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Usage

Uses

Used in Recreational Purposes:
1' 3'-Dihydro-5'-methoxy-1' 3' 3'-tri-M& is used as a recreational substance for its psychoactive effects, which can include relaxation, altered perception, and in some cases, severe adverse reactions such as hallucinations, paranoia, and increased heart rate. However, it is important to note that its use is illegal in many countries due to its potential for abuse and harmful side effects.

Upstream product

• 35976-46-6 1,3,3-trimethyl-5-methoxy-2-methyleneindoline 
• 97-51-8 5-Nitrosalicylaldehyde 
• 57019-81-5 5-methoxy-1,2,3,3-tetramethyl-3H-indolium iodide 
• 563-80-4 3-methyl-butan-2-one 
• 31241-19-7 5-Methoxy-2,3,3-trimethyl-3H-indole 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 

Relevant academic research and scientific papers

Synthesis and spectral investigations of a new dyad with spiropyran and fluorescein units: Toward information processing at the single molecular level

A new dyad 1 with two spiropyran units as the photochromic acceptors and one fluorescein unit as the fluorescent donor was synthesized and characterized. External inputs (ultraviolet light, visible light, and proton) induce the reversible changes of the structure and, concomitantly, the absorption spectrum of dyad 1 due to the presence of two spiropyran units. Only the absorption spectrum of the ME form of the spiropyran units in dyad 1 has large spectral overlap with the fluorescence spectrum of the fluorescein unit. Thus, the fluorescence intensity of dyad 1 is modulated by reversible conversion among the three states of the photochromic spiropyran units and the fluorescence resonance energy transfer (FRET) between the ME form and the fluorescein unit. Based on the fact that dyad 1 could read out three external input signals (ultraviolet light, visible light and proton) and write a compatible specific output signal (fluorescence intensity), dyad 1 described here can be considered to perform an integrated circuit function with one OR and one AND interconnected logic gates. The present results demonstrate an efficient strategy for elaborating and transmitting information at the single molecular level.

Comparative Evaluation of Substituent Effect on the Photochromic Properties of Spiropyrans and Spirooxazines

Spiropyrans and spirooxazines represent an important class of photochromic compounds with a wide variety of applications. In order to effectively utilize and design these photoswitches it is desirable to understand how the substituents affect photochromic properties, and how the different structural motifs compare under identical conditions. In this work a small library of photoswitches was synthesized in order to comparatively evaluate the effect of substituent modifications and structure on photochromism. The library was designed to modify positions that were believed to have the greatest effect on C-O bond lability and therefore the photochromic properties. Herein we report a comparative analysis of the UV and visible light responses of 30 spiropyrans, spiroindolinonaphthopyrans, and spirooxazines. The influence of gadolinium(III) binding was also investigated on the library of compounds to determine its effect on photoswitching. Both assays demonstrated different trends in substituent and structural requirements for optimal photochromism.

Synthesis and properties of benzophenone-spiropyran and naphthalene-spiropyran conjugates

We have designed and synthesized four compounds integrating luminescent and photochromic components in their molecular skeletons. Two of them combine a nitrospiropyran photochrome with either one or two naphthalene fluorophores and can be prepared in three synthetic steps. The other two consist of a nitrospiropyran photochrome and a benzophenone phosphore connected by either ether or ester linkages and can be prepared in six or five, respectively, synthetic steps. The luminescent components of these assemblies are expected to transfer energy intramolecularly to the photochromic species upon excitation and encourage their photoisomerization. Consistently, the phosphorescence of the benzophenone units and the fluorescence of the naphthalene components are effectively quenched when these species are connected covalently to a nitrospiropyran. Nonetheless, the photoisomerization of the photochrome becomes significantly less efficient after the covalent attachment to the luminescent partner. The fraction of incident radiations absorbed by either the benzophenone or the naphthalene fragment does not promote the isomerization of the photochromic appendage. Instead, irreversible transformations occur upon irradiation of the luminophore-photochrome assemblies. Thus, the covalent attachment of a benzophenone or a naphthalene to a nitrospiropyran is not a viable strategy to improve the photocoloration efficiency of the photochromic component. Even although the very same luminophores are known to sensitize intermolecularly the isomerization of nitrospiropyrans, the transition to covalent luminophore-photochrome assemblies tends to promote degradation, rather than sensitization, upon irradiation.

Photocontrolled electron transfer reaction between a new dyad, tetrathiafulvalene-photochromic spiropyran, and ferric ion

Photocontrolled electron transfer reaction is important not only for understanding the complicated biological processes such as photosynthesis and respiration but also for the design and studies of molecular electronics. This paper presents the synthesis and spectral and electrochemical studies of a new dyad 1 containing an electroactive unit (tetrathiafulvalene, TTF) and a photochromic unit (spiropyran, SP). Spectral studies showed that the redox states of the TTF unit of dyad 1 in the presence of ferric ions were dependent on the photoswitching process of the spiropyran unit upon UV light irradiation. Electrochemical investigations indicated that the oxidation potential of ferrous ion was largely reduced after coordination with MC (the open form of SP). As a result, the electron-transfer reaction from MC?·Fe2+ to TTF+ì?, which act as electron donor and acceptor, respectively, is thermodynamically favorable. Therefore, the electron-transfer reaction between the TTF unit and ferric ion can be photocontrolled in the presence of the SP unit. The present result shows the possibility to design new electron donor-acceptor supramolecules containing spiropyran units to photoregulate the electron-transfer reaction.

Photo-polymerizable composition containing an acid salt of an indolinobenzospiropyran

A photo-polymerizable composition comprising (A) a photopolymerization initiator comprising at least one inorganic or organic acid salt of an indolinobenzospiropyran represented by the following general formula (I): SPC1 wherein R1 represents an alkyl group, substituted alkyl group or a phenyl group; R2 and R3 each represents an alkyl group or a phenyl group or, when taken together, R2 and R3 form a methylene chain CH2 wherein n is an integer of 4 or 5; X represents a hydrogen atom, a nitro group, a halogen atom, a carboxy group; and Y represents one or more substituents selected from the group consisting of a hydrogen atom, a nitro group, a halogen atom, a formyl group and an alkoxy group, and (B) at least one cationically polymerizable substance.