6127-19-1

Basic information

• Product Name: 1H-Indole, 6-broMo-2-Methyl-
• Synonyms: 1H-Indole, 6-broMo-2-Methyl-;6-BroMo-2-Methylindole;NSC 115145
• CAS NO: 6127-19-1
• Molecular Formula: C₉H₈BrN
• Molecular Weight: 210.07052
• EINECS: 200-258-5
• Mol File: 6127-19-1.mol

Chemical Properties

• Melting Point: 134.5-135.5℃
• Boiling Point: 325.1°Cat760mmHg
• Flash Point: 150.4°C
• Appearance: /
• Density: 1.563g/cm³
• Vapor Pressure: 0.000445mmHg at 25°C
• Refractive Index: 1.684
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16?+-.0.30(Predicted)
• CAS DataBase Reference: 1H-Indole, 6-broMo-2-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 6-broMo-2-Methyl-(6127-19-1)
• EPA Substance Registry System: 1H-Indole, 6-broMo-2-Methyl-(6127-19-1)

Safety Data

• Hazardous Substances Data: 6127-19-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1H-Indole, 6-bromo-2-methylis used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, particularly in the area of medicinal chemistry.
Used in Research and Development:
1H-Indole, 6-bromo-2-methylis used as a research compound in academic and industrial laboratories. It serves as a valuable tool for studying the properties and reactions of indole-based compounds, contributing to the advancement of organic chemistry and related fields.
Used in Chemical Synthesis:
1H-Indole, 6-bromo-2-methylis used as a building block in the synthesis of more complex organic molecules. Its reactivity and structural features make it a versatile component in the creation of novel chemical entities, with potential applications in various industries.

InChI:InChI=1/C9H8BrN/c1-6-4-7-2-3-8(10)5-9(7)11-6/h2-5,11H,1H3

Upstream product

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• 103675-99-6 p-bromophenylacetone oxime 
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Relevant articles and documents

REV-ERB AGONISTS FOR THE TREATMENT OF TH17-MEDIATED INFLAMMATORY DISORDERS

The present disclosure provides compounds of Formula IA and Formula IB and their pharmaceutical compositions as selective agonists of REV-ERB-α: where R1, R2, R3, R4, R5, RX1, RX2, nA, nB, X, Y, and Z are described herein. The compounds are useful in various methods and uses, such as in the treatment of diseases including hyperglycemia, dyslipidemia, atherosclerosis, and autoimmune and inflammatory disorders or diseases, and as cancer therapeutics, such as for the treatment of glioblastoma, hepatocellular carcinoma, and colorectal cancer, and for immune-oncology purposes.

Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant

An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.

PROTEASOME ACTIVITY ENHANCING COMPOUNDS

The present invention is directed to compounds having the Formula (I), (II), (III), (IV), and (V), compositions thereof, the methods of synthesis of the compouds of interest, and to methods for the treatment of a condition associated with a dysfunction in proteostasis, such as cancer, inflammatory conditions, neurodegeneration, metabolic conditions, comprising administering an effective amount of a compound of the invention.

Process for producing indole compound

There is provided a novel process for producing an indole derivative which comprises cyclizing 2-nitrobenzylcarbony compound in the presence of a catalyst comprising a Group VIII metal of the Periodic Table, characterized by conducting the cyclization in a gas atmosphere containing carbon monoxide. The process enables an indole compound to be selectively produced in a high yield from 2-nitrobenzylcarbonyl compound, and hardly yields an indoline compound as a reduction by-product that has been a problem in the catalytic hydrogenation method employing a noble metal catalyst. The indole derivative produced by the present process is useful for various fine chemical intermediates including compounds and physiologically active substances such as pharmaceuticals and agrochemicals.

The Neber route to substituted indoles

Two complementary procedures have been developed for the conversion of the oximes of α-aryl ketones to azirines. On heating, the azirines rearrange smoothly to the corresponding indoles. The overall transformation offers a versatile route to indoles, complementary to the Fischer indole synthesis. Copyright

Indole derivatives thromboxane A2 antagonists

Compounds of formula (I): STR1 and pharmaceutically acceptable salt and biolabile esters thereof, wherein R1 is H, C1 -C4 alkyl, phenyl optionally substituted by up to three substituents independently selected from C1 -C4 alkyl, C1 -C4 alkoxy, halogen and CF3, or is 1-imidazolyl, 3-pyridyl or 4-pyridyl; R2 is H or C1 -C4 alkyl, R3 is SO2 R4 or COR4 where R4 is C1 -C6 alkyl, C1 -C3 perfluoroalkyl(CH2)p, C3 -C6 cycloalkyl(CH2)p, aryl(CH2)p, or heteroaryl(CH2)p, p being 0, 1 or 2, or R4 may be NR5 R6 where R5 is H or C1 -C4 alkyl and R6 is C1 -C6, alkyl, C3 -C6 cycloalkyl or aryl, or R5 and R6 together with the nitrogen atom to which they are attached form a 5- to 7-membered heterocyclic ring which may optionally incorporate a carbon-carbon double bond or a further heteroatom linkage selected from O, S, NH, N(C1 -C4 alkyl) and N(C1 -C5 alkanoyl); X is CH2 or a direct link, with the proviso that when R1 is 1-imidazolyl then X is CH2 ; m is 2, or 3; n is 0, 1 or 2, and wherein the group (CH2)n NHR3 is attached at the 5-position when n is 0 or 1, or at the 5- or 4-position when n is 2. These compounds are selective TXA2 and PGH2 antagonists. Some also inhibit thromboxane synthetase.

3,5- And 5,5-bis(3-indolyl)-2-(5H)furanones

Mono-, bis- and tris-indolyl-substituted furanones useful as color formers, particularly in carbonless duplicating and thermal marking systems, which are prepared respectively by: the interaction of an indole with mucochloric acid; the interaction of an indole with a 4-mono(indolyl-substituted 4-oxo-2-butenoic acid; and by the interaction of an indole with a 2,4-bis(indolyl)-substituted 4-oxobutanoic acid or with a 3,5-bis(indolyl)-substituted furanone.

Indolyl phthalide compounds

3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.

Novel compounds, processes and marking systems

Mono and bis substituted (arylsulfonyl)alkanes useful as color formers, particularly in carbonless duplicating and thermal marking systems, are prepared by the interaction of the appropriate aldehyde or dialdehyde with the appropriate aryl or heterocyclic moiety and the appropriate phenylsulfinic acid in the presence of a catalyst.

Heteroarylphthalides

3-Aryl-3-indolylphthalides, 3-aryl-3-pyrrolylphthalides and 3-aryl-3-carbazolylphthalides prepared by interaction of the appropriate 2-(heteroaryl)carbonylbenzoic acid and the appropriate phenylamine, and 3,3-bis(indolyl)-phthalides prepared by the interaction of the appropriate 2-(indolyl)carbonylbenzoic acid and the appropriate indole are useful as color formers in pressure-sensitive carbonless duplicating systems, thermal marking systems and hectographic copying systems.