884863-08-5

Usage

Uses

Used in Biotechnology and Medical Research:
1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide is used as a cationic dye for staining and marking biological tissues and cells. Its unique structure allows for specific interactions with cellular components, making it a valuable tool in microscopy and cell biology studies.
Used in Photodynamic Therapy:
1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide has shown potential as a photosensitizer in photodynamic therapy for cancer treatment. Upon activation by light, it can generate reactive oxygen species, leading to the destruction of cancerous cells while minimizing damage to surrounding healthy tissues.
Used in Antimicrobial Applications:
1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide has been studied for its antimicrobial and antifungal properties, making it a promising candidate for the development of new antimicrobial agents. Its broad-spectrum activity against various pathogens could contribute to addressing the growing issue of antibiotic resistance.
Used in Chemical Synthesis:
1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide can also be utilized as a starting material or intermediate in the synthesis of other organic compounds, particularly those with potential applications in pharmaceuticals, agrochemicals, or materials science. Its unique structure and reactivity provide opportunities for the creation of novel molecules with specific functions or properties.

InChI:InChI=1/C22H22N.BrH/c1-16-17(2)23(3,15-18-9-5-4-6-10-18)21-14-13-19-11-7-8-12-20(19)22(16)21;/h4-14H,15H2,1-3H3;1H/q+1;/p-1

Synthetic route

3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide (884863-08-5) + phenyl-(7-phenylaminohepta-2,4,6-trienylidene)ammonium chloride (2397-90-2) + potassium bis(trifluoromethylsulfonyl)imide (90076-67-8) → C2F6NO4S2(1-)*C51H47N2(1+) (1233192-83-0)

Conditions	Yield
Stage #1: 3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide; phenyl-(7-phenylaminohepta-2,4,6-trienylidene)ammonium chloride With acetic anhydride; triethylamine In methanol for 3h; Reflux; Stage #2: potassium bis(trifluoromethylsulfonyl)imide In methanol; water at 20℃;	64%

3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide (884863-08-5) + phenyl-(7-phenylaminohepta-2,4,6-trienylidene)ammonium chloride (2397-90-2) → BF4(1-)*C51H47N2(1+) (1233192-82-9)

Conditions	Yield
Stage #1: 3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide; phenyl-(7-phenylaminohepta-2,4,6-trienylidene)ammonium chloride With acetic anhydride; triethylamine In methanol for 3h; Reflux; Stage #2: With sodium tetrafluoroborate In methanol; water at 20℃;	45%

thiophene-2-carbaldehyde (98-03-3) + 3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide (884863-08-5) → C27H24NS(1+)*ClO4(1-)

Conditions	Yield
Stage #1: thiophene-2-carbaldehyde; 3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide In chloroform at 80℃; for 7h; Stage #2: With sodium perchlorate In chloroform; water at 60℃; for 1h;	26%

3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide (884863-08-5) + 4-Diethylaminobenzaldehyde (120-21-8) → Br(1-)*C33H35N2(1+)

Conditions	Yield
In methanol at 55℃; for 2.5h;

3-benzyl-1,2,3-trimethyl-3H-benz[e]indolium bromide (884863-08-5) + 4-(Diethylamino)salicylaldehyde (17754-90-4) → Br(1-)*C33H35N2O(1+)

Conditions	Yield
In methanol at 45℃; for 12h;

Downstream Products

• 1233192-82-9 BF₄^(1-)*C₅₁H₄₇N₂⁽¹⁺⁾ 
• 1233192-83-0 C₂F₆NO₄S₂^(1-)*C₅₁H₄₇N₂⁽¹⁺⁾