Application Exercise 9: Molecules and Drugs

In allergy suffers, histamine causes runny nose, red eyes, and other symptoms. Here is its structural formula. 

Give the chemical formula for this compound.
1a. C5H9N3

 

 

Circle the amine functional groups in histamine.
https://www.chegg.com/homework-help/allergy-sufferers-histamine-causes-runny-noses-red-eyes-symp-chapter-10-problem-9q-solution-9780077418465-exc

Which part (or parts) of the molecule make the compound water soluble?
1c. Nitrogen groups, amine groups = They are able to form hydrogen bonds, making the compound soluble in water. 

Give the chemical formula for this compound.
2a.

What similarities do you see between this structure and that of histamine (shown in the previous question 1) that would allow the antihistamine to compete with histamine?
2b. They all have amine groups which are responsible for the binding between the compound to the receptor. Thus Anti-histamine is capable of competing with histamine for binding to the histamine receptors to inhibit the onset of allergic reactions

3. Consider this statement. “Drugs can be broadly classed into two groups: those that produce a physiological response in the body and those that inhibit the growth of substance that cause infections.” Into which class does each of these drugs fall?

Inhibit growth of substances that cause infection
Keflex antibiotic
Penicillin

Produce physiological response in the body
Aspirin
Morphine
Amphetamine
Estrogen

4. Herbal or alternative medicines are not regulated in the same way as prescription or OTC medicines. In particular, the issues of concern are identification and quantification of the active ingredient, quality  control in manufacture, and side effects when the herbal remedy is used in conjunction with another alternative prescription medicine.

What do you think is the evidence from herbal supplement manufacturers that address the issues?
4a.But since they became widely available in 1994, the FDA and some independent researchers have found problems with some dietary supplements. Products like herbs are sometimes tainted with germs, pesticides, or toxic heavy metals. Other supplements do not contain what’s listed on the label. Still others contain more or less than the amount of the herb listed on the label. And many have ingredients that aren’t listed on the label at all.

This problem extends beyond the supplement makers and sellers. Some herbal suppliers (those who grow, harvest, or sell the crops) may mix or even substitute their crops with less expensive or more readily available plants. There’s also the problem of accidental contamination, when one plant grows in with others, as well as cases of mistaken identity (when one plant looks like another). Given the global market, all of these problems can make it harder for a company to be sure that what they thought they were buying to make supplements is actually the herb they wanted.

In 2013 researchers in Toronto published a report in which they sampled and analyzed 44 herbal supplements. The supplements were sold in both the US and Canada, and labeled as containing single herbs. Using DNA bar coding analysis, less than half the supplements (48%) contained any of the herb listed on the label. More than half of the supplements contained something that wasn’t on the label (substitutions or fillers). Even among the samples that contained the herb on the label, many also contained fillers or contaminants.

Do you know anything about Singapore’s legislation on the topic? 
4b. No, however upon research, my group managed to find information and understand how legislation on this topic works in Singapore. The enactment of the Act that all forms of TCM practice would be regulated. The Act, by virtue of section 14(1), states that the Minister for Health may, by order published in the Gazette, declare any type of practice of traditional Chinese medicine as a prescribed practice for the purposes of the Act if he is of the opinion that it is in the public interest for that type of practice to be regulated. The Ministry of Health’s intention is to start with acupuncturists, because it is an invasive procedure that carries risks of injury and infection. Accordingly, by way of the Traditional Chinese Medicine Practitioners (Prescribed Practice Of Traditional Chinese Medicine) Order 2001, the Minister for Health declared, pursuant to this section, that acupuncture is a prescribed practice of TCM. As part of the regulation of acupuncturists, the Minister for Health also made the Traditional Chinese Medicine Practitioners (Registration of Acupuncturists) Regulations 2001 (the ‘Regulations’) which came into effect on 23 February 2001. The Regulations prescribe the procedure and requirements for being registered as an acupuncturist. Broadly speaking, in order to be registered, a person must have the required qualifications and experience. In addition, the person seeking registration may also be required to take and pass a qualifying examination. This will be the case where he does not have the requisite experience or his qualifications are not of a specified kind. It should be noted that sections 24 and 25 of the Act have not yet come into force. These sections deal with the unlawful engagement in prescribed TCM practices (namely, acupuncture). As these are not currently in force, acupuncturists have effectively been given a grace period to ready themselves for the need to register with the Board.

Application Exercise 7: The World of Polymers & Plastics

  1. When Styrofoam packing peanuts are immersed in acetone (the primary component in some nail-polish removers), they dissolve. If the acetone is allowed to evaporate, a solid remains.The solid still consists of Styrofoam, but now it is solid and much denser. Explain.Hint:Remember that Styrofoam is made with foaming agents.
    https://www.dreamstime.com/royalty-free-stock-photography-packing-peanuts-alpha-image1462207
     
    Acetone dissolves the polymer, allowing the gas of the foaming agent to escape. The polymer collapses on itself and is more dense because the gas has been removed.
  2. Consider Spectra, Allied-Signal Corporation’s HDPE fiber, used as liners for surgical gloves.Although the Spectra liner has a very high resistance to being cut, the polymer allows a surgeon to maintain a delicate sense of touch. The interesting thing is that Spectra is linear HDPE, which is usually associated with being rigid and not very flexible.http://www.kruuse.com/en/News/2012/03/21/~/media/Images/Catalogue/260951_260957_1.ashx
    a. Suggest a reason why branched LDPE cannot be used in this application.
    LDPE cannot be used in this application because it does not have the required strength.

    b.Offer a molecular level reason for why linear HDPE is successful in this application.
    The molecules of HDPE must line up in a way that produces the required strength. Using a thin liner of HDPE allows sufficient flexibility.

    c. What is the difference in the material used in “hard” and “soft” contact lenses? How do the differences in properties affect the ease of wearing of contact lenses?
    As mentioned in the previous part, hard contact lenses are typically made of PMMA, a rigid non-gas permeable plastic. The soft contact lenses that replaced them are made of silicone, which is flexible and allows oxygen to reach the eye. Because of these properties,the soft lenses tend to be more comfortable


  3. When you try to stretch a piece of plastic bag, the length of the piece of plastic being pulled increases dramatically and the thickness decreases. Does the same thing happen when you pull on a piece of paper? Why or why not? Explain on a molecular level.

    When the piece of plastic is stretched, the strip narrows and “necks down.” The molecules become aligned parallel to each other and in the direction of the pull. This alteration of the three-dimensional structure is not reversible, and if the pulling continues, the plastic breaks.When the same pulling force is applied to a piece of paper, the paper tears rather than stretching to any significant extent. The cellulose molecules in paper are held far more rigidly in place, and are not free to become aligned.

  4. A Teflon ear bone, fallopian tube, or heart valve? A Gore-Tex implant for the face or to repair a hernia? Some polymers are biocompatible and now used to replace or repair body parts. a. List four properties that would be desirable for polymers used within the human body.
    The benefits for polymers intended for use in the body should far outweigh any risks. The two main properties are (1) stable over time of intended use and (2) non-toxic. Other factors to consider are low cost, lack of solubility in body fluids, lack of reactivity in body fluids,and the ease of implantation.
    b. Other polymers may be used outside your body, but in close contact with it. For example,no surgeon is needed for you to use your contact lenses—you insert, remove, clean, and store them yourself. From which polymers are contact lenses made? What properties are desirable in these materials? Either a call to an optometrist or a search on the Web may provide some answers.
    Several different types of contact lenses are on the market and each uses a different type of polymer. Polymethyl methacrylate (PMMA), one of the earliest polymers used for rigid gas permeable lenses, is structurally similar to Lucite and plexiglas. Silicone-acrylate materials now are more commonly used under trade names such as Kolfocon. Newer rigid gas permeable (RGP) polymers contain fluorine: fluoro-silicone-acrylate polymers and fluoro-silicones. Polymacon (38% water) is typical of the polymers used for soft lenses and is a polymer of 2-hydroxyethyl methacrylate (HEMA). Other methacrylates include hioxifilcon(48% water) and methafilcon (55% water) or even lidofilcon (70% water). Manufacturers’ websites are good sources of information.Desirable properties include being nontoxic, permeable to oxygen, comfortable to wear, and inexpensive. Also desirable is the ability to conform to the shape of the eye and to be easily cleaned (if not disposable).



Application Exercise 5: Water for life

  1. How can you purify your water when you are hiking? Name two or three possibilities. What are the relative costs and effectiveness of these alternatives? Are any of the methods similar to those used to purify municipal water supplies? Explain.

    Several options exist for purifying water while hiking. The traditional method is to boil it. Boiling kills many microorganisms that may make you sick, but requires time and will not remove chemical contamination. Boiling also requires time, fuel, and may release soot and CO to the environment.

    Another method of water purification is with iodine. It is easy and effective in twenty minutes, but iodine should not be used long-term., In addition, pregnant women and people with thyroid conditions should avoid purification with iodine. While iodine renders water bacteriologically safe, it doesn’t remove chemical contaminants. Many people dislike the taste of iodine-treated water.

    ktc39-twp-114

    Lastly, filtering cleans water mechanically. Travel water filters are good microfiltration unit that can remove: “harmful cocci, bacteria, protozoa, fungi, cysts, and parasites are totally removed, including the chemically resistant infectious agents of Giardia, the amoebic and shigella dysenteries, and those causing typhoid, cholera bilharzia and a long list of other dangerous diseases.” Filtration has the advantage over other methods mentioned above as it does not require chemicals. However, filters are the most expensive option out of the rest but a good filter pumps out good water in a few minutes and is reusable.

    2. Explain why desalination techniques, despite proven technological effectiveness, are not used more widely to produce potable drinking water.

    desalination

    The two most common desalination techniques are distillation and reverse osmosis. Both of these require energy to remove salts from seawater or brackish water, and thus inherently are expensive. If a less expensive option is available (such as hauling fresh water from a distance), then the less expensive option is used.

    3. Water quality in a chemical engineering building on campus was continuously monitored because testing indicated water from drinking fountains in the building had dissolved lead levels above those established by NEA.

    a. What is the likely major source of the lead in the drinking water?
    The likely source of lead is from solder in the pipe joints or from lead pipes themselves.

    b. Does the chemical research carried out in this chemistry building account for the elevated lead levels found in the drinking water? Why or why not?
    Research activities should not contribute to lead in the drinking water, assuming that any lead compounds are disposed of using prescribed methods. Although many undergraduate chemistry experiments used to use lead, most now have been redesigned to avoid it and other toxic metal ions completely.

    4. Some vitamins are water-soluble, whereas others are fat-soluble. Would you expect either or both to be polar molecules? Explain.

    Only water-soluble vitamins would be expected to be polar molecules. Though a fat-soluble vitamin will often have individual polar bonds or small regions of the molecule, overall this is out-weighed by non-polar sections. Polar covalent bonds attract to water through hydrogen bonding and may allow the molecules to dissolve in water, while non-polar covalent bonds favour interactions with the non-polar chains in lipids.

Application Exercise 3: Energy from Combustion

plantbynight

  1. From personal experience, state whether these processes are endothermic or exothermic. Give a reason for each.

a. A charcoal briquette burns

charcoal

Exothermic. A charcoal briquette releases heat as it burns.

b. Water evaporates from your skin

Endothermic. Water absorbs the heat necessary for evaporation from your skin, and your skin feels cooler.

c. Ice melts

ice-melt

Endothermic. Ice absorbs the necessary heat to melt from the environment.

  1. Chemical explosions are very exothermic reactions. Describe the relative bond strengths in the reactants and products that would make a good explosion.

chemical-explosion

The bond energies involved are: C–H single bonds, 416 kJ/mole; O=O double bonds, 498 kJ/mole; H–O single bonds, 467 kJ/mole; C=O double bonds, 803 kJ/mole. The bond energies of the products are larger than those of the reactants. This will lead to a large negative net energy change indicating an exothermic reaction.

  1. How might you explain the difference between temperature and heat to a friend? Use some practical, everyday examples?

Wouldn’t you rather spill a drop of hot coffee on you than the whole cupful at the same temperature? Although the drop and the cup full of coffee may initially have the same temperature, you will receive a bigger burn from the bigger volume of coffee because it has the higher heat content. Heat is a form of energy. In contrast, temperature is a measurement that indicates the direction heat will flow. Heat always flows from an object at high temperature to an object at lower temperature. This means that if hot coffee is added to cold coffee, heat will flow from the hot liquid to the cold liquid, and the final temperature of the mixture will be between the original temperatures of the two individual solutions. Heat depends on the temperature and on how much material is present.

  1. A premium gasoline available at the most stations gas an octane rating of 98. What does that tell you about:

gasoline

a. The knocking characteristics of this gasoline

Gasoline with an octane rating of 98 has the same knocking characteristics as a mixture composed of 98% isooctane and 2% n-heptane. As a “premium gasoline,” it has a higher octane rating than other blends sold at gasoline stations and hence is more resistant to knocking than these blends.

b. Whether the fuel contains oxygenates

The octane rating provides no information about whether or not the fuel contains oxygenates. Other labels around the pump should reveal this information.