ChemicalBook--->CAS DataBase List--->104458-24-4

104458-24-4

104458-24-4 Structure

104458-24-4 Structure
IdentificationMore
[Name]

2-Aminoethylmethylsulfone hydrochloride
[CAS]

104458-24-4
[Synonyms]

2-MESYLETHAN-1-AMINE HYDROCHLORIDE
2-(Methylsulfonyl)-ethanamine hydrochloride
2-(Methylsulfonyl)Ethylamine HCl
2-(methylsulfonyl)ethylamine hydrochloride
[EINECS(EC#)]

1806241-263-5
[Molecular Formula]

C3H10ClNO2S
[MDL Number]

MFCD03840162
[Molecular Weight]

159.63
[MOL File]

104458-24-4.mol
Chemical PropertiesBack Directory
[Melting point ]

168.0 to 172.0 °C
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
[form ]

Solid
[color ]

White to Off-White
[Stability:]

Hygroscopic
[InChI]

InChI=1S/C3H9NO2S.ClH/c1-7(5,6)3-2-4;/h2-4H2,1H3;1H
[InChIKey]

AMYYUKGKCJKCBI-UHFFFAOYSA-N
[SMILES]

C(CN)S(=O)(=O)C.Cl
[CAS DataBase Reference]

104458-24-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312
[REACH Registrations]

Active
[HS Code ]

29211990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Ethyl acetate-->Diethyl ether-->Tetrahydrofuran-->Petroleum ether-->Magnesium sulfate-->Sodium chloride-->Sodium bicarbonate-->Hexane-->Fuming sulfuric acid-->Di-tert-butyl dicarbonate-->3-Chloroperoxybenzoic acid-->Sodium thiomethoxide-->2-Bromoethylamine hydrobromide-->Carbamic acid, N-[2-(methylsulfonyl)ethyl]-, 1,1-dimethylethyl ester-->2-Aminoethylmethyl sulfone-->2-(Methylthio)ethylamine
[Preparation Products]

Lapatinib ditosylate monohydrate
Hazard InformationBack Directory
[Chemical Properties]

Off-white to yellow solid
[Uses]

2-(Methylsulfonyl)ethylamine Hydrochloride is used in the synthetic preparation of potent and selective PI3Kδ inhibitors.
[Synthesis]

Carbamic acid, N-[2-(methylsulfonyl)ethyl]-, 1,1-dimethylethyl ester

154095-06-4

2-Aminoethylmethylsulfone hydrochloride

104458-24-4

Under the condition of cooling in an ice bath, tert-butyl 2-(methylsulfonyl)ethylcarbamate (1.5 g) was dissolved in ethyl acetate (10 mL), and ethyl acetate solution of 4N hydrochloric acid (3 mL) was added slowly and dropwise with stirring. After the reaction mixture was stirred at room temperature overnight, the precipitated solid was collected by filtration and washed with ethyl acetate to give 2-(methylsulfonyl)ethylamine hydrochloride (1.04 g, 97% yield). The product was recrystallized from ethanol to give colorless prismatic crystals with a melting point of 169-170 °C.

[References]

[1] Patent: EP1486490, 2004, A1. Location in patent: Page 44
[2] Patent: CN106478473, 2017, A. Location in patent: Paragraph 0054; 0059
[3] Patent: US2008/51422, 2008, A1. Location in patent: Page/Page column 15
Questions And AnswerBack Directory
[Description]

Lapatinib is a new drug targeted for the treatment of breast cancer developed by GlaxoSmithKline, which was approved for marketing by the US Food and Drug Administration on March 13, 2007. The currently approved indications are advanced mastocarcinoma treated with lapatinib and capecitabine or metastatic breast cancer, and breast cancer patients must be treated first in other first-class drugs. Its trade name is Tykerb in the United States. On December 14, 2007, the European Medicines Agency (EMEA) approved for marketing of lapatinib in Europe, and the trade name is Tyverb. Breast cancer molecular targeted therapy is the treatment for oncogene related with occurrence and development of breast cancer, and for its related expression product. Molecular targeted drugs control the changes of gene expression in the cell through blocking signal transduction of tumor cell or related cell, thereby inhibiting or killing tumor cells.
Lapatinib is a small molecule epidermal growth factor tyrosine kinase inhibitor orally. Clinical trials have shown that lapatinib has a very good clinical effect in patients with HER2 breast cancer who have been resistant to Roche's Herceptin. In vitro, the inhibitory effect of lapatinib on the growth of Her-2 overexpressing breast cancer cell lines was significant. Lapatinib is also highly effective in the Phase I clinical trial of Her-2 overexpression in advanced breast cancer and has no cross-resistance with Herceptin (trastuzumab). Unlike Herceptin (trastuzumab), its structure is small molecules, so it could get through the blood-brain barrier, thereby having a certain therapeutic effect for breast cancer brain metastases.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Aminoethylmethylsulfone hydrochloride(104458-24-4)1HNMR
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