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About This Item
经验公式(希尔记法):
C13H10N2O4
CAS Number:
分子量:
258.23
MDL编号:
UNSPSC代码:
12352207
PubChem化学物质编号:
NACRES:
NA.77
ligand
thalidomide
方案
>98%
表单
solid
旋光性
[α]23/D −62.6°, c = 2 in DMF(lit.)
反应适用性
reagent type: ligand
技术
cell culture | embryo: suitable
颜色
white
溶解性
DMSO: soluble
H2O: insoluble
ethanol: insoluble
创始人
Celgene
SMILES字符串
O=C1CC[C@H](N2C(=O)c3ccccc3C2=O)C(=O)N1
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
InChI key
UEJJHQNACJXSKW-VIFPVBQESA-N
基因信息
human ... LITAF(9516), TNF(7124)
mouse ... Nos2(18126)
rat ... Nos1(24598)
一般描述
Thalidomide is a stereoisomer, which exists in two enantiomeric states. The S enantiomer is teratogenic. Thalidomide consists of two linked rings, a phthalimide and glutarimide ring.
应用
Thalidomide has been used to study its teratogenic effects in chicken embryos and human embryonic cells. This study reported that thalidomide causes limb defects by stabilizing PTEN, inhibiting the expression of Akt and activating caspase-dependent apoptosis. Thalidomide has also been used for studying glutathione mediated teratogenic resistance in mouse embryos.
生化/生理作用
(-)-Thalidomide selectively inhibits the biosynthesis of tumor necrosis factor α (TNF-α), which is essential for inflammatory response. It is an anti-emetic drug and is used to treat morning sickness in pregnant women. Thalidomide is also used to treat leprosy, multiple myeloma, Crohn′s disease and human immunodeficiency virus (HIV) infection. Thalidomide also inhibits angiogenesis. It is associated with several diseases such as, peripheral neuropathy, facial palsies, Duane syndrome and autism.
特点和优势
This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
制备说明
(-)-Thalidomide is soluble in DMSO, but is insoluble in water and ethanol.
警示用语:
Danger
危险声明
危险分类
Acute Tox. 4 Oral - Repr. 1B
储存分类代码
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
个人防护装备
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
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