5556-76-3

Basic information

• Product Name: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROPROPENE, >95%
• Synonyms: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROPROPENE, >95%
• CAS NO: 5556-76-3
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.25
• Mol File: 5556-76-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 379.9°Cat760mmHg
• Flash Point: 162°C
• Appearance: /
• Density: 1.177g/cm³
• Vapor Pressure: 1.24E-05mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROPROPENE, >95%(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROPROPENE, >95%(5556-76-3)
• EPA Substance Registry System: 1-(3,4,5-TRIMETHOXYPHENYL)-2-NITROPROPENE, >95%(5556-76-3)

Safety Data

• Hazardous Substances Data: 5556-76-3(Hazardous Substances Data)

Usage

General Description

1-(3,4,5-Trimethoxyphenyl)-2-nitropropene, also known as TMA-6, is a chemical compound with a purity greater than 95%. It is a yellow crystalline solid with a molecular formula of C12H15NO5 and a molecular weight of 253.25 g/mol. TMA-6 is a derivative of the phenethylamine psychedelic drug 2C-T-7 and is known for its hallucinogenic effects. It is primarily used for research purposes and is not approved for human consumption. TMA-6 is a potent compound and should be handled with care and used in a controlled environment by trained professionals.

InChI:InChI=1/C12H15NO5/c1-8(13(14)15)5-9-6-10(16-2)12(18-4)11(7-9)17-3/h5-7H,1-4H3/b8-5+

Upstream product

• 79-24-3 Nitroethane 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 1323976-15-3 (4-methyl-5-phenyl-3-(3,4,5-trimethoxyphenyl)-1H-pyrrol-2-yl)(phenyl)methanone 
• 1215288-78-0 1-acetylamino-2-bromo-1-(3,4,5-trimethoxyphenyl)-2-nitropropane 
• 36474-64-3 3-Hydroxy-3-methyl-4-(3,4,5-trimethoxy-phenyl)-butyric acid ethyl ester 
• 51808-91-4 3-Hydroxy-3-methyl-4-(3,4,5-trimethoxy-phenyl)-butyric acid 
• 152093-93-1 2-amino-3-cyano-5-(3',4',5'-trimethoxyphenyl)-4-methylthiophene 
• 152093-87-3 3-(3,4,5-trimethoxyphenyl)-2-propylidenemalononitrile 
• 1082-88-8 3,4,5-trimethoxyamphetamine 
• 16603-18-2 (3,4,5-trimethoxyphenyl)acetone 

Relevant articles and documents

Supramolecular Columnar Liquid Crystals with Tapered-Shape Simple Pyrazoles Obtained by Efficient Henry/Michael Reactions

A straightforward synthesis of mesogenic pyrazoles starting from benzaldehydes by a combination of efficient Henry and Michael reactions led to novel supramolecular liquid crystals. The mesogens are fluorescent 3,5-dimethyl-4-(di or trialkoxyphenyl)pyrazoles and, in spite of the tapered shape of these molecules and their structural simplicity (only one phenyl ring), columnar liquid-crystal phases were formed that are stable at room temperature. The self-assembled structure was studied by XRD and the columnar cross section contains two molecules on average with an antiparallel arrangement of pyrazoles interacting through hydrogen bonds. In contrast, the single-crystal structure of a trimethoxy analog did not show hydrogen-bonded pyrazoles but chains of head-to-tail arranged molecules.

2,4-Diaminothienopyrimidine Analogues of Trimetrexate and Piritrexim as Potential Inhibitors of Pneumocystis Carinii and Toxoplasma gondii Dihydrofolate Reductase

A series of eight previously undescribed 2,4-diaminothienopyrimidine analogues of the potent dihydrofolate reductase (DHFR) inhibitors trimetrexate (TMQ) and piritrexim (PTX) were synthesized as potential drugs against Pneumocystis carinii and Toxoplasma gondii, which are major causes of severe opportunistic infections in AIDS patients. 2,4-Diamino-5-methyl-6-(aryl/aralkyl)thienopyrimidines with 3,4,5-trimethoxy or 2,5-dimethoxy substitution in the aryl/aralkyl moiety and 2,4-diamino-5-(aryl/aralkyl)thienopyrimidines with 2,5-dimethoxy substitution in the aryl/aralkyl moiety were obtained by reaction of the corresponding 2-amino-3-cyanothiophenes with chloroformamidine hydrochloride.The aryl group in the 5,6-disubstituted analogues was either attached directly to the hetero ring or was separated from it by one or two carbons, whereas the aryl group in the 5-monosubstituted analogues was separated from the hetero ring by two or three carbons. 2-Amino-3-cyano-5-methyl-6-(aryl/alkyl)thiophene intermediates for the preparation of the 5,6-disubstituted analogues were prepared from ω-aryl-2-alkylidenemalononitriles and sulfur in the presence of a secondary amine, and 2-amino-3-cyano-4-(aryl/aralkyl)thiophene intermediates for the preparation of the 5-monosubstituted analogues were obtained from ω-aryl-1-chloro-2-alkylidenemalononitriles and sodium hydrosulfide.Synthetic routes to the heterofore unknown ylidenemalononitriles, and the ketone precursors thereof, were developed.The final products were tested in vitro as inhibitors of DHFR from Pneumocystis carinii, Toxoplasma gondii, rat liver, beef liver, and Lactobacillus casei.A select number of previously known 2,4-diaminothienopyrimidines lacking the 3,4,5-trimethoxyphenyl and 2,5-dimethoxyphenyl substitution pattern of TMQ and PTX, respectively, were also tested for comparison.None of the compounds was as potent as TMQ or PTX, and while some of them showed some selectivity in their binding to Pneumocystis carinii and Toxoplasma gondii versus rat liver DHFR, this effect was not deemed large enough to warrant further preclinical evaluation.

The six trimethoxyphenylisopropylamines (trimethoxyamphetamines).

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