17471-43-1

Basic information

• Product Name: Hexahydro-2,5-methanopentalene-3a(1H)-methanol
• Synonyms: 3-Hydroxymethylnoradamantane;3-Noradamantanemethanol;3-Noradamantanemethyl alcohol;Hexahydro-2,5-methanopentalene-3a(1H)-methanol;(octahydro-2,5-methanopentalen-3a-yl)methanol
• CAS NO: 17471-43-1
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23
• Mol File: 17471-43-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 146℃
• Boiling Point: 245 ºC
• Flash Point: 114 ºC
• Appearance: /
• Density: 1.127
• CAS DataBase Reference: Hexahydro-2,5-methanopentalene-3a(1H)-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: Hexahydro-2,5-methanopentalene-3a(1H)-methanol(17471-43-1)
• EPA Substance Registry System: Hexahydro-2,5-methanopentalene-3a(1H)-methanol(17471-43-1)

Safety Data

• Hazardous Substances Data: 17471-43-1(Hazardous Substances Data)

Usage

General Description

Hexahydro-2,5-methanopentalene-3a(1H)-methanol is a chemical compound with a unique structure that contains a cyclopentane ring fused to a cyclohexane ring, as well as a hydroxyl group. It is a colorless liquid at room temperature and is typically used as a solvent in various chemical processes. The compound is also used as a precursor in the synthesis of other organic compounds, and it has been investigated for its potential use in pharmaceutical applications. Hexahydro-2,5-methanopentalene-3a(1H)-methanol may have potential industrial and research uses due to its unique molecular structure and properties.

Upstream product

• 160943-32-8 methyl tricyclo[3.3.1.0(3,7)]nonane-3-carboxylate 
• 29844-80-2 3-noradamantyl methyl ketone 
• 702-98-7 2-methyladamantan-2-ol 
• 700-58-3 2-Adamantanone 
• 39762-64-6 3-Vinylnoradamantan 
• 67-56-1 methanol 
• 16200-53-6 3-noradamantanecarboxylic acid 
• 14504-81-5 3-Homoadamantyl Acetat 
• 39762-66-8 tricyclo<3.3.1.0^3,7>nonane-3-carbaldehyde 

Downstream Products

• 935-56-8 1-chloroadamantane 

Relevant articles and documents

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Intramolecular C-H Amination Reaction Provides Direct Access to 1,2-Disubstituted Diamondoids

We present a new approach to disubstituted diamondoids from corresponding carboxylic acids. A dirhodium-acetate-catalyzed (1 mol-%) nitrene insertion reaction of sulfamides was, for the first time, applied to intramolecular C-H functionalization reactions of rigid tricyclic frameworks. This straightforward approach enables the effective and regioselective synthesis of a variety of diamondoid-based cyclic sulfamidates, which are synthetically valuable building blocks. Reductive deprotection of the sulfamidate moiety leads to corresponding 1,3-amino alcohol derivatives. Oxidation of the sulfamidate moiety by KMnO4 provides access to 1,3-keto alcohols or imines. Finally, we report the synthesis of Vildagliptin analogues as new antidiabetic drug candidates (DPP-4 inhibitors). Intramolecular dirhodium-acetate-catalyzed (1 mol-%) nitrene insertion reactions provide direct access to 1,2-disubstituted diamondoids. This approach was applied to the synthesis of Vildagliptin (DPP-4 inhibitor) analogues.

-Rearrangement of iminium salts provides access to heterocycles with adamantane scaffold

We describe a Br?nsted acid-catalysed cascade reaction consisting of a Wagner-Meerwein rearrangement and a subsequent intra- or intermolecular Friedel-Crafts reaction leading to adamantane-based heterocycles. In contrast to the reported W.-M. rearrangements, in this case an iminium moiety serves as the acceptor of a migrating nucleophilic alkyl group in a [1,2]-alkyl shift. This journal is

Discovery of adamantane based highly potent HDAC inhibitors

Herein, we report the development of highly potent HDAC inhibitors for the treatment of cancer. A series of adamantane and nor-adamantane based HDAC inhibitors were designed, synthesized and screened for the inhibitory activity of HDAC. A number of compounds exhibited GI50 of 10-100 nM in human HCT116, NCI-H460 and U251 cancer cells, in vitro. Compound 32 displays efficacy in human tumour animal xenograft model.