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(R)-(+)-THALIDOMIDE

Product Name
(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
Formula Weight
258.23
MOL File
2614-06-4.mol
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(R)-(+)-THALIDOMIDE Property

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
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Safety

Hazard Codes 
T
Risk Statements 
61-22
Safety Statements 
53-36/37/39-45
WGK Germany 
3
RTECS 
TI4925000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T151
Product name
(+)-Thalidomide
Purity
≥98%(HPLC),powder
Packaging
10mg
Price
$128
Updated
2024/03/01
Sigma-Aldrich
Product number
T151
Product name
(+)-Thalidomide
Purity
≥98%(HPLC),powder
Packaging
100mg
Price
$826
Updated
2024/03/01
TRC
Product number
T338855
Product name
(R)-(+)-Thalidomide
Packaging
50mg
Price
$495
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0000090
Product name
(R)-(+)-THALIDOMIDE
Purity
95.00%
Packaging
5MG
Price
$738.1
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
13778
Product name
(R)-(+)-Thalidomide
Packaging
10mg
Price
$490
Updated
2021/12/16
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(R)-(+)-THALIDOMIDE Chemical Properties,Usage,Production

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.

(R)-(+)-THALIDOMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-(+)-THALIDOMIDE Suppliers

Canada 3 China 24 Germany 1 India 3 Switzerland 1 Ukraine 1 United States 12 Global 45
Toronto Research Chemicals
Tel
--
Fax
--
Email
info@trc-canada.com
Country
Canada
ProdList
6038
Advantage
71
TLC PharmaChem Inc.
Tel
--
Fax
--
Email
research@tlcpharmachem.com
Country
Canada
ProdList
921
Advantage
60
Alberta Research Council
Tel
--
Fax
--
Country
Canada
ProdList
429
Advantage
30

2614-06-4, (R)-(+)-THALIDOMIDERelated Search:

(-)-THALIDOMIDE >98% INHIBITOR OF ANGIOG EN,(S)-(-)-THALIDOMIDE (+-)-THALIDOMIDE >98% IMMUNOSUPPRESSIVE, SE,(+/-)-THALIDOMIDE,THALIDOMIDE,Thalidomide (soluble form) (R)-3-AMINOPIPERIDIN-2-ONE 3-amino-2-Piperidinone (R)-(+)-THALIDOMIDE (R)-3-Aminopiperidine 3-AMINOPIPERIDINE Phthalimidine, 2-(2,6-dioxopiperiden-3-yl). N-(piperidin-3-yl)benzamide 3-ACETAMIDOPIPERIDINE 3-DIMETHYLAMINOPIPERIDINE N-(2-AMINO-ETHYL)-PHTHALIMIDE THALIDOMIDE-D4 5'-HYDROXY THALIDOMIDE 3-(N-ACETYL-N-METHYLAMINO)PIPERIDINE Thalidomide (+ and -) 2-(2-(3-azido-4-iodophenylpropionamido)ethoxy)thalidomide THALIDOMIDE UN2811-III

  • (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