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1-(TRIISOPROPYLSILYL)INDOLE is a chemical compound characterized by an indole ring with a triisopropylsilyl group attached to the nitrogen atom. 1-(TRIISOPROPYLSILYL)INDOLE is known for its role as a protecting group in organic synthesis, enabling selective reactions of other functional groups while preserving the integrity of the indole ring. The triisopropylsilyl group's ease of removal under mild conditions highlights its versatility in the synthesis of complex organic molecules. Furthermore, 1-(TRIISOPROPYLSILYL)INDOLE has garnered interest for its potential biological activities, such as inhibiting specific enzymes and receptors in the central nervous system, positioning it as a valuable asset in both organic synthesis and medicinal chemistry.

123191-00-4

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123191-00-4 Usage

Uses

Used in Organic Synthesis:
1-(TRIISOPROPYLSILYL)INDOLE is used as a protecting group for the indole ring during organic synthesis, allowing for selective reactions of other functional groups. This selective protection is crucial for the synthesis of complex organic molecules, where the indole ring's integrity must be maintained.
Used in Medicinal Chemistry:
1-(TRIISOPROPYLSILYL)INDOLE is studied for its potential biological activities, such as its ability to inhibit certain enzymes and receptors in the central nervous system. This makes it a candidate for the development of new drugs targeting neurological disorders or conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 123191-00-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,3,1,9 and 1 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 123191-00:
(8*1)+(7*2)+(6*3)+(5*1)+(4*9)+(3*1)+(2*0)+(1*0)=84
84 % 10 = 4
So 123191-00-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H27NSi/c1-13(2)19(14(3)4,15(5)6)18-12-11-16-9-7-8-10-17(16)18/h7-15H,1-6H3

123191-00-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(Triisopropylsilyl)indole

1.2 Other means of identification

Product number -
Other names indol-1-yl-tri(propan-2-yl)silane

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:123191-00-4 SDS

123191-00-4Relevant articles and documents

A Highly Enantioselective Asymmetric Hydrogenation Route to β-(2R,3S)-Methyltryptophan

Hoerrner, R. Scott,Askin, David,Volante, R. P.,Reider, Paul J.

, p. 3455 - 3458 (1998)

Asymmetric hydrogenation of a protected (Z)-dehydro-β-methyltryptophan derivative 2 with (R,R)-Me-DuPHOS-Rh catalysis was achieved in 97percent ee.Deprotection then afforded (2R,3S)-β-methyltryptophan 1.

NOVEL PYRIDIN-2(1H)ONE DERIVATIVES, THEIR PREPARATION AND THEIR USE FOR THE TREATMENT OF PAIN

-

Page/Page column 15; 22-23, (2021/04/10)

The present invention concerns novel pyridin-2(1H)one derivatives, their process of preparation and their use in therapeutics, in particular as agents for treating and/or preventing pain.

Pyridin-2(1H)one derivatives: A possible new class of therapeutics for mechanical allodynia

Abrunhosa-Thomas, Isabelle,Anizon, Fabrice,Artola, Alain,Dallel, Radhouane,Descheemaeker, Amélie,Giraud, Francis,Moreau, Pascale,Nauton, Lionel,Pinto-Pardo, Nicolas,Théry, Vincent,Visseq, Alexia

, (2019/12/24)

Mechanical Allodynia (MA), a frequent chronic pain symptom caused by innocuous stimuli, constitutes an unmet medical need, as treatments using analgesics available today are not always effective and can be associated with important side-effects. A series of 3,5-disubstituted pyridin-2(1H)-ones was designed, synthesized and evaluated in vivo toward a rat model of inflammatory MA. We found that the series rapidly and strongly prevented the development of MA. 3-(2-Bromophenyl)-5-(phenylamino)pyridin-2(1H)-one 69, the most active compound of the series, was also able to quickly reverse neuropathic MA in rats. Next, when 69 was evaluated toward a panel of 50 protein kinases (PK) in order to identify its potential biological target(s), we found that 69 is a p38α MAPK inhibitor, a PK known to contribute to pain hypersensitivity in animal models. 3,5-Disubstituted pyridin-2(1H)-ones thus could represent a novel class of analgesic for the treatment of MA.

Boronic Acid Accelerated Three-Component Reaction for the Synthesis of α-Sulfanyl-Substituted Indole-3-acetic Acids

Das, Amrita,Watanabe, Kenji,Morimoto, Hiroyuki,Ohshima, Takashi

supporting information, p. 5794 - 5797 (2017/11/10)

Boronic acid was used to accelerate a three-component reaction of indoles, thiols, and glyoxylic acids for the synthesis of α-sulfanyl-substituted indole-3-acetic acids. Boronic acid catalysis to activate the α-hydroxy group in α-hydroxycarboxylic acid in

Me2AlCl-mediated carboxylation, ethoxycarbonylation, and carbamoylation of indoles

Nemoto, Koji,Tanaka, Shinya,Konno, Megumi,Onozawa, Satoru,Chiba, Masafumi,Tanaka, Yuuki,Sasaki, Yosuke,Okubo, Ryo,Hattori, Tetsutaro

, p. 734 - 745 (2016/01/15)

Various 1-methyl-, 1-triisopropylsilyl-, and 1-benzylindoles are carboxylated under CO2 pressure (3.0 MPa) with the aid of 1.0 molar equiv of Me2AlCl to give 1-substituted indole-3-carboxylic acids in good to excellent yields. Mechanistic studies suggest that the intermediate, an indol-3-ylaluminum ate complex, was reversibly formed by electrophilic addition of Me2AlCl to the substrate followed by deprotonation of the resulting adduct. This method is successfully extended to alkoxycarbonylation with ethyl chloroformate and carbamoylation with naphthalen-1-yl isocyanate, which afford ethyl indole-3-carboxylates and N-naphthalen-1-ylindole-3-carboxamides, respectively.

4-Substituted Pyrrolo[2,3-d]pyrimidine Compound and Use Thereof

-

Paragraph 0045; 0046; 0071; 0072; 0095; 0096, (2016/12/07)

The invention relates to a 4-substituted pyrrolo[2,3-d]pyrimidine compound and the use thereof in preparing medications for treating JAK-targeted diseases such as rheumatoid, immune system diseases, and tumor. The 4-substituted pyrrolo[2,3-d]pyrimidine compound of the invention is as shown in chemical formula I. The activity experimental results of the invention show that the new compound has obvious effect and activity in inhibition of Janus kinases, JAK-STAT, cell proliferation of human lymphocytoma, and rheumatoid arthritis.

Au-Catalyzed Cross-Coupling of Arenes via Double C-H Activation

Cambeiro, Xacobe C.,Ahlsten, Nanna,Larrosa, Igor

supporting information, p. 15636 - 15639 (2016/01/09)

The first methodology for Au(I/III)-catalyzed oxidative cross-coupling of arenes via double C-H activation has been developed. The reaction is fully selective for the cross-coupling between electron-rich hetero-/carbocyclic arenes and electron-poor arenes bearing relatively acidic C-H bonds. The inherently high cross-selectivity of the system obviates the need for directing groups or a large excess of one of the coupling partners.

NITROGENATED AROMATIC COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, AND ORGANIC ELECTRONIC DEVICE

-

Paragraph 0126; 0127, (2013/07/31)

Provided are a nitrogen-containing aromatic heterocyclic compound useful as an organic semiconductor material and an organic electronic device using this compound. The nitrogen-containing aromatic heterocyclic compound has a fused indole skeleton represented by the following formula (1), the organic semiconductor material contains the said compound, and the organic electronic device uses the said organic semiconductor material. In general formula (1), X is N-A', O, S, or Se; A is an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group exclusive of a fused heterocycle consisting of 4 rings or more; and R is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group exclusive of a fused heterocycle consisting of 4 rings or more.

NITROGENATED AROMATIC COMPOUND, ORGANIC SEMICONDUCTOR MATERIAL, AND ORGANIC ELECTRONIC DEVICE

-

Paragraph 0143, (2013/09/11)

Provided are a novel nitrogen-containing aromatic heterocyclic compound and an organic electronic device using the compound. This nitrogen-containing aromatic compound is represented by the general formula (1). Further, the present invention relates to or

Asymmetric synthesis of indole homo-Michael adducts via dynamic kinetic Friedel-Crafts alkylation with cyclopropanes

Wales, Steven M.,Walker, Morgan M.,Johnson, Jeffrey S.

supporting information, p. 2558 - 2561 (2013/07/11)

An enantioconvergent Friedel-Crafts alkylation of indoles with donor-acceptor cyclopropanes is described. The reaction is catalyzed by pybox?MgI2 and proceeds via a type I dynamic kinetic asymmetric transformation (DyKAT).

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