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Chemical compound
S33005
Other names (–)-1-(1-dimethylaminomethyl) 5-methoxybenzocyclobutan-1-yl) cyclohexanol
1-[7-[(dimethylamino)methyl]-4-methoxy-7-bicyclo[4.2.0]octa-1(6),2,
4-trienyl]cyclohexan-1-ol
CAS Number
PubChem
CID
ChemSpider
UNII
CompTox Dashboard (
EPA )
Formula C 18 H 27 N O 2
Molar mass 289.419 g·mol−1 3D model (
JSmol )
CN(C)CC1(CC2=C1C=C(C=C2)OC)C3(CCCCC3)O
InChI=1S/C18H27NO2/c1-19(2)13-17(18(20)9-5-4-6-10-18)12-14-7-8-15(21-3)11-16(14)17/h7-8,11,20H,4-6,9-10,12-13H2,1-3H3
Key:UBIQMAFTTDZGEX-UHFFFAOYSA-N
S33005 is a
serotonin–norepinephrine reuptake inhibitor (SNRI) that was under
development by
Servier for the treatment of depression and related disorders. It is structurally related to
venlafaxine but has a more complex molecular structure. Venlafaxine appears to be a sigma modulator,
[1] but it is not known if S33005 shares this activity.
"The 1-cyano-benzocyclobutenes used as starting material are obtained, for example, by subjecting a β-[orthohalogeno-phenyl]-
propionitrile to
intramolecular
condensation in the presence of
potassium amide , or by brominating a
benzocyclobutene in position 1 with
N -bromosuccinimide , followed by exchange of the bromine atom for a cyano group by means of
sodium cyanide ."
[2]
SSRIs Tooltip Selective serotonin reuptake inhibitors
SNRIs Tooltip Serotonin–norepinephrine reuptake inhibitors
NRIs Tooltip Norepinephrine reuptake inhibitors
NDRIs Tooltip Norepinephrine–dopamine reuptake inhibitors
NaSSAs Tooltip Noradrenergic and specific serotonergic antidepressants
SARIs Tooltip Serotonin antagonist and reuptake inhibitors
SMS Tooltip Serotonin modulator and stimulators Others
TCAs Tooltip Tricyclic antidepressants
TeCAs Tooltip Tetracyclic antidepressants Others
Non-selective
MAOA Tooltip Monoamine oxidase A -selective
MAOB Tooltip Monoamine oxidase B -selective
DAT Tooltip Dopamine transporter (
DRIs Tooltip Dopamine reuptake inhibitors )
NET Tooltip Norepinephrine transporter (
NRIs Tooltip Norepinephrine reuptake inhibitors )
Others:
Antihistamines (e.g.,
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pheniramine ,
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SERT Tooltip Serotonin transporter (
SRIs Tooltip Serotonin reuptake inhibitors )
Others:
A-80426
Amoxapine
Antihistamines (e.g.,
brompheniramine ,
chlorphenamine ,
dimenhydrinate ,
diphenhydramine ,
mepyramine (pyrilamine) ,
pheniramine ,
tripelennamine )
Antipsychotics (e.g.,
loxapine ,
ziprasidone )
Arylcyclohexylamines (e.g.,
3-MeO-PCP ,
esketamine ,
ketamine ,
methoxetamine ,
phencyclidine )
Cyclobenzaprine
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Dextrorphan
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MIN-117 (WF-516)
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Opioids (e.g.,
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VMATs Tooltip Vesicular monoamine transporters Others