1,9-Pyrazoloanthrone

Base Information

• Chemical Name: 1,9-Pyrazoloanthrone
• CAS No.: 129-56-6
• Molecular Formula: C14H8N2O
• Molecular Weight: 220.23
• Hs Code.: 29339900
• European Community (EC) Number: 204-955-6
• NSC Number: 75890
• UNII: 1TW30Y2766
• DSSTox Substance ID: DTXSID2040525
• Nikkaji Number: J55.382D
• Wikipedia: 1,9-Pyrazoloanthrone
• Wikidata: Q4545713,Q110177831
• Pharos Ligand ID: TQASGT2ZFMFV
• Metabolomics Workbench ID: 146412
• ChEMBL ID: CHEMBL7064,CHEMBL1725279
• Mol file: 129-56-6.mol

Synonyms:1,9-pyrazoloanthrone;2h-dibenzo(cd,g)indazol-6-one;anthra(1,9-cd)pyrazol-6(2H)-one;NSC-75890;NSC75890;pyrazolanthrone;SP600125

Chemical Property of 1,9-Pyrazoloanthrone

Chemical Property:

• Appearance/Colour: yellow
• Vapor Pressure: 1.01E-09mmHg at 25°C
• Melting Point: 281~282 °C
• Refractive Index: 1.799
• Boiling Point: 489.28 °C at 760 mmHg
• PKA: 11.75±0.20(Predicted)
• Flash Point: 246.787 °C
• PSA: 45.75000
• Density: 1.463 g/cm³
• LogP: 2.66730
• Storage Temp.: 2-8°C
• Solubility.: H2O: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 220.063662883
• Heavy Atom Count: 17
• Complexity: 343

Purity/Quality:

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

SP 600125 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=NNC4=CC=CC(=C43)C2=O
• Description: SP-600125 (129-56-6) is a selective inhibitor of c-Jun N-terminal kinase (JNK). Reversibly inhibits JNK1,2 and 3 (IC50‘s range from 40-90 nM). >300-fold selectivity for JNK as compared to related MAP kinases. Anti-inflammatory activity. SP-600125 inhibits expression of presenilin-1 and Notch signaling in mouse brain. Cell permeable and active in vivo.
• Uses: C2C12 myoblasts were treated with SP600125 to test the stimulation of myogenesis.11 It was used to treat HepG2 cells to test the effects on oxysterol-induced necrosis.12 A broad-spectrum serine/threonine kinase inhibitor of JNK with an IC50 range from 40 to 90 nM. SP 600125 is a Jun N-terminal kinase (JNK) inhibitor.

Technology Process of 1,9-Pyrazoloanthrone

There total 5 articles about 1,9-Pyrazoloanthrone 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: 99.0%

1-amino-9,10-anthracenedione (82-45-1) → 2H-dibenzo[cd,g]indazol-6-one (129-56-6)

Guidance literature:

1-amino-9,10-anthracenedione; With sulfuric acid; sodium nitrite; In water; at 45 ℃; for 8h;

With sodium metabisulfite; sodium hydroxide; In water; at 10 - 90 ℃; for 17h; pH=12.5 - 12.8; Temperature; pH-value; Time;

Reference yield: 99.0%

1-chloroanthracene-9,10-dione (82-44-0) → 2H-dibenzo[cd,g]indazol-6-one (129-56-6)

Guidance literature:

With hydrazine hydrate; In pyridine; for 9h; Heating;

DOI:10.1016/j.tetlet.2004.04.041

Reference yield: 85.0%

Ethyl 9,10-anthraquinon-1-ylhydrazonocyanacetylcarbamate (83132-67-6) → 2H-dibenzo[cd,g]indazol-6-one (129-56-6)

Guidance literature:

With hydrogenchloride; In acetic acid; for 60h; Heating;

upstream raw materials:

Ethyl 9,10-anthraquinon-1-ylhydrazonocyanacetylcarbamate

1-chloroanthracene-9,10-dione

1-amino-9,10-anthracenedione

2-acetyl-2H-dibenzo[cd,g]indazol-6-one

Downstream raw materials:

1-methylanthra[1,9-cd]pyrazol-6(1H)-one

JNK Inhibitor II, Negative Control

Refernces

• 1、 Hu, Yang,Liu, Yan-Yan,Li, Qiao,Sun, Jing-Yu,Hu, Sheng-Li. "New Colorimetric and Fluorometric Fluoride Ion Probe Based on Anthra[1,9-cd]pyrazol-6(2H)-one". . p. 2287 - 2294. Retrieved 2017.
• 2、 Kim, MeeKyoung,Wiemer, David F.. "EDC-mediated condensations of 1-chloro-5-hydrazino-9,10-anthracenedione, 1-hydrazino-9,10-anthracenedione, and the corresponding anthrapyrazoles". . p. 4977 - 4980. Retrieved 2007/10/03.