77372-56-6

Basic information

• Product Name: 1,3,5-tris(aminomethyl)benzene
• Synonyms: 1,3,5-tris(aminomethyl)benzene
• CAS NO: 77372-56-6
• Molecular Weight: 165.238
• Mol File: 77372-56-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 51-53 °C
• Boiling Point: 329.4±37.0 °C(Predicted)
• Density: 1.106±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,3,5-tris(aminomethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-tris(aminomethyl)benzene(77372-56-6)
• EPA Substance Registry System: 1,3,5-tris(aminomethyl)benzene(77372-56-6)

Safety Data

• Hazardous Substances Data: 77372-56-6(Hazardous Substances Data)

Usage

Physical state

White crystalline solid

Solubility

Soluble in water and polar organic solvents

Heat resistance

High

Thermal stability

High

Uses

a. Production of plastics
b. Adhesives
c. Flame retardants
d. Household items (tableware, kitchenware, laminates)

Notoriety

Involvement in a 2008 food safety scandal in China

Health risks

Ingestion of high levels can lead to kidney damage and other adverse health effects

Regulations

Implemented to limit its use in food and beverage products

Upstream product

• 60541-32-4 benzene-1,3,5-tricarboxamide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 3483-12-3 diothiothreitol 
• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 10365-94-3 1,3,5-tricyanobenzene 
• 18226-42-1 1,3,5-Tris(bromomethyl)benzene 
• 106296-54-2 1,3,5-tris(phthalimidomethyl)-benzene 
• 107864-71-1 1,3,5-tris(azidomethyl)benzene 

Downstream Products

• 109774-74-5 C₆₉H₇₈N₆O₁₂S₆ 
• 109774-78-9 C₇₂H₈₄N₆O₁₅S₆ 
• 109774-79-0 5,11,17,23,28,34-Hexakis-(toluene-4-sulfonyl)-8,20,31-trioxa-5,11,14,17,23,28,34-heptaaza-tricyclo[12.12.10.1^3,25]heptatriaconta-1⁽²⁶⁾,2,25⁽³⁷⁾-triene 
• 109774-85-8 C₂₇H₄₂N₆*6C₇H₈O₃S 
• 109774-87-0 8,20,31-Trioxa-5,11,14,17,23,28,34-heptaaza-tricyclo[12.12.10.1^3,25]heptatriaconta-1⁽²⁶⁾,2,25⁽³⁷⁾-triene; compound with toluene-4-sulfonic acid 
• 109774-86-9 C₃₀H₄₈N₆O₃*6C₇H₈O₃S 
• 109774-75-6 C₅₇H₈₁N₃O₁₅S₃ 
• 109774-77-8 Methanesulfonic acid 2-{2-[(3,5-bis-{[[2-(2-methanesulfonyloxy-ethoxy)-ethyl]-(toluene-4-sulfonyl)-amino]-methyl}-benzyl)-(toluene-4-sulfonyl)-amino]-ethoxy}-ethyl ester 
• 74421-59-3 1,3,5-cyclohexanetrimethylamine 
• 1379671-26-7 1,3,5-tris((2-pyrrolylmethyl)aminomethyl)benzene 
• 1379671-22-3 trimethyl-5,5',5''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)tris(azanediyl)tris(methylene)tris(1H-pyrrole-2-carboxylate) 
• 4464-18-0 1,3,5-tris(hydroxymethyl)benzene 

Relevant articles and documents

Antibiotic Conjugates with an Artificial MECAM-Based Siderophore Are Potent Agents against Gram-Positive and Gram-Negative Bacterial Pathogens

The development of novel drugs against Gram-negative bacteria represents an urgent medical need. To overcome their outer cell membrane, we synthesized conjugates of antibiotics and artificial siderophores based on the MECAM core, which are imported by bacterial iron uptake systems. Structures, spin states, and iron binding properties were predicted in silico using density functional theory. The capability of MECAM to function as an effective artificial siderophore in Escherichia coli was proven in microbiological growth recovery and bioanalytical assays. Following a linker optimization focused on transport efficiency, five β-lactam and one daptomycin conjugates were prepared. The most potent conjugate 27 showed growth inhibition of Gram-positive and Gram-negative multidrug-resistant pathogens at nanomolar concentrations. The uptake pathway of MECAMs was deciphered by knockout mutants and highlighted the relevance of FepA, CirA, and Fiu. Resistance against 27 was mediated by a mutation in the gene encoding ExbB, which is involved in siderophore transport.

Corresponding amine nitrile and method of manufacturing thereof

The present invention relates to a nitrile manufacturing method, which has characteristics of significantly-reduced ammonia source consumption, low environmental pressure, low energy consumption, low production cost, high nitrile purity, high nitrile yield and the like compared with the method in the prior art, wherein nitrile having a complicated structure can be obtained through the method. The present invention further relates to a method for producing a corresponding amine from the nitrile.

Shape-Persistent [4+4] Imine Cages with a Truncated Tetrahedral Geometry

The synthesis of shape-persistent organic cage compounds is often based on the usage of multiple dynamic covalent bond formation (such as imines) of readily available precursors. By careful choice of the precursors geometry, the geometry and size of the resulting cage can be accurately designed and indeed a number of different geometries and sizes have been realized to date. Despite of this fact, little is known about the precursors conformational rigidity and steric preorganization of reacting functional groups on the outcome of the reaction. Herein, the influence of conformational rigidity in the precursors on the formation of a [4+4] imine cage with truncated tetrahedral geometry is discussed.