31685-38-8

Basic information

• Product Name: 2-(1-adamantyl)propanol
• Synonyms: 2-(1-adamantyl)propanol;3-(1-Adamantyl)propan-1-ol
• CAS NO: 31685-38-8
• Molecular Formula: C₁₃H₂₂O
• Molecular Weight: 194.31
• Mol File: 31685-38-8.mol

Chemical Properties

• Boiling Point: 287.4 °C at 760 mmHg
• Flash Point: 134.8 °C
• Appearance: /
• Density: 1.045 g/cm³
• Vapor Pressure: 0.000279mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: 2-(1-adamantyl)propanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-adamantyl)propanol(31685-38-8)
• EPA Substance Registry System: 2-(1-adamantyl)propanol(31685-38-8)

Safety Data

• Hazardous Substances Data: 31685-38-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(1-adamantyl)propanol is used as a central nervous system depressant for its anxiolytic properties, helping to alleviate anxiety and tension. It is particularly beneficial in the treatment of anxiety disorders and conditions related to stress and tension.
Used in Medication Development:
ADAPTOL is utilized in the development of new anxiolytic medications due to its unique chemical structure and pharmacological properties. Its minimal sedative effects and well-tolerated nature make it a favorable option for patients requiring long-term treatment for anxiety.

InChI:InChI=1/C13H22O/c14-3-1-2-13-7-10-4-11(8-13)6-12(5-10)9-13/h10-12,14H,1-9H2

Upstream product

• 50-00-0 formaldehyd 
• 773-37-5 1-(2-bromo-ethyl)-adamantane 
• 768-90-1 1-Adamantyl bromide 
• 52582-89-5 3-((3r,5r,7r)-adamantan-1-yl)propanenitrile 
• 25907-60-2 3-(1-adamantyl)prop-2-enal 
• 26831-48-1 2-(adamantan-1-yl)ethyl-4-methylbenzenesulfonate 
• 4942-47-6 (adamant-1-yl)-acetic acid 
• 6240-11-5 2-(adamant-1-yl)ethanol 
• 136258-27-0 trans-3-(1-adamantyl)acrylic acid 
• 113249-58-4 trans-3-(1-adamantyl)acrylic acid 
• 16269-16-2 3-(1-adamantyl)propanoic acid 
• 711-01-3 methyl adamantane-1-carboxylate 
• 770-71-8 1-adamantanemethanol 
• 768-95-6 1-adamanthanol 

Downstream Products

• 1305348-89-3 methyl 4-[(1E)-4-(adamant-1-yl)but-1-en-1-yl]benzoate 
• 1305348-90-6 4-[(1E)-4-(adamant-1-yl)but-1-en-1-yl]benzoic acid 
• 1305348-91-7 4-[4-(adamant-1-yI)butyl]benzoic acid 
• 1305348-93-9 C₂₂H₂₈N₂O 
• 1305348-92-8 ethyl {4-[4-(adamant-1-yl)butyl]phenyl}acetate 
• 1383850-43-8 di[3-(1-adamantyl)propyl] tosyloxymethylphosphonate 

Relevant articles and documents

Synthesis and Structure-Activity Relationships of Ring-Opened Bengamide Analogues against Methicillin-Resistant Staphylococcus aureus?

Methicillin-resistant Staphylococcus aureus (MRSA) has become a major threat on public health because of the increase of clinically isolated strains that exhibit resistance to many antibiotics. Therefore, development of new antibiotics for the treatment of MRSA infection is a sustained challenge. We have previously identified a ring-opened bengamide analogue L472-2 that displays moderate activity against the growth of S. aureus. In our previous work, we started from L472-2 and identified a class of analogues containing alkynyl groups which have the potential to activate SaClpP activity but moderate antibacterial activity. Herein, we focused on the antibacterial activity of L472-2, and a novel series of ring-opened bengamide analogues were synthesized and their activities were evaluated against MRSA. By conducting a compact analysis of the structure-activity relationships (SAR) of these analogues, we found that an adamantane ethanol ester bengamide 2j showed excellent antibacterial activity towards six S. aureus strains, including MRSA, while it does not activate ClpP. Therefore, these bengamide analogues represent a new class of candidates that suppress MRSA viability.

Binding study on 1-adamantylalkyl(benz)imidazolium salts to cyclodextrins and cucurbit[n]urils

Multitopic guests are used as key components of molecular triggers, switchers, sensors, or reactors in recent supramolecular chemistry studies. The increasing complexity of these compounds correlates with the need for versatile, synthetically available binding motifs (building blocks) with tuneable supramolecular properties. The utilisation of a favoured 1-adamantylmethyl moiety in ammonium, imidazolium and pyridinium salts is sometimes restricted by synthetic difficulties most likely related to the adamantane cage bulkiness. Therefore, we prepared a series of new adamantylated (benz)imidazolium salts with longer flexible linkers between the adamantane cage and cationic moiety. We tested the supramolecular properties of these binding motifs towards the natural cyclodextrins α-CD, β-CD and γ-CD and cucurbit[n]urils (n= 7, 8) using NMR, mass spectrometry and titration calorimetry. All tested guests formed 1:1 complexes with the abovementioned hosts, retaining binding strengths, selectivity, and complex geometries in comparison to the parent methylene-linked homologues. We did not confirm our original concern that longer linkers would negatively affect the binding strength towards CBns due to the reduction in the ion-dipole interaction contribution. Therefore, we believe that adamantylalkyl imidazolium binding motifs can be used for multitopic supramolecular guest construction.

HISTONE DEACETYLASE INHIBITORS FOR THE TREATMENT OF FUNGAL INFECTIONS

Described are bridged compounds of the formula (I), their analogs, tautomeric forms, stereoisomers, geometrical isomers, polymorphs, hydrates, solvates, pharmaceutically acceptable salts, pharmaceutical compositions, metabolites and prodrugs thereof. The invention relates to compositions and methods to treat fungal infection. These compounds are selective HDAC inhibitors that act as inherent antifungal compounds or enhance the activity of other antifungal compounds such as azoles.

DERIVATIVES OF 4-(2-AMINO-1-HYDROXYETHYL)PHENOL AS AGONISTS OF THE BETA2 ADRENERGIC RECEPTOR

The present invention provides a compound of formula (I): wherein: ? R1 is a group selected from -CH2OH,-NH(CO)H and ? R2 is a hydrogen atom; or ? R1together with R2 form the group -NH-C(O)-CH=CH-, wherein the nitrogen atom is bound to the carbon atom in the phenyl ring holding R1and the carbon atom is bound to the carbon atom in the phenyl ring holding R2 ? R3a and R3bare independently selected from the group consisting of hydrogen atoms and C1-4alkyl groups, ? n represents an integer from 1 to 3; ? Ad represents 1-adamantyl or 2-adamantyl group, or a pharmaceutically-acceptable salt or solvate or stereoisomer thereof.