223763-92-6

Basic information

• Product Name: 1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE
• Synonyms: BOC-(+/-)-1-AMINOMETHYLCYCLOHEXANOL;1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE;N-Boc-1-(hydroxymethyl)-1-cyclohexanemethanamine
• CAS NO: 223763-92-6
• Molecular Formula: C₁₃H₂₅NO₃
• Molecular Weight: 229.32
• Mol File: 223763-92-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE(223763-92-6)
• EPA Substance Registry System: 1-(BOC-AMINOMETHYL)-1-HYDROXYCYCLOHEXANE(223763-92-6)

Safety Data

• Hazardous Substances Data: 223763-92-6(Hazardous Substances Data)

Usage

Chemical structure

Contains a BOC-protected amino group and a hydroxyl group on a cyclohexane ring.

BOC group

tert-butyloxycarbonyl group used to protect amine functionality in organic synthesis.

Selective deprotection

Allows for mild conditions to remove the BOC group when needed.

Hydroxycyclohexane moiety

Suggests potential use as a building block in the synthesis of pharmaceuticals or other organic compounds.

Intermediate compound

May be used as an intermediate in the production of various organic compounds.

Applications

Potential applications in the pharmaceutical and fine chemical industries.

Further investigation

Specific properties and potential applications may warrant additional research and development.

Upstream product

• 111-24-0 1,5-dibromo-pentane 
• 1130-21-8 ethyl 1-cyanocyclohexane-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2041-57-8 (1-(aminomethyl)cyclohexyl)methanol 

Downstream Products

• 886990-05-2 [1-(benzothiazol-2-ylsulfanylmethyl)-cyclohexylmethyl]-carbamic acid tert-butyl ester 
• 886990-07-4 [1-(tert-butoxycarbonylamino-methyl)-cyclohexyl]-methanesulfinic acid 
• 1103205-39-5 C₁₄H₂₇NO₅S 
• 223764-02-1 (E)-(9S,12S,18R)-12-((1R,2R,3S)-3-Chloro-2-hydroxy-1-methyl-3-phenyl-propyl)-18-(3-chloro-4-methoxy-benzyl)-9-isobutyl-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone 
• 223763-97-1 (E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone 

Relevant articles and documents

Design, Synthesis, and in vitro Evaluation of P2X7 Antagonists

The P2X7 receptor is a promising target for the treatment of various diseases due to its significant role in inflammation and immune cell signaling. This work describes the design, synthesis, and in vitro evaluation of a series of novel derivatives bearing diverse scaffolds as potent P2X7 antagonists. Our approach was based on structural modifications of reported (adamantan-1-yl)methylbenzamides able to inhibit the receptor activation. The adamantane moieties and the amide bond were replaced, and the replacements were evaluated by a ligand-based pharmacophore model. The antagonistic potency of the synthesized analogues was assessed by two-electrode voltage clamp experiments, using Xenopus laevis oocytes that express the human P2X7 receptor. SAR studies suggested that the replacement of the adamantane ring by an aryl-cyclohexyl moiety afforded the most potent antagonists against the activation of the P2X7 cation channel, with analogue 2-chloro-N-[1-(3-(nitrooxymethyl)phenyl)cyclohexyl)methyl]benzamide (56) exhibiting the best potency with an IC50 value of 0.39 μΜ.

Carboxylate bioisosteres of gabapentin

A series of carboxylate bioisosteres of structures related to gabapentin 1 have been prepared. When the carboxylate was replaced by a tetrazole, this group was recognized by the α2-δ protein. Further characterization of α2-δ binding compounds 14a and 14b revealed a similar pattern of functional in vitro and in vivo activity to gabapentin 1.