20314-75-4

Basic information

• Product Name: (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate
• CAS NO: 20314-75-4
• Molecular Formula: C₁₆H₂₇NO₃
• Molecular Weight: 281.3905
• Mol File: 20314-75-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 353.6°C at 760 mmHg
• Flash Point: 167.6°C
• Density: 1.1g/cm³
• Vapor Pressure: 3.56E-05mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate(20314-75-4)
• EPA Substance Registry System: (1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate(20314-75-4)

Safety Data

• Hazardous Substances Data: 20314-75-4(Hazardous Substances Data)

Usage

Description

(1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate is a bicyclic compound with a unique structure featuring a morpholine ring attached to a bicyclic heptane ring. It is known for its potential biological activity and is often utilized as a building block in the synthesis of various drugs and pharmaceutical products.

Uses

Used in Pharmaceutical Industry:
(1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate is used as a building block for the synthesis of various drugs and pharmaceutical products due to its potential biological activity and unique structure.
Used in Medicinal Chemistry Research:
(1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate is used as a research compound in medicinal chemistry for the development of new medications and understanding its potential applications in drug discovery.
Used in Drug Discovery:
(1S,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl morpholin-4-ylacetate is used in drug discovery for exploring its potential as a new medication and its role in the development of innovative pharmaceutical products.

Upstream product

• 464-45-9 endo-borneol 
• 110-91-8 morpholine 
• 75556-46-6 (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate 
• 464-48-2 (1S)-camphor 
• 89299-71-8 (1S,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 2-chloroacetate 

Relevant articles and documents

Discovery of a New Class of Inhibitors of Vaccinia Virus Based on (?)-Borneol from Abies sibirica and (+)-Camphor

A series of the bornyl ester/amide derivatives with N-containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6, 13, 14, 34, 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 μm, respectively, and good cytotoxicity. The primary structure–activity relationship (SAR) study suggested that the combination of a saturated N-heterocycle, such as morpholine or 4-methylpiperidine, and a 1,7,7-trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity.

Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process

In this study, we screened a large library of (+)-camphor and (?)-borneol derivatives to assess their filovirus entry inhibition activities using pseudotype systems. Structure-activity relationship studies revealed several compounds exhibiting submicromolar IC50 values. These compounds were evaluated for their effect against natural Ebola virus (EBOV) and Marburg virus. Compound 3b (As-358) exhibited the good antiviral potency (IC50 = 3.7 μM, SI = 118) against Marburg virus, while the hydrochloride salt of this compound 3b·HCl had a strong inhibitory effect against Ebola virus (IC50 = 9.1 μM, SI = 31) and good in vivo safety (LD50 > 1000 mg/kg). The results of molecular docking and in vitro mutagenesis analyses suggest that the synthesized compounds bind to the active binding site of EBOV glycoprotein similar to the known inhibitor toremifene.