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1-(tert-Butoxycarbonyl)-5-fluoroindole is a chemical compound with the formula C15H18FINO2. It is an indole derivative featuring a fluoro substituent at the 5-position and a tert-butoxycarbonyl group at the 1-position. 1-(tert-Butoxycarbonyl)-5-fluoroindole is recognized for its potential biological activities, including anti-inflammatory and antimicrobial properties. It has been explored for applications in medicine, particularly for the treatment of cancer and neurological disorders, as well as in the synthesis of pharmaceuticals and agrochemicals.

129822-47-5

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129822-47-5 Usage

Uses

Used in Pharmaceutical Synthesis:
1-(tert-Butoxycarbonyl)-5-fluoroindole serves as a crucial building block in the organic synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Production:
In the agrochemical industry, 1-(tert-Butoxycarbonyl)-5-fluoroindole is utilized in the synthesis of compounds designed to protect crops from pests and diseases, leveraging its chemical properties to create effective solutions.
Used in Cancer Treatment Research:
1-(tert-Butoxycarbonyl)-5-fluoroindole is investigated for its potential role in cancer treatment. Its biological activities suggest that it may contribute to the development of therapies for various types of cancer.
Used in Neurological Disorder Treatment Research:
1-(tert-Butoxycarbonyl)-5-fluoroindole is also being studied for its possible applications in the treatment of neurological disorders. The anti-inflammatory properties of 1-(tert-Butoxycarbonyl)-5-fluoroindole make it a candidate for further research into neuroprotective and therapeutic agents.
Used in Anti-Inflammatory and Antimicrobial Agents:
Due to its inherent anti-inflammatory and antimicrobial properties, 1-(tert-Butoxycarbonyl)-5-fluoroindole is considered for the development of new agents to combat inflammation and infections in various medical and healthcare applications.

Check Digit Verification of cas no

The CAS Registry Mumber 129822-47-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,9,8,2 and 2 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 129822-47:
(8*1)+(7*2)+(6*9)+(5*8)+(4*2)+(3*2)+(2*4)+(1*7)=145
145 % 10 = 5
So 129822-47-5 is a valid CAS Registry Number.
InChI:InChI=1/C13H14FNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-8H,1-3H3

129822-47-5SDS

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 tert-butyl 5-fluoroindole-1-carboxylate

1.2 Other means of identification

Product number -
Other names tert-butyl 5-fluoro-1H-indole-1-carboxylate

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:129822-47-5 SDS

129822-47-5Downstream Products

129822-47-5Relevant academic research and scientific papers

Carbon–Fluorine Reductive Elimination from Nickel(III) Complexes

Lee, Heejun,B?rgel, Jonas,Ritter, Tobias

, p. 6966 - 6969 (2017)

We report a C?F reductive elimination from a characterized first-row aryl metal fluoride complex. Reductive elimination from the presented nickel(III) complexes is faster than C?F bond formation from any other characterized aryl metal fluoride complex.

Nickel-Catalyzed Dearomative Arylboration of Indoles: Regioselective Synthesis of C2- And C3-Borylated Indolines

Brown, M. Kevin,Crook, Phillip F.,Kuniyil, Rositha,Liu, Peng,Trammel, Grace L.

supporting information, p. 16502 - 16511 (2021/10/20)

Indole dearomatization is an important strategy to access indolines: a motif present in a variety of natural products and biologically active molecules. Herein, a method for transition-metal catalyzed regioselective dearomative arylboration of indoles to

An entry to 2-(cyclobut-1-en-1-yl)-1: H -indoles through a cyclobutenylation/deprotection cascade

Natho, Philipp,Yang, Zeyu,Allen, Lewis A. T.,Rey, Juliette,White, Andrew J. P.,Parsons, Philip J.

supporting information, p. 4048 - 4053 (2021/05/19)

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles. Preliminary experimental and density functional theory calculations suggest that a Boc-group transfer is involved in the underlying mechanism.

Five-membered heterocyclic oxo carboxylic acid compound and medical application thereof

-

Paragraph 0952; 0957-0959, (2021/05/01)

The invention relates to a five-membered heterocyclic oxo carboxylic acid compound and a medical application thereof. Specifically, the invention relates to a compound, a pharmaceutical salt, a prodrug, a hydrate, a solvate or a crystal form as shown in a formula (I), and also relates to a preparation method of the compound, a pharmaceutical composition containing the compound and an application of the pharmaceutical composition as a secretion regulator of interferon type I, especially as an STING agonist in preparation of medicines for preventing and/or treating I-type interferon related diseases.

INDOLO-SUBSTITUTED-PIPERIDINE COMPOUNDS AS ESTROGEN RECEPTOR DEGRADING AGENT

-

Paragraph 0141, (2019/02/09)

Disclosed is a new indole compound, in particular, the compound as shown in formula (I), and a preparation method, pharmaceutical composition and use thereof as an estrogen receptor down-regulator in preparing drugs for treating estrogen receptor-positive breast cancer.

TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF

-

Page/Page column 46, (2016/05/02)

The present invention is directed to substituted indole compounds of formula (I) which are tropomyosin-related kinase (Trk) family protein kinase inhibitors, and hence are useful in the treatment of pain, inflammation, cancer, restenosis, atherosclerosis, psoriasis, thrombosis, adisease, disorder, injury, or malfunction relating to dysmyelination or demyelination or a disease or disorder associated with abnormal activities of nerve growth factor (NGF) receptor TrkA.

Synthesis and antitumor activity of new thiazole nortopsentin analogs

Attanzio, Alessandro,Barraja, Paola,Carbone, Anna,Cascioferro, Stella,Cirrincione, Girolamo,Diana, Patrizia,Montalbano, Alessandra,Parrino, Barbara,Spanò, Virginia,Tesoriere, Luisa

, (2017/01/04)

New thiazole nortopsentin analogs in which one of the two indole units was replaced by a naphthyl and/or 7-azaindolyl portion, were conveniently synthesized. Among these, three derivatives showed good antiproliferative activity, in particular against MCF7 cell line, with GI50 values in the micromolar range. Their cytotoxic effect on MCF7 cells was further investigated in order to elucidate their mode of action. Results showed that the three compounds act as pro-apoptotic agents inducing a clear shift of viable cells towards early apoptosis, while not exerting necrotic effects. They also caused cell cycle perturbation with significant decrease in the percentage of cells in the G0/G1 and S phases, accompanied by a concomitant percentage increase of cells in the G2/M phase, and appearance of a subG1-cell population.

Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor Dedicated to Professor Andrea Vasella on the occasion of his 71st birthday

Dubbaka, Srinivas Reddy,Narreddula, Venkateswara Reddy,Gadde, Satyanarayana,Mathew, Thresen

, p. 9676 - 9681 (2015/01/08)

A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor and LiOH·H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated.

FLUORINATION OF ARYL COMPOUNDS

-

Paragraph 00117; 00118-00121, (2014/07/22)

The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

Copper-mediated fluorination of arylboronate esters. Identification of a Copper(III) fluoride complex

Fier, Patrick S.,Luo, Jingwei,Hartwig, John F.

, p. 2552 - 2559 (2013/03/29)

A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl-copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.

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