ChemicalBook > CAS DataBase List > Rofecoxib

Rofecoxib

Product Name
Rofecoxib
CAS No.
162011-90-7
Chemical Name
Rofecoxib
Synonyms
VIOXX;MK-0966;ROFECOXIB;Rofecoxid;AKOS 92137;Rofecoxib(Vioxx);Rofecoxib (MK0966);4-[4-(Methylsulfonyl)phenyl]-3-phenyl-;4-[4-(MethylSLdfonyl)phenyl]-3-phenyl-2(5H)-furanone;4-[4-(methylsulfonyl)phenyl]-3-phenylfuran-2(5h)-one
CBNumber
CB6327130
Molecular Formula
C17H14O4S
Formula Weight
314.36
MOL File
162011-90-7.mol
More
Less

Rofecoxib Property

Melting point:
207°C
Boiling point:
577.6±50.0 °C(Predicted)
Density 
1.333±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
DMSO: soluble5mg/mL, clear (warmed)
form 
powder
color 
white to beige
Water Solubility 
9mg/L(25 ºC)
Merck 
14,8248
CAS DataBase Reference
162011-90-7(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
LU5135000
Hazardous Substances Data
162011-90-7(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0613
Product name
Rofecoxib
Purity
≥98% (HPLC)
Packaging
10mg
Price
$72.2
Updated
2020/08/18
Sigma-Aldrich
Product number
SML0613
Product name
Rofecoxib
Purity
≥98% (HPLC)
Packaging
50mg
Price
$308
Updated
2020/08/18
TCI Chemical
Product number
R0206
Product name
Rofecoxib
Purity
>98.0%(GC)
Packaging
250mg
Price
$97
Updated
2020/06/24
TCI Chemical
Product number
R0206
Product name
Rofecoxib
Purity
>98.0%(GC)
Packaging
1g
Price
$291
Updated
2020/06/24
Cayman Chemical
Product number
10010260
Product name
Rofecoxib
Purity
≥98%
Packaging
50mg
Price
$69
Updated
2020/06/24
More
Less

Rofecoxib Chemical Properties,Usage,Production

Description

Rofecoxib ts a non-steroidal anti-inflammatory drug (NSAID) launched in Mexico, its first market, for the management of acute pain and the treatment of osteoarthritis (OA) and primary dysmenorrhea. Rofecoxib can be obtained by several different ways; one example is by arylation of a 4-bromofuranone with a phenylboronic acid under Suzuki conditions. Rofecoxib is a highly selective inhibitor of COX-2, the inducible isoform of cyclooxygenase and therefore exhibits a potent antiinflammatory activity without concomitant gastric or renal toxicities linked to the non-specific COX-1/2 inhibitors. In several clinical studies in patients with knee or hip osteoarthritis, Rofecoxib was evaluated at 12.5-50 mg doses once daily: it demonstrated efficacy for all primary and secondary endpoints at doses considerably weaker than those for classical non-specific NSAIDs, with good tolerance and less adverse effects. Selective COX-2 inhibitors potentially have a large spectrum of activity including new indications such as Alzheimer's disease, colorectal cancer, irritable bowel disease or urinary incontinence.

Chemical Properties

Off-White (Pale Yellow) Crystalline Powder

Originator

Merck (US)

Uses

A selective cyclooxygenase-2 (COX-2) inhibitor. Use as an anti-inflammatory, analgesic.

Uses

antipsychotic

Uses

Labeled Rizatriptan, intended for use as an internal standard for the quantification of Rizatriptan by GC- or LC-mass spectrometry.

Definition

ChEBI: A butenolide that is furan-2(5H)-one that is substituted by a phenyl group at position 3 and by a p-(methylsulfonyl)phenyl group at position 4. A selective cyclooxygenase 2 inhibitor, it was used from 1999 to 2004 for the tr atment of ostoarthritis, but was withdrawn following concerns about an associated increased risk of heart attack and stroke.

Indications

Rofecoxib is approved for the treatment of osteoarthritis, dysmenorrhea, and acute pain. The most common adverse reactions to rofecoxib are mild to moderate GI irritation (diarrhea, nausea, vomiting, dyspepsia, abdominal pain). Lower extremity edema and hypertension occur relatively frequently (about 3.5%). It is not metabolized by CYP2C9, so rofecoxib should not be subject to some of the interactions seen with celecoxib. However, its metabolism is increased by the coadministration of rifampin, which acts as a nonspecific inducer of hepatic metabolism.

brand name

Vioxx (Merck).

Mechanism of action

Rofecoxib is excreted primarily in the urine (72%) as metabolites. Less than 1% is excreted in the urine as unchanged drug, whereas approximately 14% is excreted in the feces as unchanged drug. Although the metabolism of rofecoxib has not been fully determined, the microsomal cytochrome P450 system appears to play only a minor role—a major difference in the metabolic routes of rofecoxib and celecoxib. The major metabolic route appears to form reduction of the dihydrofuranone ring system by cystolic enzymes to the to cis- and trans- dihydro derivatives. Also isolated is the glucuronide of a hydroxy derivative that results from CYP2C9 oxidative metabolism. None of the isolated metabolites of rofecoxib possess pharmacological activity as COX-1 or COX-2 inhibitors.

Pharmacokinetics

Rofecoxib has been synthesized by a number of synthetic routes that have been summarized elsewhere. It was the second selective COX-2 inhibitor to be marketed. Rofecoxib is well absorbed from the GI tract on oral administration, with peak plasma levels generally being attained within 2 to 3 hours of dosing. Bioavailability averages 93% following administration of a single dose. The area under the plasma concentration–time curve is increased in patients older than 65 years compared to younger adults and is increased slightly in black and Hispanic patients compared with white patients, but the difference is not considered to be clinically significant.

Clinical Use

Rofecoxib was indicated for the relief of the signs and symptoms of osteoarthritis, for the management of acute pain in adults, and for the treatment of primary dysmenorrhea.

Rofecoxib Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Rofecoxib Suppliers

Shanghai Boyle Chemical Co., Ltd.
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2926
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15880
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456-
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
5952
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18228
Advantage
66
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028-
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12284
Advantage
60
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
9918
Advantage
62
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070-
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19994
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32358
Advantage
50
China Langchem Inc.
Tel
0086-21-58956006,021-38701807;021-58950017
Fax
0086-21-58956100
Email
sales@langchem.com
Country
China
ProdList
7836
Advantage
57
More
Less

View Lastest Price from Rofecoxib manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Rofecoxib 162011-90-7
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-07
Shaanxi Dideu Medichem Co. Ltd
Product
Rofecoxib 162011-90-7
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-04-29
career henan chemical co
Product
Rofecoxib 162011-90-7
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2018-08-20

162011-90-7, RofecoxibRelated Search:


  • 4-[4-(MethylSLdfonyl)phenyl]-3-phenyl-2(5H)-furanone
  • 4-[4-(Methylsulfonyl)phenyl]-3-phenyl-
  • Rofecoxib(Vioxx)
  • Rofecoxib (MK0966)
  • Rofecoxid
  • ROFECOXIB
  • MK-0966
  • VIOXX
  • AKOS 92137
  • 4-[4-(METHYLSULFONYL)-PHENYL]-3-PHENYL-2(5H)-FURANONE
  • 4-[4-(methylsulfonyl)phenyl]-3-phenylfuran-2(5h)-one
  • Rofecoxib, MK-0966, 4-[4-(methylsulfonyl)-phenyl]-3-phenyl-2(5H)-furanone
  • 2(5H)-Furanone, 4-4-(methylsulfonyl)phenyl-3-phenyl-
  • 162011-90-7
  • 1984-11-7
  • C17H14O4S
  • C15H13N5D6C7H6O2
  • TRILEPTAL
  • Active Pharmaceutical Ingredients
  • Aromatics
  • Heterocycles
  • Sulfur & Selenium Compounds
  • Osteoarthritis and Rheumatoid Arthritis
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals