SIRAMESINE
- Product Name
- SIRAMESINE
- CAS No.
- 147817-50-3
- Chemical Name
- SIRAMESINE
- Synonyms
- CS-1476;SIRAMESINE;1'-[4-[1-(4-fluorophenyl)indol-3-yl]butyl]spiro[1H-2-benzofuran-3,4'-piperidine];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];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]-1-butyl]spiro[isobenzofuran-1(3H),4'-piperidine];1'-(4-(1-(4-FLUOROPHENYL)-1H-INDOL-3-YL)BUTYL)-3H-SPIRO[ISOBENZOFURAN-1,4'-PIPERIDINE].HCL
- CBNumber
- CB52446500
- Molecular Formula
- C30H31FN2O
- Formula Weight
- 454.58
- MOL File
- 147817-50-3.mol
SIRAMESINE Property
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B1297
- Product name
- Siramesine
- Packaging
- 5mg
- Price
- $258
- Updated
- 2021/12/16
- Product number
- B1297
- Product name
- Siramesine
- Packaging
- 10mg
- Price
- $391
- Updated
- 2021/12/16
- Product number
- B1297
- Product name
- Siramesine
- Packaging
- 25mg
- Price
- $567
- Updated
- 2021/12/16
- Product number
- B1297
- Product name
- Siramesine
- Packaging
- 50mg
- Price
- $927
- Updated
- 2021/12/16
- Product number
- orb181320
- Product name
- Siramesine
- Purity
- >98%
- Packaging
- 100mg
- Price
- $950.3
- Updated
- 2021/12/16
SIRAMESINE Chemical Properties,Usage,Production
Description
Siramesine (Lu 28-179, 147817-50-3) is a σ2 selective agonist?(IC50’s: σ1 = 17nM, σ2 = 0.2nM).1?It produced non-sedating potent and long-last anxiolytic effects in rodents.2?Siramesine induced caspase-independent programmed cell death in various cancer cell lines?via?increased levels of ROS and lysosomal leakage.3,4,5?Mitochondrial 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
Raw materials
Preparation Products
SIRAMESINE Suppliers
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View Lastest Price from SIRAMESINE manufacturers
- Product
- SIRAMESINE 147817-50-3
- Price
- US $5.50/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 1kg,10kg,100kg
- Release date
- 2020-01-09