5601-45-6

Basic information

• Product Name: 1-Morpholino-4-methyl-1-cyclohexene
• Synonyms: 1-Morpholino-4-methyl-1-cyclohexene;4-(4-Methyl-1-cyclohexen-1-yl)morpholine
• CAS NO: 5601-45-6
• Molecular Formula: C₁₁H₁₉NO
• Molecular Weight: 181.2747
• Mol File: 5601-45-6.mol

Chemical Properties

• Boiling Point: 284.5°Cat760mmHg
• Flash Point: 83.8°C
• Appearance: /
• Density: 1.007g/cm³
• Vapor Pressure: 0.00297mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: 1-Morpholino-4-methyl-1-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Morpholino-4-methyl-1-cyclohexene(5601-45-6)
• EPA Substance Registry System: 1-Morpholino-4-methyl-1-cyclohexene(5601-45-6)

Safety Data

• Hazardous Substances Data: 5601-45-6(Hazardous Substances Data)

Usage

Chemical structure

1-Morpholino-4-methyl-1-cyclohexene consists of a cyclohexene ring with a morpholino group attached at the 1-position and a methyl group at the 4-position.

Usage

It serves as an important intermediate for the synthesis of pharmaceuticals and agrochemicals.

Application in organic synthesis

1-Morpholino-4-methyl-1-cyclohexene is used as a building block for creating more complex molecules.

Potential applications

The compound has been studied for its potential applications in materials science and as a catalyst in certain chemical reactions.

Versatility

This compound has versatile uses in various fields, making it a valuable tool in chemical research and development.

InChI:InChI=1/C11H19NO/c1-10-2-4-11(5-3-10)12-6-8-13-9-7-12/h4,10H,2-3,5-9H2,1H3

Upstream product

• 110-91-8 morpholine 
• 589-92-4 1-methylcyclohexan-4-one 

Downstream Products

• 5601-49-0 4-Methyl-2-propionyl-cyclohexanon 
• 36771-33-2 4-(4-methyl-cyclohex-1-enyl)-3-phenyl-2H-isoxazol-5-one; compound with morpholine (1:1) 
• 28339-02-8 2-(2-Methylbutyryl)-4-methylcyclohexanon 
• 67861-35-2 4-[4-methyl-6-(2-nitro-1-phenyl-ethyl)-cyclohex-1-enyl]-morpholine 
• 67861-36-3 4-{6-[1-(4-methoxy-phenyl)-2-nitro-ethyl]-4-methyl-cyclohex-1-enyl}-morpholine 
• 67861-38-5 2-methoxy-4-[1-(5-methyl-2-morpholin-4-yl-cyclohex-2-enyl)-2-nitro-ethyl]-phenol 
• 29441-75-6 6-methyl-8a-morpholin-4-yl-3-phenyl-4a,5,6,7,8,8a-hexahydro-4H-benzo[e][1,2]oxazine 
• 62115-82-6 2-Isobutyryl-4-methylcyclohexanon 
• 77120-57-1 2-[(2-Methoxy-phenyl)-hydrazono]-4-methyl-cyclohexanone 
• 96835-86-8 6-Methyl-3-phenyl-5,6,7,8-tetrahydro-4H-cinnoline-1-carboxylic acid amide 
• 96835-85-7 8a-Hydroxy-6-methyl-3-phenyl-4a,5,6,7,8,8a-hexahydro-4H-cinnoline-1-carboxylic acid amide 
• 96835-89-1 6-Methyl-8a-morpholin-4-yl-3-phenyl-4a,5,6,7,8,8a-hexahydro-4H-cinnoline-1-carboxylic acid amide 
• 61592-64-1 cis-2-acetoxy-4-methylcyclohexanone 
• 84736-51-6 cis-2-(4-methoxyphenyl)-4-methylcyclohexanone 

Relevant articles and documents

First zinc bromide promoted annulative domino reactions between enamines and cyclic Morita-Baylis-Hillman alcohols: Synthesis of N, O-ketals

A new efficient ZnBr 2-mediated annulative domino reaction between enamines and cyclic Morita-Baylis-Hillman (MBH) alcohols is disclosed. The process involves a tandem sequence (intermolecular conjugate addition of enamines to MBH alcohols and intramolecular nucleophilic addition of the hydroxyl moiety to the transiently generated iminium ion), affording the corresponding N, O -ketals diastereoselectively in good yields.

Synthesis, Antimicrobial Activity and Molecular Docking Study of Novel α-(Diphenylphosphoryl)- and α-(Diphenylphosphorothioyl)cycloalkanone Oximes

A series of novel α-(diphenylphosphoryl)- and α-(diphenylphosphorothioyl)cycloalkanone oximes have been synthesized in search for novel bioactive molecules. Their structures were characterized by various spectroscopic methods including IR, NMR (1H, 31P, 13C), mass spectrometry and single crystal X-ray diffraction. The newly synthesized phosphorus-containing oximes were screened for their in vitro antimicrobial activity against Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Escherichia coli and Salmonella typhimurium) and fungal strains (Candida albicans and Candida glabrata). The biological assays showed that all the studied compounds exhibited high antibacterial and antifungal activities at only 0.1–2.1 μg/mL. In silico molecular docking studies in FabH enzyme active site were performed in order to predict the possible interaction modes and binding energies of the drug candidates at the molecular level.

Direct palladium-catalyzed allylic alkylations of alcohols with enamines: Synthesis of homoallyl ketones

An efficient, direct nucleophilic allylic substitution of α-, β- and γ-substituted alcohols with enamines, using the Pd(OAc)2/PPh3 catalyst system and ZnBr2 as a promoter in CH2Cl2 at reflux, is reported. The reaction course was dependent on the steric hindrance at the α- or γ-positions with respect to the functionalized α-carbon, selectively affording in moderate to good yields, α- or γ-homoallyl ketones, the so-called “linear” and “branched” products, respectively.

Palladium-catalyzed nucleophilic allylic substitution of Morita–Baylis–Hillman adducts with enamines: Synthesis of 1,5-dicarbonyl compounds

An efficient nucleophilic allylic substitution of a variety of Morita–Baylis–Hillman adducts with enamines catalyzed by Pd(OAc)2 in the presence of ZnBr2 as a promoter is described in the present study. The reaction gives SN2-type 1,5-dicarbonyl compounds that may subsequently undergo an intramolecular conjugate addition onto the enone moiety affording the corresponding 1,4-adducts. All the synthesized compounds have been isolated in moderate to good yields and fully characterized.

Direct Regio- and Diastereoselective Diphosphonylation of Cyclic Enamines: One-Pot Synthesis of α,α'-Bis(diphenylphosphoryl)- and α,α'-Bis(diphenylphosphorothioyl)cycloalkanones

A straightforward regio- and diastereoselective process has been developed for the synthesis of unprecedented symmetrical trans -α,α'-bis(diphenylphosphoryl)- and α,α'-bis(diphenylphosphorothioyl)-cycloalkanones, through the reaction of cyclic enamines with excess P -chlorodiphenylphosphine in the presence of triethylamine, followed by oxidation or sulfurization and hydrolytic workup.

In vivo imaging method for cancer

The present invention provides a method useful in the diagnosis and monitoring of cancer wherein there is an abnormal expression of PBR. The method of the invention is particularly useful in evaluating the severity of the cancer, e.g. PBR expression corre

In vivo imaging method of mood disorders

The present invention provides a method useful in the diagnosis and/or monitoring of mood disorders wherein there is an abnormal expression of PBR. The method of the invention is useful in the differential diagnosis of said mood disorders and other condit

Indole derivatives

An indole-based in vivo imaging agent is provided by the present invention that binds with high affinity to PBR, has good uptake into the brain following administration, and which has good selective binding to PBR. The invention also includes a precursor

The hit-to-lead optimization of 1,2,3,4,4a,9a-hexahydro-1H-xanthenes as glucocorticoid receptor antagonists

The structure-activity relationship (SAR) study of a 1,2,3,4,4a,9a- hexahydro-1H-xanthene series of selective, human glucocorticoid receptor α (hGRα) antagonists is reported. Compounds were screened using hydroxyapatite-based GR binding and MMTV-Luc co-transfection reporter gene assays. Four different regions of the scaffold were modified to assess the effects on hGRα antagonism and related potency. Compound 8d exhibits an 8-fold better bioactivity than the original hit 1a, as well as an improved chemical stability, which make it a promising lead for the subsequent optimization.

IN VIVO IMAGING METHOD OF MOOD DISORDERS

The present invention provides a method useful in the diagnosis and/or monitoring of mood disorders wherein there is an abnormal expression of PBR. The method of the invention is useful in the differential diagnosis of said mood disorders and other condit