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Last updated 2:02 PM on 8/11/26
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289 Terms

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  1. Quinine

Natural 4-substituted quinoline (levo isomer) from Cinchona; blood schizontocide.

<p>Natural 4-substituted quinoline (levo isomer) from Cinchona; blood schizontocide.</p>
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  1. Quinidine

Dextro isomer of quinine; used as an antimalarial and antiarrhythmic.

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  1. Mefloquine (Lariam)

4-substituted quinoline-methanol with two trifluoromethyl groups; targets 80S ribosome.

<p>4-substituted quinoline-methanol with two trifluoromethyl groups; targets 80S ribosome.</p>
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  1. Chloroquine (Avloclor)

7-chloro-4-aminoquinoline; prevents toxic heme polymerization into non-toxic hemozoin.

<p>7-chloro-4-aminoquinoline; prevents toxic heme polymerization into non-toxic hemozoin.</p>
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  1. Hydroxychloroquine (Plaquenil)

Active metabolite of chloroquine; used for malaria and auto-immune diseases (e.g., RA).

<p>Active metabolite of chloroquine; used for malaria and auto-immune diseases (e.g., RA).</p>
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  1. Amodiaquine

7-chloro-4-arylaminoquinoline with para-amino phenol; produces hepatotoxic quinonimine.

<p>7-chloro-4-arylaminoquinoline with para-amino phenol; produces hepatotoxic quinonimine.</p>
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  1. Primaquine

8-amino quinoline primary amine; drug of choice for "radical cure" (eradicates hypnozoites).

<p>8-amino quinoline primary amine; drug of choice for "radical cure" (eradicates hypnozoites).</p>
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  1. Pamaquine

1st synthetic antimalarial; 8-amino quinoline tertiary amine; more toxic than primaquine.

<p>1st synthetic antimalarial; 8-amino quinoline tertiary amine; more toxic than primaquine.</p>
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  1. Sulfadoxine

Long-acting sulfonamide Type I antifolate; combined with Pyrimethamine in Fansidar.

<p>Long-acting sulfonamide Type I antifolate; combined with Pyrimethamine in Fansidar.</p>
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  1. Dapsone (DDS)

Bis-para-aminophenylsulphone; Type I antifolate schizontocide; used in leprosy.

<p>Bis-para-aminophenylsulphone; Type I antifolate schizontocide; used in leprosy.</p>
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  1. Pyrimethamine

Type II antifolate diaminopyrimidine with ethyl/chloro-phenyl groups; inhibits DHFR.

<p>Type II antifolate diaminopyrimidine with ethyl/chloro-phenyl groups; inhibits DHFR.</p>
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  1. Proguanil

Biguanide prodrug for cycloguanil; part of Malarone combination.

<p>Biguanide prodrug for cycloguanil; part of Malarone combination.</p>
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  1. Cycloguanil

Active metabolite of proguanil; selective DHFR inhibitor in parasites.

<p>Active metabolite of proguanil; selective DHFR inhibitor in parasites.</p>
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  1. Atovaquone

Naphthoquinone; disrupts mitochondrial electron transfer; part of Malarone.

<p>Naphthoquinone; disrupts mitochondrial electron transfer; part of Malarone.</p>
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  1. Artemisinin

Natural tricyclic lactone endoperoxide from sweet wormwood; generates free radicals.

<p>Natural tricyclic lactone endoperoxide from sweet wormwood; generates free radicals.</p>
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  1. Dihydroartemisinin

Semi-synthetic artemisinin; better metabolic stability than the natural form.

<p>Semi-synthetic artemisinin; better metabolic stability than the natural form.</p>
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  1. Artemether

Lipophilic artemisinin derivative; part of Coartem combination therapy.

<p>Lipophilic artemisinin derivative; part of Coartem combination therapy.</p>
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  1. Artesunate

Water-soluble artemisinin hemi-succinate; sodium salt used by injection for severe malaria.

<p>Water-soluble artemisinin hemi-succinate; sodium salt used by injection for severe malaria.</p>
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  1. Lumefantrine

Blood schizontocide combined with artemether in the ACT Coartem.

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  1. Pyronaridine

Blood schizontocide inhibiting haemozoin pigment; part of Pyramax.

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Sulphonamides & Antifolates

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  1. Sulfamethazine

Short-acting sulphonamide with a dimethyl-substituted pyrimidine ring.

<p>Short-acting sulphonamide with a dimethyl-substituted pyrimidine ring.</p>
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  1. Sulfadiazine

Intermediate-acting sulphonamide with an unsubstituted pyrimidine ring.

<p>Intermediate-acting sulphonamide with an unsubstituted pyrimidine ring.</p>
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  1. Sulfameter

Long-acting sulphonamide with a methoxy-substituted pyrimidine ring.

<p>Long-acting sulphonamide with a methoxy-substituted pyrimidine ring.</p>
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  1. Sulfaguanidine

Highly polar intestinal agent identified by its N1-amidino group.

<p>Highly polar intestinal agent identified by its N1-amidino group.</p>
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  1. Phthalyl Sulphathiazole

Intestinal prodrug with an N4-phthalyl group; cleaved by intestinal amidases.

<p>Intestinal prodrug with an N4-phthalyl group; cleaved by intestinal amidases.</p>
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  1. Succinyl Sulphathiazole

Intestinal prodrug with an N4-succinyl group.

<p>Intestinal prodrug with an N4-succinyl group.</p>
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  1. Sulphasalazine

Features an azo bond (-N=N-); cleaved to release 5-ASA for ulcerative colitis.

<p>Features an azo bond (-N=N-); cleaved to release 5-ASA for ulcerative colitis.</p>
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  1. Trimethoprim

Type II antifolate; 3,4,5-trimethoxybenzyl group and a 2,4-diaminopyrimidine ring.

<p>Type II antifolate; 3,4,5-trimethoxybenzyl group and a 2,4-diaminopyrimidine ring.</p>
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  1. Mafenide acetate

Topical agent with an aminomethyl group instead of aniline amine; for burns.

<p>Topical agent with an aminomethyl group instead of aniline amine; for burns.</p>
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  1. Silver sulphadiazine

Topical agent specifically active against Pseudomonas in burn patients.

<p>Topical agent specifically active against Pseudomonas in burn patients.</p>
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Beta-Lactams

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  1. Penicillin G

Natural penicillin with a benzyl side chain; narrow spectrum.

<p>Natural penicillin with a benzyl side chain; narrow spectrum.</p>
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  1. Penicillin V

Phenoxymethyl penicillin; acid-stable due to electron-withdrawing oxygen; oral use.

<p>Phenoxymethyl penicillin; acid-stable due to electron-withdrawing oxygen; oral use.</p>
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  1. Ampicillin

Broad-spectrum Class 1 penicillin with an alpha-amino group on the side chain.

<p>Broad-spectrum Class 1 penicillin with an alpha-amino group on the side chain.</p>
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  1. Amoxycillin

Class 1 penicillin; alpha-amino and para-hydroxy groups provide acid stability.

<p>Class 1 penicillin; alpha-amino and para-hydroxy groups provide acid stability.</p>
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  1. Carbenicillin

Broad-spectrum Class 2 penicillin with an alpha-carboxy group; targets Pseudomonas.

<p>Broad-spectrum Class 2 penicillin with an alpha-carboxy group; targets Pseudomonas.</p>
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  1. Ticarcillin

Thienyl isostere of carbenicillin; Class 2 antipseudomonal.

<p>Thienyl isostere of carbenicillin; Class 2 antipseudomonal.</p>
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  1. Pipracillin

Acylureido penicillin featuring a piperazine moiety; broad spectrum.

<p>Acylureido penicillin featuring a piperazine moiety; broad spectrum.</p>
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  1. Methicillin

Bulky 2,6-dimethoxyphenyl group provides steric hindrance; beta-lactamase resistant.

<p>Bulky 2,6-dimethoxyphenyl group provides steric hindrance; beta-lactamase resistant.</p>
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  1. Oxacillin

Isoxazolyl side chain; beta-lactamase resistant penicillin.

<p>Isoxazolyl side chain; beta-lactamase resistant penicillin.</p>
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  1. Clavulanic acid

Beta-lactamase inhibitor with an oxapenam ring system (O replaces S).

<p>Beta-lactamase inhibitor with an oxapenam ring system (O replaces S).</p>
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Sulbactam

Beta-lactamase inhibitor; penicillanic acid sulfone (SO2).

<p>Beta-lactamase inhibitor; penicillanic acid sulfone (SO2).</p>
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  1. Thienamycin

Broad-spectrum carbapenem parent structure.

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  1. Imipenem

Carbapenem always co-administered with cilastatin to prevent renal degradation.

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  1. Meropenem

Broad-spectrum carbapenem resistant to renal dehydropeptidase.

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  1. Aztreonam

Monobactam containing a standalone, non-fused beta-lactam ring.

<p>Monobactam containing a standalone, non-fused beta-lactam ring.</p>
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  1. Timocillin

6-methoxy derivative of ticarcillin; resists some beta-lactamases.

<p>6-methoxy derivative of ticarcillin; resists some beta-lactamases.</p>
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  1. Cephalexin

1st generation oral cephalosporin.

<p>1st generation oral cephalosporin.</p>
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  1. Cefadroxil

1st generation cephalosporin; orally active.

<p>1st generation cephalosporin; orally active.</p>
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  1. Cephradine

1st generation cephalosporin.

<p>1st generation cephalosporin.</p>
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  1. Cefamandole

2nd generation cephalosporin with an N-methylthiotetrazole (NMTT) group.

<p>2nd generation cephalosporin with an N-methylthiotetrazole (NMTT) group.</p>
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  1. Cefuroxime

2nd generation cephalosporin with a methoxyimino group for stability.

<p>2nd generation cephalosporin with a methoxyimino group for stability.</p>
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  1. Cefaclor

2nd generation cephalosporin with a chlorine at C3.

<p>2nd generation cephalosporin with a chlorine at C3.</p>
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  1. Loracarbef

Carbacephem related to cefaclor; S replaced by C in the ring.

<p>Carbacephem related to cefaclor; S replaced by C in the ring.</p>
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  1. Cefprozil

2nd generation cephalosporin.

<p>2nd generation cephalosporin.</p>
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<ol start="55"><li><p>Cefotaxime</p></li></ol><p></p>
  1. Cefotaxime

3rd generation; metabolized by esterases to active desacetylcefotaxime.

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<ol start="56"><li><p>Ceftizoxime</p></li></ol><p></p>
  1. Ceftizoxime

3rd generation cephalosporin.

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  1. Cefoperazone

3rd generation with NMTT group and piperazine side chain.

<p>3rd generation with NMTT group and piperazine side chain.</p>
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  1. Cefixime

3rd generation with high activity against Pseudomonas aeruginosa.

<p>3rd generation with high activity against Pseudomonas aeruginosa.</p>
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  1. Ceftriaxone

3rd generation; very long half-life due to high protein binding.

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  1. Cefixime

Orally active 3rd generation cephalosporin.

<p>Orally active 3rd generation cephalosporin.</p>
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  1. Cefepime

4th generation cephalosporin with broad spectrum.

<p>4th generation cephalosporin with broad spectrum.</p>
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  1. Cefoxitin

Cephamycin with a C7-methoxy group; provides extreme beta-lactamase resistance.

<p>Cephamycin with a C7-methoxy group; provides extreme beta-lactamase resistance.</p>
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Tetracyclines, Macrolides & Aminoglycosides

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  1. Chlortetracycline

Tetracycline with a chlorine at position 7 (Aureomycin).

<p>Tetracycline with a chlorine at position 7 (Aureomycin).</p>
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  1. Oxytetracycline

Tetracycline with an extra hydroxyl group at position 5 (Terramycin).

<p>Tetracycline with an extra hydroxyl group at position 5 (Terramycin).</p>
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  1. Tetracycline

Standard fused four-ring naphthacene nucleus.

<p>Standard fused four-ring naphthacene nucleus.</p>
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  • Demeclocycline

7-chloro tetracycline lacking the 6-methyl group.

<p>7-chloro tetracycline lacking the 6-methyl group.</p>
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  1. Doxycycline

6-deoxy tetracycline; stable in acids and bases because it lacks the 6-OH group.

<p>6-deoxy tetracycline; stable in acids and bases because it lacks the 6-OH group.</p>
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  1. Minocycline

Tetracycline with a 7-dimethylamino group.

<p>Tetracycline with a 7-dimethylamino group.</p>
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  1. Sancycline

Simplest active member of the tetracycline family.

<p>Simplest active member of the tetracycline family.</p>
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  1. Rolitetracycline

Tetracycline prodrug

<p>Tetracycline prodrug </p>
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  1. Erythromycin

14-membered lactone ring; prevents translocation at the 50S subunit.

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  1. Clarithromycin

Erythromycin with a C6-methyl ether substitution for increased acid stability.

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  1. Azithromycin

15-membered macrolide with an inserted N-methyl group; prolonged duration.

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  1. Spiramycin

Macrolide primarily used for toxoplasmosis.

<p>Macrolide primarily used for toxoplasmosis.</p>
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  1. Streptomycin

Aminoglycoside; streptidine, streptose, and N-methyl-glucosamine linked.

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  1. Neomycin

Potent aminoglycoside used topically or for bowel preparation before surgery.

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  1. Paromomycin

Aminoglycoside used for intestinal amebiasis.

<p>Aminoglycoside used for intestinal amebiasis.</p>
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  1. Gentamycin

Common broad-spectrum bactericidal aminoglycoside.

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  1. Tobramycin

Aminoglycoside often preferred for Pseudomonas infections.

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  1. Kanamycin

Early aminoglycoside antibiotic.

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  1. Clindamycin

Lincomycin derivative; sulfur-containing antibiotic active against anaerobes.

<p>Lincomycin derivative; sulfur-containing antibiotic active against anaerobes.</p>
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Antimycobacterials & Antiprotozoals

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  1. Isoniazid (INH)

inhibits mycolic acid synthesis in TB.

<p> inhibits mycolic acid synthesis in TB.</p>
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  1. Pyrazinamide

Pyrazine ring with carboxamide; essential 1st line TB drug.

<p>Pyrazine ring with carboxamide; essential 1st line TB drug.</p>
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  1. Ethambutol

Ethylenediamino-dibutanol; d-isomer is active against TB.

<p>Ethylenediamino-dibutanol; d-isomer is active against TB.</p>
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  1. Ethionamide

2nd line TB drug featuring a thioamide group.

<p>2nd line TB drug featuring a thioamide group.</p>
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  1. Cycloserine

D-4-amino-3-isoxazolidone; prevents bacterial cell wall synthesis.

<p>D-4-amino-3-isoxazolidone; prevents bacterial cell wall synthesis.</p>
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  1. Clofazimine

Tricyclic phenazine dye used for leprosy.

<p>Tricyclic phenazine dye used for leprosy.</p>
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  1. PAS (Para-Amino Salicylic Acid)

Competitive inhibitor of PABA specific for TB.

<p>Competitive inhibitor of PABA specific for TB.</p>
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  1. Thiacetazone

TB drug featuring a thiosemicarbazone group.

<p>TB drug featuring a thiosemicarbazone group.</p>
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  1. Metronidazole

5-nitroimidazole; reduced to reactive intermediates that alkylate anaerobic DNA.

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  1. Tinidazole

5-nitroimidazole with ethylsulphonylethyl side chain; longer half-life than metronidazole.

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  1. Nitazoxanide

Thiazolyl-benzamide inhibiting PFOR enzyme in protozoa and anaerobes.

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  1. Diloxanide Furoate

Luminal amebicide prodrug; structurally related to chloramphenicol.

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  1. Iodoquinol

8-hydroxyquinoline with two iodines (positions 5, 7); luminal amebicide.