4-iodo-1H-indazol-3-amine

Base Information

• Chemical Name: 4-iodo-1H-indazol-3-amine
• CAS No.: 599191-73-8
• Molecular Formula: C7H6IN3
• Molecular Weight: 259.049
• Hs Code.: 29339980
• DSSTox Substance ID: DTXSID60398859
• Wikidata: Q72483683
• ChEMBL ID: CHEMBL4226486
• Mol file: 599191-73-8.mol

Synonyms:4-iodo-1H-indazol-3-amine;599191-73-8;4-Iodo-1H-indazol-3-ylamine;3-Amino-4-iodo-1H-indazole;1H-INDAZOL-3-AMINE, 4-IODO-;CHEMBL4226486;3-Amino-4-iodoindazole;4-Iodo-1H-indazol-amine;4-iodo-1H-indazole-3-amine;SCHEMBL420988;DTXSID60398859;OEQIVIYSUJXCFG-UHFFFAOYSA-N;CS-M0335;BDBM50459976;MFCD03426697;AKOS005072707;AM81191;GC-0607;PB17313;AC-22050;FT-0660283;A24966;EN300-1700204;Z1269133602;3-AMINO-4-IODO-1H-INDAZOLE

Chemical Property of 4-iodo-1H-indazol-3-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 154-155°C
• Refractive Index: 1.859
• Boiling Point: 452.167 °C at 760 mmHg
• PKA: 13.85±0.40(Predicted)
• Flash Point: 227.262 °C
• PSA: 54.70000
• Density: 2.169 g/cm³
• LogP: 2.33090
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 258.96064
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

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

4-Iodo-1H-indazol-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)I)C(=NN2)N

Technology Process of 4-iodo-1H-indazol-3-amine

There total 1 articles about 4-iodo-1H-indazol-3-amine 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: 98.0%

2-fluoro-6-iodobenzonitrile (79544-29-9) → 4-iodine-1H-indazol-3-ylamine (599191-73-8)

Guidance literature:

With hydrazine hydrate; In butan-1-ol; at 110 ℃; for 2h; Schlenk technique;

DOI:10.1016/j.ejmech.2020.112710

Reference yield: 93.0%

4-iodine-1H-indazol-3-ylamine (599191-73-8) + benzaldehyde (100-52-7) + triethylamine (121-44-8) → 10-iodo-4-phenylpyrimido[1,2-b]indazole

Guidance literature:

With ammonium iodide; In chlorobenzene; at 120 ℃; for 12h;

Reference yield: 88.0%

4-iodine-1H-indazol-3-ylamine (599191-73-8) + N-(4-fluorophenyl)-N'-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropane-1,1-dicarboxamide → N-(4-(3-amino-1H-indazol-4-yl)-3-methylphenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,2-dimethoxyethane; water; at 85 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2014.12.002

upstream raw materials:

2-fluoro-6-iodobenzonitrile

Downstream raw materials:

4-(4-aminophenyl)-1H-indazol-3-amine

Refernces

• 1、 El-Damasy, Ashraf K.,Jin, Heewon,Seo, Seon Hee,Bang, Eun-Kyoung,Keum, Gyochang. "Design, synthesis, and biological evaluations of novel 3-amino-4-ethynyl indazole derivatives as Bcr-Abl kinase inhibitors with potent cellular antileukemic activity". . . Retrieved 2020/09/22.
• 2、 -. "(E)-N-(4-iodine-1H-indazole-3-yl)-1-phenyl methylamine compound and preparation method thereof". Paragraph 0020-0022. . Retrieved 2020/12/08.