75667-94-6

Basic information

• Product Name: (3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride
• Synonyms: (3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride;3-aMino-1-adaMantaneacetic acid hydrochloride;(3-Amino-adamantan-1-yl)acetic acid hydrochloride;3-Aminotricyclo[3.3.1.1(3,7)]decane-1-acetic acid hydrochloride;2-(3-amino-1-adamantyl)acetic acid hydrochloride;2-(3-amino-1-adamantyl)ethanoic acid hydrochloride;2-(3-Aminoadamantan-1-yl);2-(3-Aminoadamantan-1-yl)acetic acid hydrochloride
• CAS NO: 75667-94-6
• Molecular Formula: C₁₂H₁₉NO₂*ClH
• Molecular Weight: 245.75
• Product Categories: Adamantane derivatives
• Mol File: 75667-94-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 239-240℃
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: (3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride(75667-94-6)
• EPA Substance Registry System: (3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride(75667-94-6)

Safety Data

• Hazardous Substances Data: 75667-94-6(Hazardous Substances Data)

Usage

General Description

(3-AMINO-1-ADAMANTYL)ACETIC ACID Hydrochloride is a chemical compound that consists of an amino group and an adamantane ring. It is commonly used as a building block in the synthesis of pharmaceuticals and other organic compounds. The hydrochloride salt form of this compound is often more stable and easier to handle than the free base form. It is a white solid that is soluble in water and has a variety of potential applications in the pharmaceutical and chemical industries. Additionally, it is used as a reagent in the research and development of new drugs and materials.

InChI:InChI=1S/C12H19NO2.ClH/c13-12-4-8-1-9(5-12)3-11(2-8,7-12)6-10(14)15;/h8-9H,1-7,13H2,(H,14,15);1H

Upstream product

• 75667-93-5 3-acetamido-1-(carboxymethyl)adamantane 
• 4942-47-6 (adamant-1-yl)-acetic acid 

Downstream Products

• 895167-11-0 {3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-adamantan-1-yl}-acetic acid 
• 895167-21-2 2-[2-(2-{3-[2-tert-butoxycarbonylamino-3-(4-tert-butoxycarbonyloxy-phenyl)-propionylamino]-adamantan-1-yl}-acetylamino)-3-phenyl-propionylamino]-4-methylsulfanyl-butyric acid 

Relevant articles and documents

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.