817-09-4

Basic information

• Product Name: TRIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE
• Synonyms: trimustine;tris(2-chloroethyl)aminemonohydrochloride;tris(2-chloroethyl)ammoniumchloride;tris(beta-chloroethyl)aminehydrochloride;tris-n-lost;Tris(2-chloroethyl)amineHCl;TRICHLOROTRIETHYLAMINEHYDROCHLORIDE;Trimustine hydrochloride
• CAS NO: 817-09-4
• Molecular Formula: C₆H₁₂Cl₃N*ClH
• Molecular Weight: 240.99
• EINECS: 212-442-3
• Product Categories: Amine Salts;Nitrogen Compounds;Organic Building Blocks
• Mol File: 817-09-4.mol

Chemical Properties

• Melting Point: 127-130 °C(lit.)
• Boiling Point: 156.2°C at 760 mmHg
• Flash Point: 48.3°C
• Appearance: /
• Vapor Pressure: 2.92mmHg at 25°C
• Storage Temp.: Poison room
• Merck: 13,9698
• CAS DataBase Reference: TRIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE(817-09-4)
• EPA Substance Registry System: TRIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE(817-09-4)

Safety Data

• Hazard Codes: T+,Xi
• Statements: 28-34-40
• Safety Statements: 26-28-36/37/39-45
• RIDADR: UN 2928 6.1/PG 1
• WGK Germany: 3
• RTECS: YE2800000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 817-09-4(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Human systemic effects by ingestion and intravenous routes: somnolence, anorexia, headache, thrombosis distant from injection site, nausea or vomiting, and leukopenia. Experimental reproductive effects. Mutation data reported. Questionable carcinogen with experimental carcinogenic data. When heated to decomposition it emits very toxic fumes of Cl-, NH3, and NOx. Used as an antineoplastic agent.

InChI:InChI=1/C6H12Cl3N/c7-1-4-10(5-2-8)6-3-9/h1-6H2/p+1

Upstream product

• 102-71-6 triethanolamine 
• 637-39-8 triethanolamine hydrochloride 
• 7719-09-7 thionyl chloride 

Downstream Products

• 31295-54-2 1-(2-aminoethyl)-4-<(2-aminoethyl)aminoethyl> piperazine 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 140-31-8 aminoethylpiperazine 
• 63978-59-6 tris-(2-chloro-ethyl)-amine oxide 
• 104-19-8 N-methyl-N'-(2-dimethylaminoethyl)piperazine 
• 108129-20-0 4-(2-chloro-ethyl)-1,1-dimethyl-piperazinium; chloride 
• 55322-71-9 tris-(2-carbamimidoylmercapto-ethyl)-amine; tetrahydrochloride 
• 72521-03-0 1-(2-anilinoethyl)-4-phenylpiperazine 
• 98545-15-4 N-methyl-2-(4-methylpiperazin-1-yl)ethanamine 
• 87699-35-2 1-(2-{2-[Bis-(2-chloro-ethyl)-amino]-ethoxy}-5-nitro-phenyl)-ethanone; hydrochloride 
• 87699-37-4 1-(2-{2-[[2-(2-Acetyl-4-nitro-phenoxy)-ethyl]-(2-chloro-ethyl)-amino]-ethoxy}-5-nitro-phenyl)-ethanone; hydrochloride 
• 87699-31-8 N-<2-(2-propionyl)-phenoxyethyl>-N,N-di(2-chloroethyl)-amine 
• 87699-33-0 N,N-di-<2-(2-propionyl)-phenoxyethyl>-N-(2-chloroethyl)-amine 
• 87699-46-5 N,N,N-tris-<2-(2-propionyl)-phenoxyethyl>-amine 

Relevant articles and documents

Structural Dependence of the Ising-type Magnetic Anisotropy and of the Relaxation Time in Mononuclear Trigonal Bipyramidal Co(II) Single Molecule Magnets

This paper describes the correlation between Ising-type magnetic anisotropy and structure in trigonal bipyramidal Co(II) complexes. Three sulfur-containing trigonal bipyramidal Co(II) complexes were synthesized and characterized. It was shown that we can engineer the magnitude of the Ising anisotropy using ligand field theory arguments in conjunction with structural parameters. To prepare this series of compounds, we used, on the one hand, a tetradentate ligand containing three sulfur atoms and one amine (NS3tBu) and on the other hand three different axial ligands, namely, Cl-, Br-, and NCS-. The organic ligand imposes a trigonal bipyramidal arrangement with the three sulfur atoms lying in the trigonal plane with long Co-S bond distances. The magnetic properties of the compounds were measured, and ab initio calculations were used to analyze the anisotropy parameters and perform magneto-structural correlations. We demonstrate that a smaller axial zero-field splitting parameter leads to slower relaxation time when the symmetry is strictly axial, while the presence of very weak rhombicity decreases the energy barrier and speeds the relaxation of the magnetization.

Mass spectral studies of silyl derivatives of partially hydrolyzed products of nitrogen mustards: Important markers of nitrogen mustard exposure

Rationale: Nitrogen mustards (NMs) are vesicant class of chemical warfare agents. From the viewpoint of the Chemical Weapons Convention partially hydrolyzed products of nitrogen mustards (pHpNMs) are considered as important markers of nitrogen mustard exposure. The detection of pHpNMs from biological or environmental samples is highly useful for obtaining forensic evidence of exposure to NMs. Methods: Gas chromatography interfaced with tandem mass spectrometry (GC/MS/MS) is a widely used tool for the identification and sensitive detection of metabolites of NMs in complex matrices. The pHpNMs were derivatized using silylating agents as they are highly polar and non-amenable to GC. The mass spectral studies of these silyl derivatives of pHpNMs were performed using GC/MS/MS in both electron ionization (EI) and chemical ionization (CI) mode. Results: Various approaches have been proposed to assess the fragmentation pathways of the trimethylsilyl (TMS) and tert-butyldimethylsilyl (TBDMS) derivatives of pHpNMs. All the proposed fragmentation pathways were based on the product and/or precursor ion scanning of corresponding ions in both EI and CI mode. In the case of EI, most of the fragmentation pathways involved either α-cleavage or inductive cleavage. Conclusions: This is the first report on the MS study of the silyl derivatives of pHpNMs. The study of the two different derivatives of pHpNMs using both EI- and CI-MS provides a reliable, unambiguous identification of pHpNMs in complex environmental and biomedical matrices (such as plasma and urine) during any verification activities.

A new method for synthesizing flibanserin (by machine translation)

The invention relates to a new method for synthesizing of flibanserin, which belongs to the technical field of organic synthesis. The invention respectively in order to triethanolamine and between amino benzotrifluoride as the starting material, to prepare the piperazine intermediate; then to the O-phenylene diamine and the original four carbonate as raw material, the preparation of the ethoxy and imidazole intermediate; the obtained piperazine intermediate and benzimidazole intermediate undergo the substitution reaction, and hydrochloric acid deprotection to obtain the target product of flibanserin. The invention has few synthetic steps, few by-products, intermediate products and the target product yield is relatively high, intermediate product 2 - ethoxy and imidazole yield up 94.2%, the target product yield can reach 56.2%, it can be seen, the invention overcomes the substance in the prior art synthesis step is tedious, and more byproducts, target low yield of product defect. In addition, the present invention has a simple structure, high purity of product, the economic and environmental protection industrial line, has a very wide range of use and potential economic benefits. (by machine translation)

Tris(2-aminoethyl)amine synthesis process

The invention discloses a tris(2-aminoethyl)amine synthesis process, and belongs to the technical field of compound preparation. The tris(2-aminoethyl)amine synthesis process includes the steps of taking triethanolamine as a starting material, putting the triethanolamine, thionyl chloride and a catalyst DMF in a reactor, heating the three to generate tris(2-chloroethyl)amine hydrochloride, dissolving separated tris(2-chloroethyl)amine hydrochloride concentrate and ammonia water in an organic solvent in a reactor, putting the solution in the reactor, carrying out a reaction while heating to obtain tris(2-aminoethyl)amine hydrochloride, and reacting the tris(2-aminoethyl)amine hydrochloride with sodium hydroxide to obtain the tris(2-aminoethyl)amine. The tris(2-aminoethyl)amine synthesis process has the advantages of short reaction route and high controllability.

Preparation method of tris(2-aminoethyl)amine

The invention discloses a preparation method of tris(2-aminoethyl)amine, and belongs to the technical field of compound preparation. According to the method, trolamine is used as starting materials; firstly, the trolamine, thionyl chloride and catalysts DMF are put into a reactor; under the heating conditions, tris(2-chloroethyl)amine hydrochloride is generated; then, the purified tris(2-chloroethyl)amine hydrochloride and ammonium hydroxide are dissolved into an organic solvent and put into the reactor; reaction is performed under the heating condition to obtain the tris(2-aminoethyl)amine hydrochloride; finally, the tris(2-aminoethyl)amine hydrochloride reacts with sodium hydroxide to obtain tris(2-aminoethyl)amine. The reaction route is short; the controllability is high.

Preparation method of tris(2-chloroethyl)amine hydrochloride

The invention discloses a preparation method of tris(2-chloroethyl)amine hydrochloride; in particular, in the method, triethanolamine is used as a raw material, Lewis acid is used as a catalyst, hydrogen chloride is used as a chlorination reagent, and tris(2-chloroethyl)amine hydrochloride is prepared through a substitution reaction. The method has a company by-product of hydrogen chloride, the raw materials are easy to obtain, the reaction is fast, the yield and purity of the product are high, and the by-product hydrogen chloride is used as a chlorination agent instead of sulfoxide chloride,so as to avoid the formation of polluted gas sulfur dioxide and the like and greatly reduce the environmental pollution.

Cyclic process for the production of taurine from alkali isethionate and alkali vinyl sulfonate

The present invention discloses a cyclic process for the production of taurine from alkali isethionate and alkali vinyl sulfonate in a high overall yield of greater than 95% by continuously converting the byproducts of the ammonolysis reaction, sodium ditaurinate and sodium tritaurinate, to sodium taurinate. Pure sodium ditaurinate and sodium tritaurinate are prepared from diethanolamine and triethanolamine as starting materials, respectively, and are subjected to the ammonolysis reaction to yield a mixture of sodium taurinate, sodium ditaurinate, and sodium tritaurinate.

MULTIVALENT SIALIC ACID DERIVATES

Disclosed is tri- or tetravalent sialic acid derivatives comprising a core moiety to which 3 or 4 sialic acid residues are connected via a linker. Such derivatives inhibit the binding of adenovirus to human cells, whereby infections, such as epidemic keratoconjunctivitis, may be treated or prevented by administration of the tri- or tetravalent sialic acid derivatives.

Triazole linker-based trivalent sialic acid inhibitors of adenovirus type 37 infection of human corneal epithelial cells

Adenovirus type 37 (Ad37) is one of the principal agents responsible for epidemic keratoconjunctivitis (EKC), a severe ocular infection that remains without any available treatment. Recently, a trivalent sialic acid derivative (ME0322, Angew. Chem. Int. Ed., 2011, 50, 6519) was shown to function as a highly potent inhibitor of Ad37, efficiently preventing the attachment of the virion to the host cells and subsequent infection. Here, new trivalent sialic acid derivatives were designed, synthesized and their inhibitory properties against Ad37 infection of the human corneal epithelial cells were investigated. In comparison to ME0322, the best compound (17a) was found to be over three orders of magnitude more potent in a cell-attachment assay (IC50 = 1.4 nM) and about 140 times more potent in a cell-infection assay (IC50 = 2.9 nM). X-ray crystallographic analysis demonstrated a trivalent binding mode of all compounds to the Ad37 fiber knob. For the most potent compound ophthalmic toxicity in rabbits was investigated and it was concluded that repeated eye administration did not cause any adverse effects.

Tuning the Ising-type anisotropy in trigonal bipyramidal Co(II) complexes

This paper demonstrates the engineering and tuning of Ising-type magnetic anisotropy in trigonal bipyramidal Co(ii) complexes. Here, we predict that employing a ligand that forces a trigonal bipyramidal arrangement and has weak equatorial σ-donating atoms, increases (in absolute value) the negative zero field splitting parameter D. With these considerations in mind, we used a sulfur containing ligand (NS3iPr), which imposes a trigonal bipyramidal geometry to the central Co(ii) ion with long equatorial Co-S bonds. The resulting complex exhibits a larger anisotropy barrier and a longer relaxation time in comparison to the complex prepared with a nitrogen containing ligand (Me6tren).