148366-28-3

Basic information

• Product Name: 1H-Indole-1-ethanol, 5-broMo-
• Synonyms: 1H-Indole-1-ethanol, 5-broMo-
• CAS NO: 148366-28-3
• Molecular Formula: C₁₀H₁₀BrNO
• Molecular Weight: 240.0965
• Mol File: 148366-28-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1H-Indole-1-ethanol, 5-broMo-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-1-ethanol, 5-broMo-(148366-28-3)
• EPA Substance Registry System: 1H-Indole-1-ethanol, 5-broMo-(148366-28-3)

Safety Data

• Hazardous Substances Data: 148366-28-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Indole-1-ethanol, 5-bromois used as a building block for the synthesis of various pharmaceuticals due to its potential pharmacological properties. It serves as a key intermediate in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
1H-Indole-1-ethanol, 5-bromois also utilized as a precursor in the preparation of agrochemicals, playing a crucial role in the synthesis of bioactive molecules for agricultural applications, such as pesticides and plant growth regulators.
Used in Dye Production:
1H-Indole-1-ethanol, 5-bromois employed in the production of dyes, where its unique chemical structure contributes to the creation of a wide range of colorants for various industries, including textiles, plastics, and printing inks.
Used in Perfumery:
In the perfume industry, this compound is used as a raw material for the synthesis of fragrances, leveraging its aromatic properties to create unique and complex scents.
Used in Organic Synthesis:
1H-Indole-1-ethanol, 5-bromois a valuable compound in organic synthesis, where it serves as a versatile building block for the preparation of a diverse array of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Overall, 1H-Indole-1-ethanol, 5-bromois a multifaceted chemical with applications spanning across various industries, highlighting its significance in modern chemical research and development.

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 107-07-3 2-chloro-ethanol 
• 1094351-56-0 methyl (5-bromo-1H-indol-1-yl)acetate 
• 75-21-8 oxirane 
• 116-11-0 2-Methoxypropene 
• 540-51-2 2-bromoethanol 
• 726174-45-4 ethyl 2-(5-bromo-1H-indol-1-yl)acetate 

Downstream Products

• 1623807-90-8 N-((9-bromo-3-tosyl-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,7-a]indol-1-yl)methyl)-4-methylbenzenesulfonamide 
• 1623807-77-1 N-(2-(5-bromo-1H-indol-1-yl)ethyl)-4-methyl-N-((1-tosyl-1H-1,2,3-triazol-4-yl)methyl)benzenesulfonamide 

Relevant articles and documents

1-(Bicyclopiperazinyl)ethylindoles and 1-(homopiperazinyl)ethyl-indoles as highly selective and potent 5-HT7 receptor ligands

A novel series of 1-(bicyclopiperazinyl)ethylindole and 1-(homopiperazinyl)ethyl-indole derivatives was synthesized and found to be potent and selective 5-HT7 receptor ligands.

Cu(I)-Catalyzed Intramolecular Tandem Cyclization of N-Indole-Tethered Cyclopropenes: Synthesis of Functionalized Hydrogenated Diazabenzo[ a]cyclopenta[ cd]azulene Derivatives

A Cu(I)-catalyzed [3 + 2] intramolecular cycloaddition reaction of N-indole-tethered cyclopropenes is presented in this paper. This reaction starts from the formation of ?-allyl cationic intermediate or its resonance-stabilized metal carbenoid intermediate upon activation of cyclopropene with Cu(I) catalyst and a Friedel-Crafts-type cyclization to give functionalized hydrogenated diazabenzo[a]cyclopenta[cd]azulenes in good to excellent yields along with moderate to good dr values. The asymmetric variant of this cycloaddition reaction can be realized, giving the desired products with moderate ee values.

ANTIBACTERIAL 1H-INDAZOLE AND 1H-INDOLE DERIVATIVES

The invention relates to antibacterial compounds of formula (I) wherein X is N or CH; R1 is H or halogen; R2 is alkynyloxy or the group M; R3 is H or halogen; M is one of the groups MA and MB represented below wherein A is a bond, CH2CH2, CH=CH or C≡C; R1A is H or halogen; R2A is H, alkoxy or halogen; R3A is H, alkoxy, hydroxyalkoxy, alkoxyalkoxy, thioalkoxy, trifluoromethoxy, amino, hydroxyalkyl, 2-hydroxyacetamido, 1-aminocyclopropyl, 1 -hydroxymethyl- cycloprop-l-yl, l-((phosphonooxy)methyl)cyclopropyl, l-(((dimethylglycyl)oxy)methyl)cyclopropyl, trans-2 -hydroxymethyl-cycloprop- 1-yl, 1,2-dihydroxy ethyl, 3-hydroxyoxetan-3-yl, 3-(hydroxyalkyl)oxetan-3-yl, 3-aminooxetan- 3-yl, 3-hydroxythietan-3-yl, morpholin-4-ylalkoxy, morpholin-4-yl-alkyl, oxazol-2-yl or [l,2,3]triazol-2-yl; and R1B is hydroxyalkyl, dihydroxyalkyl, aminoalkyl, 1 -hydroxymethyl-cycloprop- 1 -yl, 1 -aminomethyl-cycloprop- 1-yl, iraws-2-hydroxymethyl- cycloprop-l-yl, 3-hydroxyoxetan-3-yl, 3-hydroxythietan-3-yl, 1 -(2-hydroxyacetyl)azetidin- 3-yl, l-(2-aminoacetyl)azetidin-3-yl, l-glycylazetidin-3-yl, l-(2-amino- 2-methylpropanoyl)azetidin-3-yl, 3-(2-aminoacetamido)cyclopentyl, trans-(cis-3,4-dihydroxy)-cyclopent-1-yl or 3-hydroxymethylbicyclo [1,1, 1]pentan-1-yl; and salts thereof.

SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

Rhodium(II)-catalyzed intramolecular annulation of 1-sulfonyl-1,2,3- triazoles with pyrrole and indole rings: Facile synthesis of N-bridgehead azepine skeletons

A convenient and efficient synthetic method has been developed to construct highly functionalized N-bridgehead azepine skeletons, which are of great importance in biological and pharmaceutical industry. The reaction proceeds through a rhodium(II) azavinyl carbene intermediate, which initiated the intramolecular C-H functionalization with pyrrolyl and indolyl rings. A variety of azepine derivatives were obtained in moderate to good yields under mild reaction conditions with high chemoselectivity. Several interesting derivatizations of the resulting products demonstrate that this method is synthetically valuable and useful. Heads up: A convenient and efficient synthetic method of highly functionalized N-bridgehead azepine skeletons was developed using a rhodium(II)-catalyzed intramolecular annulation of pyrrolyl and indolyl triazoles. Several interesting transformations of the products into poly-heterocyclic products and the reaction mechanism are disclosed. Ts=4-toluenesulfonyl.

Cascade fluorofunctionalisation of 2,3-unsubstituted indoles by means of electrophilic fluorination

Cascade fluorofunctionalisation of 2,3-unsubstituted indoles featuring the formation of C-C, C-F and C-O bonds via electrophilic fluorination using N-fluorobenzenesulfonimide is described. The use of an O-nucleophile tethered to the nitrogen of indoles en

NOVEL CYCLIC BENZIMIDAZOLE DERIVATIVES USEFUL AS ANTI-DIABETIC AGENTS

Novel compounds of the structural formula (I) are activators of AMP-protein kinase and are useful in the treatment, prevention and suppression of diseases mediated by the AMPK-activated protein kinase. The compounds of the present invention are useful in the treatment of Type 2 diabetes, hyperglycemia, metabolic syndrome, obesity, hypercholesterolemia, and hypertension.

Polyketide derivatives

The present invention relates to novel polyketides, host cells that produce the novel compounds, and methods fort their use. The compounds of the present invention are cyclic polyketides (also referred to as a “macrolides” or “macrolactones”) that include as part of their structure and bind to a FK binding protein wherein R4and R5are each selected from the group consisting of hydrogen, methyl, ethyl, and methoxy, provided that at least one of R4and R5is hydrogen, methyl, or ethyl. As will be explained in greater detail below, the compounds of the present invention have properties such as favorable P450 enzyme activity profiles that are desirable for use of these compounds as drugs.

Novel polyketide derivatives

The present invention relates to novel polyketides, host cells that produce the novel compounds, and methods fort their use. The compounds of the present invention are cyclic polyketides (also referred to as a “macrolides” or “macrolactones”) that include as part of their structure and bind to a FK binding protein wherein R4 and R5 are each selected from the group consisting of hydrogen, methyl, ethyl, and methoxy, provided that at least one of R4 and R5 is hydrogen, methyl, or ethyl. As will be explained in greater detail below, the compounds of the present invention have properties such as favorable P450 enzyme activity profiles that are desirable for use of these compounds as drugs.