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(R)-(+)-THALIDOMIDE

CAS No.
2614-06-4
Chemical Name:
(R)-(+)-THALIDOMIDE
Synonyms
NSC 91729;(+)-Thalidomide;(R)-(+)-THALIDOMIDE;Thalidomide (R)-Isomer;6-dioxo-3-piperidyl)-n-(d-(+)-phthalimid;N-[(R)-2,6-Dioxopiperidine-3-yl]phthalimide;(+)-N-[(R)-2,6-Dioxo-3-piperidinyl]phthalimide;2-[(3R)-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione;6-dioxo-3-piperidinyl)-3(2h)-dion(r)-1h-isoindole-2-(2;(3R)-3-(1,3-Dioxo-2H-isoindole-2-yl)piperidine-2,6-dione
CBNumber:
CB9251689
Molecular Formula:
C13H10N2O4
Molecular Weight:
258.23
MDL Number:
MFCD00210220
MOL File:
2614-06-4.mol
MSDS File:
SDS
Last updated:2023-05-09 09:30:57

(R)-(+)-THALIDOMIDE 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
FDA UNII QN61H68KLK

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H360
Precautionary statements  P201-P301+P312+P330-P308+P313
Hazard Codes  T
Risk Statements  61-22
Safety Statements  53-36/37/39-45
WGK Germany  3
RTECS  TI4925000

(R)-(+)-THALIDOMIDE price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T151 (+)-Thalidomide ≥98%(HPLC),powder 2614-06-4 10mg $128 2024-03-01 Buy
Sigma-Aldrich T151 (+)-Thalidomide ≥98%(HPLC),powder 2614-06-4 100mg $826 2024-03-01 Buy
TRC T338855 (R)-(+)-Thalidomide 2614-06-4 50mg $495 2021-12-16 Buy
American Custom Chemicals Corporation API0000090 (R)-(+)-THALIDOMIDE 95.00% 2614-06-4 5MG $738.1 2021-12-16 Buy
Medical Isotopes, Inc. 13778 (R)-(+)-Thalidomide 2614-06-4 10mg $490 2021-12-16 Buy
Product number Packaging Price Buy
T151 10mg $128 Buy
T151 100mg $826 Buy
T338855 50mg $495 Buy
API0000090 5MG $738.1 Buy
13778 10mg $490 Buy

(R)-(+)-THALIDOMIDE Chemical Properties,Uses,Production

Chemical Properties

Needles

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.

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 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.

16682-12-5
2614-06-4
Synthesis of (R)-(+)-THALIDOMIDE from D-Ornithine monohydrochloride
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(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 N-[(R)-2,6-Dioxopiperidine-3-yl]phthalimide NSC 91729 2-[(3R)-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione Thalidomide (R)-Isomer 1H-Isoindole-1,3(2H)-dione, 2-[(3R)-2,6-dioxo-3-piperidinyl]- (+)-Thalidomide 2614-06-4 6/4/2614 2614-6-4 Angiogenesis Regulators BioChemical Cell Signaling and Neuroscience Cell Biology Extracellular Matrix Cytoskeleton and Extracellular Matrix Chiral Reagents Intermediates & Fine Chemicals Pharmaceuticals