188584-11-4

Basic information

• Product Name: 10-Undecyn-1-amine
• CAS NO: 188584-11-4
• Molecular Weight: 167.294
• Mol File: 188584-11-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 10-Undecyn-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Undecyn-1-amine(188584-11-4)
• EPA Substance Registry System: 10-Undecyn-1-amine(188584-11-4)

Safety Data

• Hazardous Substances Data: 188584-11-4(Hazardous Substances Data)

Usage

General Description

10-Undecyn-1-amine, also known as undecylenic amine, is a linear aliphatic amine with a carbon-carbon triple bond at the 10th position. It is an unsaturated fatty amine with the chemical formula C11H21N, and a molecular weight of 167.29 g/mol. The compound has a strong, characteristic odor and is used in the production of various industrial and consumer products, including pharmaceuticals, cosmetics, and personal care items. It also has antimicrobial properties, making it useful as an ingredient in antifungal and antibacterial products. Additionally, 10-Undecyn-1-amine is used in the synthesis of other organic compounds and as a chemical intermediate in the manufacturing of specialty chemicals.

Upstream product

• 873421-29-5 11-azidoundec-1-yne 
• 2774-84-7 undec-10-yn-1-ol 
• 146920-62-9 undec-10-yn-1-yl methanesulfonate 
• 112-47-0 1,10-Decanediol 
• 56401-31-1 10-hydroxydecyl 4-methylbenzenesulfonate 
• 161270-70-8 2-(10-hydroxydecyl)-1H-isoindole-1,3(2H)-dione 
• 17079-91-3 2-undec-10-ynyl-isoindole-1,3-dione 
• 2777-65-3 undec-10-ynoic acid 
• 100400-35-9 10-undecynoic acid amide 

Downstream Products

• 188584-22-7 5-Dimethylamino-naphthalene-1-sulfonic acid undec-10-ynylamide 
• 188584-23-8 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid undec-10-ynylamide 
• 1245740-29-7 undec-10-yn-1-yl isocyanate 
• 1245739-97-2 ST₃₉₁₁ 
• 87947-12-4 undec-10-ynenitrile 
• 1579944-28-7 C₅₈H₆₆N₂O₁₄ 
• 1579944-24-3 C₂₅H₂₃NO₅ 

Relevant articles and documents

Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst

Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).

Discovery of potent inhibitors of human and mouse fatty acid amide hydrolases

Fatty acid amide hydrolase (FAAH, EC 3.5.1.99) is the main enzyme catabolizing endocannabinoid fatty acid amides. FAAH inactivation promotes beneficial effects upon pain and anxiety without the side effects accompanying agonists of type-1 cannabinoid receptors. Aiming at discovering new selective FAAH inhibitors, we developed a series of compounds (5a-u) characterized by a functionalized heteroaromatic scaffold. Particularly, 5c and 5d were identified as extremely potent, noncompetitive, and reversible FAAH inhibitors endowed with a remarkable selectivity profile and lacking interaction with the hERG channels. In vivo antinociceptive activity was demonstrated for 5c, 5d, and 5n at a dose much lower than that able to induce either striatal and limbic stereotypies or anxiolytic activity, thus outlining their potential to turn into optimum preclinical candidates. Aiming at improving pharmacokinetic properties and metabolic stability of 5d, we developed a subset of nanomolar dialyzable FAAH inhibitors (5v-z), functionalized by specific polyethereal lateral chains and fluorinated aromatic rings.