T150
(−)-Thalidomide
>98%, solid
别名:
S(−)-2-(2,6-Dioxo-3-piperidinyl)-1H-isoindole-1,3(2H)-dione
并加购，请在购物车里查看协议价、货期和发货地。
选择规格
变更视图
关于此项目
经验公式（希尔记法）:
C13H10N2O4
化学文摘社编号:
分子量:
258.23
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352207
MDL number:
Assay:
>98%
Form:
solid
ligand
thalidomide
assay
>98%
form
solid
optical activity
[α]23/D −62.6°, c = 2 in DMF(lit.)
reaction suitability
reagent type: ligand
technique(s)
cell culture | embryo: suitable
color
white
solubility
DMSO: soluble, H2O: insoluble, ethanol: insoluble
originator
Celgene
SMILES string
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
Gene Information
human ... LITAF(9516), TNF(7124)
mouse ... Nos2(18126)
rat ... Nos1(24598)
General description
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.
Application
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.
Biochem/physiol Actions
(-)-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.
Features and Benefits
This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Preparation Note
(-)-Thalidomide is soluble in DMSO, but is insoluble in water and ethanol.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Repr. 1B
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges