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(1-Hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone is a complex organic compound characterized by a unique molecular structure that features a hexyl group, a phenyl group, a pyrrole ring, and a naphthalenylmethanone moiety. This white solid is known for its high affinity as a ligand for the cannabinoid CB1 and CB2 receptors, making it a potentially valuable compound in the field of medicinal chemistry and drug development.

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  • 914458-20-1 Structure
  • Basic information

    1. Product Name: (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone
    2. Synonyms: JWH 147;(1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone;1-Hexyl-2-phenyl-4-(1-naphthoyl)pyrrole JWH-147
    3. CAS NO:914458-20-1
    4. Molecular Formula: C27H27NO
    5. Molecular Weight: 381.50938
    6. EINECS: N/A
    7. Product Categories: Pharmaceuticals;Aromatics;Heterocycles;Intermediates & Fine Chemicals
    8. Mol File: 914458-20-1.mol
  • Chemical Properties

    1. Melting Point: 87-89°C
    2. Boiling Point: 565.447 °C at 760 mmHg
    3. Flash Point: 295.772 °C
    4. Appearance: White solid
    5. Density: 1.059 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: Controlled Substance, -20?C Freezer
    8. Solubility: Chloroform, Ethyl Acetate
    9. CAS DataBase Reference: (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone(CAS DataBase Reference)
    10. NIST Chemistry Reference: (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone(914458-20-1)
    11. EPA Substance Registry System: (1-hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone(914458-20-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 914458-20-1(Hazardous Substances Data)

914458-20-1 Usage

Uses

Used in Pharmaceutical Industry:
(1-Hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone is used as a high affinity ligand for the cannabinoid CB1 and CB2 receptors. Its interaction with these receptors is crucial for the development of potential therapeutic agents that can modulate the endocannabinoid system, which plays a significant role in various physiological processes, including pain, mood, and appetite regulation. This application is particularly relevant for the treatment of conditions such as chronic pain, anxiety, and obesity.
Used in Drug Development:
As a high affinity ligand for cannabinoid receptors, (1-Hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone serves as a valuable starting point for the design and synthesis of novel drugs targeting the endocannabinoid system. Researchers can use this compound to develop new medications with improved efficacy, selectivity, and reduced side effects compared to existing treatments.
Used in Research Applications:
(1-Hexyl-5-phenyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone is also utilized in scientific research to study the structure, function, and pharmacology of the cannabinoid receptors. Its high affinity for these receptors makes it an ideal tool for investigating the molecular mechanisms underlying the endocannabinoid system's role in various physiological and pathological processes.

Check Digit Verification of cas no

The CAS Registry Mumber 914458-20-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,4,4,5 and 8 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 914458-20:
(8*9)+(7*1)+(6*4)+(5*4)+(4*5)+(3*8)+(2*2)+(1*0)=171
171 % 10 = 1
So 914458-20-1 is a valid CAS Registry Number.

914458-20-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (1-hexyl-5-phenylpyrrol-3-yl)-naphthalen-1-ylmethanone

1.2 Other means of identification

Product number -
Other names JWH-147

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:914458-20-1 SDS

914458-20-1Downstream Products

914458-20-1Relevant articles and documents

1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: New high affinity ligands for the cannabinoid CB1 and CB2 receptors

Huffman, John W.,Padgett, Lea W.,Isherwood, Matthew L.,Wiley, Jenny L.,Martin, Billy R.

, p. 5432 - 5435 (2007/10/03)

Two series of 1-alkyl-2-aryl-4-(1-naphthoyl)pyrroles were synthesized and their affinities for the cannabinoid CB1 and CB2 receptors were determined. In the 2-phenyl series (5) the N-alkyl group was varied from n-propyl to n-heptyl. A second series of 23 1-pentyl-2-aryl-4-(1-naphthoyl)-pyrroles (6) was also prepared. Several compounds in both series have CB1 receptor affinities in the 6-30 nM range. The high affinities of these pyrrole derivatives relative to JWH-030 (1, R = C5H11) support the hypothesis that these pyrroles interact with the CB1 receptor primarily by aromatic stacking.

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