(R)-(+)-THALIDOMIDE
(R)-(+)-THALIDOMIDE Basic information
- Product Name:
- (R)-(+)-THALIDOMIDE
- Synonyms:
-
- (R)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3-(2H)-DIONE
- R-(+)-2-(2,6-DIOXO-3-PIPERIDINYL)-1H-ISOINDOLE-1,3(2H)-DIONE
- (R)-(+)-THALIDOMIDE
- 6-dioxo-3-piperidinyl)-3(2h)-dion(r)-1h-isoindole-2-(2
- 6-dioxo-3-piperidyl)-n-(d-(+)-phthalimid
- (+)-2-[(R)-2,6-Dioxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione
- (+)-N-[(R)-2,6-Dioxo-3-piperidinyl]phthalimide
- (3R)-3-(1,3-Dioxo-2H-isoindole-2-yl)piperidine-2,6-dione
- CAS:
- 2614-06-4
- MF:
- C13H10N2O4
- MW:
- 258.23
- Product Categories:
-
- Chiral Reagents
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 2614-06-4.mol
(R)-(+)-THALIDOMIDE Chemical Properties
- 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
Safety Information
- Hazard Codes
- T
- Risk Statements
- 61-22
- Safety Statements
- 53-36/37/39-45
- WGK Germany
- 3
- RTECS
- TI4925000
MSDS
- Language:English Provider:SigmaAldrich
(R)-(+)-THALIDOMIDE Usage And Synthesis
Chemical Properties
Needles
Uses
Optically active isomer of Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative.
Uses
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.
Definition
ChEBI: A 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione that has R-configuration at the chiral centre.
Biochem/physiol Actions
(-)-Thalidomide selectively inhibits biosynthesis of tumor necrosis factor α (TNF-α). (R)-Thalidomide is called "safe enantiomer", but it can be converted in the body to (S)-isomer.
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(R)-(+)-THALIDOMIDE(2614-06-4)Related Product Information
- (-)-THALIDOMIDE >98% INHIBITOR OF ANGIOG EN,(S)-(-)-THALIDOMIDE
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