58096-29-0

Usage

Uses

Used in Organic Synthesis:
[1R-(1alpha,2beta,3alpha,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid is used as a key intermediate for the synthesis of various complex organic molecules. Its unique structure and functional group enable the creation of a wide range of compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, [1R-(1alpha,2beta,3alpha,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid is used as a building block for the development of new drugs. Its specific stereochemistry and functional group can be exploited to design molecules with targeted biological activities, potentially leading to the discovery of novel therapeutic agents.
Used in Materials Science:
[1R-(1alpha,2beta,3alpha,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptane-3-carboxylic acid is utilized in the development of advanced materials with specific properties. Its unique structure and functional group can be incorporated into polymers, coatings, and other materials to enhance their performance characteristics, such as strength, durability, and chemical resistance.

Upstream product

• 788133-24-4 vanadium(V) oxide 
• 60113-43-1 (+)-3-formylpinane 
• 57357-83-2 (+)-(1S,2S,3S)-3-formyl-2,6,6-trimethylbicyclo<3.1.1>heptane 
• 473-62-1 (1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one 
• 1196-00-5 (-)-isopinocampheol 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 

Relevant academic research and scientific papers

Optically active transition-metal complexes, 8. - Transition-metal complexes of the optically active cyclopentadienyl ligand PinCp: Crystal structure of (S(Re))-(η5-PinCp)Re(No)(PPh3)[CONHCH(CH3)C10H7

The synthesis of (η5-PinCp*)Re(CO)3 [PinCp* = tetramethyl(pinanyl)cyclopentadienyl] is described. Successive substitution of two CO ligands by NO+ and PPh3 generates a 1.1 diastereomeric mixture of chiral-at-met

Design and synthesis of pinane oxime derivatives as novel anti-influenza agents

Parasitic characteristics, mutations and resistance of influenza A virus make it difficult for current influenza antiviral drugs to maintain long-term effectiveness. Currently, to design non-adamantane compounds targeting the S31N mutant of M2 proton channel is a promising direction for the development of novel anti-influenza drugs. In our previous research, a pinanamine-based antiviral M090 was discovered to target hemagglutinin instead of M2, with its structure being highly similar to reported M2-S31N inhibitors. Herein, a series of pinane oxime derivatives were designed from scratch and evaluated for anti-influenza activity and their cytotoxicity in vitro. Utilizing a combination of structure-activity relationship analysis, electrophysiological assay and molecular docking, the most potent compound 11h, as a M2-S31N blocker, exhibited excellent activity with EC50 value at the low micromolar level against both H3N2 and H1N1. No significant toxicity of 11h was observed. In addition, compound 11h was located tightly in the pore of the drug-binding site with the thiophene moiety facing down toward the C-terminus, and did not adopt a similar position and orientation as the reference inhibitor.

Identification of camphor derivatives as novel M2 ion channel inhibitors of influenza A virus

Amantadine derivatives have been the only drugs marketed as M2 inhibitors of influenza A for decades. The identification of pinanamine as a novel M2 inhibitor suggests that M2 ion channels can accommodate more types of hydrophobic scaffolds. Herein, we further investigated the M2 ion channels and identified camphor derivatives as new types of M2 inhibitors. Compound 18 was found to be more potent than amantadine against wild-type influenza virus. The molecular docking revealed that compound 18 occupies more space in the M2 ion channel than amantadine and thus exhibits enhanced activity. This journal is

Pinane derivatives

Pinanes substituted by a group X in the 3-position which group is formyl, or its alkyl-acetals or alkyl-hemiacetals, carboxylic acid, carboxylic acid chloride, carboxylic acid amide, hydroxymethyl or aminomethyl substituted in a specific manner at the nitrogen, the optical isomers of these compounds and a process for their manufacture by hydroformylation of α-pinene in the presence of rhodium catalysts, and conversion of the 3-formylpinane first produced into the above derivatives by conventional methods.