773873-77-1

Basic information

• Product Name: 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 1H-Indole-3-carboxylicacid,5-broMo-,Methylester;Methyl 5-BroMoindole-3-carboxylate;5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER;METHYL 5-BROMO-1H-INDOLE-3-CARBOXYLATE;RARECHEM AL BF 0374
• CAS NO: 773873-77-1
• Molecular Formula: C₁₀H₈BrNO₂
• Molecular Weight: 254.08
• EINECS: 221-862-6
• Mol File: 773873-77-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 386.2 °C at 760 mmHg
• Flash Point: 187.3 °C
• Appearance: /
• Density: 1.629 g/cm³
• Vapor Pressure: 3.61E-06mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER(773873-77-1)
• EPA Substance Registry System: 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER(773873-77-1)

Safety Data

• Hazardous Substances Data: 773873-77-1(Hazardous Substances Data)

Usage

General Description

5-Bromo-1H-indole-3-carboxylic acid methyl ester is a chemical compound that belongs to the class of indole derivatives. It is a methyl ester of 5-bromo-1H-indole-3-carboxylic acid, which is commonly used in the synthesis of various pharmaceuticals and agrochemicals. 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER has potential applications in the field of medicinal chemistry and drug discovery due to its structural features and pharmacological properties. It is also used as a building block in the synthesis of diverse biologically active compounds. The presence of the bromine atom in its structure makes it a versatile substrate for further synthetic modifications, making it valuable for chemical research and development.

InChI:InChI=1/C10H8BrNO2/c1-14-10(13)8-5-12-9-3-2-6(11)4-7(8)9/h2-5,12H,1H3

Upstream product

• 586-78-7 para-nitrophenyl bromide 
• 10468-46-9 N-(4-bromophenyl)hydroxylamine 
• 922-67-8 propynoic acid methyl ester 
• 67-56-1 methanol 
• 1336879-56-1 2,2,2-trichloro-1-(5-bromo-1H-indol-3-yl)ethan-1-one 
• 10075-50-0 5-bromo-1H-indole 
• 1262150-42-4 (Z)-methyl 3-[(4-bromophenyl)amino]acrylate 
• 106-40-1 4-bromo-aniline 
• 76-02-8 trifluoroacetyl chloride 
• 877-03-2 5-bromo-1H-indole-3-carboxaldehyde 
• 10406-06-1 5-bromo-1H-indole-3-carboxylic acid 

Downstream Products

• 400071-95-6 5-bromo-1-methyl-1H-indole-3-carboxylic acid 
• 163083-67-8 1-Benzyl-5-bromo-1H-indole-3-carboxylic acid methyl ester 
• 1445963-16-5 1-(3-(9-bromo-2-chloro-5-methyl-5H-indolo[2,3-b]quinolin-11-ylamino)propyl)-3-phenylurea 
• 1445963-15-4 methyl 9-bromo-5-methyl-11-(3-(3-phenylureido)propylamino)-5H-indolo[2,3-b]quinoline-2-carboxylate 
• 1421349-51-0 methyl 5-bromo-2-((4-(methoxycarbonyl)phenyl)(methyl)amino)-1H-indole-3-carboxylate 
• 1421349-52-1 methyl 5-bromo-2-((4-chlorophenyl)(methyl)amino)-1H-indole-3-carboxylate 

Relevant articles and documents

Novel Pim Kinase Inhibitor and Uses Thereof

The present invention relates to novel Pim kinase inhibitors and uses thereof. A novel Pim oxydol 1, 3, 4 - (3H) -2 thione (1, 4-2 (3H) Oxadiazole) - based compound having - thione kinase inhibitory activity and a composition for inhibiting Pim kinase or a composition for preventing or treating cancer comprising the same are provided. Since the 1, 3, 4 - oxydol -2 (3H) - thione (1, 4-Oxadiazole-2 (3H) - thione) - based compound of the present invention has a very effective Pim kinase inhibitory activity even at low concentrations, the compound of the present invention can be useful as a composition for preventing or treating cancer through Pim kinase inhibition.

1,3,4-Oxadiazole-2(3H)-thione Analogs as PIM Kinase Inhibitors

Proviral integration site for moloney murine leukemia virus (PIM) kinases are highly expressed in hematological cancers. They phosphorylate downstream substrates that contribute to tumor growth and survival. Therefore, a potent inhibitor of PIM kinases is expected to be effective at treating hematological cancers. In the present study, several indole derivatives of 1,3,4-oxadiazole-2(3H)-thione were synthesized and evaluated as PIM kinase inhibitors. Structure–activity relationship studies yielded potent inhibitors of all three PIM kinases in the single-digit to low double-digit nanomolar IC50 range. Kinase profiling of a representative compound showed high selectivity among 15 other kinases.

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.