34935-87-0

Upstream product

• 288-32-4 1H-imidazole 
• 936-59-4 3-chloropropiophenone 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 98-86-2 acetophenone 
• 18776-12-0 3-chloro-1-phenyl-propan-1-ol 
• 62872-58-6 3-iodo-1-phenyl-propan-1-ol 
• 28918-16-3 1-(1-imidazolyl)-3-phenyl-propan-3-one 

Downstream Products

• 1208245-54-8 1-[3-(2-fluoro-4-nitro-phenoxy)-3-phenyl-propyl]-1H-imidazole 
• 1208245-53-7 1-[3-(2-nitro-phenoxy)-3-phenyl-propyl]-1H-imidazole 
• 1354030-03-7 3-(1H-imidazol-1-yl)-1-phenylpropyl benzoate 
• 1354030-04-8 3-(1H-imidazol-1-yl)-1-phenylpropyl 4-chlorobenzoate 
• 1354030-06-0 3-(1H-imidazol-1-yl)-1-phenylpropyl 4-methoxybenzoate 
• 1354030-07-1 3-(1H-imidazol-1-yl)-1-phenylpropyl 4-nitrobenzoate 
• 1354030-08-2 3-(1H-imidazol-1-yl)-1-phenylpropyl 4-aminobenzoate hydrochloride 
• 1354088-84-8 C₁₉H₁₉N₃O₂ 
• 1354030-05-9 3-(1H-imidazol-1-yl)-1-phenylpropyl 2,4-dichlorobenzoate 
• 56643-93-7 1-phenyl-3-(1H-imidazol-1yl)prop-1-ene 

Relevant academic research and scientific papers

Structural, spectroscopic, Hirshfeld surface and charge distribution analysis of 3-(1H-imidazole-1-yl)-1-phenylpropan-1-ol complemented by molecular docking predictions: An integrated experimental and computational approach

The optimized structure of title compound 3-(1H-imidazole-1-yl)-1-phenylpropan-1-ol (3HIP) was predicted according to the density functional theory (DFT) using the B3LYP method with 6-311G (d,p) basis set. Computed structural parameters of 3HIP were compared with X-ray diffraction data. Recorded and computed wavenumbers were assigned according to the total energy distribution (TED) using VEDA software. The natural bond orbital (NBO) analysis was used to characterize intramolecular rehybridization and delocalization of the electron density within the title molecule. Predictions of the NMR (1H and 13C) chemical shift assignments obtained by applying the gauge including atomic orbital (GIAO) approach were consistent with the corresponding experimental values. Ultraviolet-visible spectra of the title compound were simulated and validated experimentally. A molecular electrostatic potential (MEP) diagram visualized the electrophilic and nucleophilic sites of the 3HIP molecule. Hirshfeld surface analysis assessed the potential interactions of each atom inside the 3HIP molecule. Moreover, molecular docking analysis simulated the potential binding site pose of 3HIP within the active site of its target protein. The resulting 3HIP–target protein model can provide guidance for the development of new potent antifungal treatments.

Synthesis and anti-candida potential of certain novel 1-[(3-substituted-3- phenyl)propyl]-1H-imidazoles

The synthesis and anti-Candida activity of 1-[(3-aroyloxy-3-phenyl)propyl]- 1H-imidazoles 5a-f and 1-[(3-alkyl/aralkyl/phenyl-3-phenyl)propan-3-ol]-1H- imidazoles 5g-j are reported. The influence of the ester formation and different substitutions on the anti-Candida activity of the alcohol 4 was investigated. Among the newly developed bioactive chemical entities, compounds 5b and 5c displayed minimum inhibitory concentrations (MICs) against Candida albicans and Candida pseudotropicales comparable to that of tioconazole and more potent than miconazole. The target compounds 1-[(3-aroyloxy-3-phenyl)propyl]-1H-imidazoles 5a-f were obtained in four steps starting from acetophenone 1 whereas 1-[(3-alkyl/aralkyl/phenyl-3-phenyl)propan-3-ol]-1H-imidazoles 5g-j were synthesized in three steps. Compounds 5b and 5c showed anti-Candida activity comparable to tioconazole and were more potent than miconazole. Copyright

Simplified heterocyclic analogues of fluoxetine inhibit inducible nitric oxide production in lipopolysaccharide-induced BV2 cells

A series of fluoxetine, where the N-methylamino group was replaced and then simplified, were synthesized and their inhibitory effect was tested for nitric oxide (NO) production and inducible NO synthase (iNOS) expression in lipopolysaccharide (LPS)-induced BV2 cells. Although the synthesized compounds generally revealed weaker activity or greater cytotoxicity than fluoxetine, compound 10a, in which the N-methylamino group in fluoxetine was replaced by morpholine, and the trifluoromethylphenyl ring was substituted with simple oxo group, suppressed NO production dose-dependently at 10, 20 and 40 μM concentrations with less cytotoxicity than fluoxetine, and inhibited iNOS mRNA and protein expression at the same concentrations in LPS-induced BV2 cells. The results suggested that the trifluoromethylphenyl ring moiety in fluoxetine is not necessary for the suppression of NO production and that 10a has the potential as a potent inhibitor of NO production.

Design and synthesis of 3-(azol-1-yl)phenylpropanes as microbicidal spermicides for prophylactic contraception

We designed a series of 25 3-(azol-1-yl)phenylpropanes which yielded 10 compounds (3, 4, 7, 8, 13, 14, 19, 21, 23, 26) that irreversibly immobilized 100% human sperm at 1% (w/v) concentration in 60 s; 12 compounds (8, 9, 15, 16, 19-21, 23-25, 27, 28) that showed potent microbicidal activity at 12.5-50 μg/mL against Trichomonas vaginalis; and 17 compounds (3-11, 13, 15, 19, 21, 23, 26, 28, 30) that exhibited potent anticandida activity with minimum inhibitory concentration (MIC) of 12.5-50 μg/mL. Almost all the compounds exhibited high level of safety towards normal vaginal flora (Lactobacillus) and human cervical (HeLa) cells in comparison to the marketed spermicide nonoxynol-9 (N-9). All the biological activities were evaluated in vitro. Two compounds (4, 8) with good safety profile exhibited multiple (spermicidal, antitrichomonas and anticandida) activities, warranting further lead optimization for furnishing a prophylactic vaginal contraceptive.

Synthesis of substituted aryloxy alkyl and aryloxy aryl alkyl imidazoles as antileishmanial agents

A series of aryloxy alkyl/aryl alkyl imidazoles were synthesized and evaluated in vitro as antileishmanials against Leishmania donovani. All the 19 compounds exhibited 94-100% inhibition at 10 μg/mL against promastigotes and 12 compounds exhibited high in

Male oral contraceptive N-alkylimidazole derivatives, compositions, and method of use therefor

A compound useful as antifungal, antibacterial and antiprotozoal agents and as spermicides have the formula STR1 and the acid addition salts thereof wherein Z is oxygen or sulfur; m is 0, 1, 2 or 3; n is 1, 2 or 3; R1 is hydrogen; alkyl; cycloalkyl; cycloalkyl-lower-alkyl; optionally substituted phenyl; phenyl-lower-alkyl; monocyclic heteroaromatic ring; monocyclic heteroaromatic-lower-alkyl; naphthyl; or naphthyl-lower-alkyl. A and B are independently hydrogen, halo, lower alkyl or lower alkoxy and either one of A or B may be nitro, amino or alkanoylamino; Q is (a) NR2 R3 or (b) NR4 C(X)YR5 wherein X is oxygen or sulfur; Y is oxygen, sulfur, NR6 or a bond; R2 is hydrogen; alkyl; cycloalkyl; cycloalkyl-lower-alkyl; optionally substituted phenyl or optionally substituted phenyl-lower-alkyl; R3 is hydrogen or lower alkyl; or R2 and R3 together with N is a five or six membered optionally substituted ring; R4 and R6 are independently hydrogen or lower alkyl; R5 is lower alkyl; cycloalkyl; phenyl; or optionally substituted phenyl or phenyl-lower-alkyl.

Derivatives of substituted N-alkyl imidazoles

Compounds of the formula STR1 wherein R1 and R2 are each independently phenyl, phenyl straight chain lower alkyl or phenyl straight chain lower alkenyl or one of the above substituted in the phenyl ring with one or more substituents