5458-77-5

Usage

Uses

Used in Chemical Synthesis:
Undecan-10-enehydrazide is used as a chemical intermediate for the production of various other compounds. Its versatile chemical properties make it suitable for the synthesis of pesticides, pharmaceuticals, and polymers.
Used in Agriculture:
Undecan-10-enehydrazide is used as a potential antifungal and antibacterial agent in the development of agricultural products. Its ability to combat fungi and bacteria can help protect crops and enhance agricultural yields.
Used in Healthcare:
In the healthcare industry, undecan-10-enehydrazide is being investigated for its potential antifungal and antibacterial properties. These properties can be harnessed in the development of products that promote health and prevent infections.
Used in Polymer Synthesis:
Undecan-10-enehydrazide is used as a crosslinking agent in the synthesis of polymers. Its ability to form crosslinks can improve the strength and stability of polymers, making them suitable for various applications.
Used in Metalworking Fluids:
In the metalworking industry, undecan-10-enehydrazide is used as a corrosion inhibitor in metalworking fluids. Its ability to prevent corrosion can extend the life of machinery and reduce maintenance costs.

InChI:InChI=1/C11H22N2O/c1-2-3-4-5-6-7-8-9-10-11(14)13-12/h2H,1,3-10,12H2,(H,13,14)

Upstream product

• 112-38-9 10-undecenoic acid 
• 111-81-9 Methyl 10-undecenoate 
• 133641-66-4 4-undec-10-enoyloxybenzoic acid 
• 38460-95-6 undec-10-enoyl chloride 

Downstream Products

• 107923-57-9 4-(4-bromo-phenyl)-1-undec-10-enoyl semicarbazide 
• 112-45-8 10-Undecenal 
• 73335-20-3 Undec-10-eneselenoic acid Se-phenyl ester 
• 111-81-9 Methyl 10-undecenoate 
• 848890-82-4 Undec-10-enoic acid [1-(3-nitro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 1227737-27-0 C₁₈H₂₄N₂O 
• 1415230-16-8 3-(undec-10-enylamido)-2-[4-chlorophenyl]-4-thiazolidinone 
• 1415230-20-4 3-(undec-10-enylamido)-2-[4-chlorophenyl]-5-methyl-4-thiazolidinone 
• 201742-46-3 C₁₈H₂₅ClN₂O 
• 364612-57-7 1-(undec-10-enoyl)-4-phenylsemicarbazide 
• 97432-52-5 Undecen-(10)-aldehyd-<4-(4-nitro-benzolazo)-benzoylhydrazon> 
• 1107003-57-5 3-phenyl-5-(dec-9-enyl)-1H-1,2,4-triazole 
• 1107003-66-6 3-(4'-hydroxyphenyl)-5-(dec-9-enyl)-1H-1,2,4-triazole 
• 1107003-74-6 3-(4',5'-dihydroxyphenyl)-5-(dec-9-enyl)-1H-1,2,4-triazole 

Relevant academic research and scientific papers

Synthesis of silica-bound amylose by phosphorolytic elongation of immobilised maltoheptaosyl hydrazides

Maltoheptaoside-alkoxysilane anchor molecules were synthesised by fusing aliphatic ω-Si(OEt3) hydrazide linkers with maltoheptaose. After immobilisation of the primers on porous silica, support-bound amylose was synthesised by phosphorolytic synthesis. The hydrazone linkage as a pre-formed cleavage site allowed removal and subsequent characterisation of immobilised amylose, which showed a broad molecular weight distribution. Under HPLC conditions, amylose assumed a non-helical conformation, making surface interactions and not complexation the primary separation mechanism.

Synthesis and biological evaluation of 3,6-dialkylsubstituted-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazoles

Abstract: A series of 3,6-dialkyl-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazole (10) analogues were prepared through multistep synthesis and evaluated them for their antimicrobial and cytotoxic activities. Synthesis of target compounds was carried out using undecenoic acid as starting material, which is the renewable product of castor oil. The key step in the synthesis was formation of triazolo [3,4-b][1,3,4]thiadiazole using various free fatty acids in presence of POCl 3. It was observed that the undecenyl based triazolothiadiazole with butyl (6a), hexyl (6b) and lauryl (6f) derivatives exhibited promising antimicrobial activity against the tested strains. Particularly, Compound 6a exhibited the most promising activity with MIC value 3.9 μ g / mL against most of the tested strains. It also showed potent minimum bactericidal concentration activity with MIC value 7.8 μ g / mL against the tested strains. Cytotoxicity data revealed that most of the tested compounds revealed cytotoxic activity, Compounds 6b, 6d, 6f, 6g, 6h and 6i against SKOV3, 6d, 6e, 6f, 6g, 6h, 6i and 6j against MCF-7 and 6c, 6d, 6e,6g, 6h, 6i and6j against B16–F10 cell lines exhibited significant activities with IC 50 values ranged between 13.67 and 18.62 μ M. Interestingly, all the compounds were non toxic against Chinese hamster ovary cell (CHO-K1) normal cell. Graphical Abstract : A series of 3, 6-dialkyl triazolothiadiazole analogues were prepared using undecenoic acid, which is the renewable product of castor oil and evaluated them for their antimicrobial and cytotoxic activities. Few compounds showed good antimicrobial and cytotoxic activities. [Figure not available: see fulltext.].

Improved protocol toward 1,3,4-oxadiazole-2(3H)-thiones and scale-up synthesis in the presence of SDS as a micelle promoted catalyst

Convenient procedure for in situ cyclization of hydrazinecarbodithioate potassium salts to 1,3,4-oxadiazole-2(3H)-thiones under normal phase micellar media catalysis promoted by sodium dodecyl sulfate (SDS) as an anionic surfactant is reported. The main advantage of this procedure is to provide shorter reaction time for the completion of cyclization; scale-up synthesis is possible and the oxadiazoles were obtained in high to excellent yields (87-100%), making the protocol an attractive alternative to the available methods.

Dynamic combinatorial libraries constructed on polymer scaffolds

(Figure Presented) Functionalized polymers were prepared by grafting acylhydrazides onto a polyvinylbenzaldehyde scaffold through reversible hydrazone linkages. The dynamic nature of these linkages allows the functionalized polymers to exchange and reshuffle their appendages, and the resultant mixture of polymers can be considered as a dynamic combinatorial library constructed upon a polymer scaffold. The dynamic nature of these functionalized polymers was demonstrated.

Synthesis, stereochemistry and biological activity of some novel long alkyl chain substituted thiazolidin-4-ones and thiazan-4-one from 10-undecenoic acid hydrazide

The synthesis of four novel compounds, (i) [(11-{[2-(3-nitrophenyl)-4-oxo- 1,3-thiazolidin-3-yl]amino}-11-oxoundecyl)sulfanyl]acetic acid (4), (ii) N-[5-methyl-2-(3-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]undec-10-enamide (5), (iii) 2-[(11-{[5-methyl-2-(3-nitrophenyl)-4-oxo-1,3-thiazolidin-3-yl]amino}-11- oxoundecyl)sulfanyl]propanoic acid (6) and (iv) 3-[(11-{[2-(3-nitrophenyl)-4- oxo-1,3-thiazinan-3-yl]amino}-11-oxoundecenyl) sulfanyl]propanoic acid (8) from 10-undecenoic acid hydrazide (1) via m-nitrobenzaldehyde-10-undecenohydrazone (2) using mercaptoacetic acid in (i), 2-mercaptopropionic acid in (ii and iii) and 3-mercaptopropionic acid in (iv) is described. The uncyclized products, ({11-[(2E)-2-(3-nitrobenzylidene)hydrazino]-11-oxo-undecyl}sulfanyl)acetic acid (3) and 3-({11-[(2E)-2-(3-nitrobenzylidene)hydrazino]-11-oxoundecyl}sulfanyl) propanoic acid (7) are also obtained in (i) and (iv), respectively. The hydrazones (2), (3) and (7) exist in two conformers as synperiplanar and antiperiplanar. Structural assignment, stereochemistry and biological assays are discussed.