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52549-17-4

52549-17-4 Structure

52549-17-4 Structure
IdentificationMore
[Name]

Pranoprofen
[CAS]

52549-17-4
[Synonyms]

2-(5h-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid
PRANOPROFEN
(RS)-Pranoprofen
5H-[1]Benzopyrano[2,3-b]pyridine-7-acetic acid, a-methyl-(9CI)
a-Methyl-5H-[1]benzopyrano[2,3-b]pyridine-7-ylacetic acid
dl-Pranoprofen
Niflan
Y 8004
pyranoprofen
(S)-2-[5H-[1]Benzopyrano[2,3-b]pyridin-7-yl]propionic acid
[S,(+)]-2-[5H-[1]Benzopyrano[2,3-b]pyridin-7-yl]propionic acid
(R)-2-[5H-[1]Benzopyrano[2,3-b]pyridin-7-yl]propionic acid
[R,(-)]-2-[5H-[1]Benzopyrano[2,3-b]pyridin-7-yl]propionic acid
Cesflan
α-Methyl-5H-[1]benzopyrano[2,3-b]pyridine-7-acetic acid
[EINECS(EC#)]

682-035-7
[Molecular Formula]

C15H13NO3
[MDL Number]

MFCD00866111
[Molecular Weight]

255.27
[MOL File]

52549-17-4.mol
Chemical PropertiesBack Directory
[Melting point ]

182-183°
[Boiling point ]

398.5°C (rough estimate)
[density ]

1.1654 (rough estimate)
[refractive index ]

1.5500 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

powder
[pka]

4.27±0.10(Predicted)
[color ]

white to beige
[CAS DataBase Reference]

52549-17-4(CAS DataBase Reference)
Safety DataBack Directory
[RIDADR ]

UN 2811 6.1 / PGIII
[RTECS ]

DJ3100950
[Toxicity]

LD50 in male mice, rats (mg/kg): 447.3, 87.3 orally (Edanaga)
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Originator]

Niflan, Yoshitomi ,Japan ,1981
[Uses]

Pranoprofen is an anti-inflammatory used in ophthalmology.
[Definition]

ChEBI: Pranoprofen is a pyridochromene.
[Manufacturing Process]

A mixture of 100 g of ethyl 2-cyano-2-(5H-[1]benzopyrano[2,3-b]-pyridin-7yl)propionate, 500 ml of glacial acetic acid and 200 g of concentrated hydrochloric acid is refluxed for 48 hours. The reaction mixture is concentrated, and the residue is dissolved in hot water. The solution is adjusted to pH 2 to 3 by addition of 10% sodium hydroxide. The resulting crystalline precipitate is washed thoroughly with water, and recrystallized from aqueous dioxane to give 74 g of 2-(5H-[1]benzopyrano[2,3-b]-pyridin-7yl)propionic acid as white crystals melting at 183°C to 183.5°C.
[Therapeutic Function]

Analgesic, Antiinflammatory
[General Description]

Pranoprofen is an arylalkanoic acid and a non-steroidal anti-inflammatory drug.
[Biochem/physiol Actions]

Pranoprofen is used in eyes to treat chronic allergic conjunctivitis. It is also used as an anti-inflammatory and analgesic drug after strabismus surgery.
Spectrum DetailBack Directory
[Spectrum Detail]

Pranoprofen(52549-17-4)1HNMR
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