ChemicalBook > CAS DataBase List > (-)-THALIDOMIDE

(-)-THALIDOMIDE

Product Name
(-)-THALIDOMIDE
CAS No.
841-67-8
Chemical Name
(-)-THALIDOMIDE
Synonyms
NSC 91730;(–)-Thalidomide;(-)-THALIDOMIDE;(S)-(-)-THALIDOMIDE;Thalidomide (S)-Isomer;(S)Thalidomide,(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
CBNumber
CB5762707
Molecular Formula
C13H10N2O4
Formula Weight
258.23
MOL File
841-67-8.mol
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(-)-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
optical activity
[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
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Safety

Hazard Codes 
T
Risk Statements 
61-22
Safety Statements 
53-36/37/39-45
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
TI4925050
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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
T150
Product name
(?)-Thalidomide
Purity
>98%, solid
Packaging
10mg
Price
$134
Updated
2025/07/31
Sigma-Aldrich
Product number
T150
Product name
(?)-Thalidomide
Purity
>98%, solid
Packaging
25mg
Price
$278
Updated
2025/07/31
Sigma-Aldrich
Product number
T150
Product name
(?)-Thalidomide
Purity
>98%, solid
Packaging
100mg
Price
$781
Updated
2025/07/31
TRC
Product number
T338860
Product name
(S)-(-)-Thalidomide
Packaging
100mg
Price
$725
Updated
2021/12/16
TRC
Product number
T338860
Product name
(S)-(-)-Thalidomide
Packaging
50mg
Price
$400
Updated
2021/12/16
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(-)-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 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.

(-)-THALIDOMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)-THALIDOMIDE Suppliers

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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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View Lastest Price from (-)-THALIDOMIDE manufacturers

Xian confluore Biological Technology Co., Ltd.
Product
(S)-thalidomide 841-67-8
Price
US $0.00/mg
Min. Order
25mg
Purity
>99.00%
Supply Ability
25mg
Release date
2024-04-01

841-67-8, (-)-THALIDOMIDERelated Search:

Thalidomide 3-DIMETHYLAMINOPIPERIDINE Phthalimidine, 2-(2,6-dioxopiperiden-3-yl). N-(2-AMINO-ETHYL)-PHTHALIMIDE 5'-HYDROXY THALIDOMIDE 3-(N-ACETYL-N-METHYLAMINO)PIPERIDINE (S)-3-AMINOPIPERIDINE-2-ONE (S)-3-Aminopiperidine N-(piperidin-3-yl)benzamide 3-AMINOPIPERIDINE (-)-THALIDOMIDE 3-amino-2-Piperidinone 3-ACETAMIDOPIPERIDINE (S)-A-PHTHALIMIDOPROPIONALDEHYDE

  • 6-dioxo-3-piperidinyl)-3(2h)-dion(s)-1h-isoindole-2-(2
  • 6-dioxo-3-piperidyl)-n-(l-(-)-phthalimid
  • (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
  • (S)-(-)-THALIDOMIDE
  • (-)-THALIDOMIDE >98% INHIBITOR OF ANGIOG EN
  • (-)-N-[(S)-2,6-Dioxo-3-piperidinyl]phthalimide
  • (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
  • N-[(S)-2,6-Dioxopiperidine-3-yl]phthalimide
  • NSC 91730
  • Thalidomide (S)-Isomer
  • 1H-Isoindole-1,3(2H)-dione, 2-[(3S)-2,6-dioxo-3-piperidinyl]-
  • (–)-Thalidomide
  • (-)-THALIDOMIDE
  • (S)Thalidomide,(S) Thalidomide
  • (2r)-2,3-bis[(4,4-difluorotetradecanoyl)oxy]propyl 2-(trimethylammonio)ethyl phosphate
  • Ibuprofen Impurity 13 (Ibuprofen EP Impurity M Sodium salt)
  • 841-67-8
  • Cytoskeleton and Extracellular Matrix
  • Extracellular Matrix
  • Angiogenesis Regulators
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals