| Identification | More | [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 Properties | Back 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 | [InChI]
InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18) | [InChIKey]
TVQZAMVBTVNYLA-UHFFFAOYSA-N | [SMILES]
C(C1C=CC2OC3=NC=CC=C3CC=2C=1)(C)C(=O)O | [CAS DataBase Reference]
52549-17-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
WGK 1 | [RTECS ]
DJ3100950 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral | [Toxicity]
LD50 in male mice, rats (mg/kg): 447.3, 87.3 orally (Edanaga) |
| Hazard Information | Back 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. |
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