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(+-)-chartaceone A 
(+-)-gamma-cadinene 
(+-)-menthol 
(11R,16S)-misoprostol +   
(13R)-13-dihydrocarminomycin 
(1R,2S)-nortilidine +  
(1S,2R)-nortilidine +  
(2-naphthyl)methanol +  
(2S)-2-(4-\{[(1R,2S)-2-hydroxycyclopentyl]methyl\}phenyl)propanoic acid 
(5-hydroxyindol-3-yl)acetic acid  
(6-methoxy-2-naphthyl)acetic acid 
(methylthio)acetic acid 
(R)-2-benzylsuccinic acid 
(R)-oxybutynin +   
(R,R)-tramadol +   
(R,R)-tramadol hydrochloride +  
(RS)-mallotophilippen E 
(S,S)-tramadol +   
(S,S)-tramadol hydrochloride +  
1',4-dihydroxymidazolam 
1,1,1,3,3,3-hexafluoropropan-2-ol  
1-(3-chlorophenyl)piperazine  
1-hydroxymidazolam +   
1-hydroxymidazolam beta-D-glucuronide  
1-p-menthene 
10,11-trans-dihydroxy-10,11-dihydrocarbamazepine +  
11,12-EET +  
12-hydroxynevirapine 
16,16-dimethylprostaglandin E2  
16-hydroxytriptolide 
2,2-bis(4-chlorophenyl)ethanol 
2,3,4,5-tetrachlorophenol  
2,3,4,6-tetrachlorophenol 
2,4,6-trimethyl-DL-phenylalanine 
2,4-diamino-6-hydroxylaminotoluene 
2,4-diamino-6-nitrotoluene 
2,4-dihydroxyacetophenone-5-O-sulfate 
2,4-dihydroxylamino-6-nitrotoluene 
2,6-diamino-4-nitrotoluene 
2,6-dimethylaniline +   
2-acetamidophenol  
2-chloroethanol  
2-formylbenzoic acid 
2-hydroxyibuprofen 
2-hydroxylamino-4,6-dinitrotoluene 
2-methoxyacetaminophen glucuronide 
2-methoxyacetaminophen glucuronide(1-) 
2-methoxyacetaminophen sulfate 
2-methoxyacetaminophen sulfate(1-) 
2-methyl-DL-serine 
2-methylthio-1,3-benzothiazole 
2-methylthioethanol 
2-naphthoate +  
2-naphthoic acid +   
3'-hydroxy-4'-methoxydiclofenac 
3'-hydroxydiclofenac 
3,4-dihydroxymandelic acid  
3,5-dibromo-4-hydroxybenzamide 
3,5-dihydroxyphenylacetic acid 
3,5-xylenol +   
3,7,12-trioxo-5beta-cholanic acid  
3-amino-5-morpholinomethyl-2-oxazolidinone 
3-chlorobenzoic acid 
3-hydroxy-2,2-dimethylbutyric acid 
3-hydroxymethylantipyrine 
3-methylfentanyl 
3-methylthiofentanyl +  
4',5-dihydroxydiclofenac 
4'-hydroxydiclofenac  
4-(acetylamino)-3-hydroxyphenyl hydrogen sulfate 
4-(acetylamino)-3-hydroxyphenyl sulfate 
4-(methylamino)antipyrine 
4-(trifluoromethyl)phenol 
4-acetamido-2-amino-6-nitrotoluene 
4-acetamidoantipyrine 
4-amino-2-hydroxylamino-6-nitrotoluene 
4-aminoantipyrine 
4-aminobenzenesulfonate 
4-aminobenzenesulfonic acid 
4-chlorophenylacetate 
4-chlorophenylacetic acid 
4-DAMP methiodide 
4-DAMP(1+) +   
4-ethoxyaniline +   
4-formylaminoantipyrine 
4-hydroxy-2,6-dimethylaniline 
4-hydroxy-6-methylaniline 
4-hydroxylamino-2,6-dinitrotoluene 
4-hydroxymidazolam +   
4-hydroxymidazolam beta-D-glucuronide 
4-hydroxypropofol 
4-iodo-DL-phenylalanine 
4-isopropylbenzyl alcohol 
4-methylbenzyl alcohol 
4-nitrobenzyl alcohol 
5'-hydroxyomeprazole  
5,7-dimethyl-2-methylamino-4-(3-pyridylmethyl)-1,3-benzothiazol-6-yl hydrogen sulfate 
5-carboxy-2'-deoxyuridine 
5-fluorouridine 5'-monophosphate 
5-hydroxydiclofenac  
5-hydroxydiclofenac quinone imine 
5-O-desmethyldonepezil 
6-azauridine +   
7-hydroxyticlopidine 
8,9-dihydro-8-(S-glutathionyl)-9-hydroxyaflatoxin B1  
A2-32-01 
A2-58-06 
acetaminophen O-beta-D-glucosiduronic acid  
acetohydrazide +   
ACT-132577 +   
ACT-333679 +  
adefovir +   
aflatoxin B1 endo-8,9-oxide 
aflatoxin B1 triol 
aflatoxin M1 8,9-epoxide 
AH23848  
AH23848 hemicalcium salt 
alfentanil  
allodeoxycholic acid +  
alloxanthine +   
alosetron +  
alpha-cypermethrin 
alpha-methylene gamma-butyrolactone +  
alverine citrate 
amlexanox  
amphetamine +   
anileridine 
anileridine dihydrochloride 
anisotropine methylbromide 
antazoline  
antidiarrhoeal drug +   
antipyrine +   
argemonine 
aripiprazole  
asenapine 
asenapine maleate 
asenapine(1+) +  
asperlicin C 
asperlicin E 
atenolol acid 
atenolol-desisopropyl 
atropine +   
auraptene  
azure B  
bacterial xenobiotic metabolite +   
balsalazide +   
balsalazide disodium 
Bay-K-8644  
beflubutamid 
benalaxyl 
benproperine 
benproperine trihydrogen phosphate 
benzo[a]pyrene-7,8-dione  
benzo[c]phenanthren-1-ol 
benzo[c]phenanthren-2-ol 
benzo[c]phenanthren-3-ol 
benzobicyclon 
benzobicyclon hydrolysate 
benzovindiflupyr 
beta-(methylenecyclopropyl)pyruvic acid 
betazole +  
betazole dihydrochloride 
bicalutamide  
bifonazole  
binapacryl 
bopindolol  
bromacil  
bromacil-sodium 
bromisoval 
buclizine  
buclizine dihydrochloride 
bupivacaine  
bupivacaine hydrochloride (anhydrous) +  
bupivacaine hydrochloride hydrate 
bupivacaine(1+) +  
buprenorphine +   
buprenorphine hydrochlorie 
butorphanol +   
butorphanol D-tartrate 
BW 245C 
carbamazepine-10,11-epoxide  
carboxyibuprofen 
carboxyibuprofen(2-) 
carfentanil  
carfentrazone +  
carfentrazone-ethyl 
ceftaroline +  
ceruletide +   
ceruletide diethylamine 
cetraxate 
chlorprothixene +   
chlozolinate  
chrysen-1-ol 
chrysen-2-ol 
chrysen-3-ol 
chrysen-4-ol 
chrysen-6-ol  
cimetidine +   
cimetidine hydrochloride 
cinmethylin 
cis-2,3-dihydro-3-hydroxyanthranilic acid 
cis-2,3-dihydro-3-hydroxyanthranilic acid zwitterion 
cis-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid 
cis-6-ammonio-5-oxocyclohex-2-ene-1-carboxylate 
cis-golgicide A +  
cisapride  
citalopram  
citalopram hydrobromide 
citalopram(1+) 
climbazole  
clopidogrel carboxylic acid 
cloquintocet-mexyl 
clorprenaline  
closantel  
CNDAC +  
codeine +   
conduritol B 
conduritol B epoxide  
cotinine N-oxide 
cyclizine +  
cyclizine hydrochloride 
cyclosporin A metabolite M1 +  
cyclosporin A metabolite M10 
cyclosporin A metabolite M13 
cyclosporin A metabolite M16 +  
cyclosporin A metabolite M17 +  
cyclosporin A metabolite M18 +  
cyclosporin A metabolite M1A 
cyclosporin A metabolite M1cAL 
cyclosporin A metabolite M21 +  
cyclosporin A metabolite M25 
cyclosporin A metabolite M26 
cyclosporin A metabolite M8 +  
cyclosporin A metabolite M9 
cyflumetofen 
cyproheptadine +   
cyproheptadine hydrochloride sesquihydrate 
D-octopine 
D617 
DDD  
desipramine +   
desloratadine  
desmethyl loperamide 
desmethyldoxepin +  
desmethylnaproxen  
desmethylnaproxen sulfate 
desmethylnaproxen(1-) 
desmethylranitidine 
devazepide  
dextilidine +  
dextromoramide 
dextropropoxyphene +   
dezocine 
dichlorprop 
diclofenac beta-D-glucosiduronic acid 
diclofop +   
diclofop-methyl  
didesethylflurazepam 
diflumetorim 
dihydroresveratrol +   
dihydroresveratrol glucuronide +  
dihydroresveratrol glucuronide sulfate 
dihydroresveratrol sulfate +  
dimethenamid 
dimethyl disulfide 
dimethylarsinic acid  
dimethylthiambutene 
diniconazole  
dinoseb +   
dioxoaminopyrine 
diphenylacetic acid  
diphenylpyraline +   
diphenylpyraline hydrochloride 
disodium malate 
DL-cycloserine 
DL-ethionine 
DL-homocysteic acid 
DL-methionine 2-naphthylamide 
DL-O,2,3-trimethyltyrosine 
DL-phenylalanine betaine 
DL-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol 
DL-tyrosine betaine 
donepezil 
donepezil hydrochloride  
doxorubicinol 
doxylamine  
DPDPE  
E3040 glucuronide 
eberconazole 
eberconazole nitrate 
ecgonine methyl ester +   
econazole +   
econazole nitrate 
edelfosine  
efonidipine 
egualen 
egualen sodium 
eluxadoline  
enilconazole  
eperisone 
epoxiconazole  
ergothioneine +   
ergothioneine thione form 
eseroline +  
esmolol +   
esomeprazole +   
esomeprazole magnesium 
ethaboxam 
ethisterone 
ethofumesate 
ethyl mandelate 
etorphine 
eupatilin  
famotidine +   
famoxadone 
Fasnall 
fenarimol  
fenbuconazole  
fenofibric acid 
fenpropidin 
fenpropimorph 
fentanyl +   
fentanyl citrate 
fenticonazole 
fenticonazole nitrate 
fipronil  
fluazifop 
fluazifop-butyl  
fluindapyr 
flumequine  
flumipropyn 
fluoxapiprolin 
fluoxetine  
fluoxetine hydrochloride 
flurtamone 
flutriafol 
fluvastatin  
fluvastatin sodium 
fluxametamide 
formoterol 
formoterol fumarate +   
formoterol(1+) +   
fotemustine  
fungal xenobiotic metabolite +   
furalaxyl 
furametpyr 
gallamine 
gastrin +   
glufosinate +   
glycinexylidide +  
haloxyfop +  
haloxyfop-etotyl 
haloxyfop-methyl 
haloxyfop-sodium 
heroin  
hexaconazole  
homatropine methylbromide 
human xenobiotic metabolite +   
hydrocodone +   
hydromorphone +   
hydroperoxy(hydroxy)icosapentaenoic acid +  
hydroperoxy(hydroxy)icosatetraenoic acid +  
hydroxyalbendazole 
hydroxyfenbendazole 
iclaprim 
imazamox  
imazamox-ammonium 
imazapyr  
imazapyr-isopropylammonium 
imidaprilat  
indan-2-one +  
indometacin +   
isoamylol +   
isoconazole  
isoconazole nitrate 
isolithocholic acid 
ixazomib +   
ketoconazole  
ketorolac  
KI16425 
L-homoarginine 
lactulose  
lansoprazole  
leukotriene D3 
levacetylmethadol 
levomethorphan +  
linalyl acetate  
lofentanyl 
lorglumide 
lorglumide sodium 
malaoxon  
malathion  
mandestrobin 
mandipropamid 
marine xenobiotic metabolite +   
mecoprop  
mefenpyr +  
mefenpyr-diethyl 
mefentrifluconazole 
mefloquine  
melamine +   
melamine(1+) 
meptyldinocap +   
metalaxyl 
methadone +   
methdilazine +   
methocarbamol 
methotrimeprazine 
methylphenidate  
methylsuccinic acid 
metoclopramide  
metoclopramide dihydrochloride monohydrate 
metoclopramide hydrochloride +  
metolachlor  
metolachlor ESA 
metolachlor OXA 
mevinolinic acid 
miconazole +   
miconazole nitrate 
misoprostol  
modafinil  
monastrol 
monobenzyl phthalate  
monocyclohexyl phthalate 
monoethylglycinexylidide +   
monopentyl phthalate 
morphine +   
morphine hydrochloride trihydrate 
muscarinic antagonist +   
myclobutanil 
myrophine +  
myrophine hydrochloride 
N,N-didesmethylvenlafaxine 
N,O-didesmethylvenlafaxine 
N-acetylsulfamethoxazole 
N-benzoyl-DL-arginine 2-naphthylamide 
N-benzoyl-DL-phenylalanine 
N-benzoyl-DL-phenylalanine 2-naphthylamide 
N-carbamoylglycine +  
N-desmethylclozapine  
N-desmethylvenlafaxine 
N-ethylphenylacetamide 
nafenopin  
nalbuphine +   
napropamide  
nebivolol  
nebivolol hydrochloride +  
nefopam  
nefopam hydrochloride 
nemonapride 
nicotine +   
nicotinic antagonist +   
nisoldipine  
nitrazepam +   
nitrosobenzene 
nitrososulfadiazine 
nitrososulfapyridine 
nizatidine  
nodakenetin +  
norfentanyl 
nortriptyline  
norverapamil  
nuarimol 
O-desethyl candesartan 
O-desmethylvenlafaxine 
o-toluate 
o-toluic acid  
o-tyrosine 
ofurace 
omeprazole +   
orciprenaline  
ormaplatin 
oxamniquine 
oxathiapiprolin 
oxidooxomethyl 
oxidopamine  
oxmetidine 
oxpoconazole 
oxpoconazole fumarate 
oxybutynin +   
oxycodone  
oxycodone hydrochloride +  
oxyphenbutazone +   
paclobutrazol  
paliperidone 
paliperidone palmitate  
pancuronium +   
pancuronium bromide 
pantoprazole  
pantoprazole sodium 
paracetamol sulfate +   
parasympatholytic +   
pavine 
pefurazoate 
penconazole  
penflufen 
penthiopyrad 
perindoprilat 
pholcodine 
phosphatidylethanolamine 38:5 +  
pibutidine 
pibutidine hydrochloride 
piperalin 
pirenzepine +   
pirmenol 
pivaloyl-CoA 
plaunotol  
prasugrel 
prasugrel hydrochloride  
prednisolone +   
procainamide 4-hydroxylamine 
prochlorperazine +   
proglumide +  
A racemate composed of equal amounts of (R)- and (S)-proglumide. A non-selective CCK antagonist that was used primarily for treatment of stomach ulcers, but has been replaced by newer drugs.
promazine sulfoxide 
propoxyphene 
propynoic acid +  
propyromazine +  
prostaglandin B3 
prothioconazole  
psilocin +  
pydiflumetofen 
pyrazine-2-carboxylic acid  
pyridine N-oxide +   
pyrimisulfan 
quizalofop 
quizalofop-ethyl  
rabeprazole  
rac-(3R,5R,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid 
rac-1,2-di-O-dodecanylglycero-3-glutaric acid 6'-methylresorufin ester 
rac-1,2-dichloropropane +   
rac-1,2-diglyceride +  
rac-1,2-dioleoyl-3-palmitoylglycerol 
rac-1-monoacylglycerol +  
rac-1-oleoyl-3-palmitoylglycerol 
rac-10,11-trans-dihydroxy-10,11-dihydrocarbamazepine 
rac-3,4-methylenedioxy-N-ethylamphetamine  
rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluic acid +  
rac-6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluic acid +  
rac-catechin 
rac-cis-4-dodecyl-2,5-dimethylmorpholine +  
rac-crizotinib 
rac-ethyl lactate 
rac-gabaculine 
rac-gamma-pentachlorocyclohexene 
rac-hygrine 
rac-lactic acid +   
rac-laudanosoline 
rac-lisofylline 
rac-metamifop 
rac-methyl 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-m-toluate +  
rac-methyl 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-p-toluate +  
rac-methyl lactate 
rac-methyl phenyl sulfoxide 
rac-nortilidine 
rac-selisistat 
rac-tamsulosin 
rac-tamsulosin hydrochloride 
rac-tamulosin hydrochloride 
rac-trans-4-dodecyl-2,5-dimethylmorpholine +  
rac-trans-4-dodecyl-2,6-dimethylmorpholine +  
racemethorphan 
ramiprilat  
ranitidine +   
ranitidine N-oxide 
ranitidine-S-oxide 
ranolazine  
raphanusamic acid 
remifentanil +   
remifentanil hydrochloride 
resveratrol disulfate 
resveratrol glucuronide sulfate +  
resveratrol sulfate 
resveratrol-3-O-sulfate 
RH-24580 
rifaximin  
ritalinic acid  
ritropirronium bromide +  
S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteinate 
S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine 
salmeterol 
sarin  
sebuthylazine 
secbumeton 
sertaconazole  
sertaconazole nitrate 
simeconazole 
SKF 38393  
SKF 38393 hydrobromide 
SN-38 +   
spiraprilat +   
strychnine +   
strychnine hydrochloride 
succinic acid +   
sufentanil  
sulconazole  
sulfadiazine hydroxylamine 
sulfamazone 
sulfapyridine hydroxylamine 
sulfasalazine  
tafenoquine 
talarozole 
tebuconazole  
tedizolid 
tefluthrin 
tefuryltrione 
tegaserod +   
temafloxacin 
tenofovir (anhydrous) +   
teprenone  
terconazole  
teriflunomide  
tetrabenazine  
tetraconazole  
tetramisole 
tetrindole 
tetrindole hydrochloride 
tetrindole mesylate 
thalidomide +   
theophylline +   
theta-cypermethrin 
thienylfentanyl 
threo-5-hydroxy-DL-lysine 
tilidine 
tioconazole 
tiquizium +   
tiquizium bromide  
tolpyralate 
toluene +   
tosufloxacin 
tosufloxacin tosylate +  
tosufloxacin tosylate hydrate 
tosufloxacin(1+) +  
tramadol  
tramadol hydrochloride 
tramadol(1+) +  
trandolaprilat 
trans-2,3-dihydro-3-hydroxyanthranilic acid 
trans-2,3-dihydro-3-hydroxyanthranilic acid zwitterion 
trans-6-amino-5-oxocyclohex-2-ene-1-carboxylic acid 
trans-6-ammonio-5-oxocyclohex-2-ene-1-carboxylate 
trans-golgicide A +  
tranylcypromine  
tranylcypromine hydrochloride 
triadimefon  
triadimenol 
triarimol 
triaziflam 
tricin 7-O-beta-D-glucoside 
tricyclamol chloride 
tridihexethyl +  
triticonazole 
Troxyca ER 
tubulozole 
uniconazole 
uridine +   
vedaprofen 
verapamil  
verapamil hydrochloride 
vinclozolin  
warfarin  
warfarin potassium 
warfarin sodium 
warfarin(1-) +  
wiskostatin 
WR-1065  
Yosprala 
zhankuic acid B 
zofenoprilat 
zoxamide  

Synonyms
Exact Synonyms: rac-N(2)-benzoyl-N,N-dipropyl-alpha-glutamine
Related Synonyms: (+-)-4-benzamido-N,N-dipropylglutaramic acid ;   (RS)-proglumide ;   DL-proglumide ;   Formula=C18H26N2O4 ;   InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22) ;   InChIKey=DGMKFQYCZXERLX-UHFFFAOYSA-N ;   SMILES=CCCN(CCC)C(=O)C(CCC(O)=O)NC(=O)c1ccccc1 ;   proglumida ;   proglumidum ;   racemic proglumide
Xrefs: Beilstein:4151696 "ChemIDplus" ;   CAS:6620-60-6 "ChemIDplus" ;   CAS:6620-60-6 "KEGG DRUG" ;   Drug_Central:2281 "DrugCentral" ;   KEGG:D01818 ;   LINCS:LSM-4439 ;   PMID:23247127 "Europe PMC" ;   Patent:WO2005011665 ;   Patent:WO2005041963 ;   Patent:WO2005044248 ;   Reaxys:4151696 "Reaxys" ;   Wikipedia:Proglumide

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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.