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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H14O3
Molecular Weight 254.2812
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXKETOPROFEN

SMILES

C[C@@]([H])(c1cccc(c1)C(=O)c2ccccc2)C(=O)O

InChI

InChIKey=DKYWVDODHFEZIM-NSHDSACASA-N
InChI=1S/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/m0/s1

HIDE SMILES / InChI

Molecular Formula C16H14O3
Molecular Weight 254.2812
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: The description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT02159547 | https://www.ncbi.nlm.nih.gov/pubmed/28540716 | https://clinicaltrials.gov/ct2/show/NCT03122314 | https://www.ncbi.nlm.nih.gov/pubmed/28326850 | https://clinicaltrials.gov/ct2/show/NCT02092012

Dexketoprofen is a nonsteroidal anti-inflammatory drug (NSAID), manufactured by Menarini under the tradename Keral. Dexketoprofen is indicated for short-term treatment of mild to moderate pain, including dysmenorrhoea. Dexketoprofen works by blocking the action of a substance in the body called cyclo-oxygenase, which is involved in the production of chemicals in the body called prostaglandins. Prostaglandins are produced in response to injury or certain diseases and would otherwise go on to cause swelling, inflammation, and pain. By blocking cyclo-oxygenase, dexketoprofen prevents the production of prostaglandins and therefore reduces inflammation and pain. Along with peripheral analgesic action, it possesses central analgesic action. Dexketoprofen may cause dizziness, and patients should not, therefore, drive or operate heavy machinery or vehicles until they are familiar with how dexketoprofen affects them. Concomitant use of alcohol and other sedatives may potentiate this effect. In a small subset of individuals, the dizziness may be intolerable and require the transition to an alternative treatment.

CNS Activity

Curator's Comment:: https://www.ncbi.nlm.nih.gov/pubmed/9176993

Originator

Sources: ZA6800524

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.9 nM [IC50]
27.0 nM [IC50]
50.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Keral

Approved Use

Unknown
Primary
Keral

Approved Use

Unknown
Primary
Keral

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Modeling cyclooxygenase inhibition. Implication of active site hydration on the selectivity of ketoprofen analogues.
2000 Jun 1
Patents

Patents

Sample Use Guides

intravenous: 0,5 mg/kg up to 50 mg oral: 5 - 100 mg
Route of Administration: Other
In Vitro Use Guide
Male Sprague-Dawley rats (180–230 g) were killed by ether anesthesia, and brains without cerebellum were rapidly excised. Organs were washed in icecold saline and then cut into small tissue fragments (about 1–3 mm^3). Fragments of one-half of the brain (500 mg) were incubated in 3.0 ml of oxygenated Tyrode solution (pH 7.4) at 37°C for 10 min in the presence of the inhibitor (Dexketoprofen 4-1000nM) or vehicle. Incubations were terminated by brief centrifugation to remove tissue fragments. The resulting supernatants were stored at −80°C until levels of PGF2a were determined by a specific competitive enzyme immunoassay
Substance Class Chemical
Created
by admin
on Sat Jun 26 14:12:29 UTC 2021
Edited
by admin
on Sat Jun 26 14:12:29 UTC 2021
Record UNII
6KD9E78X68
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEXKETOPROFEN
INN   WHO-DD  
INN  
Official Name English
ARVELES
Brand Name English
DEXKETOPROFEN [WHO-DD]
Common Name English
DEXKETOPROFEN [INN]
Common Name English
BENZENEACETIC ACID, 3-BENZOYL-.ALPHA.-METHYL-, (.ALPHA.S)-
Systematic Name English
BENZENEACETIC ACID, 3-BENZOYL-.ALPHA.-METHYL-, (S)-
Common Name English
(S)-2-(3-BENZOYLPHENYL)PROPANOIC ACID
Systematic Name English
(S)-KETOPROFEN
Common Name English
(.ALPHA.S)-3-BENZOYL-.ALPHA.-METHYLBENZENEACETIC ACID
Common Name English
(2S)-2-(3-BENZOYLPHENYL)PROPIONIC ACID
Systematic Name English
(+)-KETOPROFEN
Common Name English
(+)-2-(3-BENZOYLPHENYL)PROPIONIC ACID
Systematic Name English
(+)-(S)-M-BENZOYLHYDRATROPIC ACID
Systematic Name English
(S)-(+)-2-(3-BENZOYLPHENYL)PROPIONIC ACID
Systematic Name English
KETOPROFEN, (S)-
Common Name English
HYDRATROPIC ACID, M-BENZOYL-, (+)-
Common Name English
Classification Tree Code System Code
WHO-ATC M02AA27
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
WHO-VATC QM01AE17
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
WHO-ATC M01AE17
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
NCI_THESAURUS C257
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
WHO-ATC N02AJ14
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
Code System Code Type Description
EVMPD
SUB07034MIG
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
INN
7120
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
RXCUI
237162
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY RxNorm
DRUG CENTRAL
833
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
NCI_THESAURUS
C87321
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
DRUG BANK
DB09214
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
CAS
22161-81-5
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
WIKIPEDIA
DEXKETOPROFEN
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
FDA UNII
6KD9E78X68
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
PUBCHEM
667550
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
ChEMBL
CHEMBL75435
Created by admin on Sat Jun 26 14:12:30 UTC 2021 , Edited by admin on Sat Jun 26 14:12:30 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
RACEMATE -> ENANTIOMER
Related Record Type Details
ACTIVE MOIETY