1228552-16-6

Basic information

• Product Name: tert-Butyl [2-(5-chloro-1H-indol-3-yl)ethyl]-carbamate
• Synonyms: tert-Butyl [2-(5-chloro-1H-indol-3-yl)ethyl]-carbamate
• CAS NO: 1228552-16-6
• Molecular Formula: C₁₅H₁₉ClN₂O₂
• Molecular Weight: 294.77656
• Mol File: 1228552-16-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: tert-Butyl [2-(5-chloro-1H-indol-3-yl)ethyl]-carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl [2-(5-chloro-1H-indol-3-yl)ethyl]-carbamate(1228552-16-6)
• EPA Substance Registry System: tert-Butyl [2-(5-chloro-1H-indol-3-yl)ethyl]-carbamate(1228552-16-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1228552-16-6(Hazardous Substances Data)

Upstream product

• 3764-94-1 5-chlorotryptamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 942-26-7 5-chlorotryptamine hydrochloride 

Downstream Products

• 1395418-72-0 (3aR,8aR)-tert-butyl 5-chloro-3a,8-bis(3-oxo-3-phenylpropyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1(2H)-carboxylate 

Relevant articles and documents

Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole

A fluoride-promoted intramolecular Sakurai allylation of geminal bis(silyl) enamide with indolenine has been developed. The reaction facilitates an efficient cyclization to give hexahydropyrido[3,4-b]indoles in good yields with high diastereoselectivity. The resulted cis, trans-stereochemistry further enables the ring-closing metathesis (RCM) reaction of two alkene moieties, giving a tetracyclic N-hetereocycle widely found as the core structure in akuammiline alkaloids.

Semisynthetic Derivatives of Fradcarbazole A and Their Cytotoxicity against Acute Myeloid Leukemia Cell Lines

Fourteen derivatives of the marine-derived fradcarbazole A were synthesized from staurosporine. Their structures were identified by NMR and high-resolution electrospray ionization mass spectrometry (HRESIMS). The derivatives were screened in vitro for antiproliferative activity against three human leukemic cell lines (MV4-11, HL-60, K562). All of the derivatives displayed cytotoxicity against the human FLT-3 internal tandem duplication (ITD) mutant acute myeloid leukemia (AML) cell line MV4-11 with IC50 values of 0.32-0.96 μM. The mechanism of action studies indicated that the most effective 3-chloro-5"-fluorofradcarbazole A (6) induced apoptosis of the MV4-11 cells and arrested the cell cycle at the G0/G1 phase. Furthermore, compound 6 can reduce the expression of FLT-3, CDK2, and c-kit. The results suggest that 3-chloro-5"-fluorofradcarbazole A (6) is a potential candidate for developing novel anti-AML agents in the future.