80434-59-9

Basic information

• Product Name: Cyclohexanecarboxaldehyde, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-
• CAS NO: 80434-59-9
• Molecular Formula: C11H20O
• Molecular Weight: 168.279
• Mol File: 80434-59-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Cyclohexanecarboxaldehyde, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxaldehyde, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-(80434-59-9)
• EPA Substance Registry System: Cyclohexanecarboxaldehyde, 5-methyl-2-(1-methylethyl)-, (1R,2S,5R)-(80434-59-9)

Safety Data

• Hazardous Substances Data: 80434-59-9(Hazardous Substances Data)

Upstream product

• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 142921-58-2 (1S,2R,5S)-(+)-menthol Mesylate 
• 1217664-77-1 (1R,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonitrile 
• 104012-59-1 (+)-p-menth-3-ylchloride 
• 68-12-2 N,N-dimethyl-formamide 
• 10458-14-7 (2R,5S)-menthone 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 184178-86-7 (1S,4S,7R)-4-isopropyl-7-methyl-1-oxaspiro[2.5]octane 
• 80447-43-4 (2S,5R)-1-Methoxymethylen-2-isopropyl-5-methylcyclohexan 
• 289909-56-4 tert-Butyl-[(E)-(R)-4-isopropyl-6-((1S,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-4-methyl-hex-5-enyloxy]-dimethyl-silane 

Downstream Products

• 485843-44-5 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxaldehyde 
• 62309-29-9 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxylic acid 
• 108235-79-6 (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride 
• 474380-45-5 (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-methyl-oct-2-en-1-ol 
• 474380-58-0 (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-3-methyl-oct-2-en-1-ol 
• 289909-47-3 (E)-(S)-3-Cyclohexyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-2-en-1-ol 
• 289909-70-2 (E)-(R)-3-Cyclohexyl-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-but-2-en-1-ol 
• 289909-48-4 (S,E)-3-benzyl-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)but-2-en-1-ol 
• 289909-72-4 (R,E)-3-benzyl-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)but-2-en-1-ol 
• 289909-50-8 (E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-hex-2-en-1-ol 
• 289909-76-8 (E)-(R)-6-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-hex-2-en-1-ol 
• 795280-02-3 (E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-1-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl)-3-methyl-hept-2-en-1-ol 
• 289909-49-5 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-phenylbut-2-en-1-ol 
• 289909-74-6 (R,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-phenylbut-2-en-1-ol 

Relevant articles and documents

Zinc-Mediated Hydroxyallylation of Aldehydes with Cyclopropanols: Direct Access to Vicinal anti-sec,tert-Diols via Enolized Homoenolates

Direct and diastereoselective synthesis of vicinal anti-sec,tert-diols has been achieved by zinc-mediated α-hydroxyallylation of aldehydes with cyclopropanols. The reaction features the action of the zinc-enolized homoenolate as a γ-oxyallyl nucleophile toward the carbonyl electrophile. The diastereoselectivity of the present reaction is ascribed to the strong preference for a chelated (Z)-configuration of the enolized homoenolate as well as the bicyclic chairlike transition state it forms with the aldehyde, where the aldehyde substituent prefers to occupy the pseudoaxial position.

Constraining the Side Chain of C-Terminal Amino Acids in Apelin-13 Greatly Increases Affinity, Modulates Signaling, and Improves the Pharmacokinetic Profile

Side-chain-constrained amino acids are useful tools to modulate the biological properties of peptides. In this study, we applied side-chain constraints to apelin-13 (Ape13) by substituting the Pro12 and Phe13 positions, affecting the binding affinity and signaling profile on the apelin receptor (APJ). The residues 1Nal, Trp, and Aia were found to be beneficial substitutions for Pro12, and the resulting analogues displayed high affinity for APJ (Ki 0.08-0.18 nM vs Ape13 Ki 0.7 nM). Besides, constrained (d-Tic) or α,α-disubstituted residues (Dbzg; d-α-Me-Tyr(OBn)) were favorable for the Phe13 position. Compounds 47 (Pro12-Phe13 replaced by Aia-Phe, Ki 0.08 nM) and 53 (Pro12-Phe13 replaced by 1Nal-Dbzg, Ki 0.08 nM) are the most potent Ape13 analogues activating the Gα12 pathways (53, EC50 Gα12 2.8 nM vs Ape13, EC50 43 nM) known to date, displaying high affinity, resistance to ACE2 cleavage as well as improved pharmacokinetics in vitro (t1/2 5.8-7.3 h in rat plasma) and in vivo.

COMPOUNDS USEFUL AS MODULATORS OF TRPM8

The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.