Name | Nedocromil |
Synonyms | Rapitil Tilarin FPL-59002 Nedocromil NEDOCROMIL FPL-59002KP FPL 59002KP 69049-74-7 (Di-hydrochloride salt) 9-Ethyl-4,6-dioxo-10-propyl-6,9-dihydro-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylic acid 4H-pyrano[3,2-g]quinoline-2,8-dicarboxylic acid, 9-ethyl-6,9-dihydro-4,6-dioxo-10-propyl- 4H-Pyrano(3,2-G)quinoline-2,8-dicarboxylic acid, 9-ethyl-6,9-dihydro-4,6-dioxo-10-propyl- |
CAS | 69049-73-6 |
InChI | InChI=1/C19H17NO7/c1-3-5-9-16-10(13(21)7-12(18(23)24)20(16)4-2)6-11-14(22)8-15(19(25)26)27-17(9)11/h6-8H,3-5H2,1-2H3,(H,23,24)(H,25,26) |
Molecular Formula | C19H17NO7 |
Molar Mass | 371.34 |
Density | 1.472±0.06 g/cm3(Predicted) |
Melting Point | 298-300° (dec) |
Boling Point | 645.5±55.0 °C(Predicted) |
Flash Point | 344.2°C |
Solubility | DMSO: soluble2mg/mL, clear (warmed) |
Vapor Presure | 1.52E-17mmHg at 25°C |
Color | white to beige |
pKa | 2.19±0.40(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.64 |
Physical and Chemical Properties | Yellow crystalline powder. Melting point 298-300 °c (decomposition). Nedocromil Disodium salt: C19H15NO7Na2. [69049-74-7]. Pale yellow crystalline powder. |
In vitro study | Nedocromil inhibits the release of histamine, LTC 4 , and PGD 2 from mast cells challenged with antigen (with IC 30 values of 2.1 μM, 2.3 μM, and 1.9 μM, respectively) and with anti-human IgE (IC 30 values of 4.7 μM, 1.3 μM, and 1.3 μM, respectively). |
In vivo study | Nedocromil-treated diabetic mice show significantly improved heart function compared with controls. The contractility and relaxation forces show similar improvements. However, the cardiac function of Nedocromil-treated diabetic mice remains significantly impaired when compared with normal mice. Nedocromil can significantly improve cardiac function in mice with diabetic cardiomyopathy, but the treatment cannot restore normal function. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36 - Irritating to the eyes |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 2.693 ml | 13.465 ml | 26.929 ml |
5 mM | 0.539 ml | 2.693 ml | 5.386 ml |
10 mM | 0.269 ml | 1.346 ml | 2.693 ml |
5 mM | 0.054 ml | 0.269 ml | 0.539 ml |
biological activity | Nedocromil inhibits the action or formation of a variety of mediators, including histamine, leukotriene C4 (LTC4) and prostaglandin D2 (PGD2). |
Use | An asthma preventive drug, which must be administered by inhalation. This product is excreted in the original form, not metabolized, and thus long-term use will not produce accumulation. For reversible airway obstructive diseases, including bronchial asthma, asthmatic bronchitis, new attack asthma, asthma caused by Labor can be used for regular prevention and treatment. |
production method | reaction of N, 4-diacetyl-n-ethyl-3-hydroxyaniline with allyl bromide, formation of allyl ether; Heating isomerization of 2-allyl-n, 4-diacetyl-n-ethyl-3-hydroxyaniline; Catalytic hydrogenation of allyl to propyl; the acetyl group on nitrogen is removed by hydrolysis with hydrobromic acid; After the addition reaction of the alkyne bond in the dimethyl butyneate, the methanol is removed under the action of Polyphosphoric acid to form a dihydroquinolinone derivative; And then the ester exchange with diethyl oxalate, condensation cyclization to produce the pyrano [3,2-g] quinoline derivative; Finally hydrolysis of sodium bicarbonate to give nedocromil. |