S-(+)-Ketoprofen

Modify Date: 2024-01-02 15:51:04

S-(+)-Ketoprofen Structure
S-(+)-Ketoprofen structure
Common Name S-(+)-Ketoprofen
CAS Number 22161-81-5 Molecular Weight 254.281
Density 1.2±0.1 g/cm3 Boiling Point 431.3±28.0 °C at 760 mmHg
Molecular Formula C16H14O3 Melting Point 75-78ºC(lit.)
MSDS Chinese USA Flash Point 228.8±20.5 °C
Symbol GHS06 GHS09
GHS06, GHS09
Signal Word Danger

 Use of S-(+)-Ketoprofen


S-(+)-Ketoprofen is a potent inhibitor of both COX-1 and COX-2 with IC50s of 1.9 and 27 nM, respectively.

 Names

Name dexketoprofen
Synonym More Synonyms

 S-(+)-Ketoprofen Biological Activity

Description S-(+)-Ketoprofen is a potent inhibitor of both COX-1 and COX-2 with IC50s of 1.9 and 27 nM, respectively.
Related Catalog
Target

COX-1:13 μM (IC50)

COX-2:370 μM (IC50)

In Vitro S-(+)-Ketoprofen (Compound 1) is a potent inhibitor of both COX-1 and COX-2 with IC50s of 1.9 and 27 nM, respectively[1].
References

[1]. Palomer A, et al. Modeling cyclooxygenase inhibition. Implication of active site hydration on the selectivity ofketoprofen analogues. J Med Chem. 2000 Jun 1;43(11):2280-4.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 431.3±28.0 °C at 760 mmHg
Melting Point 75-78ºC(lit.)
Molecular Formula C16H14O3
Molecular Weight 254.281
Flash Point 228.8±20.5 °C
Exact Mass 254.094299
PSA 54.37000
LogP 2.81
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.592
Storage condition -20°C Freezer

 MSDS

Material Safety Data Sheet

Section1. Identification of the substance
Product Name: (S)-(+)-Ketoprofen
Synonyms:

Section2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301:Toxic if swallowed
H315:Causes skin irritation
H319:Causes serious eye irritation
H335:May cause respiratory irritation
Very toxic to aquatic life
H400:
P261:Avoid breathing dust/fume/gas/mist/vapours/spray
P273:Avoid release to the environment
P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

Section3. Composition/information on ingredients.
Ingredient name:(S)-(+)-Ketoprofen
CAS number:22161-81-5

Section4. First aid measures
Skin contact:Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact:Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation:Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion:Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

Section5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

Section6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution:Wear approved mask/respirator
Hand precaution:Wear suitable gloves/gauntlets
Skin protection:Wear suitable protective clothing
Eye protection:Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

Section7. Handling and storage
Handling:This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

Section8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

Section9. Physical and chemical properties
Appearance:Not specified
Boiling point:No data
Melting point:No data
Flash point:No data
Density:No data
Molecular formula: C16H14O3
Molecular weight: 254.3

Section10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

Section11. Toxicological information
No data.

Section12. Ecological information
No data.

Section13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

Section14. Transportation information
UN Number:UN2811Class: 6.1Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. ((S)-(+)-Ketoprofen)

Section15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.


SECTION 16 - ADDITIONAL INFORMATION
N/A

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CY1572790
CHEMICAL NAME :
Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (S)-
CAS REGISTRY NUMBER :
22161-81-5
LAST UPDATED :
199606
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C16-H14-O3
MOLECULAR WEIGHT :
254.30

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
225 mg/kg/90D-I
TOXIC EFFECTS :
Gastrointestinal - other changes
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 30,101,1996

 Safety Information

Symbol GHS06 GHS09
GHS06, GHS09
Signal Word Danger
Hazard Statements H301-H315-H319-H335-H400
Precautionary Statements P261-P273-P301 + P310-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn: Harmful;
Risk Phrases R25;R36/37/38
Safety Phrases 26-60-61
RIDADR UN 2811 6
WGK Germany 3
RTECS CY1572790
Hazard Class 6.1
HS Code 2942000000

 Synthetic Route

 Customs

HS Code 2942000000

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 Synonyms

S-ketoprofen
(S)-Ketoprofen
(2S)-2-(3-Benzoylphenyl)propanoic acid
(S)-3-Benzoyl-a-methylbenzeneacetic Acid
MFCD00673316
Benzeneacetic acid, 3-benzoyl-α-methyl-, (αS)-
(+)-(S)-m-Benzoylhydratropic acid
Dexketoprofen
(+)-3-Benzoylhydratropic acid
Keral
(S)-(+)-2-(3-Benzoylphenyl)propionic acid
(+)-Ketoprofen
(S)-(+)-Ketoprofen
S-(+)-Ketoprofen
(2S)-2-(3-Benzoylphenyl)propionic Acid
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