4403-42-3

Basic information

• Product Name: 11-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-undecanoic acid
• Synonyms: 11-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)undecanoic acid
• CAS NO: 4403-42-3
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.4061
• Mol File: 4403-42-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 11-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-undecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 11-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-undecanoic acid(4403-42-3)
• EPA Substance Registry System: 11-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-undecanoic acid(4403-42-3)

Safety Data

• Hazardous Substances Data: 4403-42-3(Hazardous Substances Data)

Usage

Chemical structure

A synthetic organic molecule with a carboxylic acid and a heterocyclic structure.

Carbon chain length

Consists of a long carbon chain of 11 carbon atoms.

Cyclic group

Attached to the carbon chain is a cyclic group containing a dioxo-isoindol motif.

Natural occurrence

Not naturally-occurring.

Potential applications

Likely used in research and development of pharmaceuticals, agrochemicals, or other industrial applications.

Unique structure

The combination of the carboxylic acid and heterocyclic structure gives it a unique molecular profile.

Biological activity

Its potential biological activity is of interest for further research and development.

Further studies

Additional research may be needed to fully understand its properties and potential uses.

Molecular weight

Approximately 313.38 g/mol (calculated from the molecular formula).

Functional groups

Contains a carboxylic acid group (-COOH) and a heterocyclic isoindole ring with two oxygen atoms (dioxo).

Solubility

The solubility of this compound is not provided in the material, but it may be influenced by the presence of the carboxylic acid group, which can form hydrogen bonds with water molecules.

Stability

The stability of the compound is not mentioned in the material, but the presence of the carboxylic acid group may contribute to its stability under certain conditions.

Upstream product

• 85-44-9 phthalic anhydride 
• 2432-99-7 11-aminoundecanoic acid 

Downstream Products

• 910295-53-3 11-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-undecanoic acid {4-[3-(4-{2-[bis-(4-fluoro-phenyl)-methoxy]-ethyl}-piperazin-1-yl)-propyl]-phenyl}-amide 
• 910295-54-4 11-amino-undecanoic acid {4-[3-(4-{2-[bis-(4-fluoro-phenyl)-methoxy]-ethyl}-piperazin-1-yl)-propyl]-phenyl}-amide 

Relevant articles and documents

Synthesis and antiherpetic activity of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine

[Figure not available: see fulltext.] A method for the synthesis of novel purine conjugates with 7,8-difluoro-3-methyl-3,4-dihydro-2H-1,4-benzoxazine containing fragments of ω-amino acids with different lengths of the polymethylene chain as a linker has been developed. It was found in experiments in vitro that the obtained compounds are active against the herpes simplex virus type 1, including the acyclovir-resistant strain.

Synthesis of Medium- and Large-Ring Compounds Initiated by Photochemical Decarboxylation of ω-Phthalimidoalkanoates

The synthesis of a variety of hydroxylactams from ω-phthalimidoalkanoates using a triplet-sensitized photodecarboxylation reaction initiated by intramolecular photo electron transfer is described. Ring sizes available by this method span from 4 (benzazepine-1,5-dione 7) to 26 (cyclodipeptide 26e). Ground-state template formation is proposed as the explanation for the high efficiency of this reaction and for the decrease in reactivity in the presence of organic bases instead of metal carbonates. The crucial step in this macrocyclization reaction seems to be the protonation of the intermediary ketyl radiais (Scheme 4). Spacer groups investigated were alkyl chains (C3-C11: 5c-h, 11a, 12), ether (16, 18), ester (20, 22), and amide (26a-f) linkages. Within the detection limits, no dimeric (= decarboxylative coupling) products were observed, indicating the high preference for intra-vs. intermolecular photoelectron transfer. The C,C radical combination step proceeds with low stereoselectivity (cf. products 11 and 12) in contrast to comparable singlet reactions. Except for the lactones 22, all products were stable under the photolysis conditions. Prolonged irradiation of 22 led to the formation of the spiro compounds 23, probably via an intermediary acyliminium betaine (Scheme 8). One serious limitation of the decarboxylative macrocyclization is its incompatibility with the glycine spacer (as in 27a and 27b), probably the consequence of a strong intramolecular H-bond (Scheme 10).