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CAS No.: | 183319-69-9 |
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Name: | Erlotinib hydrochloride |
Molecular Structure: | |
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Formula: | C22H24ClN3O4 |
Molecular Weight: | 429.903 |
Synonyms: | 4-Quinazolinamine,N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, monohydrochloride (9CI);6,7-Bis(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline hydrochloride;CP358774;4-Quinazolinamine,N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, hydrochloride (1:1);OSI 774;Tarceva;[6,7-Bis(2-methoxyethoxy)quinazolin-4-yl]-(3-ethynylphenyl)amine hydrochloride;Erlotinib HCl;Erlotinib hydrochloride and Intermediate; |
EINECS: | 620-491-0 |
Melting Point: | 223-225 °C |
Boiling Point: | 553.6 °C at 760 mmHg |
Flash Point: | 288.6 °C |
Appearance: | White or off-white powder |
Safety: | 24/25 |
PSA: | 74.73000 |
LogP: | 4.28010 |
erlotinib
erlotinib hydrochloride
Conditions | Yield |
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With hydrogenchloride In isopropyl alcohol at 0℃; for 1h; Product distribution / selectivity; Inert atmosphere; | 100% |
With hydrogenchloride In ethanol; water at 72℃; for 0.333333h; Solvent; Temperature; | 99% |
With hydrogenchloride In water; acetone at 10℃; for 2.5h; Solvent; Temperature; | 98.7% |
6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline
erlotinib hydrochloride
Conditions | Yield |
---|---|
Stage #1: hydrochloric salt of m-aminophenylacetylene With sec.-butyllithium In tetrahydrofuran; cyclohexane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; cyclohexane at 20℃; for 15h; Stage #3: With hydrogenchloride In tetrahydrofuran; cyclohexane; water at 20℃; for 1h; Product distribution / selectivity; | 100% |
Stage #1: hydrochloric salt of m-aminophenylacetylene With sec.-butyllithium In tetrahydrofuran; cyclohexane at 0℃; Inert atmosphere; Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; cyclohexane at 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; cyclohexane; water at 20℃; | 100% |
3-acetylenephenylamine
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
erlotinib hydrochloride
Conditions | Yield |
---|---|
In isopropyl alcohol for 18h; Heating; | 98% |
In iso-propanol (IPA) for 0.5h; Product distribution / selectivity; Heating / reflux; | 97% |
Stage #1: 3-acetylenephenylamine; 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline In N,N-dimethyl-formamide; acetonitrile at 90℃; for 7h; Darkness; Stage #2: With hydrogenchloride In water at 15 - 30℃; Temperature; Solvent; | 97.6% |
6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline
3-acetylenephenylamine
erlotinib hydrochloride
Conditions | Yield |
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Stage #1: 3-acetylenephenylamine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 0℃; for 0.5h; Inert atmosphere; Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 15h; Stage #3: With hydrogenchloride In tetrahydrofuran; n-heptane; ethylbenzene; water at 20℃; for 3h; Product distribution / selectivity; | 97% |
Stage #1: 3-acetylenephenylamine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 0℃; Inert atmosphere; Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 15h; Stage #3: With hydrogenchloride In tetrahydrofuran; n-heptane; ethylbenzene; water at 20℃; Product distribution / selectivity; | 97% |
N-(3-ethynylphenyl)-6,7-dihydroxy-4-quinazolinamine
2-iodo-1-methoxyethane
erlotinib hydrochloride
Conditions | Yield |
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Stage #1: N-(3-ethynylphenyl)-6,7-dihydroxy-4-quinazolinamine; 2-iodo-1-methoxyethane With pyridine; tetrapropylammonium iodide In 1-methyl-pyrrolidin-2-one at 20℃; for 1h; Stage #2: With hydrogenchloride In water | 95.29% |
6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one
3-acetylenephenylamine
erlotinib hydrochloride
Conditions | Yield |
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for 3h; Temperature; Reflux; Large scale; | 95.1% |
4-(methylthio)-6,7-bis(2-methoxyethoxy)quinazoline
erlotinib hydrochloride
Conditions | Yield |
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With 3-ethynylaniline In isopropyl alcohol for 15h; Heating; | 90% |
N-(3-trimethylsilyl-ethynyl)-6,7-bis(2-methoxyethoxy)-4-quinolyl-amine
erlotinib hydrochloride
Conditions | Yield |
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With hydrogenchloride In methanol at 20℃; for 1h; | 90% |
3-acetylenephenylamine
erlotinib hydrochloride
Conditions | Yield |
---|---|
Stage #1: 6,7-dimethoxy quinazolin-4-one With triethylamine; trichlorophosphate In toluene at 70 - 80℃; for 3h; Stage #2: 3-acetylenephenylamine In toluene; acetonitrile at 20 - 80℃; for 2h; | 88% |
3-butyn-2-ol, 4-[3-[[6,7-bis(2-methoxyethoxy)-4-quinazolinyl]amine]phenyl]-2-methyl, hydrochloride
erlotinib hydrochloride
Conditions | Yield |
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Stage #1: 3-butyn-2-ol, 4-[3-[[6,7-bis(2-methoxyethoxy)-4-quinazolinyl]amine]phenyl]-2-methyl, hydrochloride With sodium hydroxide In water; butan-1-ol pH=10 - 12; Inert atmosphere; Stage #2: With sodium hydroxide In butan-1-ol at 115 - 120℃; for 24h; Stage #3: With hydrogenchloride In water; butan-1-ol at 20 - 25℃; | 74% |
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1. Introduction of Erlotinib hydrochloride
Erlotinib hydrochloride, with the IUPAC Name of N-(4-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine hydrochloride, is one kind of white crystalline powder, odorless, little bitter taste. This product belongs to the Product Categories which include API; Molecular Targeted Antineoplastic; Heterocyclic Compounds; anti-neoplastic; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals.
2. Properties of Erlotinib hydrochloride
Erlotinib hydrochloride has the following datas: (1)Flash Point: 288.6 °C; (2)Enthalpy of Vaporization: 83.44 kJ/mol; (3)Melting Point: 223-225°C; (4)Boiling Point: 553.6 °C at 760 mmHg; (5)Vapour Pressure: 2.69E-12 mmHg at 25°C.
3. Use of Erlotinib hydrochloride
Erlotinib hydrochloride (CAS NO.183319-69-9) is a drug used to treat non-small cell lung cancer, pancreatic cancer and several other types of cancer.