42134-54-3

Basic information

• Product Name: 3-cyclohexylprop-2-yn-1-ol
• CAS NO: 42134-54-3
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.2069
• Mol File: 42134-54-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 244.8°C at 760 mmHg
• Flash Point: 109.9°C
• Density: 0.98g/cm³
• Vapor Pressure: 0.00497mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 3-cyclohexylprop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyclohexylprop-2-yn-1-ol(42134-54-3)
• EPA Substance Registry System: 3-cyclohexylprop-2-yn-1-ol(42134-54-3)

Safety Data

• Hazardous Substances Data: 42134-54-3(Hazardous Substances Data)

Upstream product

• 2060-25-5 3-bromoprop-2-yn-1-ol 
• 931-51-1 cyclohexylmagnesiumchloride 
• 2043-61-0 cyclohexanecarbaldehyde 
• 931-48-6 2-cyclohexylacetylene 
• 123-63-7 paracetaldehyde 
• 50-00-0 formaldehyd 
• 60754-49-6 1,1-dibromo-2-cyclohexylethene 
• 74-96-4 ethyl bromide 

Downstream Products

• 37868-74-9 (E)-3-cyclohexylpropenal 
• 1352008-51-5 (Z)-3-cyclohexyl-3-iodoprop-2-en-1-ol 
• 699010-88-3 tert-butyl-(3-cyclohexyl-1-methoxymethoxy-buta-1,2-dienyl)-dimethyl-silane 
• 699010-84-9 tert-butyl-(3-cyclohexyl-1-methoxymethoxy-prop-2-ynyl)-dimethyl-silane 
• 699011-02-4 (3-methoxymethoxy-1-methyl-propa-1,2-dienyl)-cyclohexane 
• 811804-97-4 (Z)-3-cyclohexyl-2-buten-1-ol 
• 124083-31-4 3-cyclohexylfuran-2(5H)-one 

Relevant articles and documents

Mechanistic Insight on the Mode of Action of Colletoic Acid

The natural product colletoic acid (CA) is a selective inhibitor of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1), which primarily converts cortisone to the active glucocorticoid (GC) cortisol. Here, CA's mode of action and its potential as a chemical tool to study intracellular GC signaling in adipogenesis are disclosed. 11β-HSD1 biochemical studies of CA indicated that its functional groups at C-1, C-4, and C-9 were important for enzymatic activity; an X-ray crystal structure of 11β-HSD1 bound to CA at 2.6 ? resolution revealed the nature of those interactions, namely, a close-fitting and favorable interactions between the constrained CA spirocycle and the catalytic triad of 11β-HSD1. Structure-activity relationship studies culminated in the development of a superior CA analogue with improved target engagement. Furthermore, we demonstrate that CA selectively inhibits preadipocyte differentiation through 11β-HSD1 inhibition, suppressing other relevant key drivers of adipogenesis (i.e., PPARγ, PGC-1α), presumably by negatively modulating the glucocorticoid signaling pathway. The combined findings provide an in-depth evaluation of the mode of action of CA and its potential as a tool compound to study adipose tissue and its implications in metabolic syndrome.

Iron-Catalyzed Coupling of Propargyl Bromides and Alkyl Grignard Reagents

An iron-catalyzed Kumada-type cross-coupling reaction of propargyl halides with alkylmagnesium reagents is described. The reaction is fast, takes place in smooth conditions, tolerates several functional groups that would be able to react with the Grignard reagent, and may afford either allene or propargyl coupling derivatives. Factors involved in the observed regioselectivity have been studied.

Chemoproteomics-Enabled Discovery of a Potent and Selective Inhibitor of the DNA Repair Protein MGMT

We present a novel chemical scaffold for cysteine-reactive covalent inhibitors. Chloromethyl triazoles (CMTs) are readily accessed in only two chemical steps, thus enabling the rapid optimization of the pharmacological properties of these inhibitors. We d