149965-78-6

Basic information

• Product Name: 4-PROP-2-YN-1-YLMORPHOLINE
• Synonyms: 4-PROP-2-YN-1-YLMORPHOLINE;4-(2-propyn-1-yl)-Morpholine;Benzyl but-3-ynylcarbamate;benzyl but-3-yn-1-ylcarbaMate;But-3-ynyl-carbamic acid benzyl ester
• CAS NO: 149965-78-6
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 125.0
• Mol File: 149965-78-6.mol

Chemical Properties

• Boiling Point: 168.1 °C at 760 mmHg
• Flash Point: 45.8 °C
• Appearance: /
• Density: 0.99 g/cm³
• Storage Temp.: 2-8°C
• PKA: 11.90±0.46(Predicted)
• CAS DataBase Reference: 4-PROP-2-YN-1-YLMORPHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PROP-2-YN-1-YLMORPHOLINE(149965-78-6)
• EPA Substance Registry System: 4-PROP-2-YN-1-YLMORPHOLINE(149965-78-6)

Safety Data

• Hazardous Substances Data: 149965-78-6(Hazardous Substances Data)

Usage

Uses

Used in Agrochemical Synthesis:
4-Prop-2-yn-1-ylmorpholine is used as an intermediate in the synthesis of agrochemicals for its potential role in the development of new pesticides or herbicides. The morpholine structure in 4-Prop-2-yn-1-ylmorpholine may contribute to the effectiveness of these products in agricultural applications.
Used in Pharmaceutical Industry:
4-Prop-2-yn-1-ylmorpholine is used as a building block in the pharmaceutical industry for the synthesis of various drug molecules. The morpholine ring's unique properties may allow for the creation of new medications with improved efficacy or reduced side effects.
Used in Rubber Production:
4-Prop-2-yn-1-ylmorpholine is used as an additive in the rubber production process to enhance the properties of rubber materials. The morpholine structure may improve the flexibility, durability, or other characteristics of rubber products.
Used in Corrosion Control:
4-Prop-2-yn-1-ylmorpholine is used as a corrosion inhibitor in steam and water systems to protect against the damaging effects of corrosion. The presence of the morpholine ring may provide a protective layer or chemical interaction that reduces corrosion rates in these systems.

Upstream product

• 88211-50-1 4-amino-1-butyne hydrochloride 
• 501-53-1 benzyl chloroformate 
• 6089-09-4 4-pentynoic acid 
• 100-51-6 benzyl alcohol 
• 136918-14-4 phthalimide 

Downstream Products

• 876131-18-9 [4-(4-Iodophenyl)but-3-ynyl]carbamic acid benzyl ester 
• 1191953-06-6 benzyl but-3-ynyl(methoxymethyl)carbamate 
• 960398-79-2 C₅₆H₆₂N₂O₁₀ 
• 960398-44-1 (4-(4-(4-(bis-(2-(4-benzyloxy-3-hydroxymethylphenyl)-2-(R)-hydroxyethyl)amino)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 960398-77-0 C₄₅H₅₃N₃O₆S 
• 960398-28-1 (4-(4-(4-(2-(3-(benzylmethanesulfonylamino)-4-benzyloxyphenyl)-2(R)-hydroxyethylamino)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 960398-78-1 (4-(4-(4-(bis-(2-(3-(benzylmethanesulfonylamino)-4-benzyloxyphenyl)-2(R)-hydroxyethyl)amino)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 960398-41-8 2-benzyloxy-5-(2-(4-(4-(4-benzyloxycarbonylaminobutyl)phenyl)butylamino)-1-(R)-hydroxyethyl)benzoic acid methyl ester 
• 960398-42-9 (4-(4-(4-(2-(4-benzyloxy-3-hydroxymethylphenyl)-2-(R)-hydroxyethylamino)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 1173165-40-6 C₃₈H₄₅N₃O₅ 
• 960398-10-1 (4-(4-(4-(2-(4-benzyloxy-3-formylaminophenyl)-2(R)-hydroxyethylamino)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 960398-39-4 (4-(4-(4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyl)phenyl)butyl)carbamic acid benzyl ester 
• 960398-40-7 (4-(4-(4-aminobutyl)phenyl)butyl)carbamic acid benzyl ester 
• 1613708-43-2 C₃₁H₃₄N₂O₆ 

Relevant articles and documents

An Alkynylpyrimidine-Based Covalent Inhibitor That Targets a Unique Cysteine in NF-κB-Inducing Kinase

NF-κB-inducing kinase (NIK) is a key enzyme in the noncanonical NF-κB pathway, of interest in the treatment of a variety of diseases including cancer. Validation of NIK as a drug target requires potent and selective inhibitors. The protein contains a cysteine residue at position 444 in the back pocket of the active site, unique within the kinome. Analysis of existing inhibitor scaffolds and early structure-activity relationships (SARs) led to the design of C444-targeting covalent inhibitors based on alkynyl heterocycle warheads. Mass spectrometry provided proof of the covalent mechanism, and the SAR was rationalized by computational modeling. Profiling of more potent analogues in tumor cell lines with constitutively activated NIK signaling induced a weak antiproliferative effect, suggesting that kinase inhibition may have limited impact on cancer cell growth. This study shows that alkynyl heterocycles are potential cysteine traps, which may be employed where common Michael acceptors, such as acrylamides, are not tolerated.

Synthesis and structure-bactericidal activity relationships of non-ketolides: 9-Oxime clarithromycin 11,12-cyclic carbonate featured with three-to eight-atom-length spacers at 3-OH

In general, potent non-ketolide versions of erythromycin possessed conformationally constricted two- or three-atom-length sidechains at 3-OH. Novel 14-membered non-ketolides possessing long spacers beyond three-atom length were evaluated for antibacterial

Formal alkyne aza-prins cyclization: Gold(I)-catalyzed cycloisomerization of mixed N,O-acetals generated from homopropargylic amines to highly substituted piperidines

(Chemical Equation Presented). A new gold(I)-catalyzed cycloisomerization to access highly substituted piperidines has been developed. By combining a conceptually new way of generating iminium ions using cationic gold(I) complexes and an efficient cyclization reaction that can minimize a potentially competing aza-Cope rearrangement, the proposed reaction successfully circumvents a long-standing problem in the classical aza-Prins reaction. Synthetic utility of the catalytic reaction was demonstrated by a synthesis of optically active 2-alkyl-piperidin-4-one.

Prodrugs activated by targeted catalytic proteins

Prodrugs that are activated by and conjugated to a catalytic antibody conjugated to a moiety that binds to a tumor cell population are provided.