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Imrecoxib

Product Name
Imrecoxib
CAS No.
395683-14-4
Chemical Name
Imrecoxib
Synonyms
2H-Pyrrol-2-one, 1,5-dihydro-3-(4-methylphenyl)-4-[4-(methylsulfonyl)phenyl]-1-propyl-;Airixib;Imrecoxib;Imrecoxib USP/EP/BP;Imrecoxib (BAP-909);Imrecoxib, 10 mM in DMSO;BAP 909,Cyclooxygenase,Inhibitor,COX,Imrecoxib,inhibit,BAP909;4-(4-(Methylsulfonyl)phenyl)-1-propyl-3-(p-tolyl)-1,5-dihydro-2H-pyrrol-2-one
CBNumber
CB03159916
Molecular Formula
C21H23NO3S
Formula Weight
369.48
MOL File
395683-14-4.mol
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Imrecoxib Property

Boiling point:
604.1±55.0 °C(Predicted)
Density 
1+-.0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: 100 mg/mL (270.65 mM)
pka
-2.25±0.60(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1S/C21H23NO3S/c1-4-13-22-14-19(16-9-11-18(12-10-16)26(3,24)25)20(21(22)23)17-7-5-15(2)6-8-17/h5-12H,4,13-14H2,1-3H3
InChIKey
AXMZZGKKZDJGAZ-UHFFFAOYSA-N
SMILES
N1(CCC)CC(C2=CC=C(S(C)(=O)=O)C=C2)=C(C2=CC=C(C)C=C2)C1=O
CAS DataBase Reference
395683-14-4
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0079499
Product name
Imrecoxib
Purity
99.38%
Packaging
100mg
Price
$80
Updated
2021/12/16
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Imrecoxib Chemical Properties,Usage,Production

Uses

Imrecoxib (BAP-909) is a novel and selective cyclooxygenase 2 (COX-2) inhibitor with an IC50 value of 18 nM, it also inhibits COX1- activity with an IC50 value of 115 nM. Imrecoxib (BAP-909) has anti-inflammatory effect[1].

Clinical Use

Imrecoxib, a new non-steroid anti-inflammtory drug (NSAID), was launched in China with the trade name of Hengyang® for the treatment of osteoarthritis in 2012. It was originally designed and synthesized by Guo and co-workers at the Institute of Materia Medica (IMM) of the Chinese Academy of Medical Sciences in collaboration with Hengrui Pharmaceuticals. Imrecoxib, which is a moderately selective COX-2 inhibitor (with IC50 values against COX-1 and COX-2 being 115 ± 28 nM and 18 4 nM, respectively).

Synthesis

Imrecoxib has had two synthetic routes reported across several publications. The most likely process-scale route to this drug is described in the scheme, which began with 2-bromo-4'-(methylsulfonyl)-acetophenone (84) and p-tolylacetic acid (85) as starting materials. In the presence of base, |á-bromoketone 84 was treated with acid 85 which resulted in lactone 86 in 72% yield across the two-step sequence. Exposure of lactone 86 with propylamine triggered a ring-opening-ring closing reaction, which resulted in imrecoxib (XIII) directly in 85% yield.

in vivo

Imrecoxib (BAP-909) (gastrointestinal administration; 5-20 mg/kg; 1 hour before carrageenan injection) inhibits carrageenan-induced acute inflammation, and the inhibitory effect is maximal at 4 hours[1]. Imrecoxib (BAP-909) (gastrointestinal administration; 5-20 mg/kg; started on day 7; 26 days) diminishes the secondary paw swelling and inhibits heat-inactivated BCG induced-inflammtory polyarthritis[1].

Animal Model:Rat carrageenan-induced edema model[1]
Dosage:5 mg/kg, 10 mg/kg, 20 mg/kg
Administration:Gastrointestinal administration; 5-20 mg/kg; 1 hour before carrageenan injection
Result:Inhibited the edema response with different doses.
Animal Model:Rat adjuvant-induced arthritis (AIA) model[1]
Dosage:5 mg/kg, 10 mg/kg, 20 mg/kg
Administration:Gastrointestinal administration; 5-20 mg/kg; started on day 7; 26 days
Result:Inhibited adjuvant-induced chronic inflammation at the doses of 10 and 20 mg/kg.

IC 50

Human COX-1: 115 nM (IC50); Human COX-2: 18 nM (IC50)

References

[1] Chen XH, et al. Imrecoxib: a novel and selective cyclooxygenase 2 inhibitor with anti-inflammatory effect. Acta Pharmacol Sin. 2004 Jul;25(7):927-31. PMID:15210067

Imrecoxib Preparation Products And Raw materials

Raw materials

Preparation Products

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Imrecoxib Suppliers

China 90 United States 4 Global 94
Allikang Pharmaceutical Co., LTD
Tel
0573-87390950 13806705416
Email
wzj@alicornpharma.com
Country
China
ProdList
52
Advantage
58
Hubei Chenxin Pharmaceutical Co., Ltd.
Tel
18696113233
Fax
QQ:2544920688
Email
like1076463918@163.com
Country
China
ProdList
3123
Advantage
58
Shijiazhuang yaoBo Pharmaceutical Co., Ltd.
Tel
15633056635
Email
2880679888@qq.com
Country
China
ProdList
2529
Advantage
58
Shanghai Peiling Biological Technology Co., LTD
Tel
17717829335
Email
peilingchem@sina.com
Country
China
ProdList
517
Advantage
58
Fujian Huayao Pharmaceutical Technology Co., Ltd.
Tel
18559985626
Email
liujie@fjhypharma.com
Country
China
ProdList
46
Advantage
58
Hunan Eurasian Pharmaceutical Co. Ltd.
Tel
0592-5789919 13328776692
Email
2851802018@qq.com;2851802016@qq.com
Country
China
ProdList
91
Advantage
58
ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185 18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3505
Advantage
58
Shanghai Haozhixiang Biotechnology Co., Ltd
Tel
526763801 13301653310
Fax
+86-21-51619052
Email
526763801@qq.com
Country
China
ProdList
9445
Advantage
55
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
86249
Advantage
60
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Email
enkepharma@126.com;sale@enkepharma.com
Country
China
ProdList
2335
Advantage
55
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View Lastest Price from Imrecoxib manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
Imrecoxib 395683-14-4
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-07-08
Shaanxi Dideu New Materials Co. Ltd
Product
Imrecoxib 395683-14-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-06-12
Dideu Industries Group Limited
Product
Imrecoxib 395683-14-4
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-16

395683-14-4, ImrecoxibRelated Search:

Diosmin Eperisone hydrochloride Imrecoxib Imrecoxib-d7 Imrecoxib 4'-Carboxylic acid Imrecoxib Impurity 3-d7 Imrecoxib Impurity 1-d7

  • Imrecoxib
  • 2H-Pyrrol-2-one, 1,5-dihydro-3-(4-methylphenyl)-4-[4-(methylsulfonyl)phenyl]-1-propyl-
  • Imrecoxib USP/EP/BP
  • BAP 909,Cyclooxygenase,Inhibitor,COX,Imrecoxib,inhibit,BAP909
  • Imrecoxib, 10 mM in DMSO
  • Imrecoxib (BAP-909)
  • 4-(4-(Methylsulfonyl)phenyl)-1-propyl-3-(p-tolyl)-1,5-dihydro-2H-pyrrol-2-one
  • Airixib
  • 395683-14-4