Talk:Ibuprofen

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Contents 1 Metabolism 2 History 3 LD 50 4 Dosage 5 stereochemistry 5.1 photosensitivity 6 With Food/Drink 7 Expiration 8 Non-Human Uses 9 creation 10 Acronym? 11 Please add political info 12 Counterindications and Dosage for Children 13 Ibuprofen & Aspirin Interactions 14 NaCl 15 Slang 16 Paracetemol 17 Structural Diagram 18 Measurements 19 Replace Advil with generic ibuprofen? 20 Anticoagulant properties?

[edit] Metabolism

Does anyone know how this is metabolized? I have heard through the stomach making Advil and Tylonol acceptible to use in concert.

[edit] History

Does anyone know the history of Ibuprofen? How it was discovered, when and by whom?

And, I might add, how somebody came up with such a funny name for the substance. =Axlq 07:03, 6 November 2006 (UTC)

http://www.ibuprofen-foundation.com/what-ibuprofen/story.htm would seem to be a good reference if anybody wants to use/cite it, there's even a copy of the pattent application there --Streaky 00:17, 13 February 2007 (UTC)

[edit] LD 50

"Ibuprofen: Oral rat LD50: 636 mg/kg; investigated as a mutagen, reproductive effector."

from: http://bulkpharm.mallinckrodt.com/_attachments/msds/IBUPR.htm ~Mike O.

[edit] Dosage

How about safe dosage limits, and what kind of damage an overdose can do?

• • Excellent Idea Medscin 15:04, 27 December 2005 (UTC)

195.93.21.34 14:38, 28 March 2006 (UTC) I think the safe dose must be very high because if you look at the POM (prescription only medecin) then it says doctors can prescribe 4 times the OTC dose- thats 800mg per tab....

[edit] stereochemistry

"Further in vivo testing, however, revealed the existence of an isomerase which converted (R)-ibuprofen to the active (S)-enantiomer. Thus, due to the expense and futility that might be involved in marketing the single-enantiomer, all ibuprofen formulations currently marketed are a racemic mixture of both enantiomers."

According to John McMurry's Organic Chemistry, (S)-ibuprofen is marketed in Europe. Also, although the body converts the R enantiomer into the S, a racemic mixture would take roughly 38 minutes to take effect while the S enantiomer takes a mere 12 minutes. Does anyone have a source for the above paragraph because if not, I'm going to change it.

The paragraph may be true in USA, but globally it is incorrect. In Finland dexibuprofen is widely used even though slightly more expensive. It has brand name Dexit and is marketed by Leiras and produced by Schering. More info (in Finnish) http://www.dexit.fi/. Unfortunately couldn't find info in English.

[edit] photosensitivity

I've forgotten my login, so apologize for lack of sign in right now and other unconvenionalities. But I have to say: I cannot see any logical connection between these two statements: "As with other NSAIDs, ibuprofen has been reported to be a photosensitising agent.[6] Ibuprofen, however, has a very weak absorption spectrum which does not reach into the solar spectrum. "

What the molecule does in a test tube and how it affects the physiochemistry of the cells of the body seem like two different things to me. I personally don't know anything about the specifics of photosensitivity in ibuprofen. Haven't read any papers on it. But I know quite a bit of biology, and this makes no sense to me. It's like saying that because sugar releases all its energy at once when burned in a dish, it wouldn't work as a fuel for cells, which need small packets of energy... I hope someone will consider fixing this. I've attempted to fix things at Wikipedia in the past and had them reversed even though I was definitely right, simply because I hadn't been working on the article for months.So I will not bother researching this and fixing it. Best to the authors, science writer in california

What part of that doesn't make sense? The first sentence is a summary statement that it has been reported as a photosensitising agent. The following sentences explain that photosensitivity is not usually clinically significant for ibuprofen and explains why. Admittedly, the reference could be better – I'll fix this. -Techelf 10:34, 5 August 2006 (UTC)

[edit] With Food/Drink

Are there any reasons to take Ibuprofen with food or milk etc, or is it better to take it with just water? 69.87.193.34 20:05, 4 June 2006 (UTC)

Found no problems either way personally, and I've used it a lot. 62.241.250.39 05:35, 11 December 2006 (UTC)

[edit] Expiration

What is the typical time from manufacture to labelled expiration date?

What are the optimum storage conditions?

After expiration, does it just become weaker in proper action, or are harmful compounds formed? If so, what are they, and what effects would they have? 69.87.193.34 20:05, 4 June 2006 (UTC)

[edit] Non-Human Uses

Is Ibuprofen useful in non-humans, for example dogs and cats? What are appropriate dosage levels for veterinary uses? 69.87.193.34 20:05, 4 June 2006 (UTC)

[edit] creation

does anyone know how to make ibuprofen?-

You go to walgreens and you buy a jar of 100 200mg tablets for $1.08

http://www.chm.bris.ac.uk/motm/ibuprofen/synthesisc.htm lists two synthesis pathways, the Boot process, and the more efficient Hoechst process. "Most of these routes to ibuprofen begin with isobutylbenzene and use Friedel-Crafts acylation. The Boot process requires six steps, while the Hoechst process, with the assistance of catalysts, is completed in only three steps."

[edit] Acronym?

Under the Adverse Effects heading:

Ibuprofen appears to have UR MUM at the lowest incidence of gastrointestinal adverse drug reactions (ADRs) of all the non-selective Nigers.

I don't know enough Medicine to know whether 'UR MUM' is some real cryptic acronym or not, sounds suspicious to me. Can someone look into that?

DarkIye 20:34, 26 January 2006 (UTC)

I assume it was vandalism. They replaced NSAIDs with "Nigers" too. Fixed. MasterOfPuppets

[edit] Please add political info

Is this available over the counter?

Are there any laws affecting the usage of this drug?

• It's in the article already, as well as the info box. Ibuprofen is OTC for smaller dosages (200mg), and prescription for larger. It is very, very widely used as an OTC drug. Haikupoet 01:46, 10 February 2006 (UTC)

In Finland you can get 400mg over the counter. 62.241.250.39 05:35, 11 December 2006 (UTC)

Blonde2max 21:21, 25 March 2006 (UTC) In the UK your local shop/supermarket can sell 200mg tablets. If you want 400mg then you have to go to a pharmacy. I am not sure if larger doses are ever givin- but I assume they would have to be prescribed.

It's often interesting to note however that 400mg tablets are more than double the price than 200mg: why can't you just double the dose???

[edit] Counterindications and Dosage for Children

Does anybody know if / how much is safe for infants and children? The adult dose is listed, but nothing about babies and children, or for that matter the effect on breastfeeding mothers. Just an idea.

Blonde2max 21:27, 25 March 2006 (UTC) Heres some info i found in CALPOL

What's the difference? Paracetamol is considered the first choice treatment for easing childhood pain and bringing a temperature down. It is gentle on the tummy, making it suitable from 2 months plus.

Ibuprofen is also an effective pain reliever but should not be given to babies under 6 months. Its anti-inflammatory properties also help to reduce swellings from sprains and strains. However, it can cause tummy upsets and isn't suitable for children with asthma.

Blonde2max 21:46, 25 March 2006 (UTC) Age Safe dose Under 6 months 0 mg 6 months - 1 year 50 mg every 6 hours (not exceeding 150mg a day) 1 Year - 2 years 50 mg every 4 hours (not exceeding 200mg a day) 3 years - 7 years 100 mg every 4 hours (not exceeding 400mg a day) 7 years - 12 years 200 mg every 4 hours (not exceeding 800mg a day)

[edit] Ibuprofen & Aspirin Interactions

I was told by a doctor that Ibuprofen and Aspirin can cancel each others' effects when taken simultaneously. Since this came from a well-educated medical professional I assume that it is true but I am having some trouble finding a reliable source online to confirm. Perhaps someone can look into this and make any necessary changes or additions to the article. Mrestko 02:13, 3 May 2006 (UTC)

There is some evidence to suggest that ibuprofen can decrease the antiplatelet action of aspirin (MacDonald & Wei, 2003; PMID 12598144). Concurrent use does not "cancel" the anti-inflammatory effect of aspirin and ibuprofen, however there won't be any added benefit (because they work the same way) and the risk of adverse effects is increased. -Techelf 09:31, 3 May 2006 (UTC)

[edit] NaCl

Apparently some NSAIDS have NaCl. Does anyone know if Ibuprofen has NaCl and if so how much? KPM M.D.

You are mistaken. Perhaps a preparation of a particular NSAID contains sodium chloride (NaCl), in which case the best place to look is the Appproved Product Information/Prescribing Information document. On the other hand, if you're talking about sodium content, then yes some NSAIDs are marketed as the sodium salt (e.g. diclofenac sodium), in which case the sodium content depends on the NSAID in question. -Techelf 08:50, 24 May 2006 (UTC)

[edit] Slang

Added a somewhat half-assed link to "Vitamin I." The only other reference I know is from personal experience as a Morris dancer where the term was much in vogue. However, I'm painfully aware that I don't count as an acceptable reference... Septegram 20:30, 29 June 2006 (UTC)

[edit] Paracetemol

Is it safe to take 2 Paracetemols and 2 Ibruprofens together. I am told by my mother this is safe, is it?

Note: This is not personal advice I class it as Dosage

Ibuprofen should be enough, if you feel you need Pracetemol on top of it I would suggest you consult your GP JayKeaton 16:05, 27 November 2006 (UTC)

I'd really suggest you list the dosage in milligrams instead of just saying the number of pills - but I've taken paracetamol (400mg) and ibuprofen (600mg) simultaneously, and it should be safe at least occasionally. 62.241.250.39 05:35, 11 December 2006 (UTC)

[edit] Structural Diagram

I was somewhat confused by the squiggly line someone put in the structural diagram. I asked a chemistry teacher and she said the squiggly line should simply a straight line, which seemed right as it is a (single?) bond with CH3. Am I right, or simply unlearned in the matter? --DoomsElf 00:45, 20 January 2007 (UTC)

[edit] Measurements

in the section detailing overdose the phrase "As little as 4 tablets" occurs. this is hardly scientific, can somone get a minimum reported dosage for an overdose, or I might be tempter to get rid of that part.

[edit] Replace Advil with generic ibuprofen?

Two out of four of the pictures here are of advil, and the two others are just chemical structures. Should we replace it with something more generic so the article doesn't seem to be endorsing any particular brand? Klosterdev 03:11, 27 February 2007 (UTC)

[edit] Anticoagulant properties?

I'm currently suffering from oral surgery pain, and I've been avoiding ibuprofen and naproxen in preference to prescription painkillers because I distinctly recalled that even non-aspirin NSAIDs cause a drop in platelet count. In the process of attempting to confirm this for a friend's edification a few moments ago, I wound up visiting the articles for ibuprofen, cyclooxygenase, and platelets before confirming to my satisfaction that I had the right idea... part of the confusion is that the statement about COX-2 inhibition is highly ambiguous - on first reading, the sentence appears to state that COX-2 inhibition occurs at levels below those needed to obtain reduced platelet counts.

Bottom line: confusing as hell, disclaimers notwithstanding. Persist1 06:59, 13 March 2007 (UTC)