CAS 841-67-8

(-)-Thalidomide

Description:

(-)-Thalidomide, with the CAS number 841-67-8, is a pharmaceutical compound known for its complex history and diverse biological effects. It is a chiral molecule, existing as a racemic mixture, but the (-)-enantiomer is primarily responsible for its therapeutic properties. Thalidomide is characterized by its low solubility in water and moderate solubility in organic solvents, which influences its bioavailability and pharmacokinetics. The compound exhibits immunomodulatory, anti-inflammatory, and anti-angiogenic properties, making it useful in treating conditions such as multiple myeloma and leprosy-related complications. However, it is also infamous for its teratogenic effects when taken during pregnancy, leading to severe birth defects. The mechanism of action involves modulation of tumor necrosis factor-alpha (TNF-α) and other cytokines, which plays a role in its therapeutic effects. Due to its potential side effects, thalidomide is subject to strict regulations and is often prescribed under controlled conditions. Overall, (-)-Thalidomide remains a significant example of the dual nature of pharmaceuticals, where therapeutic benefits must be carefully weighed against potential risks.

Formula: C₁₃H₁₀N₂O₄

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

InChI key: InChIKey=UEJJHQNACJXSKW-VIFPVBQESA-N

SMILES: O=C1N(C(=O)C=2C1=CC=CC2)[C@@H]3C(=O)NC(=O)CC3

Synonyms:

• (-)-Thalidomide
• 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-, (S)-
• 1H-Isoindole-1,3(2H)-dione, 2-(2,6-dioxo-3-piperidinyl)-, (S)- (9CI)
• 1H-isoindole-1,3(2H)-dione, 2-[(3S)-2,6-dioxo-3-piperidinyl]-
• 2-[(3S)-2,6-Dioxo-3-piperidinyl]-1H-isoindole-1,3(2H)-dione
• 2-[(3S)-2,6-Dioxopiperidin-3-yl]-2,3-dihydro-1H-isoindole-1,3-dione
• 841-67-8
• NSC 91730
• Phthalimide, N-(2,6-dioxo-3-piperidyl)-, <span class="text-smallcaps">L</span>-(-)-
• S-(-)-Thalidomide
• S-(<span class="text-smallcaps">L</span>)-Thalidomide
• S-Lenalidomide
• T56 BVNVJ C- DT6VMVTJ & & (S)-(-)- Form
• Thalidomide, L-

(S)-Thalidomide

CAS: 841-67-8

(S)-Thalidomide

Purity: ≥98%

Molecular weight: 258.23g/mol

Ref: 54-BUP10974

S-Thalidomide

CAS: 841-67-8

Formula: C₁₃H₁₀N₂O₄

Molecular weight: 258.24

Ref: 4Z-T-234

(-)-Thalidomide

CAS: 841-67-8

Ref: 7W-GP7017

(S)-Thalidomide

CAS: 841-67-8

(S)-Thalidomide ((S)-(-)-Thalidomide) has anti-angiogenic activity and pro-apoptotic activity and can be used in the study of erythema nodosum in leprosy.

Formula: C₁₃H₁₀N₂O₄

Purity: 99.89%

Color and Shape: Needles

Molecular weight: 258.23

Ref: TM-T12644L

(S)-(-)-Thalidomide

Controlled Product

CAS: 841-67-8

Applications Optically active isomer of Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative.
References D’Amato, r.J., et al.: Proc. Natl. Acad. Sci. USA, 91, 4082 (1994), Makonkawkeyoon, S., et al.: Proc. Natl. Acad. Sci. USA, 90, 5974 (1993), Schumacher, H., et al.: J. Pharmacol. Exp. Therap., 160, 189 (1968)

Formula: C₁₃H₁₀N₂O₄

Color and Shape: White To Off-White

Molecular weight: 258.23

Ref: TR-T338860

S-Thalidomide

CAS: 841-67-8

Formula: C₁₃H₁₀N₂O₄

Molecular weight: 258.24

Ref: ST-EA-CP-T144006