5-Aminophthalazine

Base Information

• Chemical Name: 5-Aminophthalazine
• CAS No.: 102072-84-4
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.164
• Hs Code.: 2933990090
• European Community (EC) Number: 821-146-9
• DSSTox Substance ID: DTXSID90459346
• Wikidata: Q82283096
• ChEMBL ID: CHEMBL246237
• Mol file: 102072-84-4.mol

Synonyms:5-aminophthalazine

Chemical Property of 5-Aminophthalazine

Chemical Property:

• Vapor Pressure: 2.28E-07mmHg at 25°C
• Melting Point: 223-224 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.723
• Boiling Point: 423.2 °C at 760 mmHg
• PKA: 5.32±0.30(Predicted)
• Flash Point: 239.3 °C
• PSA: 51.80000
• Density: 1.292 g/cm³
• LogP: 1.79320
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 145.063997236
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

98% ^*data from raw suppliers

5-Aminophthalazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=NC=C2C(=C1)N
• Uses: 5-Aminophthalazine is a building block that was used as a reactant in the synthetic preparation of ezrin inhibitors targeting metastatic osteosarcoma.

Technology Process of 5-Aminophthalazine

There total 4 articles about 5-Aminophthalazine 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: 73.0%

5-nitrophthalazine (89898-86-2) → 5-aminophthalazine (102072-84-4)

Guidance literature:

With sodium dithionite; In tetrahydrofuran; methanol; water; for 0.0833333h; Heating;

DOI:10.1021/jm00158a002

Reference yield:

PHTHALAZINE (253-52-1) → 5-aminophthalazine (102072-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄; KNO₃ / 16 h / 70 - 80 °C

2: H₂ / Pd/C / ethanol / 23 h / 760 Torr

With sulfuric acid; hydrogen; potassium nitrate; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm0492958

Reference yield:

1,4-bis(hydrazino)phthalazine (484-23-1) → 5-aminophthalazine (102072-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / NaOH, O₂ / ethanol / 2.5 h

2: 17 percent / KNO₃, concd H₂SO₄ / 12 h / 100 °C

3: 73 percent / sodium dithionite / methanol; tetrahydrofuran; H₂O / 0.08 h / Heating

With sodium hydroxide; sodium dithionite; sulfuric acid; oxygen; potassium nitrate; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1021/jm00158a002

upstream raw materials:

5-nitrophthalazine

PHTHALAZINE

1,4-bis(hydrazino)phthalazine

phthalonitrile

Downstream raw materials:

DA 3044

phthalazine-5,8-dione

Refernces

• 1、 -. "Ezrin inhibitors and methods of making and using". Paragraph 51. . Retrieved 2017/01/05.
• 2、 -. "4-Piperidinecarboxamide modulators of vanilloid VR1 receptor". Page/Page column 35; 36. . Retrieved 2010/11/08.