2619-88-7

Usage

Uses

Used in Pharmaceutical Industry:
Palmitic acid hydrazide is used as an intermediate in the synthesis of pharmaceutical compounds for its ability to facilitate the creation of new drug molecules.
Used in Agrochemical Industry:
In the agrochemical sector, palmitic acid hydrazide is employed as an intermediate in the production of agrochemicals, contributing to the development of effective crop protection agents.
Used in Cosmetics Industry:
Palmitic acid hydrazide is utilized as a component in the formulation of cosmetic products, enhancing their performance and stability.
Used in Corrosion Inhibition:
Palmitic acid hydrazide is used as a corrosion inhibitor to protect metal surfaces from degradation, extending the lifespan of materials used in various applications.
Used in Metal Passivation:
As a metal passivation agent, palmitic acid hydrazide helps to create a protective layer on metal surfaces, reducing the rate of corrosion and improving resistance to environmental factors.
Used in Surfactant Production:
In the manufacturing of surfactants, palmitic acid hydrazide is used to enhance the properties of these compounds, improving their effectiveness in various cleaning and emulsifying applications.
Used in Plasticizer and Lubricant Manufacturing:
Palmitic acid hydrazide is employed in the production of plasticizers and lubricants, contributing to the flexibility, workability, and performance of these materials.
Used in PVC Stabilization:
As a stabilizer in the production of polyvinyl chloride (PVC), palmitic acid hydrazide helps to prevent the degradation of PVC, ensuring the material's durability and longevity.
Used in Water Treatment as an Anti-scaling Agent:
In water treatment processes, palmitic acid hydrazide is used as an anti-scaling agent to prevent the formation of mineral deposits, maintaining the efficiency and functionality of water systems.

InChI:InChI=1/C16H34N2O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)18-17/h2-15,17H2,1H3,(H,18,19)

Upstream product

• 112-39-0 hexadecanoic acid methyl ester 
• 628-97-7 hexadecanoic acid ethyl ester 
• 629-54-9 Palmitamide 
• 57-10-3 1-hexadecylcarboxylic acid 
• 1169393-99-0 C₂₁H₄₂N₂O₃ 
• 100-63-0 phenylhydrazine 

Downstream Products

• 102456-50-8 5-bromo-furfural-palmitoylhydrazone 
• 7249-52-7 palmitic acid-[N'-(2-nitro-1-phenyl-ethyl)-hydrazide] 
• 20478-78-8 1,2-dihexadecanoyl hydrazine 
• 102898-35-1 palmitic acid salicylidenehydrazide 
• 93612-49-8 N'-isopropylidenehexadecanohydrazide 
• 79857-61-7 C₃₁H₅₃N₃O₁₀S 
• 77165-63-0 palmitic acid azide 
• 515132-84-0 2-pentadecanyl-1,2,4-triazolo[1,5-c]quinazoline-5(6H)-thione 
• 515132-95-3 5-methylsulfanyl-2-pentadecanyl-1,2,4-triazolo[1,5-c]quinazoline 
• 1158837-39-8 (Z)-3-palmitoylhydrazono-1,2:4,5-di-O-isopropylidene-β-D-erythro-2-hexulopyranose 
• 1158837-27-4 (E)-3-palmitoylhydrazono-1,2:4,5-di-O-isopropylidene-β-D-erythro-2-hexulopyranose 

Relevant academic research and scientific papers

Synthesis, structural studies and biological evaluation of connections of thiosemicarbazide, 1,2,4-triazole and 1,3,4-thiadiazole with palmitic acid

Thirty new derivatives of palmitic acid were efficiently synthesized. All obtained compounds can be divided into three groups of derivatives: Thiosemicarbazides (compounds 1–10), 1,2,4-triazoles (compounds 1a–10a) and 1,3,4-thiadiazoles (compounds 1b–10b) moieties. 1H-NMR, 13C-NMR and MS methods were used to confirm the structure of derivatives. All obtained compounds were tested in vitro against a number of microorganisms, including Gram-positive cocci, Gram-negative rods and Candida albicans. Compounds 4, 5, 6, 8 showed significant inhibition against C. albicans. The range of MIC values was 50–1.56 μg/mL. The halogen atom, especially at the 3rd position of the phenyl group was significantly important for antifungal activity. The biological activity against Candida albicans and selected molecular descriptors were used as a basis for QSAR models, that have been determined by means of multiple linear regression. The models have been validated by means of the Leave-One-Out Cross Validation. The obtained QSAR models were characterized by high determination coefficients and good prediction power.

FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES

The disclosure provides, inter alia, safe and environmentally-friendly methods, such as flow chemistry, to synthesize isocyanates, such as methylene diphenyl diisocyanate, toluene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and tetramethylxylene diisocyanate.

4-Amino-3-pentadecyl-3H-1,2,4-triazole-3-thiones and 3-pentadecyl-1,3,4-oxadiazole-2(3H)-thione for the preparation of dimeric palladium(II) complexes and their applications in Tsuji–Trost and Mizoroki–Heck reactions

The synthesis of palladium complexes derived from 4-amino-3-pentadecyl-3H-1,2,4-triazole-3-thiones and 3-pentadecyl-1,3,4-oxadiazole-2(3H)-thiones are reported. They were obtained from palladium acetate and dipotassium tetrachloropalladate(II) and their composition was assigned by elemental analysis (solid state). The resulting metallic entities were also characterized in solution based in mass spectrometry experiments. Their application in organic synthesis as cross-coupling reaction catalysts is described. One example of both conventional Tsuji–Trost and Mizoroki–Heck reactions were efficiently carried out in very high chemical yield.

A new class of human fatty acid synthase inhibitors: Synthesis and their anticancer evaluation

A series of 3-pentadecyl/heptadecyl-6-subsituted phenyl[l,2,4]triazolo[3,4-&][l,3,4]thiadiazoles have been designed, synthesized and screened for their in vitro antitumour activity against breast cancer cell Jines. Three compounds namely, 3- pentadecyl-6-phenyl[l,2,4]triazolo[3,4-b][l,3,4]thiadiazole (6e), 3-heptadecyl-6-phenyl[l,2,4]triazolo[3,4-i][l,3,4]thiadiazole (6j) and 3-heptadecyl-6(3-nitrophenyl)[l,2,4]triazolo[3,4b][l,3,4]-thiadiazole (6g) have displayed comparable activities towards human breast cancer lines. Molecular docking studies have been carried out on the crystal structure of human fatty acid synthase thioesterase domain (2PX6) by using GLIDE integrated Maestro 9.3 version. The designed compounds have shown good binding interactions with the active site residues present in the enzyme and have given very good G-scores when compared to the known inhibitor orlistat.

Micromolecular gelator, gel material, preparation method and application

The invention provides a micromolecular gelator, a gel material, a preparation method and an application. The gelator is prepared by taking cheap and easily available phenyllactic acid as a raw material and introducing a hydrazide group and a hydrophobic alkyl chain through a simple and mature chemical reaction. The gelator can effectively gelate various organic solvents; the gel material formed by the gelator and methyl benzoate can quickly and efficiently remove phenol from sewage; the gelator can selectively gelate petroleum products such as gasoline, diesel oil, kerosene and lubricating oil, and crude oil in an oil-water mixture without the help of an additive; oil and water separation is achieved by simple operation; the gelator can be used for leakage management of the crude oil andthe petroleum products and is multifunctional; and in addition, the gelator has good recyclability and very good application prospects in the fields of phenol removal from the sewage, marine oil spilltreatment and the like.

Elongation of the Hydrophobic Chain as a Molecular Switch: Discovery of Capsaicin Derivatives and Endogenous Lipids as Potent Transient Receptor Potential Vanilloid Channel 2 Antagonists

The transient receptor potential vanilloid type-2 (TRPV2) protein is a nonselective Ca2+ permeable channel member of the TRPV subfamily, still considered an orphan TRP channel due to the scarcity of available selective and potent pharmacological tools and endogenous modulators. Here we describe the discovery of novel synthetic long-chain capsaicin derivatives as potent TRPV2 antagonists in comparison to the totally inactive capsaicin, the role of their hydrophobic chain, and how the structure-activity relationships of such derivatives led, through a ligand-based approach, to the identification of endogenous long-chain fatty acid ethanolamides or primary amides acting as TRPV2 antagonists. Both synthetic and endogenous antagonists exhibited differential inhibition against known TRPV2 agonists characterized by distinct kinetic profiles. These findings represent the first example of both synthetic and naturally occurring TRPV2 modulators with efficacy in the submicromolar/low-micromolar range, which will be useful for clarifying the physiopathological roles of this receptor, its regulation, and its targeting in pathological conditions.

Synthesis and antimicrobial studies of 5-n-alkyl-1,3,4-oxadiazole-2-thiol derivatives from fatty acids

The novel 5-N-alkyl-1,3,4-oxadiazole-2-thiol derivatives have been synthesized by esterification of fatty acid followed by reaction the ester with hydrazine hydrate. The acid hydrazide was converted to 1,3,4-oxadiazole by ring closure mechanism. The synthesized compounds have been characterized by physical (melting point and TLC) and spectral (IR, 1H NMR and mass) data. All the compounds were screened for their antimicrobial activity. The compounds 3F1 & 3F4 showed good inhibition activity against all four types of bacteria; while compound 3F2 & 3F3 shown moderate activity.

Lipophilic gold(I) complexes with 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione moieties: synthesis and their cytotoxic and antimicrobial activities

Novel lipophilic gold(I) complexes containing 1,3,4-oxadiazol-2-thione or 1,3-thiazolidine-2-thione derivatives were synthesized and characterized by IR, high resolution mass spectrometry, and 1H, 13C 31P NMR. The cytotoxicity of the compounds was evaluated considering cisplatin and/or auranofin as reference in different tumor cell lines: colon cancer (CT26WT), metastatic skin melanoma (B16F10), breast adenocarcinoma (MCF-7), cervical carcinoma (HeLa), glioblastoma (M059?J). Normal human lung fibroblasts (GM07492-A) and kidney normal cell (BHK-21) were also evaluated. The gold(I) complexes were more active than their respective free ligands and cisplatin. Furthermore, antibacterial activity was evaluated against Gram-positive bacteria Staphylococcus aureus ATCC 25213, Staphylococcus epidermidis ATCC 12228 and Gram-negative bacteria Escherichia coli ATCC 11229 and Pseudomonas aeruginosa ATCC 27853 and expressed as the minimum inhibitory concentration (MIC). The complexes exhibited lower MIC values when compared to the ligands and chloramphenicol against Gram-positive bacteria and Gram-negative bacteria. Escherichia coli was sensitive one to the action of gold(I) complexes.

Separation of PALMITIC acid from over used oil for production of heterogeneous organic derivatives of potential biological activities

PALMITIC acid was extracted from Over-used cooking oil where oil was filtered off, then it was hydrolyzed with distilled water in high pressure reactor at 250°C and 2 MPa to produce glycerol and mixture of fatty acids. Fatty acids mixture was cooled at 7°C in order to precipitate all saturated fatty acids, which were then filtered off, Palmitic acid was extracted from this mixture by means of supercritical CO2 extractor at 35.0 MPa and 55°C, followed by its methylation and confirmation by GC mass. Then it was used as precursor for production of a different heterocyclic compounds which were then tested for their antimicrobial activities. Thus the long-chain methyl palmitate was interacted with hydrazine hydrate to produce the corresponding acid hydrazide (2), and then it was treated with phenyl isothiocyanate, furnished the corresponding thiosemicarbazide 4. The later was reacted with ethyl chloro(arylhydrazono) acetate 5a-b in dimethylformamide, in the presence of triethylamine, afforded thiadiazole derivatives 7a-b. A solution of thiosemicarbazide 4 in ethanol was interacted with the a-haloketones 9 in the presence of triethylamine, produced the parallel thiadiazine 12. The structure elucidation of all synthesized compounds is based on the elemental analysis and spectral data (IR, 1H NMR, 13C NMR and MS).

Cyclocondensation between fatty acid hydrazides and 1,1,1-trifluoro-4-alkoxy-3-alken-2-ones: Introducing a trifluoromethylated head onto fatty acid moieties

This paper reports the regioselective synthesis of new trifluoromethylated lipid derivatives, namely, 1-(5-hydroxy-5-trifluoromethyl-3-alkyl-4,5-dihydro-1H-pyrazol-1-yl)alkan-1-ones, through cyclocondensation reactions between a series of fatty hydrazides (palmitoyl, stearoyl, and oleoyl hydrazides) obtained from fatty acids from renewable resources (1,1,1-trifluoro-4-alkoxy-3-alken-2-ones [F3CC(O)CH?C(R1)OR, where R1 = H and R?Et; R1 = –(CH2)6CH3, –(CH2)6CH3, –(CH2)8CH3, –(CH2)9CH3, –(CH2)10CH3, –(CH2)12CH3, –(CH2)2Ph], and R?Me). Experimental observations showed that the lipophilic characteristic of 5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazoles (5–7) prevent the acid catalyzed dehydration to aromatization of 1H-pyrazole ring, although in some cyclocondensations a proportion of the aromatic derivative 1-(5-trifluoromethyl-3-alkyl-1H-pyrazol-1-yl)alkan-1-one was obtained. All products were characterized using multinuclear (1H, 13C, 19F) NMR spectroscopy.