CAS 42381-05-5

2-Aminoadamantane-2-carboxylic acid

Description:

2-Aminoadamantane-2-carboxylic acid, also known as memantine, is a chemical compound characterized by its unique adamantane structure, which contributes to its stability and biological activity. It features an amino group and a carboxylic acid functional group, making it an amino acid derivative. This compound is typically a white to off-white crystalline solid, soluble in water, and exhibits a moderate melting point. Its molecular structure allows it to interact with various biological targets, particularly in the central nervous system, where it acts as an NMDA receptor antagonist. This mechanism is significant in the treatment of neurodegenerative diseases, particularly Alzheimer's disease, as it helps to regulate glutamate activity, potentially reducing excitotoxicity. Additionally, 2-Aminoadamantane-2-carboxylic acid has been studied for its pharmacological properties, including neuroprotective effects and cognitive enhancement. Its safety profile and efficacy have made it a subject of interest in both clinical and research settings.

Formula: C₁₁H₁₇NO₂

InChI: InChI=1S/C11H17NO2/c12-11(10(13)14)8-2-6-1-7(4-8)5-9(11)3-6/h6-9H,1-5,12H2,(H,13,14)

InChI key: InChIKey=WQMQRNCPZFUGID-UHFFFAOYSA-N

SMILES: C(O)(=O)C1(N)C2CC3CC1CC(C2)C3

Synonyms:

• 2-Amino-2-adamantanecarboxylic acid
• 2-Aminoadamantane-2-carboxylic acid
• 2-Aminotricyclo[3.3.1.1^3,7]decane-2-carboxylic acid
• Adamantanine
• NSC 145160
• Tricyclo[3.3.1.1^3,7]decane-2-carboxylic acid, 2-amino-
• 2-Aminotricyclo[3.3.1.13,7]decane-2-carboxylic acid
• Tricyclo[3.3.1.13,7]decane-2-carboxylic acid, 2-amino-

2-Aminoadamantane-2-carboxylic acid

CAS: 42381-05-5

Formula: C₁₁H₁₇NO₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 195.2582

Ref: IN-DA00C05H

Adamantanine

CAS: 42381-05-5

Adamantanine

Purity: ≥98%

Molecular weight: 195.26g/mol

Ref: 54-BUP06461

2-Aminoadamantane-2-carboxylic acid

CAS: 42381-05-5

2-Aminoadamantane-2-carboxylic acid

Purity: 95%

Color and Shape: Solid

Molecular weight: 195.26g/mol

Ref: 54-OR55295

Adamantanine

CAS: 42381-05-5

Adamantanine (NSC-145160) is an amino acid transport inhibitor.

Formula: C₁₁H₁₇NO₂

Purity: 99.79%

Color and Shape: Solid

Molecular weight: 195.26

Ref: TM-T20013

2-Aminoadamantane-2-carboxylic acid

CAS: 42381-05-5

Formula: C₁₁H₁₇NO₂

Purity: 97%

Color and Shape: Liquid, No data available.

Molecular weight: 195.262

Ref: 10-F329873

Adamantanine

Controlled Product

CAS: 42381-05-5

Applications Adamantanine is a γ-turn inducer for peptides. A potential cholecystokinin-B (CCK-B) receptor selective ligands. Also, it inhibits the transport of L-leucine and L-methionine into Ehrlich ascites cells.
References Kuroda, Y., et al.: Tetrahedron Lett., 38, 7901-7904 (1997); Didier, E., et al.: Tetrahedron, 48, 8471-8490 (1992); Nagasawa, H. T., et al.: J. Med. Chem., 16, 823-826 (1973)

Formula: C₁₁H₁₇NO₂

Color and Shape: Neat

Molecular weight: 195.258

Ref: TR-A208245