チオペラミド
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/09/04 15:50:44」(JST)
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Thioperamide
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| Systematic (IUPAC) name |
| N-Cyclohexyl-4-(1H-imidazol-4-yl)piperidine-1-carbothioamide |
| Clinical data |
| Legal status |
? |
| Identifiers |
| CAS number |
106243-16-7 N |
| ATC code |
None |
| PubChem |
CID 3035905 |
| IUPHAR ligand |
1267 |
| ChemSpider |
2300031 Y |
| ChEMBL |
CHEMBL260374 Y |
| Chemical data |
| Formula |
C15H24N4S |
| Mol. mass |
292.44 g/mol |
SMILES
- S=C(N2CCC(c1cncn1)CC2)NC3CCCCC3
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InChI
-
InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20) Y
Key:QKDDJDBFONZGBW-UHFFFAOYSA-N Y
|
| N (what is this?) (verify) |
Thioperamide is a potent HRH4 antagonist and selective HRH3 antagonist that is capable of crossing the blood–brain barrier.[1] Thioperamide was used by Jean-Charles Schwartz in his early experiments regarding the H3 receptor.[2] Thioperamide was found to be an antagonist of histamine autoreceptors, which negatively regulate the release of histamine; thioperamide enhances the activity of histaminergic neurons by blocking autoreceptors, leading to greater release of histamine.
See also
References
- ^ "IUPHAR DATABASE | LIGAND SUMMARY | thioperamide".
- ^ Schwartz, Jean-Charles. The histamine H3 receptor: from discovery to clinical trials with pitolisant. BPJ 2011 May [1]
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Histaminergics
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|
| Receptor |
|
H1
|
- Agonists: 2-Pyridylethylamine
- Betahistine
- Histamine
- HTMT
- UR-AK49
Antagonists: 1st generation: 4-Methyldiphenhydramine
- Alimemazine
- Antazoline
- Azatadine
- Bamipine
- Benzatropine/Benztropine
- Bepotastine
- Bromazine
- Brompheniramine
- Buclizine
- Captodiame
- Carbinoxamine
- Chlorcyclizine
- Chloropyramine
- Chlorothen
- Chlorphenamine
- Chlorphenoxamine
- Cinnarizine
- Clemastine
- Clobenzepam
- Clocinizine
- Cyclizine
- Cyproheptadine
- Dacemazine
- Deptropine
- Dexbrompheniramine
- Dexchlorpheniramine
- Dimenhydrinate
- Dimetindene
- Diphenhydramine
- Diphenylpyraline
- Doxylamine
- Embramine
- Etodroxizine
- Etybenzatropine/Ethylbenztropine
- Etymemazine
- Flunarizine
- Histapyrrodine
- Homochlorcyclizine
- Hydroxyethylpromethazine
- Hydroxyzine
- Isopromethazine
- Isothipendyl
- Meclozine
- Mepyramine/Pyrilamine
- Mequitazine
- Methafurylene
- Methapyrilene
- Methdilazine
- Moxastine
- Niaprazine
- Orphenadrine
- Oxatomide
- Oxomemazine
- Phenindamine
- Pheniramine
- Phenyltoloxamine
- Pimethixene
- Piperoxan
- Pipoxizine
- Promethazine
- Propiomazine
- Pyrrobutamine
- Talastine
- Thenalidine
- Thenyldiamine
- Thiazinamium
- Thonzylamine
- Tolpropamine
- Tripelennamine
- Triprolidine
- 2nd generation: Acrivastine
- Alinastine
- Astemizole
- Azelastine
- Bamirastine
- Barmastine
- Bepiastine
- Bepotastine
- Bilastine
- Cabastinen
- Carebastine
- Cetirizine
- Clemastine
- Clemizole
- Clobenztropine
- Dorastine
- Ebastine
- Emedastine
- Epinastine
- Flezelastine
- Ketotifen
- Latrepirdine
- Levocabastine
- Linetastine
- Loratadine
- Mapinastine
- Mebhydrolin
- Mizolastine
- Moxastine
- Noberastine
- Octastine
- Olopatadine
- Perastine
- Piclopastine
- Rocastine
- Rupatadine
- Setastine
- Talastine
- Temelastine
- Terfenadine
- Zepastine
- 3rd generation: Desloratadine
- Fexofenadine
- Levocetirizine
- Ungrouped: Belarizine
- Efletirizine
- Elbanizine
- Flotrenizine
- Medrylamine
- Napactadine
- Pibaxizine
- Tagorizine
- Trelnarizine
- Trenizine
- Vapitadine
- Miscellaneous: Tricyclic antidepressants (amitriptyline,
- doxepin,
- trimipramine, etc)
- Tetracyclic antidepressants (mianserin,
- mirtazapine, etc)
- Typical antipsychotics (chlorpromazine,
- thioridazine, etc)
- Atypical antipsychotics (clozapine,
- olanzapine,
- quetiapine, etc)
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H2
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- Agonists: Amthamine
- Betazole
- Dimaprit
- Histamine
- HTMT
- Impromidine
- UR-AK49
Antagonists: Bisfentidine
- Burimamide
- Cimetidine
- Dalcotidine
- Donetidine
- Ebrotidine
- Etintidine
- Famotidine
- Lafutidine
- Lamtidine
- Lavoltidine/Loxtidine
- Lupitidine
- Metiamide
- Mifentidine
- Niperotidine
- Nizatidine
- Osutidine
- Oxmetidine
- Pibutidine
- Quisultazine/Quisultidine
- Ramixotidine
- Ranitidine
- Roxatidine
- Sufotidine
- Tiotidine
- Tuvatidine
- Venritidine
- Xaltidine
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H3
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- Agonists: α-Methylhistamine
- Cipralisant
- Histamine
- Imetit
- Immepip
- Immethridine
- Methimepip
- Proxyfan
Antagonists: A-349,821
- A-423,579
- ABT-239
- Betahistine
- Burimamide
- Ciproxifan
- Clobenpropit
- Conessine
- GSK-189,254
- Impentamine
- Iodophenpropit
- JNJ-5,207,852
- MK-0249
- NNC-38-1,049
- PF-03654746
- Pitolisant
- SCH-79,687
- Thioperamide
- VUF-5,681
|
|
|
H4
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- Agonists: 4-Methylhistamine
- α-Methylhistamine
- Histamine
- VUF-8,430
Antagonists: JNJ-7,777,120
- Thioperamide
- VUF-6,002
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| Transporter |
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VMAT
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- Inhibitors: Ibogaine
- Reserpine
- Tetrabenazine
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| Enzyme |
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HDC
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- Inhibitors: Catechin
- Meciadanol
- Naringenin
- Tritoqualine
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HNMT
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- Inhibitors: Amodiaquine
- Diphenhydramine
- Harmaline
- Metoprine
- Quinacrine
- SKF-91,488
- Tacrine
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DAO
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- Inhibitors: Aminoguanidine
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| Others |
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Endogenous
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- Histamine; Precursors: L-Histidine; Cofactors: Vitamin B6
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English Journal
- Activation of the central histaminergic system mediates arachidonic-acid-induced cardiovascular effects.
- Altinbas B1, Topuz BB, Ilhan T, Yilmaz MS, Erdost H, Yalcin M.
- Canadian journal of physiology and pharmacology.Can J Physiol Pharmacol.2014 Aug;92(8):645-54. doi: 10.1139/cjpp-2014-0043. Epub 2014 May 27.
- The aim of this study was to explain the involvement of the central histaminergic system in arachidonic acid (AA)-induced cardiovascular effects in normotensive rats using hemodynamic, immunohistochemistry, and microdialysis studies. Intracerebroventricularly (i.c.v.) administered AA (0.25, 0.5, and
- PMID 25065747
- Histamine Upregulates Nav1.8 Expression in Primary Afferent Neurons via H2 Receptors: Involvement in Neuropathic Pain.
- Yue JX1, Wang RR, Yu J, Tang YY, Hou WW, Lou GD, Zhang SH, Chen Z.
- CNS neuroscience & therapeutics.CNS Neurosci Ther.2014 Jul 3. doi: 10.1111/cns.12305. [Epub ahead of print]
- INTRODUCTION: The upregulation of Nav1.8 in primary afferents plays a critical role in the development and persistence of neuropathic pain. The mechanisms underlying the upregulation are not fully understood.AIMS: The present study aims to investigate the regulatory effect of histamine on the expres
- PMID 24990156
- Olfactory stimulatory with grapefruit and lavender oils change autonomic nerve activity and physiological function.
- Nagai K1, Niijima A2, Horii Y3, Shen J4, Tanida M5.
- Autonomic neuroscience : basic & clinical.Auton Neurosci.2014 Jun 25. pii: S1566-0702(14)00091-5. doi: 10.1016/j.autneu.2014.06.005. [Epub ahead of print]
- This review summarizes the effects of olfactory stimulation with grapefruit and lavender oils on autonomic nerve activity and physiological function. Olfactory stimulation with the scent of grapefruit oil (GFO) increases the activity of sympathetic nerves that innervate white and brown adipose tissu
- PMID 25002406
Japanese Journal
- 増悪化アレルギー性皮膚炎症におけるヒスタミンの役割
- 平澤 典保,大内 和雄
- YAKUGAKU ZASSHI 131(2), 179-184, 2011
- … In contrast, the increase in the swelling in the late phase and the infiltration of eosinophils were suppressed by the H3/H4 antagonist thioperamide. … The inhibitory effect of the combined treatment with pyrilamine and thioperamide on TPA-modified contact dermatitis was as potent as that of cyclosporin A. …
- NAID 130000451447
- R-(?)-α-Methylhistamine, a Histamine H3 Receptor Agonist, Induces Endothelium-Dependent Vasodilation in Rat Mesenteric Resistance Arteries
- Sun Pengyuan,Jin Xin,Koyama Toshihiro,Li Simin,Kitamura Yoshihisa,Kawasaki Hiromu
- Biological & Pharmaceutical Bulletin 33(1), 58-63, 2010
- … This vasodilation was abolished by endothelium removal and attenuated by histamine H3 receptor antagonists, thioperamide and clobenpropit, but not by chlorpheniramine (histamine H1 receptor antagonist) and cimetidine (histamine H2 receptor antagonist). …
- NAID 130000140192
Related Links
- Thioperamide is a potent and selective histamine H3 antagonist that is capable of crossing the blood–brain barrier. Thioperamide was used by Jean-Charles Schwartz in his early experiments regarding the H3 receptor.[1] Thioperamide was ...
- View and buy high purity Thioperamide from Tocris Bioscience, the leading worldwide supplier of high performance life science reagents.
Related Pictures
★リンクテーブル★
[★]
- 英
- histamine receptor
- 関
- ヒスタミン、抗ヒスタミン薬、受容体
- H1R：平滑筋、血管内皮、神経→血管拡張、血管透過性↑、気管収縮、知覚神経刺激によるかゆみ・痛み
- H2R：胃、心臓、中枢、リンパ→胃酸分泌促進
- H3R：中枢、気道、消化管。ヒスタミン合成やNeuro transmitterの遊離抑制
- H4R：リンパ球をはじめとする免疫炭層細胞、骨髄、脾臓。機能は不明
- H1Rはα1受容体と似ている。Gαqと共役している
- H2Rはβ1受容体と似ている。Gαsと共役している
ヒスタミン受容体 (GOO.630)
[★]
- 英
- thioperamide
-thioperamide