883-44-3

Usage

Uses

Used in Pharmaceutical Industry:
N-(3-Hydroxypropyl)phthalimide is used as a standard in the synthesis of phthalimide derivatives for the development of new pharmaceutical compounds. Its high-temperature, high-pressure, and H2O/EtOH mixtures as the solvent conditions allow for the production of these derivatives with improved properties and potential therapeutic applications.
Used in Polymer Synthesis:
N-(3-Hydroxypropyl)phthalimide is used in the synthesis of hydrophilic phosphorylcholine-containing polymers, such as poly-2-[3-(methacryloylamino)propylammonio]ethyl 3-aminopropyl phosphate. These polymers have potential applications in various fields, including drug delivery, tissue engineering, and biomaterials, due to their unique properties and biocompatibility.

InChI:InChI=1/C11H11NO3/c13-7-3-6-12-10(14)8-4-1-2-5-9(8)11(12)15/h1-2,4-5,13H,3,6-7H2

Upstream product

• 85-44-9 phthalic anhydride 
• 156-87-6 propan-1-ol-3-amine 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 1074-82-4 potassium phtalimide 
• 627-30-5 1-chloro-3-hydroxypropane 
• 22509-74-6 N-ethoxycarbonylphthalimide 
• 627-18-9 1-bromo-3-propanol 
• 4409-98-7 potassium phthalate 
• 627-32-7 1-iodopropan-3-ol 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 136918-14-4 phthalimide 
• 3485-84-5 N-vinylphthalimide 
• 201230-82-2 carbon monoxide 
• 5428-09-1 3-phthalimido-1-propene 

Downstream Products

• 115306-79-1 3-(1,3-dioxoisoindolin-2-yl)propyl methanesulfonate 
• 2436-29-5 3-(N-phthaloyl)propionaldehyde 
• 184241-24-5 1-O-dimethoxytrityl-3-N-phthaloyl-3-amino-1-propanol 
• 88597-06-2 3-(phthalimido)propyl-p-toluenesulfonate 
• 282724-65-6 N-[2-(3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy)propyl]phthalimide 
• 17415-87-1 (3-phthalimido-propyl)-carbamic acid benzyl ester 
• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 3339-73-9 3-phthalimidopropanoic acid 
• 695171-92-7 diphenyl benzyloxycarbonylamino-(2-phthalimidoethyl)methanephosphonate 
• 388625-59-0 2-{2-[7-hydroxy-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinolin-1-yl]-ethyl}-isoindole-1,3-dione 
• 388629-96-7 1,2,3,4-tetrahydro-6,7-dimethoxy-2-[(4-methylphenyl)sulfonyl]-1-(2-phthalimidoethyl)isoquinoline 
• 150693-72-4 (Z)-2-Benzoylamino-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pent-2-enoic acid methyl ester 
• 150672-48-3 C₂₁H₁₈⁽²⁾H₂N₂O₅ 
• 476192-50-4 C₂₇H₃₁NO₈S 

Relevant academic research and scientific papers

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.

Chemoselective Electrosynthesis Using Rapid Alternating Polarity

Challenges in the selective manipulation of functional groups (chemoselectivity) in organic synthesis have historically been overcome either by using reagents/catalysts that tunably interact with a substrate or through modification to shield undesired sites of reactivity (protecting groups). Although electrochemistry offers precise redox control to achieve unique chemoselectivity, this approach often becomes challenging in the presence of multiple redox-active functionalities. Historically, electrosynthesis has been performed almost solely by using direct current (DC). In contrast, applying alternating current (AC) has been known to change reaction outcomes considerably on an analytical scale but has rarely been strategically exploited for use in complex preparative organic synthesis. Here we show how a square waveform employed to deliver electric current - rapid alternating polarity (rAP) - enables control over reaction outcomes in the chemoselective reduction of carbonyl compounds, one of the most widely used reaction manifolds. The reactivity observed cannot be recapitulated using DC electrolysis or chemical reagents. The synthetic value brought by this new method for controlling chemoselectivity is vividly demonstrated in the context of classical reactivity problems such as chiral auxiliary removal and cutting-edge medicinal chemistry topics such as the synthesis of PROTACs.

Niraparib intermediate, preparation method and application thereof, and synthesis method of niraparib

The invention relates to a compound alpha-(3-aminopropyl)-p-bromophenylacetic acid, a preparation method and application thereof, (S)-3-(4-bromophenyl)-piperidine-2-one, a preparation method and application thereof, and synthesis methods of (S)-3-(4-bromophenyl)-piperidine) p-toluenesulfonate, N-Boc-(3S)-(4-bromophenyl)piperidine and niraparib. 4-bromophenylacetate 5 is used as a raw material, a nucleophilic reaction is carried out on the raw material and a nitrogen source reagent 4 under the action of an alkali to generate a compound 6; the compound 6 is subjected to deprotection and hydrolysis to obtain an amino acid compound 7; and the amino acid compound 7 is subjected to chiral column separation or chemical resolution to obtain compounds 8 and 9; and the separated enantiomer 8 can besubjected to racemization and resolution conversion (or chiral column separation) to obtain a compound 9, and the process material cost is greatly reduced. After the compound 9 is obtained, a compound1 can be obtained through conventional condensation reaction ring closing, reduction and BOC loading. Splitting operation is advanced, and the enantiomer 8 is subjected to racemization recovery treatment and is repeatedly applied to different splitting batches to continuously obtain the product 9, so the process material cost is lower.

Preparation method of N-(3-hydroxypropyl)phthalimide and catalyst for method

The invention relates to a method for preparing N-(3-hydroxypropyl)phthalimide and a catalyst used in the method, the method comprises making phthalimide and allyl alcohol react in a solvent in the presence of an iron-based catalyst, a sodium salt and a potassium salt in an inert atmosphere to obtain N-(3-hydroxypropyl)phthalimide. According to the method, phthalimide and allyl alcohol are used asraw materials, the cheap iron chelate catalyst Fe-PNP is used for replacing an expensive ruthenium catalyst, the product is directly obtained through a reverse Markov addition one-step method, and the method is simple in process, low in cost and high in yield and conversion rate.

INHIBITORS OF LEUCINE RICH REPEAT KINASE 2

The present invention relates to novel compounds that inhibit LRRK2 kinase activity, to processes for their preparation, to compositions containing them and to their use in the treatment of or prevention of diseases associated with or characterized by LRRK2 kinase activity, for example Parkinson's disease, Alzheimer's disease and amyotrophic lateral sclerosis (ALS).

Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide

A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.

Dual Rh?Ru Catalysts for Reductive Hydroformylation of Olefins to Alcohols

An active and selective dual catalytic system to promote domino hydroformylation–reduction reactions is described. Apart from terminal, di- and trisubstituted olefins, for the first time the less active internal C?C double bond of tetrasubstituted alkenes can also be utilized. As an example, 2,3-dimethylbut-2-ene is converted into the corresponding n-alcohol with high yield (90 %) as well as regio- and chemoselectivity (>97 %). Key for this development is the use of a combination of Rh complexes with bulky monophosphite ligands and the Ru-based Shvo's complex. A variety of aromatic and aliphatic alkenes can be directly used to obtain mainly linear alcohols.

Direct Dehydroxytrifluoromethoxylation of Alcohols

The first example of a direct dehydroxytrifluoromethoxylation of alcohols has been developed. This method generated an alkyl fluoroformate in situ from alcohols, followed by nucleophilic trifluoromethoxylation with trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxylation reagent. The reaction is operationally simple and scalable, and it proceeds under mild reaction conditions to provide access to a wide range of trifluoromethyl ethers from alcohols. In addition, this method is suitable for the late-stage trifluoromethoxylation of complex small molecules.

Delta-aminoalkylbenzofuranol ethers, and preparation method and application thereof

The invention relates to delta-aminoalkylbenzofuranol ethers represented by chemical structural formula I shown in the description, and an application thereof in the preparation of herbicides. In thechemical structural formula I, R is selected from C1-C2 alkyl groups, and n is selected from 2, 3 and 4.