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2614-06-4

2614-06-4 Structure

2614-06-4 Structure
IdentificationBack Directory
[Name]

(R)-(+)-THALIDOMIDE
[CAS]

2614-06-4
[Synonyms]

NSC 91729
(R)-(+)-THALIDOMIDE
6-dioxo-3-piperidyl)-n-(d-(+)-phthalimid
N-[(R)-2,6-Dioxopiperidine-3-yl]phthalimide
(+)-N-[(R)-2,6-Dioxo-3-piperidinyl]phthalimide
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
(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
(+)-2-[(R)-2,6-Dioxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione
[Molecular Formula]

C13H10N2O4
[MDL Number]

MFCD00210220
[MOL File]

2614-06-4.mol
[Molecular Weight]

258.23
Chemical PropertiesBack 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
[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-/m1/s1
[InChIKey]

UEJJHQNACJXSKW-SECBINFHSA-N
[SMILES]

O=C1CC[C@@H](N2C(=O)c3ccccc3C2=O)C(=O)N1
Hazard InformationBack 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 R-configuration at the chiral centre.
[reaction suitability]

reagent type: ligand
[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.
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

61-22
[Safety Statements ]

53-36/37/39-45
[WGK Germany ]

3
[RTECS ]

TI4925000
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Oral
Repr. 1B
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(+)-THALIDOMIDE(2614-06-4)1HNMR
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