User talk:Mykhal

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[edit] Ketamine

What was wrong with Ketamine.png?? I'm a doctor, not a chemist, but I'm curious what I did wrong. JFW | T@lk 16:27, 19 Aug 2004 (UTC)

What you have drawn would be a different compound, probably unable to exist. The hexagon represents cyclohexane, each vertex corresponds to -CH₂- group. But instead of these groups (which are almost always not drawn explicitly), you connected to these carbon atoms another CH₂ (methylene) groups with the double bond. Also the carbonyl group in your version is not ketone, but ketene. Maybe you have seen a formula in some very old textbook. Similar formulae used to be drawn in slightly different manner - the groups were not drawn into the vertex, but next to it. But never connected with the double line. I am sorry that I have so fercefully substituted the image, maybe it would be better to let you know to correct it :). Mykhal 17:52, 19 Aug 2004 (UTC)

I defer to your expertise in this matter. On wikipedia-L (the email list), User:Magnus Manske was suggesting that a wiki-interface be implemented to automatically draw structural formulas from a ChemBase SMILES string. Oh, life would be so much more easy, especially when it comes to pharmaceuticals! I've drawn a few other drugs (including metformin, pioglitazone, rosiglitazone and troglitazone and all the statins). Would you awfully mind checking those drawings to see if I've made any mistakes? :-) JFW | T@lk 14:05, 20 Aug 2004 (UTC)

I'm presently too busy to draw... Just started a new job. But I'd highly appreciate if you could grace the thiazolidinediones and the statins with your fine images. JFW | T@lk 17:17, 27 Aug 2004 (UTC)

PS I never saw your earlier message - too busy edit warring with a Holocaust denier on Talk:Jew. JFW | T@lk

[edit] Scientific names (Ginkgo biloba etc)

Hi Mykhal - scientific names always have the genus name (Ginkgo) capitalised, and the species name (biloba) always in lower case. More here: Binomial nomenclature - MPF 09:13, 6 Sep 2004 (UTC)

[edit] Changing somebody else's image copyright

Could you please explain me your motivation to changing my Troglitazone image copyright from PD to GFDL? Thanks, Mykhal 08:41, 8 Sep 2004 (UTC)

Honest mistake. I must have had too many tabs open and mistaken your's for some other page. Sorry! I have reverted it to your version. — David Remahl 08:55, 8 Sep 2004 (UTC)

OK, sometimes it happens.. Mykhal 09:01, 8 Sep 2004 (UTC)

[edit] Ximelagatran

Hi Mykhal, could you review ximelagatran and Image:ximelagatran.png for me? I must have made a mistake somewhere (e.g. the double bonds in the cyclohexane ring). JFW | T@lk 08:12, 28 Sep 2004 (UTC)

Mykhal, you're brlliant. Where do I find these UIPAC names?

My source for the image was the article in "Circulation" quoted in the entry. There were indeed no double bonds in the cyclohexane, as you've correctly drawn. In the future, I'll leave these drawings to you! JFW | T@lk 12:47, 28 Sep 2004 (UTC)

[edit] Omeprazole

You're right about the structure, and I've fixed it. Thanks for pointing that out. Incidentally, the Losec® Approved Product Information in Australia (sourced from E-MIMS) has the wrong structure; as that was what I based my sketch on (without checking). I've also fixed up the structure of esomeprazole. Techelf 14:29, 4 Oct 2004 (UTC)

[edit] Image:Flecainide.png

Hi Mykhal! The Flecainide image may be inconsistent with the one on ChemIDplus. The trifluoroethoxy groups are presently at 1,4. When mirrored, the problem goes away, but I'm unsure if it could be a stereoisomer. Thanks! JFW | T@lk 15:31, 19 Oct 2004 (UTC)

Thanks for your reply. I am presently writing up clomifene - do you think you could produce its structural formula (only if you have time!) JFW | T@lk 11:50, 20 Oct 2004 (UTC)

Thanks! You're great. Please explain enclomifene - is this one of the enantiomers? JFW | T@lk 19:21, 20 Oct 2004 (UTC)

I'm Mr. nobody - not great, but thanks :). Clomifene is not chiral, so these are not optical isomers, but they are another type of stereoisomers. Clomifene possesses cis-trans isomerism on the C=C double bond. The set of substituens on each side can have two different relative orientations. The only bioactive isomer is probably the E-isomer (enclomifene), but the simplest synthesis leads to mixture of them.

I was wrong, active are both of them, E is enclomiphene and Z is zuclomiphene. But I got these information by googling, so you can do..

[edit] Omeprazole/Esomeprazole

What I have drawn is, actually, the correct structure of S-omeprazole. The S designation of this molecule is with respect to its structure in vivo - where the sulfinyl moiety is ionised, and there is an additional hydrogen substituent off the chiral sulfur. Under these circumstances the stereochemistry is clearly S. So whilst, technically, this drawing may be R, it actually does represent the structure of S-omeprazole.

Also, with regards to the "di" that I had accidentally placed in front of the structural formulae of omeprazole and esomeprazole, these were oversights when I was transposing the name from the proprietary preparation "di-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl] sulfinyl]-1H-benzimidazole magnesium trihydrate". I had overlooked the fact that the "di" referred to the whole molecule and forgot to remove it. But thanks for noticing that - one of those small details that I wouldn't otherwise have noticed.

After all, I'm a pharmacy student, not a "chemist". =) Techelf 11:10, 21 Oct 2004 (UTC)

I concede the point and have revised the drawing accordingly. I had initially (wrongly) supposed that the orientation of the substituents off the chiral sulfur was of a trigonal planar configuration; therefore I had assumed that the orientation of the oxygen substituent would not make a difference. In retrospect, I've realised that the sulfur substituents have a tetrahedral configuration; so you are right about the oxygen substituent being inverted - well spotted. =) Techelf 06:46, 23 Oct 2004 (UTC)

[edit] Terpenes

Hi Mykhal - can I persuade you to look in on terpene and expand it with some structural diagrams and more details? - thanks, MPF 11:27, 4 Nov 2004 (UTC)

OK, I can do it when I am little less busy. Mykhal 21:18, 4 Nov 2004 (UTC)

[edit] Strychnine

Hi Mykhal - I'm sory that I have accidentally changed your strychnine image with a remake of my old and wrong structure. I didn't realize that we have two different strychnine images. I also missed your comment about the wrong double bond. I have corrected the structure and I have changed the strychnine illustration. I'm still a bit confused by the way this system works (and often not works), I think I have even accidently reset the change I made to your upload?!

Anyway, I have just seen your molecule contributions and really like the way you do it :-) BTW, is there a reason that you use transparent backgrounds? Cacycle 15:36, 4 Nov 2004 (UTC)

[edit] SMILES strings

Do you think that SMILES strings are of such importance that they should be included in infobox? Personally I would put them somewhere near the end of the article, rendered with <small> font.

You are right, they might be placed a bit too prominent, especially the longer ones. I put them there too keep chemical data in one place. The SMILES string is thematically related to the chemical name and the structure image, even if most readers are probably not that much interested in it, but that's probably also true for most of the other chemical data.

Mhm, the Image page could be an alternative place, but then nobody would find them. I know a discussion forum that has a SMILES markup and you can decide if you want the SMILES structure displayed by an applet or as plain text. A mechanism displaying the SMILES string after clicking a link would be an idea... Under what category would you place SMILES strings at the end?

I'll try to see how it looks in a smaller text size

Cacycle 21:37, 4 Nov 2004 (UTC)

I have moved the longer SMILES strings to the bottom into the Chemistry sections. In general I think the SMILES string make alot of sense if you want to create or recreate molecule images in your molecule editor. Copy and pasting the SMILES string is way faster and less prone to error than trying to draw the whole structure over and over again. The CAS number does not do this. Cacycle 00:55, 7 Nov 2004 (UTC)

[edit] Cyproterone

Hey Mykhal, someone requested cyproterone, which I hurriedly wrote up. All the data in the drugbox are present. May I request Image:Cyproterone.png? With or without the acetate. JFW | T@lk 21:45, 7 Nov 2004 (UTC)

May I also request ondansetron? This was added by a new Wiki doctor, and I've just been completing the drugbox (partially). JFW | T@lk 21:30, 8 Nov 2004 (UTC)

You're quick, man! Please tell me when my requests start coming out your ears :-) JFW | T@lk 22:58, 8 Nov 2004 (UTC)

I love your requests :) Mykhal 21:03, 9 Nov 2004 (UTC)

Marvellous. I'm very pleased the drug pages on Wikipedia are starting to look somewhat more professional. JFW | T@lk 23:58, 9 Nov 2004 (UTC)

May I request vincristine (I know it's not an easy one)? I wrote this up some time ago but forgot to ask you. JFW | T@lk 17:11, 18 Nov 2004 (UTC)

Thanks, it was very nice molecule.. Mykhal 00:13, 19 Nov 2004 (UTC)

A veritable tour de force! Howd'ya manage?
By the way, I've just started finasteride. Would you have time to produce Image:Finasteride.png? JFW | T@lk 15:23, 5 Dec 2004 (UTC)

[edit] Admin rights abuse

I'd like to know why do you abuse your admin rights and delete correct chemical formulas and replace them with your own versions. Thanks, --Mykhal 22:09, 2 Dec 2004 (UTC)

Actually I don't have (and never had) admin rights. Several weeks ago there must have been a software glitch and several of my uploads during that night did replace existing images. I'm sorry for that, it was not my intent.

I am sorry for the allegation. I had on mind the Image:Anandamide.png, which have been replaced by you, and the original image have disappeared from history. I recall, that something similar happened to me, about twice. It is probably wikipedia bug. But, indeed, my structure was correct, probably you did not like the shorthand form -(CH₂)₃- in it, but it was my intention. Sometimes it is better for clarity (especially when longer chains are present), to combine skeletal formula with such "labels". Another case may be the methoxy group. It should be written -OCH₃, and not -O- . But it is just my own opinion. --Mykhal 11:48, 16 Dec 2004 (UTC)

As for redrawing existing images - that's how wikipedia works. If I see something to improve I will do it, even if these changes seem very minor to others. If you think it was a bad contribution then feel free to revert it and/or discuss it with me. BTW, as I told you before, I like the way you draw your chemical structures and really appreciate your work here :-)

Cacycle 20:13, 3 Dec 2004 (UTC)

[edit] Chemical data

Hello. Please keep on your mind, that Wikipedia is not encyclopedia for chemists. Doy you think it is necessary to have in the infobox long obscure systematic names or even more of them, and the long SMILES strings, which are nonsense for the absolute majority of Wikipedia readers, so these should be somewhere in the text, rather hidden. --Mykhal 22:09, 2 Dec 2004 (UTC)

If we have an article about a chemical compounds I think it is absolutely necessary to have some kind of systematic name in there beside the trivial name. Often there are also established mixed trivial/systematic names. Most names I have added are relatively short, Ascorbic acid might be a border case. I agree that systematic names for more complex compounds or (bio)polymers make no sense.

After much thinking about it I would say that the SMILES string is very important. It allows to copy and paste a chemical structure into the molecule editor without redrawing the molecule over and over again from scratch, thereby eliminating sources of errors, especially for non-chemists and beginners. Just think about students who need a chemical structure for a talk or a term paper. The resolution of the Wikipedia structure images might be too low for that. Moreover, there might (hopefully) be a Wikipedia feature in the future to automatically display SMILES structures.

Sure, Wikipedia is not for chemists, but if we discuss chemical compounds we can and should add relevant chemical information. All the existing types of data boxes are a way to keep such data in one place without clogging the main text. Nobody has to read all those values and complex names, but some people are looking exactly for that.

Cacycle 20:55, 3 Dec 2004 (UTC)

I respectfully disagree! Wikipedia is for chemists, as well as historians, musicians, etc. If you mean "Chemistry articles should not require a PhD in chem to read them", then I agree. But that is not the same as saying "PhD chemists should not find any value in Wikipedia chem articles". (After all, there are 60-100,000 PhD chemists in the USA alone!) Remember that someone looking on Wikipedia for an article on praseodymium(III) chloride is likely to be someone who at least knows what praseodymium is. When I write pages such as copper(I) chloride (my last entry), I aim at a range of people, and try to provide valuable information for all. There may be a high school student writing a term project on copper, there may be a college Computer Science student with an interest in chemistry, or there may be an organic chem (post)graduate student whose supervisor has asked them to consider using CuCl in a reaction. I like to think that all of those people would find that page valuable. In turn I understand that if I (a chemist with wide interests) look at a page on an obscure mineral or an obscure philosophy, there may be parts of it I don't understand- but that's fine with me, as long as I can get the basic information. So let's try and "layer" these articles- include information at a basic, intermediate and moderately advanced level, so as to make it useful to as many people as possible. Let's include links, so if someone wants to understand what a Lewis acid is, they can find it. But let's make sure the pages provide valuable information to all of the likely readers- not just the non-chemists.

Thanks for all of your contributions, by the way! You might also be interested to know the software I use (for example see a KI reaction used in the page potassium iodide- its a commercial software package called ISIS-Draw, but it's free for educational use. You can download it from the MDLI website. Walkerma 19:37, 7 Feb 2005 (UTC)

[edit] Article Licensing

Hi, I've started a drive to get users to multi-license all of their contributions that they've made to either (1) all U.S. state, county, and city articles or (2) all articles, using the Creative Commons Attribution-Share Alike (CC-by-sa) v1.0 and v2.0 Licenses or into the public domain if they prefer. The CC-by-sa license is a true free documentation license that is similar to Wikipedia's license, the GFDL, but it allows other projects, such as WikiTravel, to use our articles. Since you are among the top 2000 Wikipedians by edits, I was wondering if you would be willing to multi-license all of your contributions or at minimum those on the geographic articles. Over 90% of people asked have agreed. For More Information:

Multi-Licensing FAQ - Lots of questions answered
Multi-Licensing Guide
Free the Rambot Articles Project

To allow us to track those users who muli-license their contributions, many users copy and paste the "{{DualLicenseWithCC-BySA-Dual}}" template into their user page, but there are other options at Template messages/User namespace. The following examples could also copied and pasted into your user page:

Option 1

I agree to [[Wikipedia:Multi-licensing|multi-license]] all my contributions, with the exception of my user pages, as described below:

Option 2

I agree to [[Wikipedia:Multi-licensing|multi-license]] all my contributions to any [[U.S. state]], county, or city article as described below:

Or if you wanted to place your work into the public domain, you could replace "{{DualLicenseWithCC-BySA-Dual}}" with "{{MultiLicensePD}}". If you only prefer using the GFDL, I would like to know that too. Please let me know what you think at my talk page. It's important to know either way so no one keeps asking. -- Ram-Man (comment| talk)

[edit] Budesonide

Mykhal! It's been a little while. Would you have time for budesonide (Image:Budesonide.png)? It's a nice steroid. I'm also contemplating doing a lot of calcium channel antagonists, but please let me know if you're to busy. JFW | T@lk 20:26, 12 Dec 2004 (UTC)

Would you have something different to draw, than steroids? They are becoming little bit boring :). --Mykhal 16:00, 13 Dec 2004 (UTC)

Well, we may consider the calcium antagonists. I'm interested in nimodipine (due to its use in subarachnoid hemorrhage) and nifedipine (used for lots of things, from premature labour to Raynaud's syndrome). Any preferences? JFW | T@lk 21:12, 13 Dec 2004 (UTC)

Okay, is cimetidine good enough as a non-steroid? :-) JFW | T@lk 20:34, 14 Dec 2004 (UTC)

[edit] THC stereochemistry

Hello. Could you please revise your Image:THC structure.png ? It seems it is the wrong enantiomer. --Mykhal 01:06, 17 Dec 2004 (UTC)

Thank you for that observation. I have checked my literature. The stereochemistry was taken from from http://leda.lycaeum.org/?ID=90 and http://chemfinder.cambridgesoft.com/. But both sources are indeed wrong. I have corrected the THC structure as well as the related structures of THV, CBD, and CBDV.

Cacycle 11:27, 17 Dec 2004 (UTC)

[edit] Conivaptan

Okay, no steroids now, but I've written something about the just-FDA-approved conivaptan (I did not find a trade name). This is a nice new vasopressin antagonist. Do you think you could draw its molecule? JFW | T@lk 18:05, 21 Dec 2004 (UTC)

Atosiban is a bit more complicated, but I'm also starting that one! JFW | T@lk 18:13, 21 Dec 2004 (UTC)

Hey Mykhal, you may have missed the above message :-). Would you have some (or: a lot of) time to orchestrate atosiban? It's a chemically modified polypeptide, so that should be fun... JFW | T@lk 09:36, 9 Jan 2005 (UTC)

Not missed. It's big fat molecule... I'd like to draw it using the aminoacid shortcuts (like Phe-Ile-Ser-..), but it's modified.. In few days I'd have more time to draw it. Cacycle also draws nice formulas. --Mykhal 10:01, 9 Jan 2005 (UTC)

OK. You may find demeclocycline easier :-) (I'll try it myself as well). JFW | T@lk 07:32, 10 Jan 2005 (UTC)

[edit] Epirubicin

Would you mind drawing Image:Epirubicin.png? Would be greatly obliged as always. JFW | T@lk 1 July 2005 15:21 (UTC)

Gracias! JFW | T@lk 3 July 2005 09:36 (UTC)

[edit] Brassinolid

Mykhal I would be happy to draw the stereo chemical bonds, but what are they? My chemistry background is 20 years old and fading from memory. I was just copying possibly copyrighted images for plant hormones entries in Wikipedia using the free version of Chemsketch in order to produce copyright-free images. I found out that Chemsketch does not produce copyrighted images (I E-mailed their support team and got a response). By the way the program you use looks good too.--socrtwo July 4, 2005 05:24 (UTC)

[edit] Viramidine

Mykhal, you did such a nice job on an image for the ribavirin page (which I recently expanded), that I wonder if you could whip me up an image of a closely-related compound which I want to write a stub on: viramidine. Viramidine's structure is exactly the same as for ribavirin, save that it is the 3-carboximide, rather than the 3-carboxamide. Thus, --(C=NH)-NH2 rather than ribavirin's --(C=0)-NH2. Sbharris 05:46, 25 November 2005 (UTC) Thanks, the image you did Dec 1 was perfect, and has been used. Sbharris 01:00, 7 December 2005 (UTC)

[edit] Image Tagging Image:Nonoxynol-9.png

This media may be deleted.

Thanks for uploading Image:Nonoxynol-9.png. I notice the 'image' page currently doesn't specify who created the content, so the copyright status is unclear. If you have not created this media yourself then there needs to be an argument why we have the right to use the media on Wikipedia (see copyright tagging below). If you have not created the media yourself then it needs to be specified where it was found, i.e., in most cases link to the website where it was taken from, and the terms of use for content from that page.

If the media also doesn't have a copyright tag then one should be added. If you created/took the picture, audio, or video then the {{GFDL-self}} tag can be used to release it under the GFDL. If you believe the media qualifies as fair use, consider reading fair use, and then use a tag such as {{fairusein|article name}} or one of the other tags listed at Wikipedia:Image copyright tags#Fair_use. See Wikipedia:Image copyright tags for the full list of copyright tags that you can use.

If you have uploaded other media, consider checking that you have specified their source and copyright tagged them, too. You can find a list of 'image' pages you have edited by clicking on the "my contributions" link (it is located at the very top of any Wikipedia page when you are logged in), and then selecting "Image" from the dropdown box. Note that any unsourced and untagged images will be deleted one week after they have been uploaded, as described on criteria for speedy deletion. Thank you. Shyam ^(T/C) 16:03, 25 March 2006 (UTC)

Hi Mykhal! I don't believe we've met, but I'm fond of your work. I've tagged Image:Nonoxynol-9.png as {{GFDL-self}} to prevent it from being deleted. Hope you don't mind. Thanks for all your hard work on the 'pedia! Cheers, David Iberri (talk) 01:02, 26 March 2006 (UTC)

[edit] Racemic

If you still want this page moved you'll have to ask an admin for help. --M1ss1ontomars2k4 | T | C | @ 01:55, 15 May 2006 (UTC)

[edit] Hello. I created a baby stub for the article benzethonium chloride.

Free free to jump into the contributions with this benzethonium chloride stub. Good Luck. BenzethoniumChloride 06:42, 28 September 2006 (UTC)

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