36536-22-8

Basic information

• Product Name: 1,1',3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE
• Synonyms: 1,3,3-TriMethyl-2-(5-(1,3,3-triMethylindolin-2-ylidene)penta-1,3-dien-1-yl)-3H-indol-1-iuM iodide;3,3-trimethyl-nyl]-iodide;3h-indolium,2-[5-(1,3-dihydro-1,3,3-trimethyl-2h-indol-2-ylidene)-1,3-pentadie;1,1',3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE;1,1,3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE;DIIC1(5);HIDC IODIDE;2-[5-(1,3-dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)penta-1,3-dienyl]-1,3,3-trimethyl-3H-indolium iodide
• CAS NO: 36536-22-8
• Molecular Formula: C₂₇H₃₁N₂*I
• Molecular Weight: 510.45
• EINECS: 253-091-6
• Product Categories: Cyanine
• Mol File: 36536-22-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 264 °C (dec.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: Blue green/crystals
• Density: 1.2991 (estimate)
• Solubility: Soluble in methanol, dimethyl sulfoxide; partially soluble in wa
• CAS DataBase Reference: 1,1',3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1',3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE(36536-22-8)
• EPA Substance Registry System: 1,1',3,3,3',3'-HEXAMETHYLINDODICARBOCYANINE IODIDE(36536-22-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 24/25-36-26
• Hazardous Substances Data: 36536-22-8(Hazardous Substances Data)

Usage

Chemical Properties

turquoise powder

Uses

Different sources of media describe the Uses of 36536-22-8 differently. You can refer to the following data:
1. Hexacyanine 2 is a known synthetic biological stain that is used in photodynamic therapy. Recent research has focused on the development of the combination of a photosensitizer with photoprotector cya nine dye as a novel antitumor strategy for the eradication of malignant cells expressing the multidrug-resistance phenotype.
2. Hexacyanine 2 is a known synthetic biological stain that is used in photodynamic therapy. Recent research has focused on the development of the combination of a photosensitizer with photoprotector cyanine dye as a novel antitumor strategy for the eradication of malignant cells expressing the multidrug-resistance phenotype.

InChI:InChI=1/C27H31N2.HI/c1-26(2)20-14-10-12-16-22(20)28(5)24(26)18-8-7-9-19-25-27(3,4)21-15-11-13-17-23(21)29(25)6;/h7-19H,1-6H3;1H/q+1;/p-1

Upstream product

• 5418-63-3 1,2,3,3-tetramethyl-3H-indolium iodide 
• 4485-89-6 1-anilino-3-phenyliminopropene 
• 23769-16-6 phenyl[3-phenylaminoprop-2-en-1-ylidene]ammonium chloride 
• 1640-39-7 2,3,3-trimethylindoleniune 
• 24136-92-3 1,3,3-trimethyl-2-[4-(phenylamino)-1,3-butadien-1-yl]-3H-indolium Iodide 
• 563-80-4 3-methyl-butan-2-one 
• 54136-24-2 5-bromo-2,3,3-trimethyl-3H-indole 
• 122-51-0 orthoformic acid triethyl ester 
• 51829-35-7 2-(2-Anilino-vinyl)-1,3,3-trimethyl-3H-indolium-jodid 
• 58467-94-0 N-((1E,3E)-3-(phenylimino)prop-1-enyl)benzenamine hydrochloride 
• 17576-35-1 1,3,3-trimethoxypropene 

Relevant articles and documents

NEAR-IR GLUCOSE SENSORS

Glucose-sensing luminescent dyes, polymers, and sensors are provided. Additionally, systems including the sensors and methods of using these sensors and systems are provided.

Near-Infrared Illumination of Native Tissues for Image-Guided Surgery

Our initial efforts to prepare tissue-specific near-infrared (NIR) fluorescent compounds generated successful correlation between physicochemical properties and global uptake in major organs after systemic circulation and biodistribution. Herein, we focus on the effects on biodistribution based on modulating electronic influencing moieties from donating to withdrawing moieties at both the heterocyclic site and through meso-substitution of pentamethine cyanine fluorophores. These selected modifications harnessed innate biodistribution pathways through the structure-inherent targeting, resulting in effective imaging of the adrenal glands, pituitary gland, lymph nodes, pancreas, and thyroid and salivary glands. These native-tissue contrast agents will arm surgeons with a powerful and versatile arsenal for intraoperative NIR imaging in real time.

A microwave-assisted and environmentally benign approach to the synthesis of near-infrared fluorescent pentamethine cyanine dyes

A time-efficient and eco-conscious microwave methodology was developed and applied to synthesize a systematic library of pentamethine cyanine dyes and their corresponding precursors. The synthesis outlined herein drastically reduced the reaction pathway for pentamethine carbocyanine dye syntheses from days to min, as well as producing increased yields (89-98%) to the conventional heating method (18-64%). Twelve examples of pentamethine cyanine dyes were synthesized by means of microwave-assisted organic synthesis which provided excellent yield in expedited reaction time and were obtained using facile isolation methods. Furthermore, three cyanines were prepared with a novel methylene dioxy heterocyclic structure which imparted an approximately 40 nm bathochromic shift compared to unsubstituted counterparts; these results were shown to be in agreement with DFT calculations and HOMO-LUMO energy differences.