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1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is a quaternary ammonium salt with the chemical formula C15H23IN. It is a high stability and reactivity catalyst used in various organic reactions, including the synthesis of pharmaceutical compounds and the production of fine chemicals. 1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is also utilized in the preparation of ionic liquids, which have applications in green chemistry and as solvents for organic reactions. Its versatile and valuable properties make it an important compound in both academic research and industrial processes.

20205-29-2

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20205-29-2 Usage

Uses

Used in Pharmaceutical Industry:
1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is used as a catalyst in the synthesis of pharmaceutical compounds for its high stability and reactivity, contributing to the development of new and improved medications.
Used in Fine Chemicals Production:
In the production of fine chemicals, 1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE serves as a catalyst to facilitate various organic reactions, enhancing the efficiency and selectivity of chemical processes.
Used in Green Chemistry:
1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is used in the preparation of ionic liquids, which are environmentally friendly solvents that support green chemistry practices by reducing waste and increasing reaction efficiency.
Used in Academic Research:
1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is utilized in academic research for exploring new reaction pathways, understanding catalytic mechanisms, and developing innovative synthetic methods in organic chemistry.
Used in Industrial Processes:
1-PROPYL-2,3,3-TRIMETHYLINDOLIUM IODIDE is employed in various industrial processes to improve the synthesis of complex organic molecules, optimizing production efficiency and reducing environmental impact.

Check Digit Verification of cas no

The CAS Registry Mumber 20205-29-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,2,0 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 20205-29:
(7*2)+(6*0)+(5*2)+(4*0)+(3*5)+(2*2)+(1*9)=52
52 % 10 = 2
So 20205-29-2 is a valid CAS Registry Number.

20205-29-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3,3-trimethyl-1-propylindol-1-ium,iodide

1.2 Other means of identification

Product number -
Other names N-Propyl-2,3,3-trimethylindolenium iodide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:20205-29-2 SDS

20205-29-2Relevant academic research and scientific papers

An upconversion nanoparticle with orthogonal emissions using dual nir excitations for controlled two-way photoswitching

Zhang, Yixiao,Pasquale, Nicholas,Lee, Ki-Bum

, p. 14419 - 14423 (2014)

Developing multicolor upconversion nanoparticles (UCNPs) with the capability of regulating their emission wavelengths in the UV to visible range in response to external stimuli can offer more dynamic platforms for applications in high-resolution bioimaging, multicolor barcoding, and driving multiple important photochemical reactions, such as photoswitching. Here, we have rationally designed single-crystal core-shell-structured UCNPs which are capable of orthogonal UV and visible emissions in response to two distinct NIR excitations at 808 and 980 nm. The orthogonal excitation- emission properties of such UCNPs, as well as their ability to utilize low-power excitation, which attenuates any local heating from the lasers, endows the UCNPs with great potential for applications in materials and biological settings. As a proof of concept, the use of this UCNP for the efficient regulation of the two-way photoswitching of spiropyran by using dual wavelengths of NIR irradiation has been demonstrated.

Microwave synthesis of quaternary ammonium salts

Winstead, Angela J.,Fleming, Nicole,Hart, Krystal,Toney, Deveine

, p. 2107 - 2113 (2008)

The microwave synthesis of several quaternary ammonium salts is described. The synthesis provides comparable or better yields than published methods with reduced reaction times and in the absence of solvent.

Efficient Synthesis of Chiral Indolines using an Imine Reductase from Paenibacillus lactis

Li, Hao,Luan, Zheng-Jiao,Zheng, Gao-Wei,Xu, Jian-He

, p. 1692 - 1696 (2015)

An enzymatic process for the efficient asymmetric reduction of 3H-indoles as well as 3H-indole iodides was developed for the first time. Using a new imine reductase identified from Paenibacillus lactis (PlSIR), various chiral indolines were facilely synthesized in good yields and excellent enantiopurities (up to >99% ee) under mild reaction conditions.

Multiplex cancer cell detection by SERS nanotags with cyanine and triphenylmethine Raman reporters

Maiti, Kaustabh Kumar,Samanta, Animesh,Vendrell, Marc,Soh, Kiat-Seng,Olivo, Malini,Chang, Young-Tae

, p. 3514 - 3516 (2011)

SERS nanotags have been prepared to accomplish the multiplex detection of cancer cells. Herein we evaluated the adequacy of lipoic acid-containing cyanine derivatives (Cy3LA and Cy5LA) to function as multiplex partners with a triphenylmethine Raman reporter (B2LA) under a single excitation wavelength. SERS experiments enabled the multiplex recognition of two different cancer cells with antibody-conjugated nanotags that were derivatized with optimized cyanine and triphenylmethine reporters.

Acridinium-conjugated aromatic heterocycles as highly potent FtsZ inhibitors: Design, synthesis, and biological evaluation

Chen, Weijin,Guo, Ting,Ma, Shutao,Ma, Yangchun,Song, Di,Zhang, Nan,Zhang, Shenyan

, (2022/03/15)

The epidemic of multidrug resistance (MDR) is a serious threat to public health, and new classes of antibiotics with novel mechanisms of action are in critical need. We rationally designed and efficiently synthesized three series of new chemical entities with potential antibacterial activity targeting filamenting temperature-sensitive mutant Z (FtsZ). Evaluation of these compounds against a panel of Gram-positive bacteria including MDR and vancomycin-resistant Enterococcus?strains indicated that most compounds showed enhanced antibacterial efficacy, comparable or even superior to the reference drugs. The newly synthesized compounds proved to be substrates of the Escherichia coli efflux pump AcrB, thus affecting the activity. Their structure–activity relationships?were summarized in detail. The most potent compound 10f quickly eliminated bacteria in a bactericidal mode, with low susceptibility to induce bacterial resistance. Further mechanistic studies with the BsFtsZ protein revealed that 10f functioned as an effective FtsZ inhibitor through altering the dynamics of FtsZ self-polymerization via a stimulatory mechanism, which leads to inhibition of cell division and cell death. Besides, 10f not only displayed no obvious cytotoxicity to mammalian cells but also had a high efficacy in a murine model of bacteremia in vivo. Regarded as a whole, our findings highlight 10f as a promising new FtsZ-targeting bactericidal agent.

O-nitrophenyl ethanol derivative as well as preparation method and application thereof

-

Paragraph 0045; 0062-0065, (2021/04/17)

The invention discloses an o-nitrophenethyl alcohol derivative and a preparation method and application thereof, the structural formula of the o-nitrophenethyl alcohol derivative is shown in the specification, and R is C1-C18 alkyl. The invention provides

Co-delivery of Cu(I) chelator and chemotherapeutics as a new strategy for tumor theranostic

Chen, Hongyi,Chen, Qinjun,Chu, Yongchao,Guo, Qin,Guo, Zhongyuan,Jiang, Chen,Jiang, Liping,Li, Chao,Liu, Peixin,Sun, Tao,Yu, Haijun,Zhang, Guangping,Zhang, Yiwen,Zhang, Yujie,Zhou, Wenxi

, p. 483 - 496 (2020/03/03)

Chelating Cu from tumors has been verified as an effective and promising strategy for cancer therapy through antiangiogenesis. However, systematic removal Cu by injecting with Cu chelators will result unavoidable side effects, since Cu is indispensable to the body. In this work, a micelle targeting to tumors' newborn vessels based on a polypeptide was developed to co-load DOX and Probe X, which can go through an “OFF-to-ON” procedure to report the Cu+-capture events in vivo in a real-time way by giving near infrared (NIR) fluorescence and photoacoustic signal. By co-delivering antiangiogenesis and chemotherapeutic reagents, the tumor can be significantly suppressed, meanwhile with a low systematic toxicity. Hopefully, this work can offer new insights in designing sophisticated antitumor strategy.

N-alkylated linear heptamethine polyenes as potent non-azole leads against Candida albicans fungal infections

Critchley, Megan E.,Lawrence, Clare L.,McKenna, Sean T.,Okoh, Adeyi Okoh,Smith, Robert B.,Vishwapathi, Vinod

supporting information, (2020/07/21)

In this study, eighteen heptamethine dyes were synthesised and their antifungal activities were evaluated against three clinically relevant yeast species. The eighteen dyes were placed within classes based on their core subunit i.e. 2,3,3-trimethylindolenine (5a-f), 1,1,2-trimethyl-1H-benzo[e]indole (6a-f), or 2-methylbenzothiazole (7a-f). The results presented herein imply that the three families of cyanine dyes, in particular compounds 5a-f, show high potential as selective scaffolds to treat C. albicans infections. This opens up the opportunity for further optimisation and investigation of this class compounds for potential antifungal treatment.

A near-infrared cyanine dye preparation method (by machine translation)

-

Paragraph 0076; 0081; 0082; 0083, (2019/01/14)

The invention discloses a having excellent light stability of the near-infrared cyanine dye preparation method and use, the dye of the formula I as shown in the structural formula, R1 Hydrogen, methyl, in any one of a carboxyl group; R2 Hydrogen, methyl, alkoxy in any one of; X- Is iodine ion, bromide ion in any one of; n=1 - 5 is any integer. The dye through chemical bonding will be blocked piperidine structure unit introduced into the cycloheptane boeki indole cyanine in the mother's body, such that the resulting dye has good light stability, in the near-infrared region with absorption and emission, and has good photosensitive, photo-thermal characteristic, so that the fabric is colored, near-infrared fluorescence imaging, the photodynamic treatment, heat treating the field have good application prospect. (by machine translation)

Tumour target probe compound, and synthesis and applications thereof

-

Paragraph 0032; 0034; 0038; 0058; 0078; 0093; 0096; 0097, (2018/07/30)

The invention discloses a tumour target probe compound, and a preparation method, and applications thereof. The tumour target probe compound is represented by formula I, wherein R1 and R2 are used forrepresenting the same or different groups independently selected from C1-6 straight chain alkyl, C1-6 straight chain alkyl carboxyl, sulfonic acid group, or C1-6 straight chain alkyl ester groups, and X is used for representing halogen. It is confirmed by animal in vivo experiments that the tumour target probe compound possesses excellent tumour targeting effect, is capable of emitting fluorescence steadily and continuously, and can be used in tumour focus early stage diagnosis.

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