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107 Cards in this Set
- Front
- Back
- 3rd side (hint)
etomidate |
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□ ketamine |
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□ phenobarbital |
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• 5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione
• 5,5-, 1,5,5- 치환만 수면·항불안·마취 효능 • 5-, 1,3-, 1,3,5,5- 는 불활성 또는 경련유발 • pH 에 따라 3개의 lactam group이 lactim으로 변화 • 5번 탄소 치환기의 탄소수↑, 질소 치환기의 탄소수↑ : 지용성↑ • N에 큰 알킬기는 경련유발, N1, N3모두 치환시 불활성
• 2-phenybutyronitrile 원료 • benzyl cyanide(phenylacetonitrile) 원료 • urea(thiopental 제외, barbiturate, trimethadione) 원료 • diethylmalonate 아님! |
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□ zolpidem |
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• N,N-dimethyl-2-(6-methyl-2-p-tolylimidazopyridin-3-yl)acetamide
• Mannich reaction • 4-Methylphenacetyl bromide 원료 • 2-amino-5-methylpyridine 원료 |
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□ diazepam |
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• 7-chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
• 링A - 방향성고리 필요. 7번에 EWG 도입시 활성유지. 6,8,9번에 EWG 도입시 활성상실. • 링B - 1번 치환기는 활성과 무관하지만 bulky하면 친화력↓. 2번에 proton acceptor(carbonyl,sulfinyl)필요. 3번에 hydroxyl 도입시 대사 빠르고 ester화 가능. 4,5번 이중결합 포화시 친화력↓ • 링C - 수용체 결합에 필요한 구조는 아님. 입체적으로 도움. 2’에 EWG 도입시 활성유지. 4’에 EWG 도입시 활성감소. 링C는 heteroaromatic, cycloalkenyl 가능.
• Friedel-Crafts acylation • 2-amino-5-chloro-benzophenone 원료 • glycine ethyl ester 원료 • 2-Amino-5-chlorobenzoic acid 원료 • benzoyl chloride 원료 |
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□ lorazepam |
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• (RS)-7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• 링A - 방향성고리 필요. 7번에 EWG 도입시 활성유지. 6,8,9번에 EWG 도입시 활성상실. • 링B - 1번 치환기는 활성과 무관하지만 bulky하면 친화력↓. 2번에 proton acceptor(carbonyl,sulfinyl)필요. 3번에 hydroxyl 도입시 대사 빠르고 ester화 가능. 4,5번 이중결합 포화시 친화력↓ • 링C - 수용체 결합에 필요한 구조는 아님. 입체적으로 도움. 2’에 EWG 도입시 활성유지. 4’에 EWG 도입시 활성감소. 링C는 heteroaromatic, cycloalkenyl 가능.
• 2-(2-chlorobenzoyl)-4-chloroaniline 원료 • diethyl-2-aminomalonate 원료 |
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□ alprazolam |
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• 8-chloro-1-methyl-6-phenyl-4H-triazolobenzodiazepine
• 2-amino-5-chloro-benzophenone 원료 • glycine ethyl ester 원료 • acetylhydrazine 원료 |
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baclofen |
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eperisone |
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sulpiride |
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chlorpromazine |
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□ olanzapine |
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• 2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thienobenzodiazepine
• dibenzodiazepine
• N-arylation • dehydration • propionaldehyde 원료 • malonitrile 원료 |
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quetiapine |
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□ risperidone |
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• 4-[2-[4-(6-fluorobenzoisoxazol-3-yl)-1-piperidyl]ethyl]-3-methyl-2,6-diazabicyclodeca-1,3-dien-5-one
• fluorobutyrophenone • 4번 탄소에 3급 아민기 치환 필수 • propyl 사슬 변화시 활성 감소 • carbonyl기 최적
• Friedel-Crafts acylation • N-acylation • Oxime formation • O-arylation • 1,3-Difluorobenzene 원료 • 1-Acetylpiperidine-4-carbonyl chloride 원료 • 2-Aminopyridine 원료 • 3-Acetylbutyrolactone 원료 |
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domperidone |
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□ carbamazepine |
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• 5H-dibenzoazepine-5-carboxamide
• Wohl Ziegler reaction (radical reaction) • 2-nitrotoluene 원료 • phosgen 원료 |
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□ valproic acid |
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• 2-propylpentanoic acid
• Retro-Claisen reaction • diethyl malonate 원료 • n-propyl bromide 원료 • ethyl acetoacetate 원료 |
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□ lamotrigine |
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• 6-(2,3-dichlorophenyl)-1,2,4-triazine-3,5-diamine
• Grignard reaction • 2,3-dicholoro-1-iodobenzene 원료 • 2,3-dichlorobenzoic acid 원료 • dichlorosulfoxide 원료 • Cuprous cyanide 원료 • 2,3-dichlorobenzyl cyanide 원료 • aminoguanidine 원료 |
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naloxone |
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pentazocine |
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fentanyl |
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loperamide |
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levodopa |
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carbidopa |
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biperiden |
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atropine |
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ipratropium |
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oxybutynin |
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donepezil |
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epinephrine |
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phenylephrine |
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salbutamol |
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formoterol |
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fenoterol |
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alfuzosin |
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propranolol |
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atenolol |
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carvedilol |
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amitriptyline |
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fluoxetine |
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paroxetine |
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ondansetron |
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sumatriptan |
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lidocaine |
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dibucaine |
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sildenafil |
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vardenafil |
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theophylline |
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ambroxol |
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montelukast |
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pranlukast |
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amiodarone |
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doxapram |
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verapamil |
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diltiazem |
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nifedipine |
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amlodipine |
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enalapril |
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ramipril |
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benazepril |
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valsartan |
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hydrochlorothiazide |
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furosemide |
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simvastatin |
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atorvastatin |
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clopidogrel |
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cilostazol |
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glimepiride |
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acetaminophen |
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aspirin |
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dexibuprofen |
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diclofenac |
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piroxicam |
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bendazac |
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sulindac |
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indomethacin |
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hydroxyzine |
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cetirizine |
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fexofenadine |
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loratadine |
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methylphenidate |
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acyclovir |
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modafinil |
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esomeprazole |
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pyrazinamide |
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chloramphenicol |
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orlistat |
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levofloxacin |
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methotrexate |
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ketoconazole |
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ciprofloxacin |
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propylthiouracil |
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fluconazole |
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imatinib |
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cyclophosphamide |
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amoxicillin |
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levothyroxine |
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mefloquine |
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cimetidine |
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isoniazid |
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cefaclor |
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ranitidine |
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tamoxifen |
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oseltamivir |
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5-fluorouracil |
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doxorubicin |
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metronidazole |
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