74291-33-1

Basic information

• Product Name: 1,2,3,4-Tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide; hydrochloride
• Synonyms: 1,2,3,4-Tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide; hydrochloride
• CAS NO: 74291-33-1
• Molecular Weight: 393.721
• Mol File: 74291-33-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2,3,4-Tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide; hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-Tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide; hydrochloride(74291-33-1)
• EPA Substance Registry System: 1,2,3,4-Tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide; hydrochloride(74291-33-1)

Safety Data

• Hazardous Substances Data: 74291-33-1(Hazardous Substances Data)

Upstream product

• 74291-57-9 2-(2,2,2-trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinoline-7-sulfonyl chloride 
• 55649-51-9 2-(trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 74291-58-0 2-(2,2,2-Trifluoro-acetyl)-1,2,3,4-tetrahydro-isoquinoline-7-sulfonic acid (2,3-dichloro-phenyl)-amide 

Relevant articles and documents

Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis. 2. 1,2,3,4-Tetrahydroisoquinoline-7-sulfonanilides.

1,2,3,4-Tetrahydroisoquinoline-7-sulfonanilides (1-14) related to 1,2,3,4-tetrahydroisoquinoline-7-sulfonamide (21,SK&F 29661) were prepared and studied for their ability to inhibit phenylethanolamine N-methyltransferase (PNMT) in vitro. The choice of substituents on the 7-phenyl group of the sulfonanilides was based on the Topliss approach to structure-activity relationship studies. Information about the importance of an acidic hydrogen atom on the sulfonamide nitrogen atom was obtained from the preparation and testing of a tertiary N-methylsulfonanilide (15). Other THIQ's (1,2,3,4-tetrahydroisoquinolines) containing sulfur substituents in the 7 position were prepared and tested and consisted of 7-N-benzyl and 7-N-phenethyl derivatives of SK&F 29661 (16-18) and 7-(phenacylthio)-and 7-(phenacylsulfonyl)-THIQ (19 and 20). The two most potent inhibitors were the 7-p-bromo- and -chlorosulfonanilides, 2 and 6. However, neither was an effective inhibitor of norepinephrine to epinephrine conversion when tested in an in vivo mouse assay at unit doses of 25 or 100 mg/kg.