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Term:
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(+-)-menthol 
(-)-menthol +  
(-)-noscapine  
(1R,2S)-nortilidine +  
(1R,2S)-tranylcypromine hydrochloride +  
(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride  
(1S,2R)-5-methoxy-1-methyl-2-(propylamino)tetralin hydrochloride 
(1S,2R)-nortilidine +  
(1S,2R)-tranylcypromine hydrochloride +  
(2R,3S)-EHNA hydrochloride 
(2R,3S)-PPDA +  
(2S,3R)-PPDA +  
(3S)-3-\{[3',4'-difluoro-5-(\{4'-fluoro-6-[(3S)-pyrrolidinium-3-yloxy][biphenyl]-3-yl\}carbamoyl)[biphenyl]-2-yl]oxy\}pyrrolidinium dichloride 
(aminooxy)acetic acid hemihydrochloride 
(E)-trans-miyabenol C 
(E,E)-germacrone  
(R)-adrenaline hydrochloride 
(R)-cyclopentolate hydrochloride 
(R)-cycrimine hydrochloride 
(R)-donepezil hydrochloride +   
(R)-DRF053 hydrochloride hydrate 
(R)-fluoxetine +   
(R)-fluoxetine hydrochloride +   
(R)-ketamine 
(R)-nefopam hydrochloride +  
(R)-prasugrel hydrochloride +   
(R)-tetrindole hydrochloride +  
(R,R)-tramadol +   
(R,R)-tramadol hydrochloride +  
(R,S,S,S)-nebivolol hydrochloride +  
(S)-2-methyl-1-(4-methylisoquinoline-5-sulfonyl)-1,4-diazepane dihydrochloride 
(S)-amphetamine +   
(S)-carbinoxamine maleate 
(S)-cyclopentolate hydrochloride 
(S)-cycrimine hydrochloride 
(S)-donepezil hydrochloride +   
(S)-fenfluramine +   
(S)-fenfluramine hydrochloride 
(S)-fluoxetine +   
(S)-fluoxetine hydrochloride +   
(S)-glaucine +   
(S)-nefopam hydrochloride +  
(S)-prasugrel hydrochloride +   
(S)-ropivacaine hydrochloride (anhydrous) +  
(S)-tetrindole hydrochloride +  
(S)-verapamil hydrochloride +  
(S,R,R,R)-nebivolol hydrochloride +  
(S,S)-tramadol +   
(S,S)-tramadol hydrochloride +  
A hydrochloride resulting from the reaction of (S,S)-tramadol with 1 molar equivalent of hydrogen chloride; the (S,S)-enantiomer of the racemic opioid analgesic tramadol hydrochloride, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer.
1,2-dimethylhydrazine dihydrochloride 
1-(1-methylindol-5-yl)-3-(3-methyl-1,2-thiazol-5-yl)urea 
1-(5-isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride 
1-[1-(1-benzothiophen-2-yl)cyclohexyl]piperidine hydrochloride 
1-[2-(benzhydryloxy)ethyl]-4-(3-phenylpropyl)piperazine dihydrochloride 
1-benzyl-2-chloromethylimidazole hydrochloride 
1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide hydrochloride +  
2-(chloromethyl)-4,5-dihydro-1H-imidazole hydrochloride 
2-(chloromethyl)pyridine hydrochloride 
2-amino-3-(2-oxo-2,3-dihydro-1H-indol-3-yl)propanoic acid hydrochloride 
2-amino-5-phosphonopentanoic acid  
2-dimethylaminoethyl chloride hydrochloride 
2-methyl-6-(phenylethynyl)pyridine hydrochloride 
3,6-diamino-10-methylacridinium chloride.HCl +  
3,6-diaminoacridine dihydrochloride +  
3,6-diaminoacridine monohydrochloride +  
3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol 
3-[4-(3-chlorophenyl)piperazin-1-yl]-1,1-diphenylpropan-2-ol hydrochloride 
3-methylfentanyl 
3-methylthiofentanyl +  
3beta-(2-diethylaminoethoxy)androst-5-en-17-one hydrochloride  
4-(methylamino)antipyrine 
4-\{2-[(2-hydroxybenzyl)amino]ethyl\}-2,5-dimethoxybenzonitrile.HCl 
4-DAMP methiodide  
4-DAMP(1+) +   
4-diphenylacetoxy-N-methylpiperidine 
4-fluoro-N-\{2-[4-(7-methoxynaphthalen-1-yl)piperazin-1-yl]ethyl\}benzamide hydrochloride  
5-aminolevulinic acid hydrochloride 
5-methyltryptamine hydrochloride 
7-chlorokynurenic acid  
8-OH-DPAT  
9-aminoacridine hydrochloride 
acebutolol hydrochloride 
aclacinomycin T hydrochloride 
aclidinium +  
aclidinium bromide 
acridine half-mustard dihydrochloride 
acridine orange  
acridine red 3B 
acridine yellow 
AF-DX 384 
alectinib hydrochloride 
alfentanil  
alfuzosin hydrochloride 
alosetron +  
alosetron hydrochloride 
alprenolol hydrochloride 
alverine hydrochloride 
alvocidib hydrochloride 
amantadine  
amantadine hydrochloride 
amantadine sulfate 
amezinium +  
amezinium metilsulfate 
amiloride hydrochloride +  
amineptine hydrochloride 
amitriptyline +   
AMN082 dihydrochloride 
amodiaquine hydrochloride 
amorolfine hydrochloride 
amoxapine  
amperozide  
amperozide hydrochloride 
amphetamine +   
anagrelide hydrochloride 
ancitabine hydrochloride 
anileridine 
anileridine dihydrochloride 
anisotropine methylbromide 
Anoro Ellipta 
apomorphine hydrochloride 
apraclonidine hydrochloride 
arsphenamine 
asenapine  
asenapine maleate 
atomoxetine +   
atomoxetine hydrochloride  
atropine +   
auramine O  
azelastine hydrochloride 
bacampicillin hydrochloride 
bambuterol hydrochloride +  
benazepril hydrochloride 
benproperine 
benproperine trihydrogen phosphate 
benserazide hydrochloride 
benzatropine +   
benzonatate 
benzphetamine +   
benzphetamine hydrochloride 
benzquinamide +  
bepridil hydrochloride 
bepridil hydrochloride monohydrate 
beta-casomorphin-7 (human) 
betaxolol hydrochloride +  
betazole dihydrochloride 
bevantolol hydrochloride +  
biliverdin hydrochloride 
biperiden +   
biperiden hydrochloride 
Bismark brown Y 
bleomycin hydrochloride 
BRACO-19 
bromazine +  
bromazine hydrochloride +  
bromhexine hydrochloride 
buclizine dihydrochloride 
buprenorphine +   
buprenorphine hydrochlorie 
buspirone hydrochloride 
butenafine hydrochloride 
butorphanol +   
butorphanol D-tartrate 
butropium +  
butropium bromide 
butylscopolamine +   
butylscopolamine bromide  
cadaverine dihydrochloride 
capsazepine  
carbinoxamine +   
carbinoxamine maleate +  
carfentanil  
cariprazine  
cariprazine hydrochloride 
carmoxirole hydrochloride 
carteolol hydrochloride 
cefepime hydrochloride 
cefmenoxime hydrochloride 
cefotiam dihydrochloride 
cefotiam hexetil dihydrochloride 
CGP 78608 
CGP 78608 hydrochloride 
chlordiazepoxide hydrochloride 
chloroprocaine hydrochloride 
chlorphenamine +   
chlorpromazine hydrochloride 
chlorprothixene hydrochloride 
cimetidine hydrochloride 
cinacalcet hydrochloride 
cinanserin hydrochloride 
cinchocaine hydrochloride 
cinnarizine  
ciprofloxacin dihydrochloride 
ciprofloxacin hydrochloride (anhydrous) +  
cis-flupenthixol dihydrochloride 
citalopram  
citalopram hydrobromide 
clemastine +   
clemastine fumarate 
clenbuterol hydrochloride +  
clofedanol  
clomipramine  
clomipramine hydrochloride 
clopenthixol +   
clozapine  
cocaine  
cocaine hydrochloride 
codeine +   
colesevelam hydrochloride  
colestipol hydrochloride 
colforsin daropate hydrochloride  
conivaptan hydrochloride 
copanlisib dihydrochloride 
cyclazosin hydrochloride 
cyclizine hydrochloride 
cyclobenzaprine hydrochloride 
cycloguanil hydrochloride 
cyclopentolate +  
cyclopentolate hydrochloride +  
cycrimine +  
cycrimine hydrochloride +  
cyproheptadine +   
cyproheptadine hydrochloride (anhydrous) +  
cyproheptadine hydrochloride sesquihydrate 
D-lysine hydrochloride 
daclatasvir hydrochloride 
darifenacin +   
darifenacin hydrobromide 
demeclocycline hydrochloride 
deptropine +   
deptropine citrate 
desipramine +   
desipramine hydrochloride 
dexpropranolol hydrochloride 
dexrazoxane hydrochloride 
dextilidine +  
dextromethadone +   
dextromethorphan +   
dextromoramide 
dextropropoxyphene +   
dextropropoxyphene hydrochloride 
dexverapamil hydrochloride +  
dezocine 
dibunate +  
dibunic acid 
dicyclomine +   
dicyclomine hydrochloride 
diethylpropion hydrochloride 
difenoxin hydrochloride 
dilazep dihydrochloride 
dilevalol hydrochloride 
diltiazem hydrochloride 
dimethylthiambutene 
dinitrogen oxide  
diphemanil methylsulfate 
diphenhydramine +   
diphenhydramine hydrochloride 
diphenhydramine salicylate 
diphenoxylate hydrochloride 
diphenylpyraline hydrochloride 
dipivefrin hydrochloride 
dizocilpine  
dizocilpine maleate  
DND-22 dye 
dobutamine hydrochloride 
dorzolamide hydrochloride  
dotarizine 
dothiepin hydrochloride +  
doxapram hydrochloride (anhydrous) +  
doxofylline 
doxycycline HCl +  
doxylamine  
DPDPE  
duloxetine hydrochloride +   
DuP-714 
dyclonine hydrochloride 
E-3810 
ecgonine methyl ester +   
eflornithine hydrochloride monohydrate 
eliprodil  
eluxadoline  
emetine dihydrochloride +  
emetine dihydrochloride hydrate 
encainide hydrochloride 
ent-diltiazem hydrochloride 
ent-tamsulosin hydrochloride +  
epinastine hydrochloride 
eprazinone hydrochloride 
erlotinib hydrochloride  
escitalopram hydrobromide +  
eseroline +   
esketamine +  
esketamine hydrochloride 
esmolol hydrochloride 
esoxybutynin +   
esoxybutynin chloride 
ethambutol dihydrochloride 
ethanol +   
ethidium homodimer 
ethylenediamine dihydrochloride 
etorphine 
fabesetron 
famotidine hydrochloride 
fasudil hydrochloride +  
fenfluramine +   
fenfluramine hydrochloride +  
fentanyl +   
fentanyl citrate 
fingolimod hydrochloride  
flavoxate 
flavoxate hydrochloride 
flibanserin 
fluoxetine  
fluoxetine hydrochloride  
flutropium +  
flutropium bromide 
fluvoxamine  
FR901469 hydrochloride 
garomefrine hydrochloride 
gemcitabine hydrochloride 
gepirone hydrochloride 
gevotroline hydrochloride 
ginsenoside Rb3 
glycinexylidide hydrochloride 
GR 113808  
GR 127935  
GR 127935 hydrochloride 
gramine  
granisetron  
GS4012 
haloperidol  
heliamine hydrochloride 
heroin  
himbacine  
Hoffman's violet 
homatropine methylbromide 
hydrabamine dihydrochloride 
hydralazine hydrochloride 
hydrocodone +   
hydrocortamate hydrochloride 
hydromorphone +   
hydromorphone hydrochloride 
hydroxyzine hydrochloride 
ICR 340 
iloperidone  
imipramine +   
imipramine hydrochloride 
iodocyanopindolol  
ipratropium bromide +  
ipratropium bromide hydrate 
iptacopan hydrochloride +  
irinotecan hydrochloride (anhydrous) +  
isoliquiritigenin +   
ivabradine hydrochloride 
JTE-607 dihydrochloride 
JWH-133 
ketamine +   
ketamine hydrochloride +  
ketanserin  
ketanserin tartrate 
kynurenic acid +   
L-778,123 hydrochloride 
L-cysteine hydrochloride +  
L-lysine hydrochloride 
lanperisone hydrochloride 
Leu-enkephalin  
levacetylmethadol 
levobunolol hydrochloride 
levodropropizine 
levomethadone +   
levomethorphan +  
levopropoxyphene +  
levopropoxyphene hydrochloride 
lidocaine hydrochloride +  
lofentanyl 
lofepramine hydrochloride 
lomefloxacin hydrochloride 
loperamide  
loperamide hydrochloride 
lorcaserin hydrochloride +  
lurasidone 
lurasidone hydrochloride  
LY-310762 
LY-310762 hydrochloride 
LY-367,265 
magenta II +  
mechlorethamine hydrochloride 
medetomidine hydrochloride +  
Mefloquine hydrochloride 
mefuparib hydrochloride 
memantine  
memantine hydrochloride 
mepivacaine hydrochloride 
mesulergine  
Met-enkephalin 
metergoline  
metformin hydrochloride +  
methadone +   
methadone hydrochloride 
methamphetamine hydrochloride 
methapyrilene hydrochloride 
methdilazine hydrochloride 
methiothepin  
methiothepin maleate 
methixene hydrochloride 
methoctramine 
methoctramine tetrahydrochloride  
methotrimeprazine 
methoxyphenamine hydrochloride 
methyl 5-aminolevulinate hydrochloride 
Methyl violet 2B 
methylamine hydrochloride 
methylphenidate  
methylphenidate hydrochloride 
methysergide  
metixene +   
metoclopramide dihydrochloride monohydrate 
metoclopramide hydrochloride +  
metronidazole hydrochloride 
mexiletine hydrochloride 
mianserin +   
mianserin hydrochloride 
midafotel 
midazolam hydrochloride 
midodrine hydrochloride 
minaprine +  
minaprine hydrochloride 
minocycline hydrochloride 
mirtazapine  
mitoguazone hydrochloride +  
mitoxantrone dihydrochloride 
monoethylglycinexylidide hydrochloride 
moricizine hydrochloride 
morphine +   
morphine hydrochloride +  
morphine hydrochloride trihydrate 
moxifloxacin hydrochloride 
myrophine +  
myrophine hydrochloride 
N(6)-\{2-[(1,2-diphenylhydrazinyl)carbonyl]-2-hydroxyhexanoyl\}-6-aminohexylammonium chloride 
N(6)-acetimidoyl-L-lysine dihydrochloride 
N(gamma)-nitro-L-arginine methyl ester hydrochloride 
N,N'-(p-xylylidene)bis(aminoguanidine) dihydrochloride 
N-(1-naphthyl)ethylenediamine dihydrochloride 
N-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-2-(2,6-dimethoxyphenoxy)ethanamine hydrochloride 
N-(4-aminobutyl)-5-chloronaphthalene-2-sulfonamide hydrochloride 
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide dihydrochloride 
N-[2-(4-phenoxybenzyl)benzimidazol-5-yl]methanesulfonamide 
N-\{2-[(4-benzylpiperidin-1-yl)methyl]benzimidazol-5-yl\}methanesulfonamide 
N-\{2-[4-methoxy-3-(2-phenylethoxy)phenyl]ethyl\}-N-propylpropan-1-amine hydrochloride  
N-arachidonoylserotonin 
N-demethylmirtazapine 
N-desmethylclozapine  
N-methyl-3-phenyl-3-[4-(trifluoromethyl)phenoxy]-1-propanamine hydrochloride (1:1) 
N-methylparoxetine 
Naftifine hydrochloride 
nalbuphine +   
nalbuphine hydrochloride  
naloxone hydrochloride 
naltrexone hydrochloride +  
NAN 190 
NAN 190 hydrobromide  
Naratriptan hydrochloride 
naxagolide hydrochloride 
nefazodone +   
nefazodone hydrochloride 
nefopam  
nefopam hydrochloride 
neticonazole hydrochloride 
neutral red 
new fuchsin +  
nimustine hydrochloride 
nisoxetine  
NNC 55-0396 dihydrochloride 
norfentanyl 
noribogaine 
nortriptyline  
NSC 23766 +   
NSC 23766 trihydrochloride 
olanzapine  
olodaterol hydrochloride +  
oripavine +   
orphenadrine +   
orphenadrine citrate 
orphenadrine hydrochloride 
oxatomide  
oxybuprocaine hydrochloride 
oxybutynin +   
oxybutynin chloride 
oxycodone  
oxycodone hydrochloride +  
oxymetazoline hydrochloride 
oxythiamine chloride hydrochloride 
paliperidone 
paliperidone palmitate  
palonosetron  
palonosetron hydrochloride +  
pararosaniline +  
paroxetine +   
paroxetine hydrochloride 
paroxetine maleate 
pazopanib hydrochloride 
PD-153035 hydrochloride 
pentamidine  
pethidine  
pethidine hydrochloride 
PF-670462  
phenazopyridine hydrochloride 
phencyclidine  
phenylephrine hydrochloride 
phenylhydrazine hydrochloride 
pholcodine 
pibutidine hydrochloride 
picrinine +  
picrotoxinin +   
pilocarpine hydrochloride 
pimavanserin 
pimavanserin tartrate 
pimozide  
pindolol +   
pipamperone 
pipamperone dihydrochloride 
pirenzepine +   
pirenzepine hydrochloride 
piroheptine 
piroheptine hydrochloride 
pivmecillinam hydrochloride 
pizotifen  
pizotifen malate 
pizotifen maleate 
PJ34 hydrochloride 
poly(allylamine hydrochloride) 
poly(diallylmethylammonium chloride) macromolecule +  
poly\{3-[(S)-5-amino-5-carboxyl-3-oxapentyl]-2,5-thiophenylene hydrochloride\} macromolecule +  
polyhexamethylene biguanide hydrochloride 
ponatinib hydrochloride 
PPDA 
pramipexole hydrochloride anhydrous +  
prazosin hydrochloride 
prilocaine hydrochloride 
prinomastat hydrochloride 
procainamide hydrochloride 
procarbazine hydrochloride 
procyclidine +   
procyclidine hydrochloride 
profenamine +   
profenamine hydrochloride 
proglumide +  
promazine +   
promazine hydrochloride 
promethazine hydrochloride 
propafenone hydrochloride 
propiomazine +  
propiomazine hydrochloride 
propoxyphene 
propranolol hydrochloride  
propyromazine +  
propyromazine bromide 
protriptyline hydrochloride 
pseudoephedrine hydrochloride 
puromycin dihydrochloride 
pyridoxal hydrochloride 
pyridoxamine dihydrochloride 
pyridoxamine hydrochloride 
pyridoxine hydrochloride 
quetiapine +   
quinacrine mustard dihydrochloride 
quinapril hydrochloride  
quinidine +   
quininib hydrochloride 
rac-nortilidine 
racemethorphan 
raloxifene hydrochloride 
ranitidine hydrochloride 
remifentanil +   
remifentanil hydrochloride 
reserpine  
retaspimycin hydrochloride 
rilpivirine hydrochloride +  
risperidone  
ritanserin  
ritropirronium bromide +  
Ro 25-6981  
Ro 25-6981 maleate 
rolapitant hydrochloride (anhydrous) +  
rolicyclidine 
rosanilin +  
RS 39604  
RS 39604 hydrochloride 
sapropterin dihydrochloride 
SB 224289 
SB 224289 hydrochloride 
scopolamine +   
scopolamine hydrobromide (anhydrous) +  
scopolamine hydrobromide trihydrate 
scopolamine methobromide 
selegiline hydrochloride 
sertindole  
sertraline  
sertraline hydrochloride 
setiptiline 
setiptiline maleate 
sibutramine  
SIS3 
SKF-10,047 +  
SKF-96365 hydrochloride  
sodium dibunate 
sotalol hydrochloride 
spectinomycin dihydrochloride 
spectinomycin hydrochloride hydrate 
spiperone  
spiramide 
spirit blue 
strychnine hydrochloride 
sufentanil  
synthalin 
talampicillin hydrochloride 
tamsulosin hydrochloride +  
telavancin hydrochloride 
tenocyclidine 
terazosin hydrochloride dihydrate 
terbinafine hydrochloride 
tetrabenazine  
tetrahydrozoline hydrochloride 
thiamine hydrochloride +  
thienylfentanyl 
thiethylperazine +   
thiocyclam hydrochloride 
thioridazine +   
thioridazine hydrochloride 
tiagabine hydrochloride 
tianeptine  
ticlopidine hydrochloride 
tilidine 
tilorone dihydrochloride 
tiotropium 
tiotropium bromide  
tiotropium bromide hydrate +  
tipiracil hydrochloride +  
tiquizium +   
tiquizium bromide  
tirofiban hydrochloride 
tolterodine +   
tramadol  
tramadol hydrochloride 
tramadol(1+) +  
trazodone +   
trazodone hydrochloride 
tridihexethyl +  
triethanolamine hydrochloride 
trifluoperazine hydrochloride 
triflupromazine hydrochloride 
trimethylamine hydrochloride 
triprolidine hydrochloride (anh.) +  
tropanyl 3,5-dimethylbenzoate 
tropisetron  
tropisetron hydrochloride 
trospium +   
trospium chloride  
Troxyca ER 
U50488  
U69593  
umeclidinium +  
umeclidinium bromide +  
vanoxerine dihydrochloride  
venlafaxine +   
venlafaxine hydrochloride  
vilazodone 
vilazodone hydrochloride 
vortioxetine  
vortioxetine hydrobromide 
W54011 
xylazine hydrochloride 
yohimbine  
Z-L-Lys-SBzl hydrochloride 
zavegepant hydrochloride 
zhankuic acid B 
ziprasidone +   
ziprasidone hydrochloride hydrate 
ZM 323881 hydrochloride 
zuclopenthixol 

Synonyms
Exact Synonyms: (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochloride
Related Synonyms: (-)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochloride ;   (-)-tramadol hydrochloride ;   Formula=C16H26ClNO2 ;   InChI=1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16+;/m0./s1 ;   InChIKey=PPKXEPBICJTCRU-KUARMEPBSA-N ;   SMILES=Cl.COc1cccc(c1)[C@]1(O)CCCC[C@H]1CN(C)C ;   [(1S,2S)-2-hydroxy-2-(3-methoxyphenyl)cyclohexyl]-N,N-dimethylmethanaminium chloride
Xrefs: Reaxys:7864871
Cyclic Relationships: is_enantiomer_of CHEBI:75733

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