グアナベンズ。酢酸グアナベンズ
WordNet
- a salt or ester of acetic acid (同)ethanoate
- antihypertensive drug (trade name Wytensin) that reduces blood pressure by its effect on the central nervous system (同)Wytensin
PrepTutorEJDIC
- 酢酸(さくさん)塩;アセテート(酢酸人造絹糸)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/07/08 15:13:18」(JST)
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This article does not cite any references or sources. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (December 2009) |
Guanabenz
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| Systematic (IUPAC) name |
| 2-(2,6-dichlorobenzylidene)hydrazinecarboximidamide |
| Clinical data |
| AHFS/Drugs.com |
Consumer Drug Information |
| MedlinePlus |
a686003 |
| Pregnancy cat. |
C (US) |
| Legal status |
? |
| Pharmacokinetic data |
| Protein binding |
90% |
| Half-life |
6 hours |
| Identifiers |
| CAS number |
5051-62-7 |
| ATC code |
None |
| PubChem |
CID 5702063 |
| DrugBank |
DB00629 |
| ChemSpider |
4642445 Y |
| UNII |
GGD30112WC Y |
| KEGG |
D04375 Y |
| ChEMBL |
CHEMBL420 Y |
| Chemical data |
| Formula |
C8H8Cl2N4 |
| Mol. mass |
231.081 g/mol |
SMILES
- Clc1cccc(Cl)c1\C=N\N=C(/N)N
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InChI
-
InChI=1S/C8H8Cl2N4/c9-6-2-1-3-7(10)5(6)4-13-14-8(11)12/h1-4H,(H4,11,12,14)/b13-4+ Y
Key:WDZVGELJXXEGPV-YIXHJXPBSA-N Y
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Y (what is this?) (verify)
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Guanabenz (pronounced GWAHN-a-benz, sold under the trade name Wytensin) is an alpha agonist of the alpha-2 type that is used as an antihypertensive drug. It is used to treat high blood pressure (hypertension).[1][2]
The most common side effects during guanabenz therapy are dizziness, drowsiness, dry mouth, headache and weakness.
Guanabenz can make one drowsy or less alert, therefore driving or operating dangerous machinery is not recommended.
References[edit]
- ^ Walker BR, Hare LE, Deitch MW (1982). "Comparative antihypertensive effects of guanabenz and clonidine". The Journal of International Medical Research 10: 6–14. PMID 7037502.
- ^ Bonham AC, Trapani AJ, Portis LR, Brody MJ (1984). "Studies on the mechanism of the central antihypertensive effect of guanabenz and clonidine". Journal of Hypertension. Supplement : Official Journal of the International Society of Hypertension 2: S543–6.
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Adrenergics
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Receptor ligands
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α1
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- Agonists: 5-FNE
- 6-FNE
- Amidephrine
- Anisodamine
- Anisodine
- Cirazoline
- Dipivefrine
- Dopamine
- Ephedrine
- Epinephrine
- Etilefrine
- Ethylnorepinephrine
- Indanidine
- Levonordefrin
- Metaraminol
- Methoxamine
- Methyldopa
- Midodrine
- Naphazoline
- Norepinephrine
- Octopamine
- Oxymetazoline
- Phenylephrine
- Phenylpropanolamine
- Pseudoephedrine
- Synephrine
- Tetrahydrozoline
Antagonists: Abanoquil
- Adimolol
- Ajmalicine
- Alfuzosin
- Amosulalol
- Arotinolol
- Atiprosin
- Benoxathian
- Buflomedil
- Bunazosin
- Carvedilol
- CI-926
- Corynanthine
- Dapiprazole
- DL-017
- Domesticine
- Doxazosin
- Eugenodilol
- Fenspiride
- GYKI-12,743
- GYKI-16,084
- Hydroxyzine
- Indoramin
- Ketanserin
- L-765,314
- Labetalol
- Mephendioxan
- Metazosin
- Monatepil
- Moxisylyte
- Naftopidil
- Nantenine
- Neldazosin
- Nicergoline
- Niguldipine
- Pelanserin
- Phendioxan
- Phenoxybenzamine
- Phentolamine
- Piperoxan
- Prazosin
- Quinazosin
- Ritanserin
- RS-97,078
- SGB-1,534
- Silodosin
- SL-89.0591
- Spiperone
- Talipexole
- Tamsulosin
- Terazosin
- Tibalosin
- Tiodazosin
- Tipentosin
- Tolazoline
- Trimazosin
- Upidosin
- Urapidil
- Zolertine
- Note that many TCAs, TeCAs, antipsychotics, ergolines, and some piperazines like buspirone and trazodone all antagonize α1-adrenergic receptors as well, which contributes to their side effects such as orthostatic hypotension.
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α2
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- Agonists: (R)-3-Nitrobiphenyline
- 4-NEMD
- 6-FNE
- Amitraz
- Apraclonidine
- Brimonidine
- Cannabivarin
- Clonidine
- Detomidine
- Dexmedetomidine
- Dihydroergotamine
- Dipivefrine
- Dopamine
- Ephedrine
- Ergotamine
- Epinephrine
- Esproquin
- Etilefrine
- Ethylnorepinephrine
- Guanabenz
- Guanfacine
- Guanoxabenz
- Levonordefrin
- Lofexidine
- Medetomidine
- Methyldopa
- Mivazerol
- Naphazoline
- Norepinephrine
- Oxymetazoline
- Phenylpropanolamine
- Piperoxan
- Pseudoephedrine
- Rilmenidine
- Romifidine
- Talipexole
- Tetrahydrozoline
- Tizanidine
- Tolonidine
- Urapidil
- Xylazine
- Xylometazoline
Antagonists: 1-PP
- Adimolol
- Aptazapine
- Atipamezole
- BRL-44408
- Buflomedil
- Cirazoline
- Efaroxan
- Esmirtazapine
- Fenmetozole
- Fluparoxan
- GYKI-12,743
- GYKI-16,084
- Idazoxan
- Mianserin
- Mirtazapine
- MK-912
- NAN-190
- Olanzapine
- Phentolamine
- Phenoxybenzamine
- Piperoxan
- Piribedil
- Rauwolscine
- Rotigotine
- SB-269,970
- Setiptiline
- Spiroxatrine
- Sunepitron
- Tolazoline
- Yohimbine
* Note that many atypical antipsychotics and azapirones like buspirone (via metabolite 1-PP) antagonize α2-adrenergic receptors as well.
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β
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Reuptake inhibitors
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NET
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- Selective norepinephrine reuptake inhibitors: Amedalin
- Atomoxetine (Tomoxetine)
- Ciclazindol
- Daledalin
- Edivoxetine
- Esreboxetine
- Lortalamine
- Mazindol
- Nisoxetine
- Reboxetine
- Talopram
- Talsupram
- Tandamine
- Viloxazine; Norepinephrine-dopamine reuptake inhibitors: Amineptine
- Bupropion (Amfebutamone)
- Fencamine
- Fencamfamine
- Lefetamine
- Levophacetoperane
- LR-5182
- Manifaxine
- Methylphenidate
- Nomifensine
- O-2172
- Radafaxine; Serotonin-norepinephrine reuptake inhibitors: Bicifadine
- Desvenlafaxine
- Duloxetine
- Eclanamine
- Levomilnacipran
- Milnacipran
- Sibutramine
- Venlafaxine; Serotonin-norepinephrine-dopamine reuptake inhibitors: Brasofensine
- Diclofensine
- DOV-102,677
- DOV-21,947
- DOV-216,303
- JNJ-7925476
- JZ-IV-10
- Methylnaphthidate
- Naphyrone
- NS-2359
- PRC200-SS
- SEP-225,289
- SEP-227,162
- Tesofensine; Tricyclic antidepressants: Amitriptyline
- Butriptyline
- Cianopramine
- Clomipramine
- Desipramine
- Dosulepin
- Doxepin
- Imipramine
- Lofepramine
- melitracen
- Nortriptyline
- Protriptyline
- Trimipramine; Tetracyclic antidepressants: Amoxapine
- Maprotiline
- Mianserin
- Oxaprotiline
- Setiptiline; Others: Cocaine
- CP-39,332
- Ethanol
- EXP-561
- Fezolamine
- Ginkgo biloba
- Indeloxazine
- Nefazodone
- Nefopam
- Pridefrine
- Tapentadol
- Tedatioxetine
- Teniloxazine
- Tofenacin
- Tramadol
- Ziprasidone
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VMAT
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- Ibogaine
- Reserpine
- Tetrabenazine
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Enzyme inhibitors
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Anabolism
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PAH
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TH
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- 3-Iodotyrosine
- Aquayamycin
- Bulbocapnine
- Metirosine
- Oudenone
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AAAD
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- Benserazide
- Carbidopa
- DFMD
- Genistein
- Methyldopa
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DBH
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- Bupicomide
- Disulfiram
- Dopastin
- Fusaric acid
- Nepicastat
- Phenopicolinic acid
- Tropolone
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PNMT
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- CGS-19281A
- SKF-64139
- SKF-7698
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Catabolism
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MAO
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- Nonselective: Benmoxin
- Caroxazone
- Echinopsidine
- Furazolidone
- Hydralazine
- Indantadol
- Iproclozide
- Iproniazid
- Isocarboxazid
- Isoniazid
- Linezolid
- Mebanazine
- Metfendrazine
- Nialamide
- Octamoxin
- Paraxazone
- Phenelzine
- Pheniprazine
- Phenoxypropazine
- Pivalylbenzhydrazine
- Procarbazine
- Safrazine
- Tranylcypromine; MAO-A selective: Amiflamine
- Bazinaprine
- Befloxatone
- Befol
- Brofaromine
- Cimoxatone
- Clorgiline
- Esuprone
- Harmala alkaloids (Harmine,
- Harmaline
- Tetrahydroharmine
- Harman
- Norharman, etc)
- Methylene blue
- Metralindole
- Minaprine
- Moclobemide
- Pirlindole
- Sercloremine
- Tetrindole
- Toloxatone
- Tyrima; MAO-B selective:
- Ladostigil
- Lazabemide
- Milacemide
- Mofegiline
- Pargyline
- Rasagiline
- Safinamide
- Selegiline (also D-Deprenyl)
* Note that MAO-B inhibitors also influence norepinephrine/epinephrine levels since they inhibit the breakdown of their precursor dopamine.
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COMT
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- Entacapone
- Nitecapone
- Tolcapone
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Others
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Precursors
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- L-Phenylalanine → L-Tyrosine → L-DOPA (Levodopa) → Dopamine
- L-DOPS (Droxidopa)
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Cofactors
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- Ferrous Iron (Fe2+)
- S-Adenosyl-L-Methionine
- Vitamin B3 (Niacin
- Nicotinamide → NADPH)
- Vitamin B6 (Pyridoxine
- Pyridoxamine
- Pyridoxal → Pyridoxal Phosphate)
- Vitamin B9 (Folic acid → Tetrahydrofolic acid)
- Vitamin C (Ascorbic acid)
- Zinc (Zn2+)
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Others
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- Activity enhancers: BPAP
- PPAP; Release blockers: Bethanidine
- Bretylium
- Guanadrel
- Guanazodine
- Guanclofine
- Guanethidine
- Guanoxan; Toxins: 6-OHDA
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List of adrenergic drugs
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Sympatholytic (and closely related) antihypertensives (C02)
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Sympatholytics
(antagonize α-adrenergic
vasoconstriction) |
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Central
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α2 agonist
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- Clonidine
- Guanfacine
- Methyldopa #
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Adrenergic release inhibitors
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- Bethanidine
- Bretylium
- Debrisoquine
- Guanadrel
- Guanazodine
- Guanethidine
- Guanoclor
- Guanoxan
- Guanazodine
- Guanoxabenz
- Guanoxan
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Imidazoline receptor agonist
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Ganglion-blocking/nicotinic antagonist
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- Mecamylamine
- Pentolinium
- Trimethaphan
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Peripheral
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Indirect
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MAOI
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Adrenergic uptake inhibitor
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- Bietaserpine
- Deserpidine
- Methoserpidine
- Rescinnamine
- Reserpine
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Tyrosine hydroxylase inhibitor
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Direct
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α1 blockers
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- Prazosin
- Indoramin
- Trimazosin
- Doxazosin
- Urapidil
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Non-selective α blocker
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| Other antagonists |
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Serotonin antagonist
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Endothelin antagonist (for PH)
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- dual (Bosentan)
- selective (Ambrisentan, Sitaxentan)
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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anat (a:h/u/t/a/l,v:h/u/t/a/l)/phys/devp/cell/prot
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noco/syva/cong/lyvd/tumr, sysi/epon, injr
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proc, drug (C2s+n/3/4/5/7/8/9)
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UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Glial cell: a potential target for cellular and drug based therapy in various CNS diseases.
- Ahmed Sh1, Gull A2, Khuroo T1, Aqil M1, Sultana Y1.
- Current pharmaceutical design.Curr Pharm Des.2017 Mar 16. doi: 10.2174/1381612823666170316124500. [Epub ahead of print]
- PMID 28302022
- Guanabenz sensitizes pancreatic β cells to lipotoxic endoplasmic reticulum stress and apoptosis.
- Abdulkarim B1, Hernangomez M1, Igoillo Esteve M1, Cunha DA1, Marselli L2, Marchetti P2, Ladriere L1, Cnop M1,3.
- Endocrinology.Endocrinology.2017 Mar 1. doi: 10.1210/en.2016-1773. [Epub ahead of print]
- PMID 28323924
- Noradrenergic regulation of plasticity marker expression in the adult rodent piriform cortex.
- Vadodaria KC1, Yanpallewar SU1, Vadhvani M1, Toshniwal D1, Liles LC2, Rommelfanger KS2, Weinshenker D2, Vaidya VA3.
- Neuroscience letters.Neurosci Lett.2017 Feb 23;644:76-82. doi: 10.1016/j.neulet.2017.02.060. [Epub ahead of print]
- PMID 28237805
Japanese Journal
- Crystal Structure of Guanabenz Acetate
- Analytical Sciences: X-ray Structure Analysis Online 24, X5-X6, 2008
- NAID 130004442862
- Ｇｌｙｃａｔｉｏｎに及ぼすＧｕａｎａｂｅｎｚ ａｃｅｔａｔｅの影響
- Ｇｕａｎａｂｅｎｚ ： 〔（２，６‐Ｄｉｃｈｌｏｒｏｂｅｎｚｙｌｉｄｅｎｅ）ａｍｉｎｏ〕ｇｕａｎｉｄｉｎｅ ａｃｅｔａｔｅのｍｏｒｐｈｉｎｅ型およびｂａｒｂｉｔａｌ型身体依存形成能について
Related Links
- Description Guanabenz Acetate is an selective agonist of α2a-adrenergic receptor, α2b-adrenergic receptor and α2c-adrenergic receptor with pEC50 of 8.25, 7.01 and ~5, respectively. Targets α2a-adrenergic receptor [1] α2b ...
- Sigma-Aldrich offers Sigma-G110, Guanabenz acetate salt for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Biochem/physiol Actions Centrally acting α 2 adrenoceptor ...
★リンクテーブル★
[★]
- 英
- guanabenz
- 化
- 酢酸グアナベンズ guanabenz acetate
- 商
- ワイテンス Wytens