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Thalidomide

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Identification
Molecular formula
C13H10Cl4NO2
CAS number
50-35-1
IUPAC name
2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
State
State

At room temperature, thalidomide is in a solid state as a crystalline powder. It is stable under normal conditions of use, storage, and transport.

Melting point (Celsius)
270.00
Melting point (Kelvin)
543.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
258.23g/mol
Molar mass
258.2270g/mol
Density
1.6540g/cm3
Appearence

Thalidomide is a white to off-white crystalline powder. It is odorless, and its appearance is typically that of a solid mass that can be finely powdered for use in various applications.

Comment on solubility

Solubility of 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione

When discussing the solubility of 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione, we encounter several key factors that can influence its behavior in different solvents:

  • Polarity: The presence of the tetrachloroethyl and sulfanyl groups suggests a significant degree of polarity, which often enhances solubility in polar solvents.
  • Hydrophobic Interactions: Given its organic structure, this compound may exhibit hydrophobic characteristics that could limit its solubility in water but enhance it in organic solvents.
  • Hydrogen Bonding: The functionalities present could engage in hydrogen bonding, which might facilitate solubility in polar aprotic solvents.

In summary, the solubility of this compound is likely to be:

  • Higher in polar organic solvents such as acetone or dimethyl sulfoxide (DMSO).
  • Lower in aqueous solutions due to hydrophobic traits and potential aggregation.

Understanding these aspects can be crucial in applications involving 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione, as solubility directly affects its reactivity and bioavailability.

Interesting facts

Interesting Facts About 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione

The compound 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione is a fascinating member of the isothiazolidinone family, known for its diverse array of biological activities. Here are some notable points to consider:

  • Synthetic Versatility: This compound showcases the application of sulfur-containing groups in organic synthesis, allowing chemists to modify and produce derivatives that could lead to novel therapeutic agents.
  • Biological Activity: Compounds like this one often exhibit interesting pharmacological properties, such as anti-cancer, anti-inflammatory, or antimicrobial activity. Scientists are continually exploring such properties to develop new treatments.
  • Structural Complexity: The intricate structure of this compound includes a tetrahydroisoindole framework and a sulfonyl group, which contribute to its reactivity and interaction with biological targets.
  • Toxicity Concerns: Given the presence of multiple chlorine atoms, this compound may require careful handling as chlorinated compounds can pose toxicity challenges, both environmentally and biologically.

Moreover, the potential applications in medicinal chemistry provide a thrilling aspect for research, as scientists endeavor to optimize its performance as a therapeutic agent. As noted by chemists, "The complexity of synthesis enables not just the creation of new compounds, but opens avenues for understanding their mechanisms of action." This aligns with the ongoing pursuit of advancing science through chemical innovation.

In summary, the study of 2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione not only enriches our understanding of chemical behaviors but also paves the way for future discoveries in drug development.

Synonyms
Captafol
2425-06-1
Merpafol
Folcid
Arborseal
Terrazol
Difosan
Foltaf
Sanspor
DIFOLATAN
Proxel EF
Haipen 50
Captofol
Kenofol
Haipen
Difolatan BOW
Difolatan 4F
Nalco 7046
Santar SM
Difolatan 4F1
Difolatan 80W
Alfloc 7020
Alfloc 7046
Ortho 5865
Difolatan, JMAF
Tetrachloroethylthiotetrahydrophthalimide
DTXSID4020242
CHEBI:81938
N-(Tetrachloroethylthio)tetrahydrophthalimide
(Tetrachloroethylthio)tetrahydrophthalimide
DTXCID60242
1,2,3,6-Tetrahydro-N-(1,1,2,2-tetrachloroethylthio)phthalimide
N-1,1,2,2-Tetrachloroethylmercapto-4-cyclohexene-1,2-carboximide
N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide
3a,4,7,7a-Tetrahydro-N-(1,1,2,2-tetrachloroethanesulphenyl)phthalimide
captefol
N-(1,1,2,2-Tetrachloroethylthio)-.DELTA.4-tetrahydrophthalimide
N-(1,1,2,2-tetrachloroethylthio)-Delta(4)-tetrahydrophthalimide
N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacarboximid
N-(1,1,2,2-Tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide, 8CI
N-[(1,1,2,2-tetrachloroethyl)sulfenyl]-4-cyclohexene-1,2-dicarboximide
2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
2-[(1,1,2,2-Tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione, 9CI
CAPTAFOL (IARC)
CAPTAFOL [HSDB]
CAPTAFOL [IARC]
CAPTAFOL [ISO]
CAPTAFOL [MI]
Sanseal
N-(1,1,2,2-Tetrachloroethylthio)-delta4-tetrahydrophthalimide
SantarSM
N-((1,1,2,2-tetrachloroethyl)sulfenyl)-4-cyclohexene-1,2-dicarboximide
4-Cyclohexene-1,2-dicarboximide, N-((1,1,2,2-tetrachloroethyl)thio)-
4-Cyclohexene-1,2-dicarboximide, N-[(1,1,2,2-tetrachloroethyl)thio]-
N-(1,1,2,2-Tetrachloraethylthio)-cyclohex-4-en-1,4-diacarboximid [German]
2-((1,1,2,2-tetrachloroethyl)sulfanyl)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
2-((1,1,2,2-tetrachloroethyl)sulfanyl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-
1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-
3a,4,7,7a-Tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-1H-isoindole-1,3(2H)-dione, 9CI
Captafol (ACGIH)
N-((1,1,2,2-TETRACHLOROETHYL)THIO-4-CYCLOHEXENE-1,2-DICARBOXIMIDE, CIS-
N-(1,1,2,2-TETRACHLORAETHYLTHIO)-CYCLOHEX-4-EN-1,4-DIACARBOXIMID (GERMAN)
N-(1,1,2,2-tetrachloroethylmercapto)-4-cyclohexene-1,2-dicarboximide
N-(1,1,2,2-Tetrachloroethylsulfenyl)-cis-4-cyclohexene-1,2-dicarboximide
USEPA/OPP Pesticide Code: 081702
N((1,1,2,2Tetrachloroethyl)thio)4cyclohexene1,2dicarboximde
n-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide
N-(1,1,2,2-TETRACHLOROETHYLTHIO)-4-CYCLOHEXENE-1,2-DICARBOXYIMIDE
N-1,1,2,2-TETRACHLOROETHYLMERCAPTO-4-CYCLOHEXENE-1,2-DICARBOXIMIDE
2-(1,1,2,2-Tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
3a,4,7,7a-Tetrahydro-2-(1,1,2,2-tetrachloroethyl)thio-1H-isoindole-1,3(2H)-dione
1-H-ISOINDOLE-1,3(2H)-DIONE, 3A,4,7,7A-TETRAHYDRO-2-((1,1,2,2-TETRACHLOROETHYL)THIO)-
1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-((1,1,2,2-tetrachloroethyl)thio)-(9CI)
219-363-3
Sulfonimide
Sulpheimide
3a,4,7,7a-Tetrahydro-2-[(1,1,2,2-tetrachloroethyl)thio]-1H-isoindole-1,3(2H)-dione
2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
CS 5623
2-[(1,1,2,2-tetrachloroethyl)thio]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
CAS-2425-06-1
Captatol
Alfloc
N-((1,1,2,2-Tetrachloroethyl)sulfenyl)-cis-4-cyclohexene-1,2-dicarboximide
N-(1,1,2,2-Tetrachloraethylthio)-tetrahydrophthalamid
Ortho 5,865
SCHEMBL22930
CHEMBL1893263
JHRWWRDRBPCWTF-UHFFFAOYSA-
Tox21_201709
Tox21_300801
AKOS015898369
MSK21228-100M
Captafol 100 microg/mL in Cyclohexane
NCGC00163962-01
NCGC00168296-01
NCGC00168296-02
NCGC00168296-03
NCGC00254705-01
NCGC00259258-01
Captafol Solution in Methanol, 100ug/mL
DB-046378
Captafol, PESTANAL(R), analytical standard
NS00005473
NS00122526
C18754
Q63088167
2-[(1,1,2,2-Tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione #
InChI=1/C10H9Cl4NO2S/c11-9(12)10(13,14)18-15-7(16)5-3-1-2-4-6(5)8(15)17/h1-2,5-6,9H,3-4H2