1383982-64-6

Basic information

• Product Name: Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-
• Synonyms: AZD3293;Lanabecestat;Lanabecestat(AZD3293, LY3314814);Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-
• CAS NO: 1383982-64-6
• Molecular Formula: C₂₆H₂₈N₄O
• Molecular Weight: 412.52672
• EINECS: -0
• Mol File: 1383982-64-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 621.9±65.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• PKA: 4.60±0.60(Predicted)
• CAS DataBase Reference: Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-(CAS DataBase Reference)
• NIST Chemistry Reference: Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-(1383982-64-6)
• EPA Substance Registry System: Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-(1383982-64-6)

Safety Data

• Hazardous Substances Data: 1383982-64-6(Hazardous Substances Data)

Usage

General Description

"Dispiro[cyclohexane-1,2'-[2H]indene-1'(3'H),2''-[2H]iMidazol]-4''-aMine, 4-Methoxy-5''-Methyl-6'-[5-(1-propyn-1-yl)-3-pyridinyl]-, (1α,1'R,4β)-" is a complex synthetic chemical compound. This molecule has a dispiro structure, meaning it contains two spiro atoms, cyclic structures where a single atom is a part of two different rings, with cyclohexane, indene, and imidazole rings in its structure. This molecule also has various functional groups including an amine group, a methoxy group, and a pyridinyl group. The presence of these functional groups indicates the molecule may have diverse reactivity and could be used in a variety of chemical reactions or applications. However, without additional specific information, it's difficult to have a definitive conclusion about the functions and applications of this chemical compound.

Upstream product

• 1383985-62-3 (1r,4r)-6'-bromo-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4(3H)-thione 
• 917471-30-8 5-(prop-1-ynyl)pyridin-3-ylboronic acid 
• 1245514-96-8 6^,-bromo-4H-spiro[cyclohexane-1,2'-indene]-1^,,4(3^,H)-dione 
• 14548-39-1 6-bromoindan-1-one 
• 1245516-72-6 (1r,4r)-6’-bromo-4-methoxyspiro(cyclohexane-1,2’-indene)-1’(3’H)-one 
• 1383985-61-2 (1r,4r)-6'-bromo-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-imine hydrochloride 
• 1383985-59-8 6'-bromo-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4(3H)-thione 
• 1383985-58-7 6'-bromo-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-imine 
• 1383982-59-9 6'-bromo-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4-amine 
• 1245515-16-5 6'-bromo-4-methoxyspiro[cyclohexane-1,2'-indene]-1'(3'H)-one 
• 917772-69-1 3-bromo-5-(prop-1-yn-1-yl)pyridine 
• 1384082-50-1 (1r,1'R,4R)-6'-bromo-4-methoxy-5''-methyl-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazole]-4-amine 
• 625-92-3 3,5-dibromopyridine 
• 1383982-62-4 (1r,4r)-4-methoxy-5''-methyl-6'-(5-prop-1-yn-1-ylpyridin-3-yl)-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine 

Relevant articles and documents

Process Development of a Suzuki Reaction Used in the Manufacture of Lanabecestat

We developed a scalable Suzuki process for the synthesis of lanabecestat (+)-camsylate, an active pharmaceutical ingredient that was recently investigated in a Phase III clinical program for the treatment of early Alzheimer's disease. The evolution of this process culminated with the use of a stable and crystalline diethanolamine boronic ester that rapidly hydrolyses under the reaction conditions. Herein, we report that the liberated diethanolamine plays an important role in the catalytic process, with supporting evidence for an equilibrium between an unbound and bound palladium complex. Additionally, the diethanolamine acts as an internal scavenger during the crystallization of lanabecestat by increasing the solubility of the palladium species, obviating the need for a discrete scavenging step.

CAMSYLATE SALT

A camsylate salt of (1r,1 'R,4R)- 4-methoxy-5"-methyl-6'-[5-(prop-1-yn-1-yl)pyridin-3-yl]-3'H-dispiro[cyclohexane-1,2'-inden-1'2'-imidazole]-4"-amine, pharmaceutical compositions containing the salt and therapeutic uses of the salt for treating Αβ-related pathologies such as Alzheimer's Disease, Down's syndrome, β-amyloid angiopathy and conditions such as dementia including dementia of mixed vascular and degenerative origin, pre-senile dementia, senile dementia and dementia associated with Parkinson's disease, progressive supranuclear palsy or cortical basal degeneration.