CAS No.184475-35-2,Gefitinib Suppliers

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Basic Information

Molecular Structure:
CAS No.:	184475-35-2
Name:	Gefitinib
Article Data:	53
Cas Database

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
Risk Codes:	R36/37/38
Safety:	24/25
PSA:	68.74000
LogP:	4.28650

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Synthetic route

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3-chloro-4-fluorophenylamine

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4-chloro-7-methoxy-6-(3-morpholinopropoxy)quinazoline

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Conditions

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%

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3-chloro-4-fluorophenylamine

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Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	92.46%

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3-chloro-4-fluorophenylamine

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Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	92.06%

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4-(3-chloropropyl)morpholine

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4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline

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Conditions

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%

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4-(3-((4-chloro-7-methoxyquinazolin-6-yl)oxy)propyl)morpholine

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1,3-dichloro-4-fluorobenzene

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Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide Reflux;	91%

: 4-(3'-chloro-4'-fluoroanilino)-7-methoxy-6-(3-morpholinopropoxy)quinazoline dihydrochloride

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Conditions

Conditions	Yield
With sodium hydroxide In water at 30 - 70℃; for 1.5h; pH=11 - 13;	90.7%

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3-morpholinopropyl 4-methylbenzenesulfonate

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4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline

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Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature;	89.5%

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2-amino-4-methoxy-5-[(3-morpholin-4-yl)propoxy]benzonitrile

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N,N-dimethyl-formamide dimethyl acetal

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Conditions

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%

...Expand

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methanesulfonic acid 3-morpholin-4-yl-propyl ester

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4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline

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Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 6h; Solvent; Temperature;	89.2%

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4-(methylthio)-7-methoxy-6-[3-(4-morpholinyl)propoxy]quinazoline

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3-chloro-4-fluorophenylamine

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Conditions

Conditions	Yield
With 3-chloro-4-fluoroaniline hydrochloride In isopropyl alcohol for 24h; Heating;	85%

Raw Materials

621-59-0

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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