23351-05-5

Usage

Uses

Used in Food Industry:
Benzaldehyde, 4-(1H-pyrrol-1-yl)is used as a flavoring agent for adding a vanilla-like aroma to various food products. Its sweet, almond-like scent enhances the flavor profile of confectioneries, baked goods, and other food items.
Used in Cosmetic and Perfume Industry:
In the cosmetic and perfume industry, Benzaldehyde, 4-(1H-pyrrol-1-yl)is utilized as a fragrance ingredient. Its pleasant and distinctive scent contributes to the creation of various perfumes, colognes, and other fragranced products, adding depth and complexity to the overall scent profile.
Used in Pharmaceutical Industry:
Benzaldehyde, 4-(1H-pyrrol-1-yl)may have potential medicinal applications, particularly in the field of pharmaceuticals and drug development. Its unique chemical structure could be explored for the development of new drugs or as a key intermediate in the synthesis of existing medications.

InChI:InChI=1/C11H9NO/c13-9-10-3-5-11(6-4-10)12-7-1-2-8-12/h1-9H

Upstream product

• 143426-51-1 [4-(1H-pyrrol-1-yl)phenyl]methanol 
• 109-97-7 pyrrole 
• 459-57-4 4-fluorobenzaldehyde 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 556-18-3 4-aminobenzaldehyde 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 92636-36-7 1-(4-iodophenyl)pyrrole 
• 104-88-1 4-chlorobenzaldehyde 
• 5044-37-1 1-(4-ethoxycarbonylphenyl)pyrrole 
• 22106-33-8 4-(1H-pyrrole-1-yl)benzoic acid 
• 106-40-1 4-bromo-aniline 
• 5044-39-3 1-(4-bromophenyl)-1H-pyrrole 
• 68-12-2 N,N-dimethyl-formamide 
• 179055-24-4 4-(1H-pyrrol-1-yl)-N-methoxy-N-methylbenzamide 

Downstream Products

• 143426-71-5 (E)-3-(4-Pyrrol-1-yl-phenyl)-acrylic acid ethyl ester 
• 179055-38-0 Cycloheptyl-(4-pyrrol-1-yl-benzyl)-amine 
• 26417-19-6 3-(4-Pyrrol-1-yl-phenyl)-propionic acid ethyl ester 
• 143426-44-2 3-(4-Pyrrol-1-yl-phenyl)-propionic acid hydrazide 
• 70467-04-8 2,2,2-tris-methylsulfanyl-1-(4-pyrrol-1-yl-phenyl)-ethanol 
• 1111878-90-0 (NC₅H₃CHCHC₆H₄NC₄H₄)2 
• 1158974-81-2 1,3,4,6-tetra-O-acetyl-2-deoxy-2-[(4-(1H-pyrrol-1-yl)benzylidene)amino]-β-D-glucopyranose 
• 1177252-27-5 1-{(1-benzyl-1H-tetrazol-5-yl)[4-(1H-pyrrol-1-yl)phenyl]methyl}-4-cyclobutyl-1,4-diazepane 
• 1414936-79-0 2,3-bis(4-(1H-pyrrol-1-yl)phenyl)quinoxaline 
• 1454885-52-9 (1S,5R)-4-((E)-4-(1H-pyrrol-1-yl)styryl)-6,6-dimethylbicyclo[3.1.1]hept-3-en-2-one 

Relevant academic research and scientific papers

Mono- and bis(pyrrolo)tetrathiafulvalene derivatives tethered to C 60: Synthesis, photophysical studies, and self-assembled monolayers

A series of mono- (MPTTF) and bis(pyrrolo)tetrathiafulvalene (BPTTF) derivatives tethered to one or two C60 moieties was synthesized and characterized. The synthetic strategy for these dumbbell-shaped compounds was based on a 1,3-dipolar cycloaddition reaction between aldehyde-functionalized MPTTF/BPTTF derivatives, two different tailor-made amino acids, and C 60. Electronic communication between the MPTTF/BPTTF units and the C60 moieties was studied by a variety of techniques including cyclic voltammetry and absorption spectroscopy. These solution-based studies indicated no observable electronic communication between the MPTTF/BPTTF units and the C60 moieties. In addition, femtosecond and nanosecond transient absorption spectroscopy revealed, rather surprisingly, that no charge transfer from the MPTTF/BPTTF units to the C60 moieties takes place on excitation of the fullerene moiety. Finally, it was shown that the MPTTF-C 60 and C60-BPTTF-C60 dyad and triad molecules formed self-assembled monolayers on a Au(111) surface by anchoring to C 60.

Sulphonic acid functionalized porphyrin anchored with a: Meso -substituted triazolium ionic liquid moiety: A heterogeneous photo-catalyst for metal/base free C-C cross-coupling and C-N/C-H activation using aryl chloride under visible light irradiation

We report an easy process to synthesize sulphonic acid functionalized porphyrin, anchored with a meso-substituted triazolium ionic liquid moiety (SAFPTILM) for metal/base free C-C cross-coupling and C-N/C-H activation using aryl chloride under visible light irradiation. The acid strength has been measured based on the Hammett indicator. The SAFPTILM photocatalyst comprising 18 π-conjugated electronic systems with the chromophore substituents in the meso-position can provide rapid electronic conducting channels during photocatalysis under the irradiation of visible light. It was found that SAFPTILM is an efficient photocatalyst for the Heck, Sonogashira, Buchwald, Ullmann/Fittig coupling and C-H activation of phenols with different aryl chlorides in the absence of a base/noble metal, using 5 W LED (yellow) light under ambient conditions. The photocatalyst with low band gap (1.55 eV) comprising conjugation, favors coupling reaction of unactivated aryl chlorides, by easy excitation of electrons and transfer to the conjugated benzimidazolium based phenylenediamine support delaying the recombination of photoinduced electron-hole pairs.

Palladium-catalyzed synthesis of aldehydes from aryl halides and tert-butyl isocyanide using formate salts as hydride donors

An efficient one-pot palladium-catalyzed hydroformylation of aryl halides to produce aromatic aldehydes has been achieved, employing tert-butyl isocyanide as a C1 resource and formate salt as a hydride donor without any additional bases. Characterized by its mild reaction conditions, easy operation and lower toxicity, this reaction can tolerate a wide array of functional groups with moderate to excellent yields.

Two Component Recyclable Heterogeneous Catalyst, Process for Preparation Thereof and its Use for Preparation of Amines

The invention describes the development of highly efficient, recyclable two component system, CuAl-hydrotalcite/rac 1,1′-Binaphthalene-2,2′-diol catalytic system for the N-alkylation of electron deficient aryl chlorides in presence of potassium carbonate as a base at room temperature in 3-6 h, wherein the process is provided for the preparation of various secondary amines via C—N coupling reaction of aliphatic amines(aliphatic open chain, acyclic, benzyl amines and heterocyclic amines) with various aryl chlorides.

Synthesis of new optically active D-glucosamine-pyrrole derivatives

From D-glucosamine hydrochloride was synthesized, for the first time, three new optically active derivatives of D-glucosamine-pyrrole with the pyrrole group unsubstituted in the 2- and 5-positions. New N-benzylpyrrole-D-glucosamine derivatives were also prepared from the same substrate. Georg Thieme Verlag Stuttgart.

Design and preparation of pyrrole-based spin-polarized donors

As a fundamental building block of a conductive magnetic macromolecule, a series of pyrrole derivatives carrying a nitronyl nitroxide (NN) group was prepared. Some of these derivatives afforded ground-state triplet diradical cations upon one-electron oxid

Ultrasound effect on the synthesis of 4-alkyl-(aryl)aminobenzaldehydes

The sonochemical nucleophilic aromatic substitutions on 4-fluorobenzaldehyde with different azacycloalkanes and azoles have been studied. A beneficial ultrasound effect was observed, reactions were clean and high yields of the products were isolated after 15 min sonication.

Inhibitors of acyl-coA:cholesterol O-acyltransferase. 2. Identification and structure-activity relationships of a novel series of N-alkyl-N- (heteroaryl-substituted benzyl)-N'-arylureas

A series of N-alkyl-N-(heteroaryl-substituted benzyl)-N'-arylurea and related derivatives represented by 2 and 3 have been prepared and evaluated for their ability to inhibit acyl-CoA:cholesterol O-acyltransferase in vitro and to lower plasma cholesterol levels in cholesterol-fed rats in vivo. Among these novel compounds, the type 3 series was superior. A pyrazol-3-yl group on the N-benzyl group of this trisubstituted urea (i.e. 3, Ar1 = pyrazol-3- yl) was identified as a heteroaromatic ring providing a good profile of biological activity. As a result of optimization of the combination with the N-alkyl group (R) and N-aryl group (At3), compound 3aq (FR186054) was identified as a new, orally efficacious ACAT inhibitor, which exhibited potent in vitro ACAT inhibitory activity (rabbit intestinal microsomes IC50 = 99 nM) and excellent hypocholesterolemic effects in cholesterol-fed rats, irrespective of administration mode (ED50 = 0.046 mg/kg dosed via the diet, ED50 = 0.44 mg/kg administered by gavage in PEG400 vehicle). Moreover, a toxicological study revealed compound 3aq to be nontoxic to the adrenal glands of dogs when tested at a single dose of 10 mg/kg po.

Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o,m,p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m-substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.