348640-12-0

Basic information

• Product Name: 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• Synonyms: 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;3-Bromo-5-cyanoindole, N-BOC protected;3-Bromo-5-cyanoindole, N-BOC protected 98%;1-Boc-3-bromo-5-cyanoindole;Zinc02563782;3-Bromo-1H-indole-5-carbonitrile, N-BOC protected 98%;tert-Butyl 3-bromo-5-cyano-1H-indole-1-carboxylate;3-Bromo-5-cyano-1H-indole, N-BOC protected 95%
• CAS NO: 348640-12-0
• Molecular Formula: C14H13BrN2O2
• Molecular Weight: 321.17
• EINECS: 604-604-1
• Mol File: 348640-12-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 433 °C at 760 mmHg
• Flash Point: 215.7 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 1.06E-07mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(348640-12-0)
• EPA Substance Registry System: 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER(348640-12-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 348640-12-0(Hazardous Substances Data)

Usage

Description

3-Bromo-5-cyanoindole-1-carboxylic acid tert-butyl ester is a chemical compound that belongs to the class of indole derivatives. It is characterized by the presence of a bromo and cyano group at the 3rd and 5th positions, respectively, and a tert-butyl ester group at the 1st position. 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is known for its potential applications in the pharmaceutical industry due to its unique structural features and biological activities.

Uses

Used in Pharmaceutical Industry:
3-Bromo-5-cyanoindole-1-carboxylic acid tert-butyl ester is used as a key intermediate compound for the synthesis of JAK (Janus Kinase) and SYK (Spleen Tyrosine Kinase) inhibitors. These inhibitors play a crucial role in the development of targeted therapies for various diseases, including autoimmune disorders, inflammatory conditions, and certain types of cancer. 3-BROMO-5-CYANOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER's ability to modulate the activity of JAK and SYK kinases makes it a valuable asset in the search for novel therapeutic agents.

InChI:InChI=1/C14H13BrN2O2/c1-14(2,3)19-13(18)17-8-11(15)10-6-9(7-16)4-5-12(10)17/h4-6,8H,1-3H3

Upstream product

• 15861-24-2 1H-indole-5-carbonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

INDOLE COMPOUNDS AS ANDROGEN RECEPTOR MODULATORS

Provided herein are compounds of formula (V) that bind to BF3 of an androgen receptor (AR), which can modulate the AR for the treatment of Kennedy's disease.

Azaindoles

The invention is directed to compositions containing physiologically active compounds of general formula (I): wherein R1 is aryl or heteroaryl; R2 represents hydrogen, acyl, cyano, halo, lower alkenyl or lower alkyl optionally substituted by a substituent selected from cyano, heteroaryl, heterocycloalkyl, —Z1R8, —C(═O)—NY3Y4, —CO2R8, —NY3Y4, —N(R6)—C(═O)—R7, —N(R6)—C(═O)—NY3Y4, —N(R6)—C(═O)—OR7, —N(R6)—SO2—R7, —N(R6)—SO2—NY3Y4 and one or more halogen a toms ; R3 represents hydrogen, aryl, cyano, halo, heteroaryl, lower alkyl, —C(═O)—OR5 or —C(═O)—NY3Y; and X1 represents N, CH, C-halo, C—CN, C—R7, C—NY3Y4, C—OH, C—Z2R7, C—C(═O)—OR5, C—C(═O)—NY3Y4, C—N(R8)—C(═O)—R7, C—SO2—NY3Y4, C—N(R8)—SO2—R7, C-alkenyl, C-alkynyl or C—NO2; and their prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their prodrugs, as well as to novel compounds within the scope of formula (I). Such compounds and compositions have valuable pharmaceutical properties, in particular the ability to inhibit protein kinases.