62058-03-1

Basic information

• Product Name: Trans-4-Amino-1-hydroxy-adamantane
• Synonyms: Trans-4-Amino-1-hydroxy-adamantane;Trans-4-Aminoadamantan-1-ol;4-Amino-1-hydroxy-adamantane;(1R,3S,4S,5S,7S)-rel-4-AMinoadaMantan-1-ol
• CAS NO: 62058-03-1
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.24808
• EINECS: 229-842-9
• Mol File: 62058-03-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 230-235℃
• Boiling Point: 276℃
• Flash Point: 120℃
• Appearance: /
• Density: 1.205
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 15.14±0.40(Predicted)
• CAS DataBase Reference: Trans-4-Amino-1-hydroxy-adamantane(CAS DataBase Reference)
• NIST Chemistry Reference: Trans-4-Amino-1-hydroxy-adamantane(62058-03-1)
• EPA Substance Registry System: Trans-4-Amino-1-hydroxy-adamantane(62058-03-1)

Safety Data

• Hazardous Substances Data: 62058-03-1(Hazardous Substances Data)

Usage

General Description

Trans-4-Amino-1-hydroxy-adamantane, also known as 1-Amino-4-hydroxyadamantane, is a chemical compound with the molecular formula C10H17NO. It is a derivative of adamantane and is classified as a hydroxyamine. Trans-4-Amino-1-hydroxy-adamantane has been studied for its potential pharmaceutical properties, including its use in the treatment of neurodegenerative diseases such as Parkinson's and Alzheimer's. It has also been investigated for its antiviral and anticancer properties. Trans-4-Amino-1-hydroxy-adamantane has shown promise as a potential therapeutic agent in various research studies and continues to be of interest for its pharmacological properties.

Upstream product

• 13074-39-0 N-(2-adamantyl)amine 
• 62058-13-3 4-aminoadamantan-1-ol 

Downstream Products

• 944118-01-8 4-{[(1R,2s,3S,5s,7s)-5-hydroxy-2-adamantyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide 

Relevant articles and documents

Adamantyl analogues of paracetamol as potent analgesic drugs via inhibition of TRPA1

Paracetamol also known as acetaminophen, is a widely used analgesic and antipyretic agent. We report the synthesis and biological evaluation of adamantyl analogues of paracetamol with important analgesic properties. The mechanism of nociception of compoun

Optimization of brain penetrant 11β-hydroxysteroid dehydrogenase type i inhibitors and in vivo testing in diet-induced obese mice

11β-Hydroxysteroid dehydrogenase type 1 (11β-HSD1) has been widely considered by the pharmaceutical industry as a target to treat metabolic syndrome in type II diabetics. We hypothesized that central nervous system (CNS) penetration might be required to see efficacy. Starting from a previously reported pyrimidine compound, we removed hydrogen-bond donors to yield 3, which had modest CNS penetration. More significant progress was achieved by changing the core to give 40, which combines good potency and CNS penetration. Compound 40 was dosed to diet-induced obese (DIO) mice and gave excellent target engagement in the liver and high free exposures of drug, both peripherally and in the CNS. However, no body weight reduction or effects on glucose or insulin were observed in this model. Similar data were obtained with a structurally diverse thiazole compound 51. This work casts doubt on the hypothesis that localized tissue modulation of 11β-HSD1 activity alleviates metabolic syndrome.

Selective hydroxylation of adamantane and its derivatives

A general method was developed for hydroxylation into the nodal position of adamantane and its 1- and 2-substituted derivatives employing systems H 2O-CBr4 (BrCCl3, CCl4) in the presence of complexes of Pd, Ni, Ru, Co, Mo, W, and Fe. The oxidants in the systems are hypochlorous (HOCl) or hypobromous (HOBr) acids generated from water and halomethanes under the reaction conditions.