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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
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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
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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.

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N-Bromosuccinimide Price

ApexBio Technology
Product number
B1297
Product name
Siramesine
Packaging
5mg
Price
$258
Updated
2021/12/16
ApexBio Technology
Product number
B1297
Product name
Siramesine
Packaging
10mg
Price
$391
Updated
2021/12/16
ApexBio Technology
Product number
B1297
Product name
Siramesine
Packaging
25mg
Price
$567
Updated
2021/12/16
ApexBio Technology
Product number
B1297
Product name
Siramesine
Packaging
50mg
Price
$927
Updated
2021/12/16
Biorbyt Ltd
Product number
orb181320
Product name
Siramesine
Purity
>98%
Packaging
100mg
Price
$950.3
Updated
2021/12/16
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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

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SIRAMESINE Suppliers

Shanghai JiYi Biotechnology Co. Ltd.
Tel
13621943973
Fax
-
Email
sales@shjiyipharmatech.com
Country
China
ProdList
1166
Advantage
55
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
Shanghai Yuanding Chem. Sci. & Tech. Co., Ltd.
Tel
21-57721279
Fax
QQ:14057904
Email
sales@shydchem.com.cn
Country
China
ProdList
998
Advantage
56
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Shanghai Topbiochem Technology Co., Ltd
Tel
+86-21-60341587
Fax
+86-21-61294319
Email
sales@topbiochem.com
Country
China
ProdList
6175
Advantage
58
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
CEG Chemical Science&Technology Co., Ltd.
Tel
Mobile:13665161512
Fax
+86-510-68873513
Country
China
ProdList
1785
Advantage
58
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
Advantage
60
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4757
Advantage
55
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View Lastest Price from SIRAMESINE manufacturers

Career Henan Chemical Co
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

147817-50-3, SIRAMESINERelated Search:


  • 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
  • 147817-50-3
  • C30H31FN2O