Lu 28-179 has potent anxiolytic-like effects in rodents.[J]. Journal of Pharmacology and Experimental Therapeutics, 1997, 283 3: 1323-1332.
[3] MARIE STAMPE OSTENFELD. Effective tumor cell death by sigma-2 receptor ligand siramesine involves lysosomal leakage and oxidative stress.[J]. Cancer research, 2005, 65 19: 8975-8983. DOI:10.1158/0008-5472.can-05-0269
[4] MARIE STAMPE OSTENFELD. Anti-cancer agent siramesine is a lysosomotropic detergent that induces cytoprotective autophagosome accumulation.[J]. Autophagy, 2008: 487-499. DOI:10.4161/auto.5774
[5] R F DIELSCHNEIDER. Lysosomotropic agents selectively target chronic lymphocytic leukemia cells due to altered sphingolipid metabolism[J]. Leukemia, 2016, 30 6: 1290-1300. DOI:10.1038/leu.2016.4
[6] M HAFNER ČESEN. Siramesine triggers cell death through destabilisation of mitochondria, but not lysosomes[J]. Cell Death & Disease, 2013, 4 10: e818-e818. DOI:10.1038/cddis.2013.361 |
| | SIRAMESINE Preparation Products And Raw materials |
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