ChemicalBook > CAS DataBase List > PF-9184

PF-9184

Product Name
PF-9184
CAS No.
1221971-47-6
Chemical Name
PF-9184
Synonyms
PF-9184;PF-03549184;PF9184,PF 9184;N-[3',4'-Dichloro(1,1'-biphenyl)-yl]-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide;2H-1,2-Benzothiazine-3-carboxamide, N-(3',4'-dichloro[1,1'-biphenyl]-4-yl)-4-hydroxy-, 1,1-dioxide;N-(3',4'-dichloro-[1,1'-biphenyl]-4-yl)-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide
CBNumber
CB43067570
Molecular Formula
C21H14Cl2N2O4S
Formula Weight
461.32
MOL File
1221971-47-6.mol
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PF-9184 Property

Melting point:
285.5-289.3 °C
Density 
1.574±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
≤15mg/ml in DMSO;20mg/ml in dimethyl formamide
pka
4.50±1.00(Predicted)
form 
powder
color 
white to beige
InChI
1S/C21H14Cl2N2O4S/c22-16-10-7-13(11-17(16)23)12-5-8-14(9-6-12)25-19(21(24)27)20(26)15-3-1-2-4-18(15)30(25,28)29/h1-11,26H,(H2,24,27)
InChIKey
YGTUCAUHSJOJCQ-UHFFFAOYSA-N
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Safety

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PZ0326
Product name
PF-03549184
Purity
≥98% (HPLC)
Packaging
5mg
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
PZ0326
Product name
PF-03549184
Purity
≥98% (HPLC)
Packaging
25mg
Price
$348
Updated
2024/03/01
Cayman Chemical
Product number
18904
Product name
PF-9184
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18904
Product name
PF-9184
Purity
≥98%
Packaging
5mg
Price
$109
Updated
2024/03/01
Cayman Chemical
Product number
18904
Product name
PF-9184
Purity
≥98%
Packaging
10mg
Price
$151
Updated
2024/03/01
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PF-9184 Chemical Properties,Usage,Production

Description

Microsomal prostaglandin E synthase-1 (mPGES-1) converts the COX product prostaglandin H2 (PGH2; ) into the biologically active PGE2 . Like COX-2, the expression of mPGES-1 is induced in response to pro-inflammatory mediators, including LPS, IL-1β, and TNF-α. PF-9184 is a potent inhibitor of mPGES-1 (IC50 = 16.5 nM for recombinant human enzyme). It displays at least 6,500-fold selectivity for mPGES-1 over COX-1 and COX-2. PF-9184 blocks the synthesis of PGE2 in LPS-treated human whole blood and in IL-1β-stimulated fibroblasts (IC50s = 0.4-5 μM).

Uses

PF 9184 is amicrosomal prostaglandin Esynthase-1(mPGES-1) inhibitor. mPGES-1is an enzyme induced during the inflammatory response and it is an attractive target for developing anti-inflammatory drugs.

in vitro

pf-9184 potently inhibited recombinant human mpges-1 with an ic50 value of 16.5 ± 3.8 nm. pf-9184 showed no effect on rhcox-1 and rhcox-2 with >6500-fold selectivity. in rationally designed cell systems, pf-9184 inhibited pge2 synthesis with ic50 in the range of 0.5–5 μm in serum-free cell and human whole blood cultures, while sparing the synthesis of 6-keto-pgf1α (pgf1α) and pgf2α[1]. pf-9184 showed no apparent cytotoxic effects up to 100 μm [1].

Enzyme inhibitor

This potent mPGES-1 inhibitor (FW = 461.32 g/mol; CAS 1221971-47-6; Solubility: 100 mM in DMSO), also named N-[3',4'-dichloro(1,1'- biphenyl)yl]-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide), targets human and rat microsomal prostaglandin E synthase 1, with respective IC50 values of 16.5 nM and 1.08 μM, exhibiting >6500x selectivity toward mPGES-1 versus COX1 and COX2. PF-9184 inhibits IL- 1β-induced PGE2 synthesis in vitro. In inflammation and clinically relevant biological systems, mPGES-1 expression, like COX-2 expression is induced in cell context- and time-dependent manner, a behavior that is fully consistent with the kinetics of PGE2 synthesis

in vivo

PF-9184 (oral administration or even local delivery) has no effect on PGE2 synthesis in recombinant rats[1].

References

[1] mbalaviele g, pauley a m, shaffer a f, et al. distinction of microsomal prostaglandin e synthase-1 (mpges-1) inhibition from cyclooxygenase-2 inhibition in cells using a novel, selective mpges-1 inhibitor[j]. biochemical pharmacology, 2010, 79(10): 1445-1454.
[2] engblom d, saha s, engstrm l, et al. microsomal prostaglandin e synthase-1 is the central switch during immune-induced pyresis[j]. nature neuroscience, 2003, 6(11): 1137-1138.
[3] jakobsson p j, thorén s, morgenstern r, et al. identification of human prostaglandin e synthase: a microsomal, glutathione-dependent, inducible enzyme, constituting a potential novel drug target[j]. proceedings of the national academy of sciences, 1999, 96(13): 7220-7225.

PF-9184 Preparation Products And Raw materials

Raw materials

Preparation Products

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PF-9184 Suppliers

China 25 India 2 United Kingdom 2 United States 6 Global 35
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4720
Advantage
55
Pharmacodia (Beijing) Co.,Ltd
Tel
+86-400-851-9921
Fax
+86-10-82826195
Email
sales@pharmacodia.com
Country
China
ProdList
2317
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 18101056239
Email
3193328036@qq.com
Country
China
ProdList
29662
Advantage
68
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
4587
Advantage
58
Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32470
Advantage
58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
Tel
86-571-88216897,88216896 13588875226
Fax
86-571-88216895
Email
sales@hzclap.com
Country
CHINA
ProdList
6312
Advantage
58
Changzhou Chenhong Biotechnology Co., Ltd.
Tel
+86-0519-85788828 +86-13775037613
Email
sales@chemrenpharm.com
Country
China
ProdList
4023
Advantage
58

1221971-47-6, PF-9184Related Search:


  • PF-9184
  • N-[3',4'-Dichloro(1,1'-biphenyl)-yl]-4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
  • PF-03549184
  • 2H-1,2-Benzothiazine-3-carboxamide, N-(3',4'-dichloro[1,1'-biphenyl]-4-yl)-4-hydroxy-, 1,1-dioxide
  • PF9184,PF 9184
  • N-(3',4'-dichloro-[1,1'-biphenyl]-4-yl)-4-hydroxy-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide
  • 1221971-47-6