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Carprofen

Product Name
Carprofen
CAS No.
53716-49-7
Chemical Name
Carprofen
Synonyms
c5720;imadyl;rimadyl;Ridamyl;Caroline;CARPROFEN;kanujofen;carprofeno;rac Carprofen;Carprofen CRS
CBNumber
CB0663159
Molecular Formula
C15H12ClNO2
Formula Weight
273.71
MOL File
53716-49-7.mol
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Carprofen Property

Melting point:
186-1880C
Boiling point:
509.1±35.0 °C(Predicted)
Density 
1.2011 (rough estimate)
refractive index 
1.5200 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO: soluble20mg/mL, clear
form 
powder
pka
4.84±0.30(Predicted)
color 
white to beige
Merck 
14,1862
InChI
InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)
InChIKey
PUXBGTOOZJQSKH-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(Cl)C=C2)C2=C1C=C(C(C)C(O)=O)C=C2
CAS DataBase Reference
53716-49-7(CAS DataBase Reference)
EPA Substance Registry System
9H-Carbazole-2-acetic acid, 6-chloro-.alpha.-methyl- (53716-49-7)
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Safety

Hazard Codes 
T,Xn
Risk Statements 
25-36/37/38-20/21/22
Safety Statements 
45-36-26
RIDADR 
UN 2811
WGK Germany 
3
RTECS 
FE3180000
HazardClass 
6.1
PackingGroup 
III
HS Code 
29339900
Toxicity
LD50 orally in mice: 400 mg/kg (Berger, Corraz)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
33975
Product name
Carprofen
Purity
VETRANAL?, analytical standard
Packaging
100mg
Price
$119
Updated
2024/03/01
Sigma-Aldrich
Product number
1096699
Product name
Carprofen
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
TCI Chemical
Product number
C2701
Product name
Carprofen
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$82
Updated
2024/03/01
TCI Chemical
Product number
C2701
Product name
Carprofen
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$246
Updated
2024/03/01
Cayman Chemical
Product number
16409
Product name
Carprofen
Purity
≥98%
Packaging
1g
Price
$70
Updated
2024/03/01
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Carprofen Chemical Properties,Usage,Production

Description

Carprofen is a non-steroidal anti-inflammatory drug (NSAID) commonly used in animals to combat pain and inflammation, particularly as associated with osteoarthritis. Like many NSAIDs, carprofen inhibits both cyclooxygenases COX-1 and COX-2 (IC50s = 22.3 and 3.9 μM, respectively). It also inhibits fatty acid amide hydrolase (IC50 = 74 μM), blocking the metabolism of the cannabinoid receptor ligand, arachidonoyl ethanolamide .

Chemical Properties

Off-White Crystalline Solid

Originator

Imadyl,Roche,Switz.,1981

History

Carprofen has strong anti-inflammatory and analgesic activity. It has been used in human medicine for more than 10 years at doses of 150 to 600 mg per day. In human clinical trials, Carprofen was generally well tolerated. Most adverse reactions were transient and mild, such as gastrointestinal discomfort or pain and nausea. The incidence of side effects in humans is similar to that of aspirin and other NSAIDs. However, for commercial reasons, carprofen has been withdrawn from the market and is no longer available for human use.

Uses

Carprofen is a non-steroidal anti-inflammatory drug (NSAID) commonly used in animals to combat pain and inflammation, particularly as associated with osteoarthritis. Like many NSAIDs, carprofen inhibits both cyclooxygenases COX-1 and COX-2 (IC50s = 22.3 and 3.9 μM, respectively). It also inhibits fatty acid amide hydrolase (IC50 = 74 μM), blocking the metabolism of the cannabinoid receptor ligand, arachidonoyl ethanolamide .

Uses

antiinflammatory, analgesic

Uses

Carprofen is a non steroidal anti-inflammatory that is used by veterinarians for the relief of arthritic systems in dogs. It can be used for joint pain or post operative inflammation. Carprofen, is al so used for the relief from pain and inflammation associated with osteoarthritis, hip dysplasia and other joint issues.

Definition

ChEBI: Propanoic acid in which one of the methylene hydrogens is substituted by a 6-chloro-9H-carbazol-2-yl group. A non-steroidal anti-inflammatory drug, it is no longer used in human medicine but is still used for treatment of arthritis in elderly dogs.

Manufacturing Process

A mixture of 34.9 g of 6-chloro-α-methyl-1,2,3,4-tetrahydrocarbazole-2-acetic acid ethyl ester (mixture of diastereomers), 350 ml CP xylene and 56.0 g of p-chloranil was stirred and heated under an atmosphere of dry nitrogen. The reaction flask was wrapped in aluminum foil in order to keep out any extraneous light. After the reaction mixture had stirred at reflux temperature for 6 hours, heating and stirring were stopped and the reaction mixture was left overnight at room temperature. The supernatant liquid was decanted through a filter. The residue was triturated with 100 ml of warm benzene and the supernatant liquid was decanted through a filter. This process was repeated three more times. Ether (300 ml) was added to the combined filtrates. The solution was extracted with cold 2 N sodium hydroxide (3 x 100 ml), washed by extraction with water until neutral and dried over anhydrous magnesium sulfate. Following filtration of the desiccant and evaporation of the solvent, a residue of 35.5 g remained. Crystallization from 50 ml of methanol gave 14.8 g of 6-chloro-α-methylcarbazole-2-acetic acid ethyl ester, MP 106°- 107.5°C (43.2%).
A stirred mixture of 11 g of 6-chloro-α-methylcarbazole-2-acetic acid ethyl ester, 100 ml ethanol and 100 ml of 3 N sodium hydroxide was heated (N2 atmosphere). After 2 hours at reflux, the reaction mixture was concentrated to dryness under reduced pressure. Water (300 ml) and ice (200 g) were added to the residue and concentrated hydrochloric acid was added until the mixture was strongly acid. The acidic mixture was extracted with ether (3 x 200 ml). The ether extracts were combined, washed by extraction with water (3 x 100 ml) and dried over anhydrous magnesium sulfate. Following filtration of the desiccant and evaporation of the solvent, a yield of 9.89 (98.2%) was obtained. Crystallization from CHCl3 yielded 6.2 g (62.0%) of 6-chloro-α- methylcarbazole-2-acetic acid, MP 197°-198°C. A second crop of 1.6 g, MP 195°-199°C was obtained from the mother liquors.

Therapeutic Function

Antiinflammatory

Mechanism of action

Carprofeng is a non-narcotic NSAID with analgesic and antipyretic properties. It acts in the same way as most NSAIDs in that Carprofeng acts by inhibiting cyclooxygenase (COX), which selectively inhibits COX-2, thereby inhibiting the release of several prostaglandins involved in the chronic inflammatory response that is thought to be present in canine OA.

Side effects

Common side effects of Carprofeng in dogs include vomiting, diarrhoea, loss of appetite, constipation, behavioural changes; and in severe cases, black stools, gastrointestinal ulcers and gastrointestinal haemorrhage, jaundice, skin changes, involuntary muscle movements, and kidney damage (increased thirst, increased urination, and refusal to eat).

Veterinary Drugs and Treatments

Carprofen is labeled (in the USA) for the relief of pain and inflammation in dogs. It may also prove to be of benefit in other species as well, but data is scant to support its safety beyond very short-term use at this time. In Europe, carprofen is reportedly registered for single dose use in cats, but there have been reported problems (e.g., vomiting) with cats receiving more than a single dose.
Carprofen is being investigated for antineoplastic effects in dogs and may be a useful adjunctive treatment for some types of tumors with COX-2 overexpression.

Carprofen Preparation Products And Raw materials

Raw materials

Preparation Products

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Carprofen Suppliers

Wuhan DKY Technology Co.,Ltd.
Tel
027-81302411 15377658509
Email
zs@dkybpc.com
Country
China
ProdList
2196
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
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
18207
Advantage
66
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
10186
Advantage
62
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
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View Lastest Price from Carprofen manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Carprofen 53716-49-7
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98.5% ~101.5%; EP8.0
Supply Ability
800kg/month
Release date
2021-06-03
Hebei Weibang Biotechnology Co., Ltd
Product
Carprofen 53716-49-7
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-19
Hebei Yanxi Chemical Co., Ltd.
Product
Carprofen 53716-49-7
Price
US $100.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
10tons/month
Release date
2020-08-27

53716-49-7, CarprofenRelated Search:


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