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841-67-8

中文名稱 (-)-沙利度胺
英文名稱 (-)-THALIDOMIDE
CAS 841-67-8
分子式 C13H10N2O4
分子量 258.23
MOL 文件 841-67-8.mol
更新日期 2024/08/06 14:59:37
841-67-8 結(jié)構(gòu)式 841-67-8 結(jié)構(gòu)式

基本信息

中文別名
S-沙利度胺
(-)-沙利度胺
英文別名
NSC 91730
(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
6-dioxo-3-piperidinyl)-3(2h)-dion(s)-1h-isoindole-2-(2
(3S)-3-(1,3-Dioxo-2H-isoindole-2-yl)piperidine-2,6-dione
2-[(3S)-2,6-Dioxo-3-piperidyl]-1H-isoindole-1,3(2H)-dione
S(-)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3(2H)-DIONE

物理化學性質(zhì)

熔點269-271°C
沸點401.48°C (rough estimate)
密度1.2944 (rough estimate)
折射率1.5300 (estimate)
儲存條件-20°C冷凍
溶解度DMSO: soluble
酸度系數(shù)(pKa)10.70±0.40(Predicted)
形態(tài)solid
顏色white
旋光性 (optical activity)[α]23/D 62.6°, c = 2 in DMF(lit.)

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
警示詞危險
危險性描述H302-H360
危險品標志T
危險類別碼61-22
安全說明53-36/37/39-45
危險品運輸編號UN 2811 6.1/PG 2
WGK Germany3
RTECS號TI4925050

常見問題列表

生物活性
(S)-Thalidomide ((S)-(-)-Thalidomide) 是 Thalidomide 的 S-對映體。(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)合誘導致畸作用。
靶點

Apoptosis

體外研究

(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

Cell Line: U266 MM cells
Concentration: 0 μM, 10 μM, 100 μM, 150 μM, 200 μM, 1000 μM
Incubation Time: 3 days
Result: A reduction in cell viability was observed in U266 cells.

Apoptosis Analysis

Cell Line: U266 MM cells
Concentration: 100 μM, 150 μM, 200 μM, 1000 μM
Incubation Time: 3 days
Result: Increased apoptosis in U266 cells.
體內(nèi)研究

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.

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