1175675-60-1

Basic information

• Product Name: 6-Bromo-4-chloro-9H-pyrido[2,3-b]indole
• Synonyms: 6-Bromo-4-chloro-9H-pyrido[2,3-b]indole
• CAS NO: 1175675-60-1
• Molecular Formula: C₁₁H₆BrClN₂
• Molecular Weight: 281.53574
• Mol File: 1175675-60-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Bromo-4-chloro-9H-pyrido[2,3-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-4-chloro-9H-pyrido[2,3-b]indole(1175675-60-1)
• EPA Substance Registry System: 6-Bromo-4-chloro-9H-pyrido[2,3-b]indole(1175675-60-1)

Safety Data

• Hazardous Substances Data: 1175675-60-1(Hazardous Substances Data)

Upstream product

• 244-76-8 α-carboline 
• 26148-55-0 9H-pyrido[2,3-b]indole 1-oxide 
• 109-04-6 2-bromo-pyridine 
• 13174-93-1 1-(pyridin-2-yl)-1H-benzo[d][1,2,3]triazole 
• 95-14-7 1,2,3-Benzotriazole 
• 25208-32-6 4-chloro-9-H-pyrido[2,3-b]indole 

Downstream Products

• 1175675-65-6 9-benzenesulfonyl-6-bromo-4-chloro-9H-pyrido[2,3-b]-indole 

Relevant articles and documents

Discovery of novel dual inhibitors of receptor tyrosine kinases EGFR and IGF-1R

Novel 4-benzylamino benzo-anellated pyrrolo[2,3-b]pyridines have been synthesized with varied substitution patterns both at the molecular scaffold of the benzo-anellated ring and at the 4-benzylamino residue. With a structural similarity to substituted thieno[2,3-d]pyrimidines as epidermal growth factor receptor (EGFR) inhibitors, we characterized the inhibition of EGFR for our novel compounds. As receptor heterodimerization gained certain interest as mechanism of cancer cells to become resistant against novel protein kinase inhibitors, we additionally measured the inhibition of insulin-like growth factor receptor IGF-1R which is a prominent receptor for such heterodimerizations with EGFR. Structure–activity relationships are discussed for both kinase inhibitions depending on the varied substitution patterns. We discovered novel dual inhibitors of both receptor tyrosine kinases with interest for further studies to reduce inhibitor resistance developments in cancer treatment.

Novel inhibitors of breast cancer relevant kinases Brk and HER2

Novel 4-anilino pyrido[2,3-b]indoles have been discovered as inhibitors of the breast cancer relevant protein kinase Brk. Within this first series favourable aniline substituents have been characterized. Combinations with substituents of the molecular scaffold have been further investigated and led to additional nanomolar Brk inhibitors. Due to the reported role of Brk in breast cancer progression via HER2 activation we determined the inhibition profile of our novel Brk inhibitors to additionally inhibit HER2. These studies characterized the first dually acting Brk and HER2 inhibitor and the first exclusive HER2 inhibitors. This journal is the Partner Organisations 2014.

Chemoselective functionalization of α-carbolines at the C-2, C-3, C-4, and C-6 positions using Suzuki-Miyaura reactions

The synthesis of 2-, 3-, 4-, and 6-substituted pyrido[2,3-b]indoles (α-carbolines) by palladium-catalyzed cross-coupling reactions from the corresponding halopyrido[2,3-b]indoles is described. A sequential and a one-pot chemoselective double Suzuki-Miyaur