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223 Cards in this Set

  • Front
  • Back
  • 3rd side (hint)

enflurane

etomidate

ketamine

thiopental

alprazolam

8-chloro-1-methyl-6-phenyl-4H-triazolobenzodiazepine



• 2-amino-5-chloro-benzophenone 원료


• glycine ethyl ester 원료


• acetylhydrazine 원

lorazepam

• (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

zolpidem

N,N-dimethyl-2-(6-methyl-2-p-tolylimidazopyridin-3-yl)acetamide



• Mannich reaction


4-Methylphenacetyl bromide 원료


2-amino-5-methylpyridine 원료

phenobarbital

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 치환탄소수↑, 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!

pentobarbital

propofol

chlorpromazine

haloperidol

risperidone

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

sulpiride

olanzapine

2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thienobenzodiazepine



dibenzodiazepine



• N-arylation


• dehydration


• propionaldehyde 원료


• malonitrile

chlordiazepoxide

diazepam

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

phenytoin

carbamazepine

5H-dibenzoazepine-5-carboxamide



Wohl Ziegler reaction (radical reaction)


2-nitrotoluene 원료


• phosgen 원료

valproic acid

2-propylpentanoic acid



• Retro-Claisen reaction


diethyl malonate 원료


n-propyl bromide 원료


• ethyl acetoacetate 원료

lamotrigine

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

ethosuximide

amitriptyline

clomipramine

imipramine

fluoxetine

paroxetine

sertraline

venlafaxine

trazodone

amphetamine

methylphenidate

modafinil

theophylline

fentanyl

methadone

pentazocine

naloxone

levodopa

carbidopa

selegiline

ropinirole

biperiden

baclofen

cyclobenzaprine

donepezil

acetylcholine chloride

neostigmine

atropine

tropicamide

ipratropium

scopolamine

homatropine

dicyclomine

cyclopentolate

epinephrine

norepinephrine

phenylephrine

salbutamol

bambuterol

ephedrine

terazosin

alfuzosin

propranolol

atenolol

bisoprolol

carvedilol

serotonin

sumatriptan

ondansetron

quetiapine

ropivacaine

bupivacaine

lidocaine

sildenafil

vardenafil

roflumilast

cilostazol

fenoterol

formoterol

beclometasone dipropionate

hydrocortisone-17-butylate

methylprednisolone

prednisolone

montelukast

digitoxin

digoxin

milrinone

amiodarone

sotalol

verapamil

diltiazem

nifedipine

amlodipine

nimodipine

acetazolamide

hydrochlorothiazide

furosemide

spironolactone

captopril

enalapril

benazepril

ramipril

lisinopril

losartan

candesartan

irbesartan

valsartan

telmisartan

methyldopa

levodopa

hydralazine

simvastatin

pravastatin

atorvastatin

fluvastatin

rosuvastatin

ezetimibe

clofibrate

gemfibrozil

bezafibrate

acipimox

orlistat

warfarin

dipyridamole

ticlopidine

clopidogrel

exenatide

liraglutide

sitagliptin

saxagliptin

vildagliptin

glibenclamide

glimepiride

repaglinide

nateglinide

metformin

acarbose

miglitol

voglibose

cortisol

estradiol

estriol

raloxifene

medroxyprogesterone

finasteride

levothyroxine

propylthiouracil

alendronate

acetaminophen

aspirin

indomethacin

diclofenac

dexibuprofen

ketoprofen

naproxen

piroxicam

celecoxib

probenecid

allopurinol

histamine

azelastine

cetirizine

fexofenadine

ketotifen

loratadine

cimetidine

nizatidine

ranitidine

lansoprazole

esomeprazole

p-aminobenzoic acid

sulfamethoxazole

sulfadiazine

ofloxacin

ciprofloxacin

penicillin G benzathin

amoxicillin

bacampicillin

pivmecillinam

cephalosporin

cefaclor

cefadroxil

cefdinir

cefixime

chloramphenicol

chloroquine

mefloquine

pyrimethamine

artemisinin

metronidazole

ketoconazole

fluconazole

terbinafine

griseofulvin

isoniazid

p-aminosalicylic acid

pyrazinamide

dapsone

clofazimine

zidovudine

lamivudine

nevirapine

penciclovir

famciclovir

acyclovir

valacyclovir

oseltamivir

nitrogen mustard

cyclophosphamide

carmustine

mitomycin C

cisplatin

methotrexate

mercaptopurine

5-fluorouracil

gemcitabine

daunorubicin

topotecan

bleomycin

paclitaxel

tamoxifen

imatinib