210880-88-9

Basic information

• Product Name: Carbamic acid, [2-(3,5-dibromo-4-hydroxyphenyl)ethyl]-, 1,1-dimethylethyl ester
• CAS NO: 210880-88-9
• Molecular Formula: C13H17Br2NO3
• Molecular Weight: 395.091
• Mol File: 210880-88-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [2-(3,5-dibromo-4-hydroxyphenyl)ethyl]-, 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [2-(3,5-dibromo-4-hydroxyphenyl)ethyl]-, 1,1-dimethylethyl ester(210880-88-9)
• EPA Substance Registry System: Carbamic acid, [2-(3,5-dibromo-4-hydroxyphenyl)ethyl]-, 1,1-dimethylethyl ester(210880-88-9)

Safety Data

• Hazardous Substances Data: 210880-88-9(Hazardous Substances Data)

Upstream product

• 124840-72-8 1-(3-Brom-4-hydroxy-phenyl)-2-(N-tert.-butyloxycarbonyl)-ethan 
• 212688-02-3 3,5-dibromo-4-hydroxyphenylacetic acid methyl ester 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 958255-27-1 methanesulfonic acid 2-[3,5-dibromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethyl ester 
• 958255-18-0 3,5-dibromo-4-{[tert-butyl(dimethyl)silyl]oxy}phenylacetic acid methyl ester 
• 958255-20-4 [4-(2-azido-ethyl)-2,6-dibromo-phenoxy]-tert-butyl-dimethyl-silane 
• 958255-19-1 2-[3,5-dibromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethanol 
• 24424-99-5 di-tert-butyl dicarbonate 
• 134755-34-3 3,5-dibromo-4-hydroxy-β-phenethylamine 
• 958255-21-5 {2-[3,5-dibromo-4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethyl}-carbamic acid tert-butyl ester 
• 73414-58-1 2-(3,5-dibromo-4-hydroxyphenyl)ethan-1-amine hydrobromide 
• 64318-28-1 N-t-butoxycarbonyl-tyramine 

Downstream Products

• 1093249-37-6 tert-butyl [3,5-dibromo-4-[3-(dimethylamino)propoxy]phenethyl]carbamate 

Relevant articles and documents

Chichibabin/isoChichibabin pyridinium synthesis of ma'edamines C and D

Ma'edamines C and D were isolated from an Okinawan marine sponge and exhibited a unique tetrasubstituted pyridinium skeleton. The proposed biosynthetic pathway is similar to that of desmosine and isodesmosine, which are elastin-crosslinking amino acids. In this study, first total synthesis of ma'edamines C and D was achieved via Pr(OTf)3-promoted Chichibabin/isoChichibabin pyridinium synthesis starting from the corresponding aldehydes and amine.

Synthesis of novel purpurealidin analogs and evaluation of their effect on the cancer-relevant potassium channel KV10.1

In the search for novel anticancer drugs, the potassium channel KV10.1 has emerged as an interesting cancer target. Here, we report a new group of KV10.1 inhibitors, namely the purpurealidin analogs. These alkaloids are produced by the Verongida sponges and are known for their wide variety of bioactivities. In this study, we describe the synthesis and characterization of 27 purpurealidin analogs. Structurally, bromine substituents at the central phenyl ring and a methoxy group at the distal phenyl ring seem to enhance the activity on KV10.1. The mechanism of action of the most potent analog 5 was investigated. A shift of the activation curve to more negative potentials and an apparent inactivation was observed. Since KV10.1 inhibitors can be interesting anticancer drug lead compounds, the effect of 5 was evaluated on cancerous and non-cancerous cell lines. Compound 5 showed to be cytotoxic and appeared to induce apoptosis in all the evaluated cell lines.

Total synthesis of dispyrin, purpurealidin E, and aplysamine-1

Bromotyrosine alkaloids dispyrin (1), purpurealidin E (2), and aplysamine-1 (3) isolated from marine sponge, were synthesized from commercially available tyramine (4) as a common starting material. The overall yield was 18%, 39%, and 22% for 1 from 4 in 5