Iobenguane

Base Information

• Chemical Name: Iobenguane
• CAS No.: 80663-95-2
• Molecular Formula: C8H10IN3
• Molecular Weight: 275.092
• Hs Code.: 29252900
• UNII: 35MRW7B4AD
• DSSTox Substance ID: DTXSID4048438
• Nikkaji Number: J360.168D
• Wikipedia: Iobenguane
• Wikidata: Q3154058
• NCI Thesaurus Code: C87757
• Metabolomics Workbench ID: 149914
• ChEMBL ID: CHEMBL818
• Mol file: 80663-95-2.mol

Synonyms:(3-Iodo-(131I)benzyl)guanidine;123I Labeled 3-Iodobenzylguanidine;125I Labeled 3-Iodobenzylguanidine;3 Iodobenzylguanidine;3 Iodobenzylguanidine, 123I Labeled;3 Iodobenzylguanidine, 125I Labeled;3-Iodobenzylguanidine;3-Iodobenzylguanidine, 123I Labeled;3-Iodobenzylguanidine, 125I Labeled;Iobenguane;Iobenguane (131I);m Iodobenzylguanidine;m-Iodobenzylguanidine;meta Iodobenzylguanidine;meta-Iodobenzylguanidine;MIBG

Chemical Property of Iobenguane

Chemical Property:

• Appearance/Colour: colourless to off-white solid
• Vapor Pressure: 4.85E-06mmHg at 25°C
• Boiling Point: 382.1 °C at 760 mmHg
• PKA: 12.43±0.70(Predicted)
• Flash Point: 184.9 °C
• PSA: 206.78000
• Density: 1.85 g/cm³
• LogP: 5.35840
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 274.99194
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

m-Iodobenzylguanidine hemisulfate salt ≥98% (HPLC and TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)CN=C(N)N
• Recent ClinicalTrials: 131I-Labeled MIBG for Refractory Neuroblastoma: A Compassionate Use Protocol
• Recent EU Clinical Trials: La TEP-TDM au 18F-FDG : permet-elle d’optimiser les résultats de la scintigraphie à la I123-MIBG dans la recherche d’éléments discriminants pour l’implantation d’un défibrillateur implantable, en prévention primaire, chez les patients porteurs d’une insuffisance cardiaque d’origine ischémique ?
• Uses: m-Iodobenzylguanidine Hemisulfate?can be used to demethylate and oxidize membrane-associated DNA. It has also been employed to develop a cell-based high-throughput screening assay to identify anti-hepatitis C virus compounds.

Technology Process of Iobenguane

There total 8 articles about Iobenguane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

N,N’-bis(tert-butyloxycarbonyl)-N”-(3-iodobenzyl)guanidine → (3-iodobenzyl)guanidine (80663-95-2)

Guidance literature:

With hydrogenchloride; formic acid; In water; at 80 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.0c00479

Reference yield: 40.0%

3-iodobenzylamine (696-40-2) + 2-methylisothiourea sulphate (14527-26-5,867-44-7,147895-43-0) → (3-iodobenzyl)guanidine (80663-95-2)

Guidance literature:

In ethanol;

Reference yield: 40.0%

3-iodobenzylamine (696-40-2) + tetrabutylammonium thiocyanate (3674-54-2) → (3-iodobenzyl)guanidine (80663-95-2)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(99)00663-2

upstream raw materials:

3-iodobenzylamine

tetrabutylammonium thiocyanate

2-methylisothiourea sulphate

m-iodobenzylguanidine dihydrogen carbonate

Downstream raw materials:

N-(3-iodobenzyl)-N'-(3-carbonyl-quinoline)guanidine

[¹³¹I]-meta-iodobenzylguanidine

Refernces

• 1、 -. "MIBG ANALOGS AND USES THEREOF". Page/Page column 55. . Retrieved 2017/04/11.
• 2、 Zhang, Pu,Zhuang, Rongqiang,Guo, Zhide,Su, Xinhui,Chen, Xiaoyuan,Zhang, Xianzhong. "A Highly Efficient Copper-Mediated Radioiodination Approach Using Aryl Boronic Acids". supporting information. p. 16783 - 16786. Retrieved 2016/11/17.