ChemicalBook > CAS DataBase List > Carprofen

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
More
Less

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)
More
Less

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)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

More
Less

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
More
Less

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

More
Less

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
96815
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
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
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
021-51613915-820 13611835272
Fax
021 51613951
Email
mmwang@sunwaypharm.cn
Country
China
ProdList
9734
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
Wuhan Fortuna Chemical Co., Ltd
Tel
027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2872
Advantage
58
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12335
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22514
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
Zouping Mingxing Chemical Co.,Ltd.
Tel
86-13605431940 13605431940
Fax
0086-0543-2240079
Email
zpmxchemical@126.com
Country
China
ProdList
1999
Advantage
62
TargetMol Chemicals Inc.
Tel
021-021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7783
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
Hubei XinyuanShun Chemical Co., Ltd.
Tel
13971561712, 13995564702, 027-50664929
Fax
027-50664927
Email
hbeixys2001@163.com
Country
China
ProdList
3120
Advantage
55
Shanghai Meishui Chemical Technology Co., Ltd
Tel
021-60549325 18616193163
Fax
021-33250306
Country
China
ProdList
4526
Advantage
56
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41462
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18042
Advantage
56
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ:800101999
Email
cdhxsj@163.com
Country
China
ProdList
13350
Advantage
58
Finetech Industry Limited
Tel
027-87465837 19945049750
Fax
027-8777-2287
Email
sales@finetechnology-ind.com
Country
China
ProdList
9648
Advantage
58
Shanghai CanSpecsci Instrument Co., Ltd.
Tel
400-6087598 15021221957
Fax
4006087598-8012
Email
order@canspecsci.com
Country
China
ProdList
2045
Advantage
56
Wuhan Dahua Pharmaceutical Co., Ltd.
Tel
027-59262863 13277907145 3091977954
Fax
027-59420980
Country
China
ProdList
4943
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939 15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
16166
Advantage
55
Shanghai Song Yuan Chemical Technology Co., Ltd.
Tel
010-1234567 18521000990
Fax
86-021-33275113
Email
sonyuanchemical@163.com
Country
China
ProdList
6479
Advantage
50
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9484
Advantage
50
Watson Biotechnology Co.,Ltd
Tel
027-59207879 1972026995 18140587686
Fax
QQ:1972026995
Email
sales@3600chem.com
Country
China
ProdList
4668
Advantage
55
Alta Scientific Co., Ltd.
Tel
022-6537-8550 15522853686
Fax
022-2532-9655
Email
sales@altasci.com.cn
Country
China
ProdList
4511
Advantage
55
Wuhan Senwayer Century Chemical Co.,Ltd
Tel
027-86652399 13627115097;
Fax
86-27-59707018
Email
sales@senwayer.com
Country
China
ProdList
267
Advantage
55
Hubei Kangbaotai Finechem Co., Ltd.
Tel
+86 (27) 8778653
Fax
+86 (27) 8773-8652
Email
13720228325@163.com
Country
China
ProdList
337
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
551-65418679 15837135945
Fax
0551-65418697
Email
info@tnjchem.com
Country
China
ProdList
1889
Advantage
62
Chengdu RunZeBenTu Chemical Co., Ltd
Tel
028-88469284 18000562381
Email
rzbtsj@163.com
Country
China
ProdList
9951
Advantage
56
Jinan Putubio Tech Co., Ltd.
Tel
+86 (531) 8099-2215
Fax
+86 (531) 8099-2215
Email
putubio@outlook.com
Country
China
ProdList
1261
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
Henan CoreyChem Co., Ltd
Tel
0371-86658258
Fax
0371-60996044
Email
info@coreychem.com
Country
China
ProdList
10453
Advantage
58
Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
Country
China
ProdList
3866
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27313
Advantage
60
Shanghai QianYan Bio-technology Co., Ltd
Tel
02781293128
Email
orders@biochemsafebuy.com
Country
China
ProdList
9923
Advantage
55
parabiochem
Tel
025-83453382-8005
Fax
025-83453382
Email
sale@parabiochem.com
Country
China
ProdList
9595
Advantage
55
Lancrix Chemicals
Tel
86-21-50817262
Fax
86-21-57712035
Email
sales@lancrix.com
Country
China
ProdList
1502
Advantage
55
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29785
Advantage
68
Henan Jiuhua Biological Technology Co., Ltd.
Tel
15738884691 153248764872949584887 237654463
Fax
0371-55320919
Email
jiuhuabiochem@163.com
Country
China
ProdList
2750
Advantage
58
Guangdong wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2886750 13927877953
Fax
0751-2886750
Email
3005811397@qq.com
Country
China
ProdList
13320
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-59402396 13419635609
Fax
027-83989310
Email
13419635609@163.com
Country
China
ProdList
1966
Advantage
55
Wuhan Wsem Biological Co., Ltd.
Tel
027-83778876 13667159345
Fax
027-83778876
Email
13667159345@163.com
Country
China
ProdList
1990
Advantage
55
More
Less

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:


  • 6-CHLORO-ALPHA-METHYL-9H-CARBAZOLE-2-ACETIC ACID
  • (+/-)-6-chloro-alpha-methylcarbazole-2-acetic acid
  • CARPROFEN
  • 2-(6-chloro-9H-carbazol-2-yl)propanoic acid
  • methylcarbazole-2-acetic acid
  • Carprofen,6-Chloro-α-methyl-9H-carbazole-2-acetic acid
  • Carprofen (200 mg)
  • Carprofen (200 mg) (AS)
  • rac Carprofen
  • (dl)-6-Chloro-α-Methylcarbazole- 2-acetic Acid
  • 9H-Carbazole-2-acetic acid, 6-chloro-α-methyl-
  • Carprofen Solution, 100ppm
  • Carprofen, >=98%
  • 33975 - VETRANAL, analytical standard
  • Carprofen, 98%, a COX2 inhibitor
  • kanujofen
  • Ro-20-5720/000
  • 6-Chloro-a-methyl-9H-carbazole-2-acetic Acid
  • 6-Chloro-α-methylcarbazole-2-acetic acid
  • 9H-Carbazole-2-acetic acid, 6-chloro-.alpha.-methyl-
  • 6-chloro-α-methyl-9h-carbazole-2-acetic acid
  • (+-)-9h-carbazole-2-aceticaci
  • c5720
  • carprofeno
  • dl-6-chloro-alpha-methylcarbazole-2-aceticacid
  • imadyl
  • rimadyl
  • D-(+)-GLUCOSE SOLUTION (45%) CELL*CULTUR E TESTED
  • Caroline
  • Carprofen Standard
  • Carprofen CRS
  • Carprofen for system suitability CRS
  • Carprofen &gt
  • Ridamyl
  • (2RS)-2-(6-Chloro-9H-carbazol-2-yl)propanoic acid
  • 2-(6-chloro-9H-carbazol-2-yl)-3,3,3-trideuteriopropanoic acid
  • Carprofen USP/EP/BP
  • Carprofen-13C,d3
  • Carprofen (Y0000846)
  • CarprofenQ: What is Carprofen Q: What is the CAS Number of Carprofen
  • (+/-)-6-chloro-alpha-methylcarbazole-2-acetic acid
  • Carprofen (1096699)
  • chloro-alpha-methylcarbazole
  • 2-(6-Chloro-carbazol-2-yl)-propionic acid
  • Pregabalin Impurity 87
  • Carprofen EP/USP
  • Ridamyl|||Imadyl|||Rimadyl
  • Carprofen in methanol
  • C11045850 Carprofen
  • 53716-49-7
  • 3716-49-7
  • C15H12ClNO2
  • API
  • RIMADYL
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Active Pharmaceutical Ingredients
  • Heterocycles