133985-85-0

Basic information

• Product Name: 1-(4-iodophenyl)-3-(1-adamantyl)guanidine
• Synonyms: 1-(4-Iodophenyl)-3-(1-adamantyl)guanidine; 1-(p-Iodophenyl)-3-(1-adamantyl)guanidine; I(125)-Pipag; N-(Adamant-1-yl)-N'-(4-iodophenyl)guanidine; PIPAG; 1-(4-iodophenyl)-2-tricyclo[3.3.1.1~3,7~]dec-1-ylguanidine
• CAS NO: 133985-85-0
• Molecular Formula: C₁₇H₂₂IN₃
• Molecular Weight: 395.28
• Mol File: 133985-85-0.mol

Chemical Properties

• Boiling Point: 468.1°Cat760mmHg
• Flash Point: 236.9°C
• Appearance: /
• Density: 1.78g/cm³
• Vapor Pressure: 6.14E-09mmHg at 25°C
• Refractive Index: 1.768
• CAS DataBase Reference: 1-(4-iodophenyl)-3-(1-adamantyl)guanidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-iodophenyl)-3-(1-adamantyl)guanidine(133985-85-0)
• EPA Substance Registry System: 1-(4-iodophenyl)-3-(1-adamantyl)guanidine(133985-85-0)

Safety Data

• Hazardous Substances Data: 133985-85-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H22IN3/c18-14-1-3-15(4-2-14)20-16(19)21-17-8-11-5-12(9-17)7-13(6-11)10-17/h1-4,11-13H,5-10H2,(H3,19,20,21)

Upstream product

• 768-94-5 1-Adamantanamine 
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• 540-37-4 p-aminoiodobenzene 
• 15784-82-4 N-(adamantan-1-yl)cyanamide 
• 74367-81-0 4-iodoaniline hydrochloride 

Relevant articles and documents

Radiosynthesis, Cerebral Distribution, and Binding of -1-(p-Iodophenyl)-3-(1-adamantyl)guanidine, a Ligand for ? Binding Sites

An analog of 1,3-di-o-tolylguanidine (DTG), -labeled 1-(p-iodophenyl)-3-(1-adamantyl)guanidine (PIPAG), was synthesized as a potential ligand for cerebral ? binding sites.Data from in vitro binding experiments and in vivo experiments on brain distribution suggested that PIPAG binds to ? binding sites with high affinity (Kd in low nanomolar range) as determined by Scatchard analysis and relative potencies of ?-specific drugs.Haloperidol had the highest potency to inhibit PIPAG binding.It was followed by DTG, BMY 14802, and (+)-N-allylnormetazocine.Compounds with high affinities for dopamine receptors (but low affinity for ? binding sites), for opioid receptors, for nicotinic acetylcholine receptors, and for phencyclidine receptors were ineffective inhibitors of PIPAG binding.

A traceless linker approach to the solid phase synthesis of substituted guanidines utilizing a novel acyl isothiocyanate resin

Solid phase synthesis of a series of substituted guanidines based on a novel acyl isothiocyanate resin is presented. This method provides both mono and disubstituted guanidines with a variety of sterically demanding and/or electron withdrawing substituents in good purities and yields.

Radiosynthesis of σ receptor ligands for positron emission tomography: 11C- and 18F-labeled guanidines

A series of analogues of the potent and selective σ receptor ligand 1,3-ditolylguanidine (DTG) were synthesized and demonstrated to have high affinity for the σ receptor as measured by in vitro [3H]DTG displacement studies using guinea pig brai