R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide, CAS No. 112101-81-2

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112101-81-2

Catalog No. EBD12704

CAS 112101-81-2

Name R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide

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Basic Information

Synonyms: R-(-)-5-(2-Amino-propyl)-2-methoxy-benzenesulfonamide 5-[(2R)-2-Aminopropyl]-2-methoxybenzenesulfonamide 5-[(2R)-2Aminopropyl]-2-methoxybenzenesulfonamide 5-(2R)-2Aminopropyl-2-methoxybenzenesulfonamide 5-[(2S)-2-aminopropyl]-2-methoxybenzenesulfonamide 2-methoxy-5-(2-oxopropyl)benzenesulfonamide R-(-)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide

Molecular Formula: C10H15NO4S

Molecular Weight: 245.3

MDL Number: MFCD07782137

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

Product Description:

R-(-)-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide is a chiral benzenesulfonamide derivative characterized by a 2-aminopropyl side chain at the 5-position and a methoxy group at the 2-position of the benzene ring. Its specific R-(-) enantiomeric form is of significant synthetic interest. This compound is a key chiral intermediate in the synthesis of several important pharmaceutical agents. Its primary and most notable application is in the production of the selective serotonin reuptake inhibitor (SSRI) antidepressant, (S)-dapoxetine. The chiral center introduced by this intermediate is crucial for the biological activity of the final API. It serves as a critical building block for constructing the active enantiomer of dapoxetine and related compounds targeting the central nervous system. As a specialty intermediate with a defined chiral pharmacophore, its use is highly targeted towards advanced pharmaceutical synthesis rather than as a general-purpose reagent. Handling requires standard precautions for amine and sulfonamide compounds.

Physical Properties

Boiling Point: 445.507 °C at 760 mmHg

Flash Point: 223.235 °C

Density: 1.248 g/cm3

Analytical Data

Appearance: White Crystaline Powder