Sympathomimetic amine
Isometheptene AHFS /Drugs.com International Drug Names MedlinePlus a601064 Routes of administration Oral ATC code
N ,6-Dimethylhept-5-en-2-amine
CAS Number PubChem CID DrugBank ChemSpider UNII CompTox Dashboard (EPA ) ECHA InfoCard 100.007.236 Formula C 9 H 19 N Molar mass 141.258 g·mol−1 3D model (JSmol )
InChI=1S/C9H19N/c1-8(2)6-5-7-9(3)10-4/h6,9-10H,5,7H2,1-4H3
Y Key:XVQUOJBERHHONY-UHFFFAOYSA-N
Y
Isometheptene (usually as isometheptene mucate ) is a sympathomimetic amine sometimes used in the treatment of migraines and tension headaches due to its vasoconstricting properties; that is, it causes constriction (narrowing) of blood vessels (arteries and veins ).[1] [2] Along with paracetamol and dichloralphenazone , it is one of the constituents of Amidrine .
Chemistry [ ]
Isometheptene is a monounsaturated aliphatic secondary amine .
Mechanism of action [ ]
Isometheptene's vasoconstricting properties arise through activation of the sympathetic nervous system via epinephrine and norepinephrine . These compounds elicit smooth muscle activation leading to vasoconstriction by interacting with cell surface adrenergic receptors. [3]
See also [ ]
Heptaminol
Methylhexanamine
Tuaminoheptane
References [ ]
Drugs for functional bowel disorders
Antimuscarinics
Tertiary amino group Quaternary ammonium compounds
Phosphodiesterase inhibitors Acting on serotonin receptors Other
Belladonna and derivatives (antimuscarinics )
Tertiary amines: Atropine
Hyoscyamine
Propulsives
Stimulants
Adamantanes
Adapromine
Amantadine
Bromantane
Memantine
Rimantadine
Adenosine antagonists Alkylamines
Cyclopentamine
Cypenamine
Cyprodenate
Heptaminol
Isometheptene
Levopropylhexedrine
Methylhexaneamine
Octodrine
Propylhexedrine
Tuaminoheptane
Ampakines Arylcyclohexylamines Benzazepines
6-Br-APB
SKF-77434
SKF-81297
SKF-82958
Cathinones Cholinergics Convulsants Eugeroics Oxazolines Phenethylamines Phenylmorpholines Piperazines
2C-B-BZP
3C-PEP
BZP
CM156
DBL-583
GBR-12783
GBR-12935
GBR-13069
GBR-13098
GBR-13119
MeOPP
MBZP
oMPP
Vanoxerine
Piperidines
1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine
2-Benzylpiperidine
2-Methyl-3-phenylpiperidine
3,4-Dichloromethylphenidate
4-Benzylpiperidine
4-Fluoromethylphenidate
4-Methylmethylphenidate
Desoxypipradrol
Difemetorex
Diphenylpyraline
Ethylnaphthidate
Ethylphenidate
Methylnaphthidate
Isopropylphenidate
JZ-IV-10
Methylphenidate (Dexmethylphenidate )
Nocaine
Phacetoperane
Pipradrol
Propylphenidate
SCH-5472
Pyrrolidines Racetams
Oxiracetam
Phenylpiracetam
Phenylpiracetam hydrazide
Tropanes Tryptamines Others ATC code : N06B
α1
Agonists
6-FNE
Amidephrine
Buspirone
Cirazoline
Corbadrine
Deoxyepinephrine (epinine, N -methyldopamine)
Dipivefrine
Dopamine
Droxidopa (L -DOPS)
Epinephrine
Etilefrine
Etilevodopa
Ethylnorepinephrine
Ibopamine
Indanidine
Isometheptene
L -DOPA (levodopa)
L -Phenylalanine
L -Tyrosine
Melevodopa
Metaraminol
Methoxamine
Methyldopa
Midodrine
Naphazoline
Norepinephrine
Octopamine
Oxymetazoline
Phenylephrine
Phenylpropanolamine
Synephrine
Tetryzoline
Tiamenidine
Xylometazoline
Antagonists
Abanoquil
Ajmalicine
Alfuzosin
Anisodamine
Anisodine
Atiprosin
Atypical antipsychotics (e.g., brexpiprazole , clozapine , olanzapine , quetiapine , risperidone )
Benoxathian
Beta blockers (e.g., adimolol , amosulalol , arotinolol , carvedilol , eugenodilol , labetalol )
Buflomedil
Bunazosin
Corynanthine
Dapiprazole
Domesticine
Doxazosin
Ergolines (e.g., acetergamine , ergotamine , dihydroergotamine , lisuride , nicergoline , terguride )
Etoperidone
Fenspiride
Hydroxyzine
Indoramin
Ketanserin
L-765,314
mCPP
Mepiprazole
Metazosin
Monatepil
Moxisylyte
Naftopidil
Nantenine
Neldazosin
Niaprazine
Niguldipine
Pardoprunox
Pelanserin
Perlapine
Phendioxan
Phenoxybenzamine
Phentolamine
Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )
Piperoxan
Prazosin
Quinazosin
Quinidine
Silodosin
Spegatrine
Spiperone
Talipexole
Tamsulosin
Terazosin
Tiodazosin
Tolazoline
Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin )
Tricyclic antidepressants (e.g., amitriptyline , clomipramine , doxepin , imipramine , trimipramine )
Trimazosin
Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )
Urapidil
WB-4101
Zolertine
α2
Agonists
(R)-3-Nitrobiphenyline
4-NEMD
6-FNE
Amitraz
Apraclonidine
Brimonidine
Clonidine
Corbadrine
Deoxyepinephrine (epinine, N -methyldopamine)
Detomidine
Dexmedetomidine
Dihydroergotamine
Dipivefrine
Dopamine
Droxidopa (L -DOPS)
Etilevodopa
Ergotamine
Epinephrine
Etilefrine
Ethylnorepinephrine
Guanabenz
Guanfacine
Guanoxabenz
L -DOPA (levodopa)
L -Phenylalanine
L -Tyrosine
Ibopamine
Lofexidine
Medetomidine
Melevodopa
Methyldopa
Mivazerol
Moxonidine
Naphazoline
Norepinephrine
Oxymetazoline
Phenylpropanolamine
Piperoxan
Rilmenidine
Romifidine
Talipexole
Tetrahydrozoline
Tiamenidine
Tizanidine
Tolonidine
Urapidil
Xylazine
Xylometazoline
Antagonists
1-PP
Adimolol
Amesergide
Aptazapine
Atipamezole
Atypical antipsychotics (e.g., asenapine , brexpiprazole , clozapine , lurasidone , olanzapine , paliperidone , quetiapine , risperidone , zotepine )
Azapirones (e.g., buspirone , gepirone , ipsapirone , tandospirone )
BRL-44408
Buflomedil
Cirazoline
Efaroxan
Esmirtazapine
Fenmetozole
Fluparoxan
Idazoxan
Ketanserin
Lisuride
mCPP
Mianserin
Mirtazapine
NAN-190
Pardoprunox
Phentolamine
Phenoxybenzamine
Piperoxan
Piribedil
Rauwolscine
Rotigotine
Setiptiline
Spegatrine
Spiroxatrine
Sunepitron
Terguride
Tolazoline
Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )
Yohimbine
β
Agonists
Abediterol
Alifedrine
Amibegron
Arbutamine
Arformoterol
Arotinolol
BAAM
Bambuterol
Befunolol
Bitolterol
Broxaterol
Buphenine
Carbuterol
Carmoterol
Cimaterol
Clenbuterol
Colterol
Corbadrine
Denopamine
Deoxyepinephrine (epinine, N -methyldopamine)
Dipivefrine
Dobutamine
Dopamine
Dopexamine
Droxidopa (L -DOPS)
Epinephrine
Etafedrine
Etilefrine
Etilevodopa
Ethylnorepinephrine
Eugenodilol
Fenoterol
Formoterol
Hexoprenaline
Higenamine
Ibopamine
Indacaterol
Isoetarine
Isoprenaline
Isoxsuprine
L -DOPA (levodopa)
L -Phenylalanine
L -Tyrosine
Levosalbutamol
Lubabegron
Mabuterol
Melevodopa
Methoxyphenamine
Methyldopa
Mirabegron
Norepinephrine
Orciprenaline
Oxyfedrine
PF-610355
Phenylpropanolamine
Pirbuterol
Prenalterol
Ractopamine
Procaterol
Reproterol
Rimiterol
Ritodrine
Salbutamol
Salmeterol
Solabegron
Terbutaline
Tretoquinol
Tulobuterol
Vibegron
Vilanterol
Xamoterol
Zilpaterol
Zinterol
Antagonists
See also: Receptor/signaling modulators
Dopaminergics
Serotonergics
Monoamine reuptake inhibitors
Monoamine releasing agents
Monoamine metabolism modulators
Monoamine neurotoxins