5457-29-4

Basic information

• Product Name: 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione
• Synonyms: 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione;Nsc24938;2-(3-Iodopropyl)isoindoline-1,3-dione;N-(3-Iodopropyl)phthaliMide;2-(3-iodopropyl)isoindole-1,3-dione;1H-Isoindole-1,3(2H)-dione,2-(3-iodopropyl)-
• CAS NO: 5457-29-4
• Molecular Formula: C₁₁H₁₀INO₂
• Molecular Weight: 315.10707
• Mol File: 5457-29-4.mol
• Article Data: 30

Chemical Properties

• Melting Point: 84-86 °C
• Boiling Point: 373.3°Cat760mmHg
• Flash Point: 179.6°C
• Appearance: /
• Density: 1.795g/cm³
• Vapor Pressure: 9.06E-06mmHg at 25°C
• Refractive Index: 1.657
• PKA: -2.19±0.20(Predicted)
• CAS DataBase Reference: 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione(5457-29-4)
• EPA Substance Registry System: 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione(5457-29-4)

Safety Data

• Hazardous Substances Data: 5457-29-4(Hazardous Substances Data)

Usage

General Description

2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione is a chemical compound with the molecular formula C11H10INO2. It is a derivative of isoindole-1,3(2H)-dione, which is a heterocyclic compound containing a five-membered ring with two nitrogen atoms. The presence of the iodine atom and the propyl group in the compound suggests that it has potential applications in organic synthesis and medicinal chemistry. 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione may have interesting biological activities and could be used as a building block in the synthesis of more complex organic molecules. However, further studies are needed to fully understand the properties and potential uses of 2-(3-Iodopropyl)-1H-isoindole-1,3(2H)-dione.

InChI:InChI=1/C11H10INO2/c12-6-3-7-13-10(14)8-4-1-2-5-9(8)11(13)15/h1-2,4-5H,3,6-7H2

Upstream product

• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 88597-06-2 3-(phthalimido)propyl-p-toluenesulfonate 
• 74-88-4 methyl iodide 
• 136918-14-4 phthalimide 
• 3589-45-5 3-phthalimidopropionitrile 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 38353-77-4 N-(N³-p-toluenesulfonyl)-3-aminopropylphthalimide 
• 4773-14-2 2-(3-aminopropyl)isoindoline-1,3-dione 
• 88597-05-1 N-<3-(N-nitroso-p-tolylsulfonamido)propyl>phthalimide 
• 1074-82-4 potassium phtalimide 
• 85-44-9 phthalic anhydride 
• 883-44-3 N-(3-hydroxypropyl)phthalimide 
• 42251-84-3 N-(3-chloropropyl)phthalimide 
• 627-31-6 1,3-Diiodopropane 

Downstream Products

• 77611-68-8 2-(3-nitropropyl)isoindoline-1,3-dione 
• 48047-94-5 α-Methylornithin 
• 1204408-38-7 C₂₄H₂₆Br₂N₂O₅ 
• 55747-53-0 2-ethoxycarbonyl-3-(2-phthalimidoethyl)-5-methoxyindole 
• 55747-45-0 ethyl 2-acetyl-5-(1,3-dioxo-1,3-dihydro-2-isoindolyl)pentanoate 
• 1265341-14-7 2-(4,4-difluorobutyl)isoindoline-1,3-dione 
• 1227797-13-8 2-(3-(4-acetylphenyl)propyl)isoindoline-1,3-dione 

Relevant articles and documents

Synthesis and Biological Studies of Pyrazolyl-Diamine PtII Complexes Containing Polyaromatic DNA-Binding Groups

New [PtCl(pzNN)]n+ complexes anchored by pyrazolyl-diamine (pzNN) ligands incorporating anthracenyl or acridine orange DNA-binding groups have been synthesized so as to obtain compounds that would display synergistic effects between platination and intercalation of DNA. Study of their interaction with supercoiled DNA indicated that the anthracenyl-containing complex L2Pt displays a covalent type of binding, whereas the acridine orange counterpart L3Pt shows a combination of intercalative and covalent binding modes with a strong contribution from the former. L2Pt showed a very strong cytotoxic effect on ovarian carcinoma cell lines A2780 and A2780cisR, which are, respectively, sensitive to and resistant to cisplatin. In these cell lines, L2Pt is nine to 27 times more cytotoxic than cisplatin. In the sensitive cell line, L3Pt showed a cytotoxic activity similar to that of cisplatin, but like L2Pt was able significantly to overcome cisplatin cross-resistance. Cell-uptake studies showed that L2Pt accumulates preferentially in the cytoplasm, whereas L3Pt reaches the cell nucleus more easily, as clearly visualized by time-lapse confocal imaging of live A2870 cells. Altogether, these findings seem to indicate that interaction with biological targets other than DNA might be involved in the mechanism of action of L2Pt because this compound, despite having a weaker ability to target the cell nucleus than L3Pt, as well as an inferior DNA affinity, is nevertheless more cytotoxic. Furthermore, ultrastructural studies of A2870 cells exposed to L2Pt and L3Pt revealed that these complexes induce different alterations in cell morphology, thus indicating the involvement of different modes of action in cell death.

Benzil compound as well as preparation method and application thereof

The invention provides a benzil compound as well as a preparation method and application thereof, the structure of the benzil compound is shown as a formula I, wherein R1 is -(CH2) n-N (CX1Y1Z1) (CX2Y2Z2), n is an integer from 1 to 6, and X1, X2, Y1, Y2, Z1 and Z2 are independently selected from hydrogen or deuterium. The benzil compound provided by the invention is applied to detection of guanidine compounds, can remarkably improve the sensitivity, accuracy and stability of detection, can be used for identifying potential guanidine compounds in a to-be-detected sample, and is low in cost.

Multiplexed Analysis of Endogenous Guanidino Compounds via Isotope-Coded Doubly Charged Labeling: Application to Lung Cancer Tissues as a Case

Endogenous guanidino compounds (GCs), nitrogen-containing metabolites, have very important physiological activities and participate in biochemical processes. Therefore, accurately characterizing the distribution of endogenous GCs and monitoring their concentration variations are of great significance. In this work, a new derivatization reagent, 4,4′-bis[3-(dimethylamino)propyl]benzyl (BDMAPB), with isotope-coded reagents was designed and synthesized for doubly charged labeling of GCs. BDMAPB-derivatized GCs not only promote the MS signal but also form multicharged quasimolecular ions and abundant fragment ions. With this reagent, an isotope-coded doubly charged labeling (ICDCL) strategy was developed for endogenous GCs with high-resolution liquid chromatography quadrupole time-of-flight mass spectrometry (LC-QTOF MS). The core of this methodology is a 4-fold multiplexed set of [d0]-/[d4]-/[d8]-/[d12]-BDMAPB that yields isotope-coded derivatized GCs. Following a methodological assessment, good linear responses in the range of 25 nM to 1 μM with correlation coefficients over 0.99 were achieved. The limit of detection and the limit of quantitation were below 5 and 25 nM, respectively. The intra- and interday precisions were less than 18%, and the accuracy was in the range of 77.3–122.0%. The percentage recovery in tissues was in the range of 85.1–113.7%. The results indicate that the developed method facilitates long-term testing and ensures accuracy and reliability. Finally, the method was applied for the simultaneous analysis of endogenous GCs in four types of lung tissues (solid adenocarcinoma, solid squamous-cell carcinoma, ground-glass carcinoma, and paracancerous tissues) for absolute quantification, nontargeted screening, and metabolic difference analysis. It is strongly believed that ICDCL combined with isotope-coded BDMAPB will benefit the analysis and study of endogenous GCs.