60256-21-5

Basic information

• Product Name: ADAMANTAN-1-YL-AMINO-ACETIC ACID
• Synonyms: IFLAB-BB F1913-0001;AKOS BC-1228;ADAMANTAN-1-YL-AMINO-ACETIC ACID;Albb-007402;2-(1-Adamantyl)glycine;alpha-Aminotricyclo[3.3.1.13,7]decane-1-acetic acid;2-(AdaMantan-1-yl)-2-aMinoacetic acid;1-adamantyl(amino)acetic acid hydrochloride
• CAS NO: 60256-21-5
• Molecular Formula: C₁₂H₁₉NO₂
• Molecular Weight: 209.28
• Mol File: 60256-21-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 355.646 °C at 760 mmHg
• Flash Point: 168.889 °C
• Appearance: /
• Density: 1.244
• Vapor Pressure: 5.12E-06mmHg at 25°C
• Refractive Index: 1.586
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2?+-.0.10(Predicted)
• CAS DataBase Reference: ADAMANTAN-1-YL-AMINO-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: ADAMANTAN-1-YL-AMINO-ACETIC ACID(60256-21-5)
• EPA Substance Registry System: ADAMANTAN-1-YL-AMINO-ACETIC ACID(60256-21-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 60256-21-5(Hazardous Substances Data)

Usage

General Description

ADAMANTAN-1-YL-AMINO-ACETIC ACID is a chemical compound that consists of an adamantane group attached to an amino-acetic acid molecule. The adamantane group is a diamondoid hydrocarbon structure that is highly stable and has unique physical and chemical properties. The amino-acetic acid portion of the compound contains an amine group, making it a derivative of glycine, an essential amino acid. ADAMANTAN-1-YL-AMINO-ACETIC ACID has potential applications in the fields of pharmaceuticals, materials science, and organic chemistry due to its unique structure and properties. However, further research is needed to explore its potential uses and effects.

InChI:InChI=1/C12H19NO2/c13-10(11(14)15)12-4-7-1-8(5-12)3-9(2-7)6-12/h7-10H,1-6,13H2,(H,14,15)

Upstream product

• 59768-70-6 2-(1-adamantyl)-2-bromoacetic acid 
• 82650-30-4 adamantan-1-yliodoacetic acid 
• 98398-65-3 2-bromoadamantaneacetyl chloride 
• 98398-64-2 Adamantan-1-yl-iodo-acetyl chloride 
• 1660-04-4 1-acetyladamantane 
• 16091-98-8 oxo-tricyclo[3.3.1.1^3,7]decan-1-yl-acetic acid 
• 828-51-3 1-Adamantanecarboxylic acid 
• 16091-97-7 1-adamantyl-2-hydroxyiminoacetic acid 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 102572-74-7 R-methyl ester of amino-(1-adamantanyl)acetic acid 
• 895166-80-0 (R)-Adamantan-1-yl-[(S)-2-amino-3-(4-hydroxy-phenyl)-propionylamino]-acetic acid 
• 895167-07-4 adamantan-1-yl-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-acetic acid 
• 328969-77-3 (S)-N-(benzyloxycarbonyl)-2-(1-adamantyl)-2-aminoethanol 
• 1373751-77-9 D-(adamant-1-yl)glycyl-L-alanyl-D-isoglutamine 

Downstream Products

• 709031-29-8 3-hydroxy-1-adamantyl-glycine 
• 361442-00-4 (αS)-α-[[(1,1-dimethylethoxy)carbonyl]-amino]-3-hydroxytricyclo[3.3.1.1^3,7]decane-1-acetic acid 
• 328969-74-0 rac-N-(benzyloxycarbonyl)-2-(1-adamantyl)-2-aminoethanol 

Relevant articles and documents

Adamantylation of hydantoin

-

Synthesis and immunostimulating properties of novel adamant-1-yl tripeptides

The aim of this work was to prepare L- and D-(adamant-1-yl)-Gly-L-Ala-D- isoGln peptides in order to study their adjuvant (immunostimulating) activities. Adjuvant activity of adamant-1-yl tripeptides was tested in the mouse model using ovalbumin as an ant

Tumor-cell-targeted methionine-enkephalin analogues containing unnatural amino acids: Design, synthesis, and in vitro antitumor activity

A series of new peptides (8-25) containing different unnatural amino acids of the adamantane type (1-6), was synthesized. Possible cytotoxic activity on human cervical adenocarcinoma (HeLa), larynx carcinoma (HEp-2), colon carcinomas (HT-29, Caco-2), poorly differentiated cells from lymph node metastasis of colon carcinoma (SW-620), mammary gland adenocarcinoma (MCF-7), and melanoma (HBL) cells were tested by the MTT assay. The results were compared with the effect of methionine-enkephalin (Tyr-Gly-Gly-Phe-Met, or opioid growth factor, OGF), and its shorter N-terminal fragments. Peptide analogues containing Cαα-dialkylated glycine (Aaa1, 1) or Cα-alkylated glycine (Aaa2, 2) amino acid residues showed antitumor activity against melanoma, larynx carcinoma, colon carcinomas, and colon metastasis cell lines in vitro. The pentapeptide Tyr-(R,S)-Aaa2-Gly-Phe-Met (18) was the most effective analogue especially against the most antitumor drug-resistant cell lines HEp-2 and SW-620. Apoptosis as a mode of cell death was confirmed in these tumor cells after exposure to pentapeptide 18.