Talk:Bedaquiline

Uncertainty as to structure of R207910

I uploaded a space-filling structure image for this page, which I made in Rasmol using PubChem data, but then I realized it wasn't the same compound depicted here. It turns out there are two hits in PubChem for R207910; one of them is the one on this page, and the other has a 1-naphthyl group instead of the 3-fluorophenyl group shown on the compound on this page. Actually, the alternate designation given here, TMC207, only applies to the naphthyl derivative on PubChem. The fluorophenyl derivative oddly has two R numbers in the PubChem listing, R207319 and R207910. Perhaps the first one is the real number for the fluorophenyl compound. When I have time I want to look at the source materials to find out what is going on here. This is important because a recent news article describes TMC207 as an important new drug in combination therapy of drug-resistant tuberculosis. —Preceding unsigned comment added by Lanulos (talk • contribs) 00:18, 5 June 2009 (UTC)

Addendum: I have found supplementary material on the Science magazine website indicating that the 3-fluorophenyl derivative on this page is actually R207319. See page 18 of the PDF at this link: [1]. This would imply that the 1-naphthyl derivative is the correct structure for R207910/TMC207. I will now look for further confirmation of this besides PubChem. The news article which started all this is here: [2]. The space filling model I made of this is in the Commons as File:Antitubercular_R207910_sf.png Lanulos (talk) 03:50, 5 June 2009 (UTC)

You're right: here is the structure from the original Science article first describing the drug. I'll fix it right away. Did you catch the study in this week's New England Journal of Medicine? Fvasconcellos (t·c) 12:19, 5 June 2009 (UTC)

That's great. I added my 3D image. I just downloaded the NEJM article. Thanks! Lanulos (talk) 14:17, 5 June 2009 (UTC)

R207910 is now TMC207

According to the NEJM article, the name is now TMC207.

Not to be confused with quinolones. --Nbauman (talk) 17:51, 21 July 2009 (UTC)

Experimental or being marketed - or both?

Hi. Can a drug already be on market if it is still experimental? Regards, Rui ''Gabriel'' Correia (talk) 11:31, 13 August 2011 (UTC)

Original Article

The original article describing R207910 (= TMC207 = bedaquiline = sirturo) is the following one: A diarylquinoline drug active on the ATP synthase of Mycobacterium tuberculosis. Koen Andries, Peter Verhasselt, Jerome Guillemont, Hinrich WH Göhlmann, Jean-Marc Neefs, Hans Winkler, Jef Van Gestel, Philip Timmerman, Min Zhu, Ennis Lee, Peter Williams, Didier de Chaffoy, Emma Huitric, Sven Hoffner, Emmanuelle Cambau, Chantal Truffot-Pernot, Nacer Lounis, Vincent Jarlier. Science, 307:223-7, 2005 — Preceding unsigned comment added by 148.177.129.210 (talk) 14:00, 31 January 2013 (UTC)

Assessment comment - Jan 2008

The comment(s) below were originally left at Talk:Bedaquiline/Comments, and are posted here for posterity. Following several discussions in past years, these subpages are now deprecated. The comments may be irrelevant or outdated; if so, please feel free to remove this section.

Dear user, the structure you depicted for R207910 (TMC 207) is actually wrong. Please check this link

Jan 2008 - Substituted at 00:56, 12 June 2016 (UTC)

Clarify how and why as fumarate

[3] shows it as the fumarate with formula C₃₂H₃₁BrN₂O₂•C₄H₄O₄ - Is it an ionic compound ? And why was the fumarate chosen ? Is it considered inert or active (considering fumaric acid is used as a medicine) ? - Rod57 (talk) 23:24, 19 February 2017 (UTC)

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