(-)-沙利度胺
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- CAS號(hào):
- 841-67-8
- 英文名:
- (-)-THALIDOMIDE
- 英文別名:
- NSC 91730;(–)-Thalidomide;(-)-THALIDOMIDE;(S)-(-)-THALIDOMIDE;Thalidomide (S)-Isomer;(S)Thalidomide,(S) Thalidomide;6-dioxo-3-piperidyl)-n-(l-(-)-phthalimid;N-[(S)-2,6-Dioxopiperidine-3-yl]phthalimide;(-)-THALIDOMIDE >98% INHIBITOR OF ANGIOG EN;(-)-N-[(S)-2,6-Dioxo-3-piperidinyl]phthalimide
- 中文名:
- (-)-沙利度胺
- 中文別名:
- S-沙利度胺;(-)-沙利度胺;化合物 T12644L;S)-(-)-THALIDOMIDE[干冰運(yùn)輸]
- CBNumber:
- CB5762707
- 分子式:
- C13H10N2O4
- 分子量:
- 258.23
- MOL File:
- 841-67-8.mol
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(-)-沙利度胺化學(xué)性質(zhì)
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熔點(diǎn):
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269-271°C
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沸點(diǎn):
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401.48°C (rough estimate)
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密度:
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1.2944 (rough estimate)
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折射率:
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1.5300 (estimate)
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儲(chǔ)存條件:
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-20°C Freezer
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溶解度:
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DMSO: soluble
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酸度系數(shù)(pKa):
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10.70±0.40(Predicted)
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形態(tài):
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solid
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顏色:
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white
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旋光度 (Optical Rotation):
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[α]23/D 62.6°, c = 2 in DMF(lit.)
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InChI:
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InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)/t9-/m0/s1
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InChIKey:
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UEJJHQNACJXSKW-VIFPVBQESA-N
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SMILES:
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C1(=O)C2=C(C=CC=C2)C(=O)N1[C@H]1CCC(=O)NC1=O
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(-)-沙利度胺性質(zhì)、用途與生產(chǎn)工藝
(S)-Thalidomide ((S)-(-)-Thalidomide) 是 Thalidomide 的 S-對(duì)映體。(S)-Thalidomide 具有免疫調(diào)節(jié)，抗炎，抗血管生成和促凋亡作用。(S)-Thalidomide 通過與 cereblon (CRBN) 結(jié)合誘導(dǎo)致畸作用。
(S)-Thalidomide treatment results in a reduction in cell viability in U266 cells with an IC
50
of 362 μM.
(S)-Thalidomide treatment increased apoptosis in a dose-dependent manner in U266 cells.
There are changes in the expression profile of genes involved in angiogenesis and apoptosis, but the changes are most dramatic in the apoptotic genes. In particular, the expression of I-κB kinase is decreased by two-fold, which is associated with a four-fold decrease in NF-κB expression. (S)-Thalidomide increases the Bax:Bcl-2 ratio, also increases I-kB protein levels, and decreases NF-kB activity. A dramatic decrease in Bcl-2 expression with (S)-Thalidomide suggests a possible enhancement of cytotoxic effect if combined with other cytotoxic agents.
Cell Viability Assay
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Cell Line:
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U266 MM cells
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Concentration:
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0 μM, 10 μM, 100 μM, 150 μM, 200 μM, 1000 μM
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Incubation Time:
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3 days
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Result:
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A reduction in cell viability was observed in U266 cells.
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Apoptosis Analysis
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Cell Line:
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U266 MM cells
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Concentration:
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100 μM, 150 μM, 200 μM, 1000 μM
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Incubation Time:
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3 days
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Result:
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Increased apoptosis in U266 cells.
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Thalidomide does cause limb reduction defects in chick embryos as long as the embryos are directly exposed to the drug. The most useful techniques are implanting Thalidomide-soaked beads into the embryo immediately adjacent to the limb territory or soaking presumptive chick limb territories in Thalidomide and then grafting the explants to a host embryo celom. Thalidomide affects the chick limb grafted to a host embryo in a dose response fashion. Furthermore, (S)-Thalidomide is more teratogenic than (R)-Thalidomide.
(-)-沙利度胺
上下游產(chǎn)品信息
上游原料
下游產(chǎn)品
| 更新日期 | 產(chǎn)品編號(hào) | 產(chǎn)品名稱 | CAS編號(hào) | 包裝 | 價(jià)格 |
|---|
| 2026/06/05 | HY-14658A | (-)-沙利度胺
(S)-Thalidomide | 841-67-8 | 5 mg | 700元 |
| 2026/06/05 | HY-14658A | (-)-沙利度胺
(S)-Thalidomide | 841-67-8 | 10 mM * 1 mL in DMSO | 770元 |
841-67-8, (-)-沙利度胺 相關(guān)搜索:
- Intermediates & Fine Chemicals
- Chiral Reagents
- Pharmaceuticals
- 抑制劑
- 生化試劑
- 標(biāo)準(zhǔn)品
- Cell Biology
- Cell Signaling and Neuroscience
- BioChemical
- Angiogenesis Regulators
- Extracellular Matrix
- Cytoskeleton and Extracellular Matrix
- 化合物 T12644L
- S)-(-)-THALIDOMIDE[干冰運(yùn)輸]
- (-)-沙利度胺
- S-沙利度胺
- 841-67-8
- Ibuprofen Impurity 13 (Ibuprofen EP Impurity M Sodium salt)
- (2r)-2,3-bis[(4,4-difluorotetradecanoyl)oxy]propyl 2-(trimethylammonio)ethyl phosphate
- (S)Thalidomide,(S) Thalidomide
- (-)-THALIDOMIDE
- (–)-Thalidomide
- 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-2,6-dioxo-3-piperidinyl]-
- Thalidomide (S)-Isomer
- NSC 91730
- N-[(S)-2,6-Dioxopiperidine-3-yl]phthalimide
- 2-[(3S)-2,6-Dioxo-3-piperidyl]-1H-isoindole-1,3(2H)-dione
- (3S)-3-(1,3-Dioxo-2H-isoindole-2-yl)piperidine-2,6-dione
- (-)-N-[(S)-2,6-Dioxo-3-piperidinyl]phthalimide
- (-)-THALIDOMIDE >98% INHIBITOR OF ANGIOG EN
- (S)-(-)-THALIDOMIDE
- S(-)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3(2H)-DIONE
- (S)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3-(2H)-DIONE
- 6-dioxo-3-piperidyl)-n-(l-(-)-phthalimid
- 6-dioxo-3-piperidinyl)-3(2h)-dion(s)-1h-isoindole-2-(2