1-Adamantan-D15-amine
[CAS# 33830-10-3]

Identification

• Classification: Organic raw materials >> Amino compound >> Cycloalkylamines, aromatic monoamines, aromatic polyamines and derivatives and salts
• Name: 1-Adamantan-D15-amine
• Synonyms: 2,2,3,4,4,5,6,6,7,8,8,9,9,10,10-pentadecadeuterioadamantan-1-amine
• Molecular Formula: C₁₀H₂D₁₅N
• Molecular Weight: 166.34
• CAS Registry Number: 33830-10-3
• EC Number: 879-863-8
• SMILES: [2H]C1(C2(C(C3(C(C1(C(C(C2([2H])[2H])(C3([2H])[2H])N)([2H])[2H])[2H])([2H])[2H])[2H])([2H])[2H])[2H])[2H]

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.558, Calc.^*
• Boiling Point: 225.7±8.0 ºC (760 mmHg), Calc.^*
• Flash Point: 96.0±9.7 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Reproductive toxicity	Repr.	2	H361
Skin corrosion	Skin Corr.	1B	H314
Serious eye damage	Eye Dam.	1	H318
Acute toxicity	Acute Tox.	4	H302
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

Discovory and Applicatios

1-Adamantan-D15-amine is a deuterated derivative of adamantane, a bicyclic hydrocarbon known for its unique cage-like structure. The molecular formula for 1-adamantan-D15-amine is C10D15N, indicating the presence of deuterium (D) atoms that replace hydrogen atoms in the adamantane framework. This compound has garnered attention in various fields, particularly in organic chemistry and pharmaceutical research, due to its distinctive properties and potential applications.

The discovery of 1-adamantan-D15-amine is linked to the broader study of adamantane and its derivatives, which began in the mid-20th century. Adamantane itself was first synthesized in 1924 by the chemist Hermann Staudinger and has since been the subject of extensive research due to its interesting chemical behavior and stability. The introduction of deuterium into the adamantane structure allows researchers to utilize this compound in isotopic labeling studies, enabling detailed investigations into reaction mechanisms and molecular interactions.

1-Adamantan-D15-amine serves as a valuable tool in the field of medicinal chemistry, particularly in drug development. The presence of deuterium can enhance the metabolic stability of pharmaceutical compounds, leading to prolonged activity in biological systems. This property has prompted researchers to explore deuterated analogs of various drugs, including those targeting neurological disorders and viral infections. By studying the behavior of 1-adamantan-D15-amine, scientists can gain insights into the pharmacokinetics and pharmacodynamics of related compounds, ultimately aiding in the design of more effective therapeutics.

In addition to its applications in drug development, 1-adamantan-D15-amine has found utility in analytical chemistry. The use of deuterated compounds in nuclear magnetic resonance (NMR) spectroscopy allows for improved resolution and sensitivity in spectroscopic analysis. By incorporating 1-adamantan-D15-amine into reaction mixtures or biological samples, researchers can track specific interactions and monitor reaction pathways with greater accuracy. This capability is particularly valuable in the study of complex biological systems, where understanding molecular interactions is crucial.

The potential applications of 1-adamantan-D15-amine extend beyond medicinal chemistry and analytical techniques. Research has indicated that adamantane derivatives may exhibit antiviral, anti-inflammatory, and neuroprotective properties, making them candidates for further investigation in various therapeutic contexts. The unique structural features of 1-adamantan-D15-amine position it as a compound of interest for exploring new avenues in drug discovery and development.

In summary, 1-adamantan-D15-amine is a deuterated derivative of adamantane that plays a significant role in organic and medicinal chemistry. Its discovery is part of the ongoing exploration of adamantane and its derivatives, leading to valuable applications in drug development and analytical techniques. The incorporation of deuterium enhances the compound's stability and utility in research, making it a vital component in the quest for innovative therapeutics and a deeper understanding of molecular interactions.