Cafedrine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Cafedrine
Accession Number
DB12926
Type
Small Molecule
Groups
Investigational
Description

Cafedrine is under investigation in clinical trial NCT01311414 (Effect of Cafedrine/Theodrenaline and Urapidil on Cerebral Oxygenation).

Structure
Thumb
Synonyms
Not Available
Categories
UNII
0UYY5V4U2Q
CAS number
58166-83-9
Weight
Average: 357.414
Monoisotopic: 357.180089621
Chemical Formula
C18H23N5O3
InChI Key
UJSKUDDDPKGBJY-WFASDCNBSA-N
InChI
InChI=1S/C18H23N5O3/c1-12(15(24)13-7-5-4-6-8-13)19-9-10-23-11-20-16-14(23)17(25)22(3)18(26)21(16)2/h4-8,11-12,15,19,24H,9-10H2,1-3H3/t12-,15-/m0/s1
IUPAC Name
7-(2-{[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]amino}ethyl)-1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
SMILES
C[[email protected]](NCCN1C=NC2=C1C(=O)N(C)C(=O)N2C)[[email protected]](O)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the hypotensive activities of Cafedrine.Experimental
AcebutololAcebutolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
AcemetacinThe therapeutic efficacy of Cafedrine can be decreased when used in combination with Acemetacin.Approved, Experimental, Investigational
AlfuzosinAlfuzosin may increase the hypotensive activities of Cafedrine.Approved, Investigational
AliskirenAliskiren may increase the hypotensive activities of Cafedrine.Approved, Investigational
AlprenololAlprenolol may increase the hypotensive activities of Cafedrine.Approved, Withdrawn
AmbrisentanCafedrine may increase the hypotensive activities of Ambrisentan.Approved, Investigational
AmifostineCafedrine may increase the hypotensive activities of Amifostine.Approved, Investigational
AmlodipineAmlodipine may increase the hypotensive activities of Cafedrine.Approved
AmphetamineAmphetamine may increase the hypotensive activities of Cafedrine.Approved, Illicit, Investigational
AtenololAtenolol may increase the hypotensive activities of Cafedrine.Approved
AvanafilAvanafil may increase the antihypertensive activities of Cafedrine.Approved
BarnidipineCafedrine may increase the antihypertensive activities of Barnidipine.Approved
BenazeprilBenazepril may increase the hypotensive activities of Cafedrine.Approved, Investigational
BendroflumethiazideBendroflumethiazide may increase the hypotensive activities of Cafedrine.Approved
BenmoxinBenmoxin may increase the hypotensive activities of Cafedrine.Withdrawn
BepridilBepridil may increase the hypotensive activities of Cafedrine.Approved, Withdrawn
BetaxololBetaxolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
BethanidineBethanidine may increase the hypotensive activities of Cafedrine.Approved
BietaserpineBietaserpine may increase the hypotensive activities of Cafedrine.Experimental
BimatoprostBimatoprost may increase the hypotensive activities of Cafedrine.Approved, Investigational
BisoprololBisoprolol may increase the hypotensive activities of Cafedrine.Approved
BosentanBosentan may increase the hypotensive activities of Cafedrine.Approved, Investigational
BQ-123BQ-123 may increase the hypotensive activities of Cafedrine.Investigational
BretyliumBretylium may increase the hypotensive activities of Cafedrine.Approved
BrimonidineBrimonidine may increase the antihypertensive activities of Cafedrine.Approved
BrofaromineBrofaromine may increase the hypotensive activities of Cafedrine.Experimental
BupranololBupranolol may increase the hypotensive activities of Cafedrine.Approved
CadralazineCadralazine may increase the hypotensive activities of Cafedrine.Experimental
CandesartanCafedrine may increase the hypotensive activities of Candesartan.Experimental
Candesartan cilexetilCandesartan cilexetil may increase the hypotensive activities of Cafedrine.Approved
CandoxatrilCandoxatril may increase the hypotensive activities of Cafedrine.Experimental
CaptoprilCaptopril may increase the hypotensive activities of Cafedrine.Approved
CaroxazoneCaroxazone may increase the hypotensive activities of Cafedrine.Withdrawn
CarteololCarteolol may increase the hypotensive activities of Cafedrine.Approved
CarvedilolCarvedilol may increase the hypotensive activities of Cafedrine.Approved, Investigational
CeliprololCeliprolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
ChlorothiazideChlorothiazide may increase the hypotensive activities of Cafedrine.Approved, Vet Approved
ChlorthalidoneChlorthalidone may increase the hypotensive activities of Cafedrine.Approved
CicletanineCicletanine may increase the hypotensive activities of Cafedrine.Investigational
CilazaprilCilazapril may increase the hypotensive activities of Cafedrine.Approved
ClonidineClonidine may increase the hypotensive activities of Cafedrine.Approved
CloranololCafedrine may increase the hypotensive activities of Cloranolol.Experimental
CryptenamineCryptenamine may increase the hypotensive activities of Cafedrine.Approved
CyclopenthiazideCafedrine may increase the hypotensive activities of Cyclopenthiazide.Experimental
CyclothiazideCyclothiazide may increase the hypotensive activities of Cafedrine.Approved
DebrisoquinDebrisoquin may increase the hypotensive activities of Cafedrine.Approved, Investigational
DelaprilCafedrine may increase the hypotensive activities of Delapril.Experimental
DeserpidineCafedrine may increase the hypotensive activities of Deserpidine.Approved
DiazoxideDiazoxide may increase the hypotensive activities of Cafedrine.Approved
DiethylnorspermineDiethylnorspermine may increase the hypotensive activities of Cafedrine.Investigational
DihydralazineDihydralazine may increase the hypotensive activities of Cafedrine.Approved, Investigational
DiltiazemDiltiazem may increase the hypotensive activities of Cafedrine.Approved, Investigational
DorzolamideDorzolamide may increase the hypotensive activities of Cafedrine.Approved
DoxazosinDoxazosin may increase the hypotensive activities of Cafedrine.Approved
EfonidipineEfonidipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
EnalaprilEnalapril may increase the hypotensive activities of Cafedrine.Approved, Vet Approved
EnalaprilatEnalaprilat may increase the hypotensive activities of Cafedrine.Approved
EndralazineEndralazine may increase the hypotensive activities of Cafedrine.Experimental
EpanololCafedrine may increase the hypotensive activities of Epanolol.Experimental
EpoprostenolEpoprostenol may increase the hypotensive activities of Cafedrine.Approved
EprosartanEprosartan may increase the hypotensive activities of Cafedrine.Approved
FelodipineFelodipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
FenoldopamFenoldopam may increase the hypotensive activities of Cafedrine.Approved
Ferulic acidFerulic acid may increase the hypotensive activities of Cafedrine.Experimental
FosinoprilFosinopril may increase the hypotensive activities of Cafedrine.Approved
FurazolidoneFurazolidone may increase the hypotensive activities of Cafedrine.Approved, Investigational, Vet Approved
GuanabenzGuanabenz may increase the hypotensive activities of Cafedrine.Approved, Investigational
GuanadrelGuanadrel may increase the hypotensive activities of Cafedrine.Approved
GuanazodineCafedrine may increase the hypotensive activities of Guanazodine.Experimental
GuanethidineGuanethidine may increase the hypotensive activities of Cafedrine.Approved
GuanfacineGuanfacine may increase the hypotensive activities of Cafedrine.Approved, Investigational
GuanoclorCafedrine may increase the hypotensive activities of Guanoclor.Experimental
GuanoxabenzCafedrine may increase the hypotensive activities of Guanoxabenz.Experimental
GuanoxanCafedrine may increase the hypotensive activities of Guanoxan.Experimental
HarmalineHarmaline may increase the hypotensive activities of Cafedrine.Experimental
HexamethoniumHexamethonium may increase the hypotensive activities of Cafedrine.Experimental
HydracarbazineHydracarbazine may increase the hypotensive activities of Cafedrine.Experimental
HydralazineHydralazine may increase the hypotensive activities of Cafedrine.Approved
HydrochlorothiazideHydrochlorothiazide may increase the hypotensive activities of Cafedrine.Approved, Vet Approved
HydroflumethiazideHydroflumethiazide may increase the hypotensive activities of Cafedrine.Approved, Investigational
IloprostIloprost may increase the hypotensive activities of Cafedrine.Approved, Investigational
ImidaprilImidapril may increase the hypotensive activities of Cafedrine.Investigational
IndapamideIndapamide may increase the hypotensive activities of Cafedrine.Approved
IndenololIndenolol may increase the hypotensive activities of Cafedrine.Withdrawn
IndoraminIndoramin may increase the hypotensive activities of Cafedrine.Withdrawn
IproclozideIproclozide may increase the hypotensive activities of Cafedrine.Withdrawn
IproniazidIproniazid may increase the hypotensive activities of Cafedrine.Withdrawn
IrbesartanIrbesartan may increase the hypotensive activities of Cafedrine.Approved, Investigational
IsocarboxazidIsocarboxazid may increase the hypotensive activities of Cafedrine.Approved
IsradipineIsradipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
KetanserinKetanserin may increase the hypotensive activities of Cafedrine.Investigational
LabetalolLabetalol may increase the hypotensive activities of Cafedrine.Approved
LacidipineLacidipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
LatanoprostLatanoprost may increase the hypotensive activities of Cafedrine.Approved, Investigational
LercanidipineLercanidipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
LinsidomineCafedrine may increase the hypotensive activities of Linsidomine.Experimental
LisinoprilLisinopril may increase the hypotensive activities of Cafedrine.Approved, Investigational
LofexidineLofexidine may increase the hypotensive activities of Cafedrine.Approved, Investigational
LosartanLosartan may increase the hypotensive activities of Cafedrine.Approved
MacitentanCafedrine may increase the hypotensive activities of Macitentan.Approved
ManidipineManidipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
MebanazineMebanazine may increase the hypotensive activities of Cafedrine.Withdrawn
MecamylamineMecamylamine may increase the hypotensive activities of Cafedrine.Approved, Investigational
MethoserpidineCafedrine may increase the hypotensive activities of Methoserpidine.Experimental
MethyldopaMethyldopa may increase the hypotensive activities of Cafedrine.Approved
Methylene blueMethylene blue may increase the hypotensive activities of Cafedrine.Approved, Investigational
MethylphenidateMethylphenidate may decrease the antihypertensive activities of Cafedrine.Approved, Investigational
MetipranololMetipranolol may increase the hypotensive activities of Cafedrine.Approved
MetolazoneMetolazone may increase the hypotensive activities of Cafedrine.Approved
MetoprololMetoprolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
MetyrosineCafedrine may increase the hypotensive activities of Metyrosine.Approved
MibefradilMibefradil may increase the hypotensive activities of Cafedrine.Investigational, Withdrawn
MinaprineMinaprine may increase the hypotensive activities of Cafedrine.Approved
MinoxidilMinoxidil may increase the hypotensive activities of Cafedrine.Approved, Investigational
MirodenafilMirodenafil may increase the antihypertensive activities of Cafedrine.Investigational
MoclobemideMoclobemide may increase the hypotensive activities of Cafedrine.Approved, Investigational
MoexiprilMoexipril may increase the hypotensive activities of Cafedrine.Approved
MolsidomineMolsidomine may increase the hypotensive activities of Cafedrine.Approved, Investigational
MoxonidineMoxonidine may increase the hypotensive activities of Cafedrine.Approved, Investigational
MuzolimineCafedrine may increase the hypotensive activities of Muzolimine.Experimental
NadololNadolol may increase the hypotensive activities of Cafedrine.Approved
NaftopidilNaftopidil may increase the hypotensive activities of Cafedrine.Investigational
NebivololNebivolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
NialamideNialamide may increase the hypotensive activities of Cafedrine.Withdrawn
NicardipineNicardipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
NicorandilNicorandil may increase the hypotensive activities of Cafedrine.Approved, Investigational
NiguldipineNiguldipine may increase the hypotensive activities of Cafedrine.Experimental
NilvadipineNilvadipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
NimodipineNimodipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
NisoldipineNisoldipine may increase the hypotensive activities of Cafedrine.Approved
NitrendipineNitrendipine may increase the hypotensive activities of Cafedrine.Approved, Investigational
NitroprussideNitroprusside may increase the hypotensive activities of Cafedrine.Approved, Investigational
ObinutuzumabCafedrine may increase the hypotensive activities of Obinutuzumab.Approved, Investigational
OctamoxinOctamoxin may increase the hypotensive activities of Cafedrine.Withdrawn
OlmesartanOlmesartan may increase the hypotensive activities of Cafedrine.Approved, Investigational
OmapatrilatOmapatrilat may increase the hypotensive activities of Cafedrine.Investigational
OxprenololOxprenolol may increase the hypotensive activities of Cafedrine.Approved
PargylinePargyline may increase the hypotensive activities of Cafedrine.Approved
PenbutololPenbutolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
PentoliniumPentolinium may increase the hypotensive activities of Cafedrine.Approved
PentoxifyllinePentoxifylline may increase the hypotensive activities of Cafedrine.Approved, Investigational
PerindoprilPerindopril may increase the hypotensive activities of Cafedrine.Approved
PhenelzinePhenelzine may increase the hypotensive activities of Cafedrine.Approved
PheniprazinePheniprazine may increase the hypotensive activities of Cafedrine.Withdrawn
PhenoxybenzaminePhenoxybenzamine may increase the hypotensive activities of Cafedrine.Approved
PhenoxypropazinePhenoxypropazine may increase the hypotensive activities of Cafedrine.Withdrawn
PhentolaminePhentolamine may increase the hypotensive activities of Cafedrine.Approved
PinacidilPinacidil may increase the hypotensive activities of Cafedrine.Approved
PindololPindolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
PirlindolePirlindole may increase the hypotensive activities of Cafedrine.Approved
PivhydrazinePivhydrazine may increase the hypotensive activities of Cafedrine.Withdrawn
Platelet Activating FactorPlatelet Activating Factor may increase the hypotensive activities of Cafedrine.Experimental
PolythiazidePolythiazide may increase the hypotensive activities of Cafedrine.Approved
PrazosinPrazosin may increase the hypotensive activities of Cafedrine.Approved
ProcarbazineProcarbazine may increase the hypotensive activities of Cafedrine.Approved, Investigational
PropranololPropranolol may increase the hypotensive activities of Cafedrine.Approved, Investigational
QuinaprilQuinapril may increase the hypotensive activities of Cafedrine.Approved, Investigational
QuinineQuinine may increase the hypotensive activities of Cafedrine.Approved
RamiprilRamipril may increase the hypotensive activities of Cafedrine.Approved
RasagilineRasagiline may increase the hypotensive activities of Cafedrine.Approved
RemikirenRemikiren may increase the hypotensive activities of Cafedrine.Approved
RescinnamineCafedrine may increase the hypotensive activities of Rescinnamine.Approved
ReserpineReserpine may increase the hypotensive activities of Cafedrine.Approved, Investigational
RilmenidineRilmenidine may increase the hypotensive activities of Cafedrine.Approved, Investigational
RiociguatCafedrine may increase the hypotensive activities of Riociguat.Approved
RituximabCafedrine may increase the hypotensive activities of Rituximab.Approved
SafrazineSafrazine may increase the hypotensive activities of Cafedrine.Withdrawn
SaprisartanSaprisartan may increase the hypotensive activities of Cafedrine.Experimental
SelegilineSelegiline may increase the hypotensive activities of Cafedrine.Approved, Investigational, Vet Approved
SelexipagSelexipag may increase the hypotensive activities of Cafedrine.Approved
SildenafilSildenafil may increase the antihypertensive activities of Cafedrine.Approved, Investigational
SitaxentanCafedrine may increase the hypotensive activities of Sitaxentan.Approved, Investigational, Withdrawn
SpiraprilSpirapril may increase the hypotensive activities of Cafedrine.Approved
TadalafilTadalafil may increase the antihypertensive activities of Cafedrine.Approved, Investigational
TalinololTalinolol may increase the hypotensive activities of Cafedrine.Investigational
TelmisartanTelmisartan may increase the hypotensive activities of Cafedrine.Approved, Investigational
TemocaprilTemocapril may increase the hypotensive activities of Cafedrine.Experimental, Investigational
TerlipressinTerlipressin may increase the hypotensive activities of Cafedrine.Approved, Investigational
TetrahydropalmatineTetrahydropalmatine may increase the hypotensive activities of Cafedrine.Investigational
TheodrenalineCafedrine may increase the hypotensive activities of Theodrenaline.Investigational
TiboloneTibolone may increase the hypotensive activities of Cafedrine.Approved, Investigational
TicrynafenTicrynafen may increase the hypotensive activities of Cafedrine.Withdrawn
TimololTimolol may increase the hypotensive activities of Cafedrine.Approved
TolazolineTolazoline may increase the hypotensive activities of Cafedrine.Approved, Vet Approved
TolonidineCafedrine may increase the hypotensive activities of Tolonidine.Experimental
ToloxatoneToloxatone may increase the hypotensive activities of Cafedrine.Approved
TorasemideTorasemide may increase the hypotensive activities of Cafedrine.Approved
TrandolaprilTrandolapril may increase the hypotensive activities of Cafedrine.Approved
TranylcypromineTranylcypromine may increase the hypotensive activities of Cafedrine.Approved, Investigational
TravoprostTravoprost may increase the hypotensive activities of Cafedrine.Approved
TreprostinilTreprostinil may increase the hypotensive activities of Cafedrine.Approved, Investigational
TrichlormethiazideTrichlormethiazide may increase the hypotensive activities of Cafedrine.Approved, Vet Approved
TrimazosinTrimazosin may increase the hypotensive activities of Cafedrine.Experimental
TrimethaphanTrimethaphan may increase the hypotensive activities of Cafedrine.Approved, Investigational
UdenafilUdenafil may increase the antihypertensive activities of Cafedrine.Approved, Investigational
UnoprostoneUnoprostone may increase the hypotensive activities of Cafedrine.Approved, Investigational
UrapidilUrapidil may increase the hypotensive activities of Cafedrine.Investigational
ValsartanValsartan may increase the hypotensive activities of Cafedrine.Approved, Investigational
VardenafilVardenafil may increase the antihypertensive activities of Cafedrine.Approved
VincamineCafedrine may increase the hypotensive activities of Vincamine.Experimental
VinpocetineVinpocetine may increase the hypotensive activities of Cafedrine.Investigational
XipamideCafedrine may increase the hypotensive activities of Xipamide.Experimental
XylometazolineXylometazoline may increase the hypotensive activities of Cafedrine.Approved, Investigational
YohimbineYohimbine may decrease the antihypertensive activities of Cafedrine.Approved, Investigational, Vet Approved
ZofenoprilCafedrine may increase the hypotensive activities of Zofenopril.Experimental
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5489638
PubChem Substance
347829071
ChemSpider
4590188
ChEBI
135510
Wikipedia
Cafedrine
ATC Codes
C01CA21 — Cafedrine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
Not AvailableCompletedNot AvailableArterial Hypotension1
Not AvailableWithdrawnTreatmentIschemia, Cerebral1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility1.56 mg/mLALOGPS
logP0.89ALOGPS
logP0.6ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)13.89ChemAxon
pKa (Strongest Basic)9.43ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area90.7 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity97.55 m3·mol-1ChemAxon
Polarizability37.89 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Imidazopyrimidines
Sub Class
Purines and purine derivatives
Direct Parent
Xanthines
Alternative Parents
6-oxopurines / Phenylpropanes / Alkaloids and derivatives / Pyrimidones / Aralkylamines / N-substituted imidazoles / Vinylogous amides / Heteroaromatic compounds / Ureas / Secondary alcohols
show 7 more
Substituents
Xanthine / 6-oxopurine / Purinone / Phenylpropane / Alkaloid or derivatives / Pyrimidone / Aralkylamine / Benzenoid / Monocyclic benzene moiety / Pyrimidine
show 22 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on October 20, 2016 19:21 / Updated on May 02, 2018 00:26