884863-08-5

Basic information

• Product Name: 1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide
• Synonyms: 1H-Benz[e]indolium, 1,2,3-trimethyl-1-(phenylmethyl)-, bromide;1H-Benz[e]indolium, 1,2,3-trimethyl-1-benzyl-, bromide (1:1);1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide
• CAS NO: 884863-08-5
• Molecular Formula: Br*C₂₂H₂₂N
• Molecular Weight: 380.32
• Mol File: 884863-08-5.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide(884863-08-5)
• EPA Substance Registry System: 1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide(884863-08-5)

Safety Data

• Hazardous Substances Data: 884863-08-5(Hazardous Substances Data)

Usage

General Description

1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide is a chemical compound with the molecular formula C22H22BrN. It is a quaternary ammonium salt with a unique benz[e]indolium core structure. 1,2,3-Trimethyl-3-benzyl-3H-benz[e]indolium bromide has a bromide ion as a counterion, and it is commonly used as a cationic dye in various applications, including staining and marking biological tissues and cells. It has also shown potential as a photosensitizer in photodynamic therapy for cancer treatment. Additionally, this compound has been studied for its antimicrobial and antifungal properties, making it a versatile and valuable chemical in various fields of science and medicine.

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⁺⁾