1233142-16-9

Basic information

• Product Name: C₁₄H₁₀F₃N₃O₄S
• Synonyms: C₁₄H₁₀F₃N₃O₄S
• CAS NO: 1233142-16-9
• Molecular Weight: 373.312
• Mol File: 1233142-16-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₀F₃N₃O₄S(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₀F₃N₃O₄S(1233142-16-9)
• EPA Substance Registry System: C₁₄H₁₀F₃N₃O₄S(1233142-16-9)

Safety Data

• Hazardous Substances Data: 1233142-16-9(Hazardous Substances Data)

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 1232784-37-0 C₁₃H₁₁N₃O₂ 
• 1233094-95-5 7-bromo-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine 
• 1233181-87-7 7-(2-methoxy-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine 
• 1232816-20-4 7-(2-methoxyphenyl)-2-(methylsulfinyl)pyrrolo[2,1-f][1,2,4]triazine 
• 1233185-21-1 C₁₄H₁₃N₃O₃S 
• 456-64-4 phenyl trifluoromethanesulfonamide 

Downstream Products

• 1232397-91-9 C₂₄H₂₅FN₆O 
• 1233146-36-5 2-(4-{3-methoxy-4-[7-(2-methoxyphenyl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]phenyl}piperidin-1-yl)-N-methylacetamide 
• 1233144-29-0 (S)-3-(4-{3-methoxy-4-[7-(2-methoxyphenyl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]phenyl}piperidin-1-yl)propane-1,2-diol 
• 1233145-59-9 (+/-)-1-fluoro-3-(4-{3-methoxy-4-[7-(2-methoxy-phenyl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperidin-1-yl)propan-2-ol 
• 1233144-84-7 (R)-1-(4-{3-methoxy-4-[7-(2-methoxyphenyl)pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-phenyl}-piperidin-1-yl)-propan-2-ol 
• 1233145-49-7 2-(4-{3-methoxy-4-[7-(2-methoxyphenyl)pyrrolo-[2,1-f ][1,2,4]triazin-2-ylamino]phenyl}piperidin-1-yl)acetamide 
• 1233144-32-5 [2-methoxy-4-(1-methylpiperidin-4-yl)-phenyl][7-(2-methoxyphenyl)pyrrolo[2,1-f][1,2,4]triazin-2-yl]amine 
• 1232812-96-2 C₂₆H₂₈N₆O₂ 
• 1232398-34-3 [7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(3-morpholin-4-yl-phenyl)-amine 

Relevant articles and documents

Piperidine-3,4-diol and piperidine-3-ol derivatives of pyrrolo[2,1-f][1,2,4]triazine as inhibitors of anaplastic lymphoma kinase

The diastereoselective synthesis and biological activity of piperidine-3,4-diol and piperidine-3-ol-derived pyrrolotriazine inhibitors of anaplastic lymphoma kinase (ALK) are described. Although piperidine-3,4-diol and piperidine-3-ol derivatives showed comparable in vitro ALK activity, the latter subset of inhibitors demonstrated improved physiochemical and pharmacokinetic properties. Furthermore, the stereochemistry of the C3 and C4 centers had a marked impact on the in vivo inhibition of ALK autophosphorylation. Thus, trans-4-aryl-piperidine-3-ols (22) were more potent than the cis diastereomers (20).

Strategies to mitigate the bioactivation of 2-anilino-7-aryl-pyrrolo[2,1-f ][1,2,4]triazines: Identification of orally bioavailable, efficacious ALK inhibitors

Chemical strategies to mitigate cytochrome P450-mediated bioactivation of novel 2,7-disubstituted pyrrolo[2,1-f][1,2,4]triazine ALK inhibitors are described along with synthesis and biological activity. Piperidine-derived analogues showing minimal microsomal reactive metabolite formation were discovered. Potent, selective, and metabolically stable ALK inhibitors from this class were identified, and an orally bioavailable compound (32) with antitumor efficacy in ALK-driven xenografts in mouse models was extensively characterized.