adamantan-2-amine hydrochloride, CAS No. 10523-68-9

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10523-68-9

Catalog No. EBD2205265

CAS 10523-68-9

Name adamantan-2-amine hydrochloride

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Basic Information

Synonyms: tricyclo(3.3.1.1(sup3,7))decan-2-amine,hydrochloride 2-adamantylaminehydrochloride 2-adamantanaminehydrochloride 2-aminoadamantanehydrochloride iflab-bbf1928-0024 2-adamantaminehydrochloride98+% tricyclo(3.3.1.13.7)dec-2-ylaminehydrochloride (adamantyl-2)aminehydrochloride adamantan-2-aminehydrochloride tricyclo[3.3.1.1~3,7~]decan-2-aminehydrochloride(1:1) tricyclo[3.3.1.1~3,7~]decan-2-amine tricyclo[3.3.1.1~3,7~]decan-2-aminium

Molecular Formula: C10H18ClN

Molecular Weight: 187.71

MDL Number: MFCD00074743

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

Product Description:

Adamantan-2-amine hydrochloride, also known as 2-adamantanamine hydrochloride, is an organic amine salt derived from adamantane. It is a structural isomer of the well-known antiviral drug amantadine (1-adamantanamine). The compound features a rigid, cage-like adamantane core with an amine functional group at the secondary (bridgehead) position, which is protonated as the hydrochloride salt. The primary and most significant application of 2-adamantanamine is in medicinal chemistry as a key intermediate or a structural motif for the synthesis of novel antiviral agents. Its rigid, lipophilic adamantane scaffold is valued for its ability to enhance membrane permeability and metabolic stability. Research focuses on its derivatives as potential inhibitors of viral targets, including influenza A virus and SARS-CoV-2, exploring structure-activity relationships distinct from its 1-isomer (amantadine). While it serves as a specialized building block in pharmaceutical research, it is not a commodity chemical for general organic synthesis. Its use is predominantly confined to the development of bioactive molecules, positioning it firmly within the pharmaceutical chemistry domain rather than as a general-purpose synthetic reagent.

Physical Properties

Melting Point: >300 °C(lit.)

Boiling Point: 226.1 °C at 760 mmHg

Flash Point: 96.5 °C

Solubility: soluble

Analytical Data

Appearance: white crystalline powder