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| CAS No.: | 184475-35-2 |
|---|---|
| Name: | Gefitinib |
| Molecular Structure: | |
|
|
|
| Formula: | C22H24ClFN4O3 |
| Molecular Weight: | 446.909 |
| Synonyms: | N-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine;ZD1839;4-(3-Chloro-4-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline;Irressat;Gefitinib (JAN/USAN);4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(4-morpholinyl)propoxy)-;ZD 1839;4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-methoxy-6-[3-(4-morpholinyl)propoxy]-; |
| EINECS: | 643-034-7 |
| Density: | 1.322 g/cm3 |
| Melting Point: | 119-120 °C |
| Boiling Point: | 586.8 °C at 760 mmHg |
| Flash Point: | 308.7 °C |
| Appearance: | light-yellow crystalline powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | R36/37/38 |
| Safety: | 24/25 |
| PSA: | 68.74000 |
| LogP: | 4.28650 |
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- 367-21-5
3-chloro-4-fluorophenylamine
- 199327-59-8
4-chloro-7-methoxy-6-(3-morpholinopropoxy)quinazoline
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With potassium hydroxide In isopropyl alcohol at 20℃; | 99% |
| In isopropyl alcohol at 80℃; for 0.533333h; Microwave irradiation; | 92% |
| With N,N,N,N,-tetramethylethylenediamine; nickel dichloride In tetrahydrofuran at 50℃; for 0.333333h; Concentration; Temperature; Reagent/catalyst; | 92.5% |
- 367-21-5
3-chloro-4-fluorophenylamine
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| In isopropyl alcohol Reflux; | 92.46% |
- 367-21-5
3-chloro-4-fluorophenylamine
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| In isopropyl alcohol Reflux; | 92.06% |
- 7357-67-7
4-(3-chloropropyl)morpholine
- 184475-71-6
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With 18-crown-6 ether; potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 3h; Reagent/catalyst; Temperature; | 92% |
| With tetrabutylammomium bromide; sodium carbonate; potassium iodide In iso-butanol Reflux; | 90% |
| In N,N-dimethyl-formamide at 80 - 90℃; Concentration; | 88% |
- 320366-66-3
4-(3-((4-chloro-7-methoxyquinazolin-6-yl)oxy)propyl)morpholine
- 1435-48-9
1,3-dichloro-4-fluorobenzene
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With potassium carbonate; potassium iodide In N,N-dimethyl-formamide Reflux; | 91% |
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 30 - 70℃; for 1.5h; pH=11 - 13; | 90.7% |
- 957621-67-9
3-morpholinopropyl 4-methylbenzenesulfonate
- 184475-71-6
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature; | 89.5% |
- 675126-27-9
2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile
- 367-21-5
3-chloro-4-fluorophenylamine
- 4637-24-5
N,N-dimethyl-formamide dimethyl acetal
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| Stage #1: 2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile; N,N-dimethyl-formamide dimethyl acetal With acetic acid In toluene at 85 - 90℃; for 2h; Stage #2: 3-chloro-4-fluorophenylamine With acetic acid In toluene at 75 - 85℃; for 2.5h; Inert atmosphere; | 89.5% |
- 1018895-28-7
methanesulfonic acid 3-morpholin-4-yl-propyl ester
- 184475-71-6
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature; | 89.2% |
- 958669-55-1
4-(methylthio)-7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazoline
- 367-21-5
3-chloro-4-fluorophenylamine
- 184475-35-2
gefitinib
| Conditions | Yield |
|---|---|
| With 3-chloro-4-fluoroaniline hydrochloride In isopropyl alcohol for 24h; Heating; | 85% |
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Specification
1. Introduction of Gefitinib
Gefitinib is an light-yellow crystalline Powder. With the IUPAC Name of N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy) quinazolin-4-amine, it belongs to the Product Categories which include Active Pharmaceutical Ingredients; Gefitinib; Molecular Targeted Antineoplastic; Intermediates & Fine Chemicals; Pharmaceuticals; Pharmaceutical intermediate. Gefitinib is a drug used in the treatment of certain types of cancer.
2. Properties of Gefitinib
Gefitinib has the following datas: (1)Molar Volume: 337.7 cm3; (2)Polarizability: 47.09×10-24cm3; (3)Surface Tension: 55.2 dyne/cm; (4)Density: 1.322 g/cm3; (5)Flash Point: 308.7 °C; (6)Enthalpy of Vaporization: 87.63 kJ/mol; (7)Melting Point: 119-120 °C; (8)Boiling Point: 586.8 °C at 760 mmHg; (9)Vapour Pressure: 9.48E-14 mmHg at 25°C.
3. Structure Descriptors of Gefitinib
You could convert the following datas into the molecular structure:
(1).Canonical SMILES: COC1=C(C=C2C(=C1)N=CN=C2NC3=CC(=C(C=C3)F)Cl)OCCCN4CCOCC4
(2).InChI: InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)
(3).InChIKey: XGALLCVXEZPNRQ-UHFFFAOYSA-N