32189-20-1

Usage

Uses

Used in Organic Synthesis:
(1R,3S)-1,3-Bis(acetylamino)cyclohexane is used as a reagent and building block in organic synthesis for the production of diverse chemical compounds with potential biological activities.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (1R,3S)-1,3-Bis(acetylamino)cyclohexane is utilized as a key intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs with therapeutic applications.
Used in Materials Science:
(1R,3S)-1,3-Bis(acetylamino)cyclohexane may also have applications in materials science, where its structural properties could be employed in the development of new materials with specific properties and functionalities.

Upstream product

• 3385-21-5 1,3-diaminocyclohexane 
• 108-24-7 acetic anhydride 
• 10268-78-7 1,3-diacetylaminobenzene 
• 3971-31-1 cyclohexane-1,3-dicarboxylic acid 
• 141-78-6 ethyl acetate 

Downstream Products

• 3385-21-5 trans-cyclohexane-1,3-diamine 
• 26772-34-9 (1R,3S)-cyclohexane-1,3-diamine 

Relevant academic research and scientific papers

Discovery of cyclopentane- and cyclohexane-trans-1,3-diamines as potent melanin-concentrating hormone receptor 1 antagonists

We herein report the optimization of cyclopentane- and cyclohexane-1,3-diamine derivatives as novel and potent MCH-R1 antagonists. Structural modifications of the 2-amino-quinoline and thiophene moieties found in the initial lead compound served to improve its metabolic stability profile and MCH-R1 affinity, and revealed unprecedented SAR when compared to other 2-amino-quinoline-containing MCH-R1 antagonists.

Insights into the van der Waals radius of low-spin Ni(II) from molecular mechanics studies and the crystal structures of [Ni(cis-cyclohexane-1,3-diamine)2]Cl2, [Ni{(R)-5,5,7-trimethyl-1,4-diazacycloheptane}2]Cl2 ·H2O and [Ni(5,7-dimethyl-1,4-diazacycloheptane)2](ClO4)2

The structures of three bis(diamine)nickel(II) complexes, chosen to shed light on the van der Waals radius of nickel(II), are described. [Ni(cis-1,3-chxn)2]Cl2 (cis-1,3-chxn = cis-cyclohexane-1,3-diamine) crystallizes in the monoclinic space group P21/n, with a 6.397(2), b 16.463(4), c 7.229(2) A, b 90.70(2)°, and its structure has been refined to an R value of 0.031 on 1214F. [Ni{(R)-tmdz}2]Cl2·H2O (tmdz = 5,5,7-trimethyl-1,4-diazacycloheptane) crystallizes in the orthorhombic space group P212121, with a 10.678(1), b 11.073(5), c 17.968(6) A, and its structure has been refined to an R value of 0.031 on 1586F. [Ni(dmdz)2](ClO4)2 (dmdz = 5,7-dimethyl-1,4-diazacycloheptane) crystallizes in the monoclinic space group P21/n, with a 9.582(1), b 10.390(2), c 11.817(3) A, β 96.19(2)°, and its structure has been refined to an R value of 0.059 on 817F. In all three structures, short Ni-...H and Ni...C interactions, ranging from 2.37 to 2.61 A and 2.99 to 3.03 A, respectively, are observed. Using molecular mechanics modelling to reproduce these separations, we have arrived at a van der Waals radius of 1.35 A for low-spin nickel(II). Analysis of Ni...O contacts in the solid state leads to a van der Waals radius of about 1.26 A, which is consistent with the molecular mechanics derived value since these are usually longer.