Determine the necessary mass, volume, or concentration for preparing a solution.
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≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Describtion:
(S)-(-)-Thalidomide is an optically active isomer of Thalidomide. Inhibits FGF-induced angiogenesis and replication of human immunodeficiency virus type 1.
Product Application:
Optically active isomer of Thalidomide, which inhibits FGF-induced angiogenesis. Inhibits replication of human immunodeficiency virus type 1. Teratogenic sedative.
| Canonical Smiles | C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O |
|---|---|
| IUPAC Name | 2-[(3S)-2,6-dioxopiperidin-3-yl]isoindole-1,3-dione |
| InChIKey | UEJJHQNACJXSKW-VIFPVBQESA-N |
| 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 |
| Isomeric SMILES | C1CC(=O)NC(=O)[C@H]1N2C(=O)C3=CC=CC=C3C2=O |
| WGK Germany | 3 |
| RTECS | TI4925050 |
| PubChem CID | 92142 |
| Molecular Weight | 258.23 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Isoindoles and derivatives |
| Subclass | Isoindolines |
| Intermediate Tree Nodes | Isoindolones |
| Direct Parent | Phthalimides |
| Alternative Parents | Alpha amino acids and derivatives Isoindoles Tetrahydropyridines N-substituted carboxylic acid imides Benzenoids N-acylimines Lactims Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Phthalimide - Alpha-amino acid or derivatives - Isoindole - Tetrahydropyridine - Hydropyridine - Carboxylic acid imide, n-substituted - Benzenoid - Carboxylic acid imide - N-acylimine - Lactim - Azacycle - Carboxylic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides. |
| External Descriptors | 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Aug 07, 2025 | T340150 | |
| Certificate of Analysis | Feb 02, 2024 | T340150 | |
| Certificate of Analysis | Feb 02, 2024 | T340150 | |
| Certificate of Analysis | Feb 02, 2024 | T340150 | |
| Certificate of Analysis | Feb 02, 2024 | T340150 | |
| Certificate of Analysis | Jun 12, 2022 | T340150 | |
| Certificate of Analysis | Jun 12, 2022 | T340150 | |
| Certificate of Analysis | Jun 12, 2022 | T340150 | |
| Certificate of Analysis | Jun 12, 2022 | T340150 | |
| Certificate of Analysis | Jun 12, 2022 | T340150 |
| Solubility | Sparingly soluble in Water, Methanol, Ethanol, Acetone, Ethyl Acetate and Butyl Acetate |
|---|---|
| Sensitivity | light sensitive |
| Flash Point(°C) | 262.1°C |
| Melt Point(°C) | >251ºC |
| Molecular Weight | 258.230 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 1 |
| Exact Mass | 258.064 Da |
| Monoisotopic Mass | 258.064 Da |
| Topological Polar Surface Area | 83.600 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 449.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xinyi Chen, Jinglan Zhang, Mingyu Cheng, Yuxia Wang, Qian Zhang, Yongxin Zhang, Xu Ye, Bin Ai. (2025) Born–Kuhn-Driven 2.5D Chiral Metamaterials. Advanced Optical Materials, [PMID:] [10.1002/adom.202501329] |