5560-72-5

Basic information

• Product Name: iprindole
• Synonyms: iprindole;5-[3-(Dimethylamino)propyl]-6,7,8,9,10,11-hexahydro-5H-cyclooct[b]indole;6,7,8,9,10,11-Hexahydro-N,N-dimethyl-5H-cyclooct[b]indole-5-propan-1-amine;Pramindole;WY-3263;3-(6,7,8,9,10,11-hexahydrocycloocta[b]indol-5-yl)-N,N-dimethylpropan-1-amine
• CAS NO: 5560-72-5
• Molecular Formula: C₁₉H₂₈N₂
• Molecular Weight: 284.49
• EINECS: 226-933-5
• Mol File: 5560-72-5.mol

Chemical Properties

• Boiling Point: 416.93°C (rough estimate)
• Flash Point: 217.1°C
• Appearance: /
• Density: 0.9428 (rough estimate)
• Vapor Pressure: 8.78E-08mmHg at 25°C
• Refractive Index: 1.8676 (estimate)
• PKA: pKa 8.2 (Uncertain)
• CAS DataBase Reference: iprindole(CAS DataBase Reference)
• NIST Chemistry Reference: iprindole(5560-72-5)
• EPA Substance Registry System: iprindole(5560-72-5)

Safety Data

• Hazardous Substances Data: 5560-72-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Iprindole is used as an antidepressant for the treatment of depression. It is particularly effective in reversing learned helplessness, a condition characterized by a sense of powerlessness and lack of control over one's circumstances, which is often associated with depression.
Used in Mental Health Applications:
Iprindole is used as a therapeutic agent for the management of depressive disorders. Its atypical mechanism of action, which involves the modulation of neurotransmitters such as serotonin and norepinephrine, makes it a valuable option for patients who do not respond well to traditional antidepressants.

InChI:InChI=1/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3

Upstream product

• 1556-09-8 cyclooctyl bromide 
• 369-57-3 benzenediazonium tetrafluoroborate 
• 109-54-6 3-(Dimethylamino)propyl chloride 
• 22793-63-1 6,7,8,9,10,11-Hexahydro-5H-cycloocta[b]indole 
• 1402424-10-5 2-allyl-3-(propa-1,2-dienyl)-1-tosyl-1H-indole 
• 1401315-71-6 5-tosyl-6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indole 

Relevant articles and documents

One-pot approach to installing eight-membered rings onto indoles

Ring fusion: The Pd0-catalyzed reaction of 2-allyl-3-iodo-1- tosyl-1H-indoles and propargylic bromides affords dihydrocycloocta[b]indoles (see scheme; M.S.=molecular sieves, TFP=tris(2-furyl)phosphine, Ts=4-toluenemethanesulfonyl), and proceeds

Efficient preparation of polyfunctional indoles via a zinc organometallic variation of the Fischer indole synthesis

Functionalized organozinc reagents readily react with various aryldiazonium salts furnishing regioselectively polyfunctional indoles after heating with microwave irradiation. This new organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and can be readily scaled up. Georg Thieme Verlag Stuttgart · New York.

Fischer indole synthesis with organozinc reagents

Updated classic: Primary and secondary alkylzinc reagents add to various aryldiazonium salts leading regioselectively to polyfunctional indoles by means of a [3,3]-sigmatropic shift and subsequent aromatization. This organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and displays absolute regioselectivity. Copyright