850173-95-4

Basic information

• Product Name: ADL-5859
• Synonyms: ADL-5859;N,N-Diethyl-4-(5-hydroxyspiro[2H-1-benzopyran-2,4'-piperidin]-4-yl)benzamide hydrochloride;ADL5859 HCl;ADL5859 hydrochloride;Benzamide, N,N-diethyl-4-(5-hydroxyspiro[2H-1-benzopyran-2,4'-piperidin]-4-yl)-, hydrochloride (1:1);N,N-Diethyl-4-(5-hydroxyspiro[2H-1-benzopyran-2,4'-piperidin]-4-yl)benzamide hydrochloride ADL-5859
• CAS NO: 850173-95-4
• Molecular Formula: C24H29ClN2O3
• Molecular Weight: 428.95166
• EINECS: -0
• Product Categories: API;δ opioid receptor agonist.;Inhibitors
• Mol File: 850173-95-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Solubility: ≥21.45 mg/mL in DMSO; insoluble in EtOH; ≥5.48 mg/mL in H2O with ultrasonic
• CAS DataBase Reference: ADL-5859(CAS DataBase Reference)
• NIST Chemistry Reference: ADL-5859(850173-95-4)
• EPA Substance Registry System: ADL-5859(850173-95-4)

Safety Data

• Hazardous Substances Data: 850173-95-4(Hazardous Substances Data)

Usage

Description

ADL-5859, also known as N,N-Diethyl-α4-(5-hydroxyspiro[2H-1-benzopyran-2,4'-piperidin]-4-yl)-benzamide Hydrochloride, is a selective δ-opioid receptor agonist. It is a promising pharmaceutical candidate with potential applications in pain management and mood regulation.

Uses

Used in Pharmaceutical Industry:
ADL-5859 is used as an analgesic agent for its ability to selectively target the δ-opioid receptor, providing effective pain relief without the side effects associated with traditional opioids.
Used in Mental Health Applications:
ADL-5859 is used as an antidepressive agent due to its potential to modulate mood and alleviate symptoms of depression, offering a new approach to treating mood disorders.
Used in Chronic Pain Management:
ADL-5859 is used as a potential drug candidate for treating chronic pain, offering a more targeted and effective treatment option for patients suffering from long-term pain conditions.

Upstream product

• 911227-81-1 tert-butyl 4-(4-(diethylcarbamoyl)phenyl)-5-(methoxymethoxy)spiro[chromene-2,4'-piperidine]-1'-carboxylate 

Downstream Products

• 911227-84-4 C₃₃H₄₂N₂O₅ 
• 911227-85-5 C₃₃H₄₂N₂O₅ 

Relevant articles and documents

Potent, orally bioavailable delta opioid receptor agonists for the treatment of pain: Discovery of N,N-diethyl-4-(5-hydroxyspiro-[chromene-2, 4′-piperidine]-4-yl)benzamide (ADL5859)

Selective δ opioid receptor agonists are promising potential therapeutic agents for the treatment of various types of pain conditions. A spirocyclic derivative was identified as a promising hit through screening. Subsequent lead optimization identified compound 20 (ADL5859) as a potent, selective, and orally bioavailable δ agonist. Compound 20 was selected as a clinical candidate for the treatment of pain.

SPIROCYCLIC HETEROCYCLIC DERIVATIVES AND METHODS OF THEIR USE

Spirocyclic heterocyclic derivatives, pharmaceutical compositions containing these compounds, and methods for their pharmaceutical use are disclosed. In certain embodiments, the spirocyclic heterocyclic derivatives are ligands of the δ opioid receptor and