| Identification | Back Directory | [Name]
(-)-THALIDOMIDE | [CAS]
841-67-8 | [Synonyms]
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
S(-)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3(2H)-DIONE | [EINECS(EC#)]
200-031-1 | [Molecular Formula]
C13H10N2O4 | [MDL Number]
MFCD00210219 | [MOL File]
841-67-8.mol | [Molecular Weight]
258.23 |
| Chemical Properties | Back Directory | [Appearance]
Needles | [Melting point ]
269-271°C | [Boiling point ]
401.48°C (rough estimate) | [density ]
1.2944 (rough estimate) | [refractive index ]
1.5300 (estimate) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO: soluble
| [form ]
solid
| [pka]
10.70±0.40(Predicted) | [color ]
white
| [Optical Rotation]
[α]23/D 62.6°, c = 2 in DMF(lit.) | [InChI]
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 | [InChIKey]
UEJJHQNACJXSKW-VIFPVBQESA-N | [SMILES]
C1(=O)C2=C(C=CC=C2)C(=O)N1[C@H]1CCC(=O)NC1=O |
| Hazard Information | Back Directory | [Chemical Properties]
Needles | [Uses]
Optically active isomer of Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative | [Definition]
ChEBI: A 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione that has S-configuration at the chiral centre. | [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. | [reaction suitability]
reagent type: ligand | [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. |
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BOC Sciences
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Sigma-Aldrich
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021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
BOC Sciences
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| Tel: |
16314854226 |
| Website: |
www.bocsci.com |
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