92632-81-0

Basic information

• Product Name: 5-phthaliMidolevulinic acid
• Synonyms: 5-phthaliMidolevulinic acid;5-(1,3-Dioxoisoindolin-2-yl)-4-oxopentanoic acid
• CAS NO: 92632-81-0
• Molecular Formula: C₁₃H₁₁NO₅
• Molecular Weight: 261.23014
• EINECS: -0
• Mol File: 92632-81-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly)
• CAS DataBase Reference: 5-phthaliMidolevulinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phthaliMidolevulinic acid(92632-81-0)
• EPA Substance Registry System: 5-phthaliMidolevulinic acid(92632-81-0)

Safety Data

• Hazardous Substances Data: 92632-81-0(Hazardous Substances Data)

Usage

Uses

Used in Photodynamic Therapy:
5-Phthalimidolevulinic acid is used as an add-on agent in photodynamic therapy (PDT) for the treatment of various conditions, including cancer and other diseases. It enhances the effectiveness of PDT by increasing the production of photosensitizers, which are crucial for the activation of light-sensitive compounds and the subsequent destruction of target cells.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Phthalimidolevulinic acid is utilized as an intermediate in the synthesis of various drugs and pharmaceutical compounds. Its unique chemical structure allows for the development of new and innovative medications with potential therapeutic benefits.
Used in Cosmetic Industry:
5-Phthalimidolevulinic acid may also find applications in the cosmetic industry, where it can be used as an active ingredient in skincare products. Its ability to enhance the production of photosensitizers could potentially lead to the development of new cosmetic formulations with improved efficacy in treating various skin conditions.
Used in Research and Development:
In the field of research and development, 5-Phthalimidolevulinic acid serves as a valuable tool for studying the mechanisms of photodynamic therapy and the role of photosensitizers in various biological processes. This knowledge can contribute to the advancement of PDT techniques and the discovery of new therapeutic applications.

Upstream product

• 65706-98-1 ethyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate 
• 26116-10-9 2-((tetrahydrofuran-2-yl)methyl)isoindoline-1,3-dione 
• 85-44-9 phthalic anhydride 
• 6284-26-0 2-(3-bromo-2-oxopropyl)-1H-isoindole-1,3 (2H)-dione 
• 4667-83-8 2-(furan-2-ylmethyl)isoindoline-1,3-dione 
• 16493-29-1 4-oxo-5-phthalimido-pent-2-enoic acid 
• 100726-16-7 (2-oxo-3-phthalimido-propyl)-malonic acid 
• 16493-28-0 N-(2,5-dimethoxy-2,5-dihydro-furan-2-ylmethyl)-phthalimide 
• 58960-19-3 2-{[5-oxotetrahydrofuran-2-yl]methyl}-1H-isoindole-1,3(2H)-dione 
• 4795-29-3 TETRAHYDROFURFURYLAMINE 
• 64272-85-1 5-phthalimidolevulinaldehyde 
• 63458-74-2 2-phthalimidomethyl-2,5-dimethoxytetrahydrofuran 
• 1623-88-7 5-chloromethylfurfural 
• 116750-06-2 5-(1,3-dioxo-2,3-dihydro-1H-2-isoindolylmethyl)-2-furaldehyde 

Downstream Products

• 65706-98-1 ethyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate 
• 106-60-5 ALA 
• 92632-82-1 3-chlorobenzoyl 5-phthalimidolevulinoyl peroxide 
• 5451-09-2 5-aminolevulinic acid hydrochloride 
• 92632-83-2 4-(3-chlorobenzoyloxy)-1-phthalimidobutan-2-one 
• 4708-67-2 3-(2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-propionic acid 

Relevant articles and documents

Preparation method of 5 -aminolevulinic acid hydrochloride intermediate (by machine translation)

The invention relates to a preparation method of 5 -aminolevulinic acid hydrochloride intermediate, which belongs to the field of pharmaceutical compound synthesis and provides a 5 -aminolevulinic acid hydrochloride intermediate preparation method which comprises the following technical points: (a), (1) or (2) compound in reaction solvent a, oxidizing agent a, compound of formula (5); or process b) wherein the compound of formula (6) or formula (3 4) is obtained under the action of a reaction solvent b and an oxidizing agent b 6. The compound of formula (6) is then purified to give 5 -aminolevulinic acid hydrochloride by an acidic hydrolysis deprotecting group, or a direct acidic hydrolysis deprotecting group. The environment-friendly oxidation reagent is adopted, the quality requirement of high-quality medicine raw materials can be met at the same time, the production efficiency can be improved, and the requirement of industrial large-scale production can be met. (by machine translation)

Process for preparing 5-aminolevulinic acid from 5-chloromethyl furfural

The invention discloses a process for preparing 5-aminolevulinic acid from 5-chloromethylfurfural. The biomass-based 5-chloromethylfurfural and cheap and easily available potassium phthalimide are used as reaction raw materials to react to obtain ammoniated product 5-(phthalimide) methylfurfural with a yield of 97.1%, and then the 5-ALA is obtained through synthesis steps of photooxidation, reduction, hydrolysis and the like. The structure of the 5-ALA is determined by nuclear magnetic resonance. The purity of the 5-ALA is 96.1% and the total reaction yield is 23.7%. Compared with the traditional chemical synthesis route of the 5-aminolevulinic acid, the process has the advantages of cheap and easily available raw materials, simple and convenient operation, mild reaction conditions, no toxicity and the like, and has a good industrial popularization prospect.

Transition Metal-Free Reduction of Activated Alkenes Using a Living Microorganism

Microorganisms can be programmed to perform chemical synthesis via metabolic engineering. However, despite an increasing interest in the use of de novo metabolic pathways and designer whole-cells for small molecule synthesis, the inherent synthetic capabilities of native microorganisms remain underexplored. Herein, we report the use of unmodified E. coli BL21(DE3) cells for the reduction of keto-acrylic compounds and apply this whole-cell biotransformation to the synthesis of aminolevulinic acid from a lignin-derived feedstock. The reduction reaction is rapid, chemo-, and enantioselective, occurs under mild conditions (37 °C, aqueous media), and requires no toxic transition metals or external reductants. This study demonstrates the remarkable promiscuity of central metabolism in bacterial cells and how these processes can be leveraged for synthetic chemistry without the need for genetic manipulation.

Preparation method of 5-aminolevulinic acid and Use of the same

The present invention refers to 5-aminolevulinic acid or 5-aminolevulinic acid novel manufacturing method and 5-aminolevulinic acid or a pharmaceutically acceptable salts, for the treatment of skin diseases relates to the use. Synthesis of 5-aminolevulinic acid salt the present invention according to 5-aminolevulinic acid or features a previously known method being much high yield than synthetic method, heavy metals nor chlorine, boron intermediates halogen such as single plate, do not is not synchronized residual product, organic solvent as a solvent in addition a solvent soluble instead, more wound on a clean roll and a.. And the present invention according to 5-aminolevulinic acid or a pharmaceutically acceptable salt by comprising, as an active ingredient for treatment or treatment skin disease gel system or the like, and number lotion composition is topically applied to the skin disease site more excellent the active mode, and for conserving having electrode and the ground of the diode, skin diseases in particular psoriasis alarm healing therapeutic agent for a disease is constructed based on the character data useful for the development can be used..

Process for preparing 5-aminolevulinic acid

A process for preparing 5-aminolevulinic acid or a salt thereof, which comprises reacting furfurylamine, of which the amino group has been protected, with oxygen molecule under irradiation by light in the presence of a sensitizer; hydrogenating the resulting compound in the presence of a metallic catalyst; and hydrolyzing the hydrogenated compound. 5-Aminolevulinic acid, useful as a raw material for various chemicals and as an agricultural chemical, can be prepared at a high yield by a simple procedure from a raw material which is inexpensive and readily available.

Method of preparing an acid additional salt of delta-aminolevulinic acid

An acid addition salt of δ-aminolevulinic acid is prepared in such a way that tetrahydrofurfurylamine (VI) is reacted with phthalic anhydride under an anhydrous condition to introduce a phthal group which protects amino group of tetrahydrofurfurylamine to give N-tetrahydrofurfuryl phthalimide (III), carbon atoms of the first- and fourth-positions of thus obtained N-tetrahydrofurfurylphthalimide (III) are oxidized at 80° C. using sodium periodate as a oxidizing agent and ruthenium chloride hydrate as a catalyst to yield 5-phthalimidolevulinic acid (II), then the protecting group of 5-phthalimidolevulinic acid (II) is deprotected using an acid to prepare an acid additional salt of δ-aminolevulinic acid. The acid additional salt of δ-aminolevulinic acid is readily converted by neutralization by an alkali to δ-aminolevulinic acid, which is very useful as a precursor of Vitamin B12, heme and chlorophyll.