ChemicalBook > CAS DataBase List > 1,9-Pyrazoloanthrone

1,9-Pyrazoloanthrone

Product Name
1,9-Pyrazoloanthrone
CAS No.
129-56-6
Chemical Name
1,9-Pyrazoloanthrone
Synonyms
SP600125;pyrazolanthrone;1PMV;JNKII;CS-548;Nsc75890;Anthra H;c.i.70300;Pyrazoxanone;SP600125 >99%
CBNumber
CB6354608
Molecular Formula
C14H8N2O
Formula Weight
220.23
MOL File
129-56-6.mol
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1,9-Pyrazoloanthrone Property

Melting point:
281~282℃
Boiling point:
361.16°C (rough estimate)
Density 
1.1702 (rough estimate)
refractive index 
1.5910 (estimate)
storage temp. 
2-8°C
solubility 
H2O: insoluble
form 
Yellowish orange solid
pka
11.75±0.20(Predicted)
color 
yellow
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months
InChIKey
ACPOUJIDANTYHO-UHFFFAOYSA-N
CAS DataBase Reference
129-56-6(CAS DataBase Reference)
EPA Substance Registry System
Anthra[1,9-cd]pyrazol-6(2H)-one (129-56-6)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
CB4585000
TSCA 
Yes
HS Code 
29339900
Toxicity
LD50 ivn-mus: 178 mg/kg CSLNX* NX#00640
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S5567
Product name
SP600125
Purity
≥98% (HPLC)
Packaging
10mg
Price
$127
Updated
2024/03/01
Sigma-Aldrich
Product number
S5567
Product name
SP600125
Purity
≥98% (HPLC)
Packaging
50mg
Price
$545
Updated
2024/03/01
Sigma-Aldrich
Product number
420119
Product name
JNK Inhibitor II
Packaging
5mg
Price
$99.4
Updated
2024/03/01
Sigma-Aldrich
Product number
420119
Product name
JNK Inhibitor II
Packaging
25mg
Price
$303
Updated
2024/03/01
TCI Chemical
Product number
A2548
Product name
Anthra[1,9-cd]pyrazol-6(2H)-one
Purity
>98.0%(HPLC)
Packaging
25mg
Price
$138
Updated
2024/03/01
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1,9-Pyrazoloanthrone Chemical Properties,Usage,Production

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

Uses

A broad-spectrum serine/threonine kinase inhibitor of JNK with an IC50 range from 40 to 90 nM.

Uses

SP 600125 is a Jun N-terminal kinase (JNK) inhibitor.

Definition

ChEBI: A member of the class of anthrapyrazoles that is anthra[1,9-cd]pyrazole substituted at position 6 by an oxo group. An inhibitor of c-Jun N-terminal kinase.

General Description

A potent, cell-permeable, selective, and reversible inhibitor of c-Jun N-terminal kinase (JNK) (IC50 = 40 nM for JNK-1 and JNK-2 and 90 nM for JNK-3). The inhibition is competitive with respect to ATP. Exhibits over 300-fold greater selectivity for JNK as compared to ERK1 and p38-2 MAP kinases. Inhibits the phosphorylation of c-Jun and blocks the expression of IL-2, IFN-γ, TNF-α, and COX-2 in cells. Blocks IL-1-induced accumulation of phospho-Jun and induction of c-Jun transcription.

Biological Activity

Selective inhibitor of c-Jun N-terminal kinase (JNK). Competitively and reversibly inhibits JNK1, 2 and 3 (IC 50 = 40-90 nM) with negligible activity at ERK2, p38 β and a range of enzymes (IC 50 > 10 μ M). Active in vivo . Shown to have reduced selectivity over other protein kinases under certain conditions. Protects renal tubular epithelial cells against ischemia/reperfusion-induced apoptosis. Also available as part of the MAPK Inhibitor Tocriset™ .

Biochem/physiol Actions

SP600125 is an anthrapyrazolone inhibitor of JNK that competes with ATP to inhibit the phosphorylation of c-Jun. It prevents the activation of inflammatory genes such as COX-2, IL-2 IFN-γ and TNF-α.8,9 It prevents the activation of JNK after brain ischemia and may be effective in treatment of ischemic stroke.10

Safety Profile

Poison by intravenous route.When heated to decomposition it emits toxic fumes ofNOx.

Synthesis

1,9-Pyrazolanthrone is prepared by diazotization of 1-aminoanthraquinone, reaction of the diazonium salt with sodium hydrogen sulfite, and cyclization of the resulting hydrazinosulfonic acid .

storage

-20°C (desiccate)

References

1)Bennett et al. (2001), SP600125, an anthrapyrazolone inhibitor of Jun N-terminal kinase; Proc. Natl. Acad. Sci. USA., 98 13681 2) Rahman et al. (2012), Intraperitoneal injection of JNK-specific inhibitor SP600125 inhibits the expression of presenilin-1 and Notch signaling in mouse brain without induction of apoptosis; Brain Res., 1448 117

1,9-Pyrazoloanthrone Preparation Products And Raw materials

Raw materials

Preparation Products

Vat Black 8
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1,9-Pyrazoloanthrone Suppliers

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View Lastest Price from 1,9-Pyrazoloanthrone manufacturers

Hebei Duling International Trade Co. LTD
Product
1,9-Pyrazoloanthrone 129-56-6
Price
US $20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2023-03-17
Henan Bao Enluo International TradeCo.，LTD
Product
SP 600125 129-56-6
Price
US $50.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000MT
Release date
2023-07-24
Hebei Kingfiner Technology Development Co.Ltd
Product
1,9-Pyrazoloanthrone 129-56-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
500000kg
Release date
2023-08-03

129-56-6, 1,9-PyrazoloanthroneRelated Search:

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  • SP 600125;SP-600125;NSC75890
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  • SP600125 >99%
  • JNK Inhibitor II, 1,9-Pyrazoloanthrone
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  • SP 600125, >=98%
  • 2H-DIBENZO[CD,G]INDAZOL-6-ONE
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  • SP 600125 - NSC 75890
  • CS-548
  • 1 9-PYRAZOLEANTHRONE
  • 1,9-PYRAZOLOANTHRONE
  • JNKII
  • 1,9-Pyrazoloanthrone, Anthrapyrazolone
  • JNK INHIBITOR II
  • ANTHRA(1,9-CD)PYRAZOL-6(2H)-ONE
  • ANTHRA-1,9-PYRAZOL-6-NONE
  • ANTHRAPYRAZOLONE
  • 3H-naphtho[2,3-f]indazol-3-one
  • Anthra[1,9-cd]pyrazol-6(2H)-one &gt
  • Anthra H
  • 1PMV
  • Supply Best Price and High Quality 1, 9-Pyrazoloanthrone CAS 129-56-6
  • SP600125 (SP600125
  • SP600125, ≥98% (HPLC)
  • Pyrazolanthrone (SP600125)
  • JNK Inhibitor II SP600125 SP-600125
  • SP600125/Pyrazolanthrone
  • Pyrazoxanone
  • 129-56-6
  • C14H9N2O
  • C14H8N2O
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • KETONE
  • Kinase/Phosphatase Biology
  • c-Jun N-Terminal Kinase (JNK)
  • Serine/Threonine Kinase Inhibitors
  • Other APIs
  • MAPK
  • Inhibitors
  • Inhibitor
  • Signalling
  • Protein Kinase