NEDOCROMIL SODIUM

Base Information

• Chemical Name: NEDOCROMIL SODIUM
• CAS No.: 69049-74-7
• Molecular Formula: C19H15NNa2O7
• Molecular Weight: 415.31
• Mol file: 69049-74-7.mol

Synonyms:4H-Pyrano[3,2-g]quinoline-2,8-dicarboxylicacid, 9-ethyl-6,9-dihydro-4,6-dioxo-10-propyl-, disodium salt (9CI);Alocril;FPL 59002KP;Nedocromil disodium salt;Nedocromil sodium;Rapitil;Tayled;Tilade;Tilarin;

Chemical Property of NEDOCROMIL SODIUM

Chemical Property:

• Vapor Pressure: 1.52E-17mmHg at 25°C
• Boiling Point: 645.5 °C at 760 mmHg
• Flash Point: 344.2°C
• PSA: 132.47000
• LogP: -0.19270
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble20mg/mL, clear

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nedocromil Sodium ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Nedocromil sodium is an antiallergic agent with broader mast cell stabilizing properties than related cromolyn sodium. Administered as an aerosol, it is useful in the treatment of bronchial asthma and related diseases. Nedocromil is a mast cell stabilizer. It inhibits IgE-induced histamine release from rat peritoneal mast cells cocultured with 3T3 cells (MC/3T3) and preincubated with IL-2 when used at a concentration of 10 μM in acute (1 hour) and chronic (5 days) assays. Nedocromil prevents early- and late-phase bronchoconstriction in a guinea pig model of asthma induced by ovalbumin. It also prevents conjunctival edema and erythema and reduces mast cell degranulation in a rat model of conjunctivitis when administered intravenously at a dose of 2 mg/kg. Formulations containing nedocromil have been used in the treatment of allergic conjunctivitis and asthma.
• Uses: Anti-allergic (prophylactic. Nedocromil Sodium (Technical Grade) is a medication considered as mast cell stabilizer which act to prevent wheezing, shortness of breath, and other breathing problems caused by asthma.
• Indications: nedocromil sodium(Tilade) is chemically related drugs called chromones that is used for the prophylaxis of mild or moderate asthma. It is administered by inhalation and has very good safety profiles, making them particularly useful in treating children.
• Therapeutic Function: Antiallergic, Anti-asthmatic
• Clinical Use: nedocromil sodium is used almost exclusively for the prophylactic treatment of mild to moderate asthma and should not be used for the control of acute bronchospasm. This agent is effective in about 60 to 70% of children and adolescents with asthma. Unfortunately, there is no reliable means to predict which patients will respond.It is less effective in older patients and in patients with severe asthma. It may take up to 4 to 6 weeks of treatment for cromolyn sodium to be effective in chronic asthma, but it is effective after a single dose in exercise-induced asthma. With respect to clinical efficacy, cromolyn sodium and nedocromil sodium do not differ in a substantial way.

Technology Process of NEDOCROMIL SODIUM

There total 12 articles about NEDOCROMIL SODIUM which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

m-methoxyacetanilide (588-16-9) → nedocromil sodium (69049-74-7)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) sodium hydride / 1.) DMF, 2.) DMF, RT, 2 h

2: BBr₃, H₂O / CH₂Cl₂ / 1.5 h / -70 - 20 °C

3: pyridine / toluene / 5 h / Heating

4: AlCl₃, NaCl / 2 h / 160 °C

5: potassium carbonate / dimethylformamide / 5 h

6: various solvent(s) / 4 h / Heating

7: H₂ / PtO₂ / acetic acid / 2206.5 Torr

8: HCl / ethanol / Heating

9: ethanol / 7 h / Heating

10: polyphosphoric acid / Heating

11: 1.) sodium hydride, 2.) HCl / 1.) DMF, RT, 24 h, 2.) reflux, 1 h

12: 0.1 M NaOH / methanol / 0.25 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; PPA; water; hydrogen; boron tribromide; sodium hydride; potassium carbonate; sodium chloride; platinum(IV) oxide; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00150a014

Reference yield:

3-(N-acetyl-N-ethylamino)phenol (98331-45-4) → nedocromil sodium (69049-74-7)

Guidance literature:

Multi-step reaction with 10 steps

1: pyridine / toluene / 5 h / Heating

2: AlCl₃, NaCl / 2 h / 160 °C

3: potassium carbonate / dimethylformamide / 5 h

4: various solvent(s) / 4 h / Heating

5: H₂ / PtO₂ / acetic acid / 2206.5 Torr

6: HCl / ethanol / Heating

7: ethanol / 7 h / Heating

8: polyphosphoric acid / Heating

9: 1.) sodium hydride, 2.) HCl / 1.) DMF, RT, 24 h, 2.) reflux, 1 h

10: 0.1 M NaOH / methanol / 0.25 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; PPA; hydrogen; sodium hydride; potassium carbonate; sodium chloride; platinum(IV) oxide; In methanol; ethanol; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00150a014

Reference yield:

N-ethyl-N-(3-methoxyphenyl)acetamide (98331-43-2) → nedocromil sodium (69049-74-7)

Guidance literature:

Multi-step reaction with 11 steps

1: BBr₃, H₂O / CH₂Cl₂ / 1.5 h / -70 - 20 °C

2: pyridine / toluene / 5 h / Heating

3: AlCl₃, NaCl / 2 h / 160 °C

4: potassium carbonate / dimethylformamide / 5 h

5: various solvent(s) / 4 h / Heating

6: H₂ / PtO₂ / acetic acid / 2206.5 Torr

7: HCl / ethanol / Heating

8: ethanol / 7 h / Heating

9: polyphosphoric acid / Heating

10: 1.) sodium hydride, 2.) HCl / 1.) DMF, RT, 24 h, 2.) reflux, 1 h

11: 0.1 M NaOH / methanol / 0.25 h / Heating

With pyridine; hydrogenchloride; sodium hydroxide; aluminium trichloride; PPA; water; hydrogen; boron tribromide; sodium hydride; potassium carbonate; sodium chloride; platinum(IV) oxide; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00150a014

upstream raw materials:

Diethyl 9-ethyl-4,6-dioxo-10-propyl-6,9-dihydro-4H-pyrano<3,2-g>quinoline-2,8-dicarboxylate

Methyl 6-acetyl-1-ethyl-7-hydroxy-4-oxo-8-propyl-4H-quinoline-2-carboxylate

m-methoxyacetanilide

3-(N-acetyl-N-ethylamino)phenol

Refernces