1221179-29-8

Basic information

• Product Name: tert-butyl (R)-6-[2-[N-((2-(3-aminophenyl)-2-((triethylsilyl)oxy)ethyl)-N-(tert-butoxycarbonyl)amino)]ethoxy]-3-methyl-1H-indazole-1-carboxylate
• Synonyms: tert-butyl (R)-6-[2-[N-((2-(3-aminophenyl)-2-((triethylsilyl)oxy)ethyl)-N-(tert-butoxycarbonyl)amino)]ethoxy]-3-methyl-1H-indazole-1-carboxylate
• CAS NO: 1221179-29-8
• Molecular Weight: 640.896
• Mol File: 1221179-29-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (R)-6-[2-[N-((2-(3-aminophenyl)-2-((triethylsilyl)oxy)ethyl)-N-(tert-butoxycarbonyl)amino)]ethoxy]-3-methyl-1H-indazole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (R)-6-[2-[N-((2-(3-aminophenyl)-2-((triethylsilyl)oxy)ethyl)-N-(tert-butoxycarbonyl)amino)]ethoxy]-3-methyl-1H-indazole-1-carboxylate(1221179-29-8)
• EPA Substance Registry System: tert-butyl (R)-6-[2-[N-((2-(3-aminophenyl)-2-((triethylsilyl)oxy)ethyl)-N-(tert-butoxycarbonyl)amino)]ethoxy]-3-methyl-1H-indazole-1-carboxylate(1221179-29-8)

Safety Data

• Hazardous Substances Data: 1221179-29-8(Hazardous Substances Data)

Upstream product

• 129215-12-9 (R)-2-(3-nitrophenyl)oxirane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1221179-03-8 C₂₉H₃₄N₂O₃Si 
• 1221179-02-7 C₂₄H₂₆N₂OSi 
• 1221179-26-5 (R)-N-benzyl-N-(2-(benzyloxy)ethyl)-2-(3-nitrophenyl)-2-((triethylsilyl)oxy)ethan-1-amine 
• 1221179-25-4 (R)-2-(N-benzyl-N-(2-(benzyloxy)ethyl)amino)-1-(3-nitrophenyl)ethan-1-ol 
• 519158-44-2 1-benzyl-3-methyl-1H-indazol-6-ol 
• 201286-99-9 3-methyl-1H-indazol-6-ol 

Downstream Products

• 1283128-39-1 (R)-tert-butyl 6-(2-(tert-butoxycarbonyl-(2-(3-(2-fluorophenylsulfonamide)phenyl)-2-(triethylsilyloxy)ethyl)amino)ethoxy)-3-methylindazole-1-carboyxlate 
• 1283126-47-5 (R)-tert-butyl 6-(2-(tert-butoxycarbonyl-(2-(3-(4-chloro-3-nitrophenylsulfonamide)phenyl)-2-(triethylsilyloxy)ethyl)amino)ethoxy)-3-methylindazole-1-carboxylate 
• 1283126-30-6 (R)-tert-butyl 6-(2-(tert-butoxycarbonyl-(2-(3-(3-nitrophenylsulfonamide)phenyl)-2-(triethylsilyloxy)ethyl)amino)ethoxy)-3-methylindazole-1-carboxylate 
• 1283126-28-2 (R)-tert-butyl 6-(2-((2-(3-(3-aminophenylsulfonamide)phenyl)-2-(triethylsilyloxy)ethyl)(tert-butoxycarbonyl)amino)ethoxy)-3-methylindazole-1-carboxylate 
• 1283128-42-6 tert-butyl (R)-(2-(3-(cyclopentanesulfonamido)phenyl)-2-hydroxyethyl)(2-((3-methyl-1H-indazol-6-yl)oxy)ethyl)carbamate 

Relevant articles and documents

Discovery of Novel Indazole Derivatives as Orally Available β3-Adrenergic Receptor Agonists Lacking Off-Target-Based Cardiovascular Side Effects

We previously discovered that indazole derivative 8 was a highly selective β3-adrenergic receptor (β3-AR) agonist, but it appeared to be metabolically unstable. To improve metabolic stability, further optimization of this scaffold was carried out. We focused on the sulfonamide moiety of this scaffold, which resulted in the discovery of compound 15 as a highly potent β3-AR agonist (EC50 = 18 nM) being inactive to β1-, β2-, and α1A-AR (β1/β3, β2/β3, and α1A/β3 > 556-fold). Compound 15 showed dose-dependent β3-AR-mediated responses in marmoset urinary bladder smooth muscle, had a desirable metabolic stability and pharmacokinetic profile (Cmax and AUC), and did not obviously affect heart rate or mean blood pressure when administered intravenously (3 mg/kg) to anesthetized rats. Thus, compound 15 is a highly potent, selective, and orally available β3-AR agonist, which may serve as a candidate drug for the treatment of overactive bladder without off-target-based cardiovascular side effects.