| 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 |
| Questions And Answer | Back Directory | [Preparation]
Using 2-chloronicotinic acid as a raw material, it is condensed with phenol under a strongly alkaline environment, then dehydrated by polyphosphoric acid, reduced by potassium borohydride, then hydrolyzed in acid, and finally acylated with chloroacetyl chloride. After hydrolysis under alkaline conditions, it is acylated by sulfonyl chloride and finally rearranged to obtain pranoprofen. |
| 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 | [Symbol(GHS) ]
GHS06 | [Signal word ]
Danger | [Hazard statements ]
H301 | [Precautionary statements ]
P301+P310+P330 | [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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J & K SCIENTIFIC LTD.
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