Aspirin

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Medical Chemistry

Pharmacology I.

Discovery, Metabolism, and Industrial

Applications of

ASPIRIN

Drugs

Any substance that, when absorbed into the body of a living organism, alters normal bodily function.

Drugs are divided into two different groups:

1. Recreational Drugs are chemical substances that affect the central nervous system , such as opioids or hallucinogens . They may be used for perceived beneficial effects on perception , consciousness , personality , and behavior . Some drugs can cause addiction and/or habituation

2. Pharmaceutical Drugs are also referred to as

medicine, medication or medicament, can be loosely defined as any chemical substance intended for use in the medical diagnosis , cure , treatment , or prevention of disease .

In this unit the word ‘ drug ’ always refers to pharmaceutical drugs

The drug ASPIRIN is the brand name for the substance Acetyl Salicylic Acid - ASA

Acetyl Salicylic Acid

• Belongs to chemical substance class of organic acids

• Characterized by one or more carboxyl

gourps: -COOH

• How does a carboxyl

Group act as an acids?

Medical History

Salicylates: chemical compound group found in willow plants (salix alba)

• Willow extracts have been used in all cultures through the ages for treatment of fever and pain

Acetyl Salicylic Acid

Medical Effects of ASA’s

• Analgesic – anti pain

• Antipyretric – anti fever

• Anti-inflammatory

• Anti-platelet – reduces blood clotting

Pharmacological Substance Class: NSAIDS –

N on S teroidal A ntiI nflammatory D rugs

NSAIDS

• Over-the-counter drug group for the treatment of acute/chronic mild to moderate symptoms associated with colds, injuries, inflammation

• ASPIRIN, IBUPROFEN, MOTRIN, ALEVE,

NAPROXEN ….

• Opposite to prescription drugs like

Steroids (PREDNISONE) or Opiates:

(VICADINE, OXYCONTIN)

Aspirin History

• 1853 Charles Frédéric Gerhardt publishes the chemical synthesis of Acetyl Salicylic Acid

• 1897 Scientists at the German chemical company

BAYER conduct clinical investigations on ASA

• 1899 BAYER obtains brand, patent and trademark rights for ASA under the name ASPIRIN

• 1918 main drug to combat the ‘Spanish Flue’ pandemic–some deaths are attributed to Aspirin overdosing

• 1919 BAYER lost rights in the WWI reparation in

Versailles

• 1950’s decline of ASPIRIN in the wake of better

NSAIDS: IBUPROFEN

Salicylic Acid: Natural Precursor

• Natural substance found in the bark of the willow tree

• Analgesic, anti-pyretric, anti-inflammatory but severe gastrointestinal pain, bleeding

ASPIRIN Synthesis:

Acetylating Salicylic Acid

Salicylic Acid +

Acetic Anhydride →

Acetyl Salicylic Acid +

Acetic Acid

(vinegar)

Cyclo-Oxygenases -COX

• Enzymes that synthesize Prostaglandins

• Prostaglandins: lipids that induce immune response to infection/injury: fever, increased blood flow (swelling) reduced blood clotting, white blood cell infiltration

• NSAIDS temporarily decrease COX activity

Prostaglandin Metabolic Pathway

NSAIDS reduce COX Enzyme Acitivity

NSAID (Aspirin) Fever

COX Pain

Arachidonic Acid P rostaglandin Swelling

Inflammation

Headquarters: Leverkusen- Germany

Publicly traded company: ticker symbol BAYZF

Bayer stock

2011: revenue -36 Billion Euros, 106 000 employees,

40 countries worldwide

Product List ‘Highlights’: Heroin, Aspirin, Alka-

Seltzer, Zyklon-B, Polyurethane, Prontosil,

Ciproflaxin, Levitra

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