649735-46-6 Usage
Description
1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol is a complex organic compound with a unique molecular structure. It is characterized by the presence of a 2-propanol group, a pyrrolo[2,1-f][1,2,4]triazin-6-yl moiety, and a 4-fluoro-2-methyl-1H-indol-5-yloxy group. 1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol has potential applications in various fields due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol is used as a pharmaceutical compound for its potential therapeutic effects. It has been identified as an ATP-competitive inhibitor against human VEGFR2 and FGFR, with IC50 values of 25 nM and 148 nM, respectively. This makes it a promising candidate for the development of drugs targeting these receptors, which are involved in various diseases, including cancer and vascular disorders.
Used in Chemical Research:
1-[[4-[(4-Fluoro-2-methyl-1H-indol-5-yl)oxy]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]oxy]-2-propanol is also used in chemical research as a starting material or intermediate for the synthesis of other complex organic compounds. Its unique molecular structure allows for further functionalization and modification, enabling the development of new compounds with potential applications in various fields.
Biological Activity
brivanib is an atp competitive inhibitor of human vegfr-2 with ic50 value of 25nm [1].brivanib is a selective rtk inhibitor that targets signaling via vegfr2 and 3, and fgfr1, 2 and 3. targeting both vegf and fgf signaling pathways inhibits tumor growth in rt2 mice, with vegf signaling predominating in initiation of tumor angiogenesis, currently, brivanib therapy is being evaluated in phase iii
references
[1] rajeev s. bhide, zhen-wei cai, yong-zheng zhang, ligang qian, donna wei, stephanie barbosa, louis j. lombardo, robert m. borzilleri, xiaoping zheng, laurence i. wu, joel c. barrish, soong-hoon kim, kenneth leavitt, arvind mathur, leslie leith, sam chao, barri wautlet, steven mortillo, robert jeyaseelan sr., daniel kukral, john t. hunt, amrita kamath, aberra fura, viral vyas, punit marathe, celia d’arienzo, george derbin, and joseph fargnoli. discovery and preclinical studies of (r)-1-(4-(4-fluoro-2-methyl-1h-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy)propan-2-ol (bms-540215), an in vivo active potent vegfr-2 inhibitor. journal of medicinal chemistry. 2006, 49 (7): 2143-2146.[2] elizabeth allen, ian b. walters, and douglas hanahan. brivanib, a dual fgf/vegf inhibitor, is active both first and second line against mouse pancreatic neuroendocrine tumors developing adaptive/evasive resistance to vegf inhibition. clinical cancer research. 2011 (17): 5299-5310.
Check Digit Verification of cas no
The CAS Registry Mumber 649735-46-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,4,9,7,3 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 649735-46:
(8*6)+(7*4)+(6*9)+(5*7)+(4*3)+(3*5)+(2*4)+(1*6)=206
206 % 10 = 6
So 649735-46-6 is a valid CAS Registry Number.
InChI:InChI=1/C19H19FN4O3/c1-10-6-13-14(23-10)4-5-15(17(13)20)27-19-18-12(3)16(26-8-11(2)25)7-24(18)22-9-21-19/h4-7,9,11,23,25H,8H2,1-3H3/t11-/m1/s1
649735-46-6Relevant articles and documents
Control Strategy for the Manufacture of Brivanib Alaninate, a Novel Pyrrolotriazine VEGFR/FGFR Inhibitor
Lobben, Paul C.,Barlow, Evan,Bergum, James S.,Braem, Alan,Chang, Shih-Ying,Gibson, Frank,Kopp, Nathaniel,Lai, Chiajen,Laporte, Thomas L.,Leahy, David K.,Müslehiddinolu, Jale,Quiroz, Fernando,Skliar, Dimitri,Spangler, Lori,Srivastava, Sushil,Wasser, Daniel,Wasylyk, John,Wethman, Robert,Xu, Zhongmin
, p. 900 - 907 (2015)
This manuscript describes the control strategy for the commercial process to manufacture brivanib alaninate. The active pharmaceutical ingredient is a prodrug which is susceptible to hydrolysis. In addition to controlling hydrolysis, a robust strategy was
PROCESS FOR THE PREPARATION OF [(1R), 2S]-2-AMINOPROPIONIC ACID 2-[4-(4-FLUORO-2-METHYL-1H-INDOL-5-YLOXY)-5-METHYLPYRROLO[2,1-f][1,2,4]TRIAZIN-6-YLOXY]-1-METHYLETHYL ESTER
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Page/Page column 5; 8-9, (2008/06/13)
The invention relates to an improved process for preparing [(1R),2S]-2-aminopropionic acid 2-[4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy]-1-methylethyl ester of the formula: Compound I has been shown to be useful f