イソクスプリン
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2013/12/18 04:22:31」(JST)
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Isoxsuprine[1] |
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IUPAC name
4-{1-hydroxy-2-[(1-methyl-2-phenoxyethyl)amino]propyl}phenol
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Identifiers |
CAS number |
395-28-8 Y |
PubChem |
3783 |
ChemSpider |
3651 Y |
KEGG |
D08092 Y |
MeSH |
Isoxsuprine |
ChEMBL |
CHEMBL1197051 N |
ATC code |
C04AA01 |
Jmol-3D images |
Image 1 |
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O(c1ccccc1)CC(NC(C)C(O)c2ccc(O)cc2)C
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InChI=1S/C18H23NO3/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3 Y
Key: BMUKKTUHUDJSNZ-UHFFFAOYSA-N Y
InChI=1/C18H23NO3/c1-13(12-22-17-6-4-3-5-7-17)19-14(2)18(21)15-8-10-16(20)11-9-15/h3-11,13-14,18-21H,12H2,1-2H3
Key: BMUKKTUHUDJSNZ-UHFFFAOYAW
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Properties |
Molecular formula |
C18H23NO3 |
Molar mass |
301.38 g mol−1 |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C or 77 °F, 100 kPa) |
Infobox references |
Isoxsuprine (used as isoxsuprine hydrochloride) is a drug used as a vasodilator[2] in humans (under the trade name Duvadilan) and equines. Isoxsuprine is a beta-adrenergic agonist that causes direct relaxation of uterine and vascular smooth muscle via beta-2 receptors.[3]
Contents
- 1 Use in equines
- 1.1 Reasons for use and controversy
- 1.2 Precautions and side-effects
- 1.3 Administration
- 2 Use in humans
- 3 References
Use in equines[edit]
Reasons for use and controversy[edit]
Isoxsuprine is most commonly used to treat hoof-related problems in the horse, most commonly for laminitis and navicular disease, as its effects as a vasodilator are thought to increase circulation within the hoof to help counteract the problems associated with these conditions.
There are many veterinarians—and horsemen—who do not believe isoxsuprine to be effective. Its use is therefore rather controversial within the veterinary field.
Precautions and side-effects[edit]
Isoxsuprine may increase the animal's heart rate, cause changes in blood pressure, and irritate the GI tract. It should therefore be used with caution if combined with other drugs that affect blood pressure, such as sedatives and anesthetic drugs. Because it is a vasodilator, it should not be used in horses that are bleeding, or in mares following foaling.
Isoxsuprine is a prohibited class B drug in FEI-regulated competition, and is often prohibited by other equine associations. It may be detected in the urine for several weeks or months following administration. It is therefore important to check the drug-rules within an animal's given competitive organization, before administering the drug.
Administration[edit]
Isoxsuprine is given orally, and many horses find the pills quite palatable.
Use in humans[edit]
Isoxsuprine it is used in humans for treatment of premature labour, i.e. a tocolytic,[4] and as a vasodilator for the treatment of cerebral vascular insufficiency, Raynaud's phenomenon, and other conditions.[5]
References[edit]
- ^ Isoxsuprine - Compound Summary, PubChem.
- ^ Gozo EG, Yebes RB (November 1984). "Hemodynamic effects of isoxsuprine in cardiac failure". Chest 86 (5): 736–40. doi:10.1378/chest.86.5.736. PMID 6488912.
- ^ Falkay, G.; Kovács, L. (1986). "Affinity of tocolytic agents on human placental and myometrial beta-adrenergic receptors". Journal of perinatal medicine 14 (2): 109–113. PMID 2874205. edit
- ^ Giorgino, F. L.; Egan, C. G. (2010). "Use of isoxsuprine hydrochloride as a tocolytic agent in the treatment of preterm labour: A systematic review of previous literature". Arzneimittel-Forschung 60 (7): 415–420. doi:10.1055/s-0031-1296305. PMID 20712130. edit
- ^ Drugs.com: Isoxsuprine
- Forney, Barbara C, MS, VMD. Equine Medications, Revised Edition. Blood Horse Publications. Lexington, KY. Copyright 2007.
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
- Brofaromine
- Cimoxatone
- Clorgiline
- Eprobemide
- 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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Peripheral vasodilators (C04)
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2-amino-1-phenylethanol derivatives |
- Isoxsuprine
- Buphenine
- Bamethan
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Imidazoline derivatives/
Alpha blockers |
- Phentolamine
- Tolazoline
- Phenoxybenzamine
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Niacin and derivatives |
- Niacin
- Nicotinyl alcohol
- Inositol nicotinate
- Ciclonicate
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Purine derivatives |
- Pentifylline
- Xantinol nicotinate
- Pentoxifylline
- Etofylline nicotinate
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Ergot alkaloids |
- Ergoloid
- Nicergoline
- Dihydroergocristine
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Other peripheral vasodilators |
- Cyclandelate
- Phenoxybenzamine
- Vincamine
- Moxisylyte
- Bencyclane
- Vinburnine
- Sulcotidil
- Buflomedil
- Naftidrofuryl
- Butalamine
- Visnadine
- Cetiedil
- Cinepazide
- Ifenprodil
- Azapetine
- Fasudil
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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.
- 1. 男性性機能不全の治療 treatment of male sexual dysfunction
English Journal
- Spectrofluorimetric determination of certain adrenergic agonist drugs in their pure forms and pharmaceutical formulations: Content uniformity test application.
- Badr El-Din KM1, Attia TZ1.
- Luminescence : the journal of biological and chemical luminescence.Luminescence.2016 Nov 29. doi: 10.1002/bio.3240. [Epub ahead of print]
- A new, simple, sensitive and rapid spectrofluorimetric method has been developed for determination of certain adrenergic agonists such as isoxsuprine hydrochloride, ritodrine hydrochloride and etilefrine hydrochloride in their pure forms and pharmaceutical dosage forms. The method depends on micella
- PMID 27900836
- Bovine teeth as a novel matrix for the control of the food chain: liquid chromatography-tandem mass spectrometry detection of treatments with prednisolone, dexamethasone, estradiol, nandrolone and seven β2-agonists.
- Chiesa LM1, Nobile M1, Panseri S1, Biolatti B2, Cannizzo FT2, Pavlovic R1, Arioli F1.
- Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment.Food Addit Contam Part A Chem Anal Control Expo Risk Assess.2016 Nov 15:1-9. [Epub ahead of print]
- Veterinary drugs usually have rapid clearance rates in the liver and kidney, hampering their detection in conventional matrices such as the liver or urine. Pharmacological principles such as esterification may be applied to facilitate the administration of veterinary drugs and increase drug half-lif
- PMID 27845609
- Effects of isoxsuprine hydrochloride on electrocardiographic and trace element status in sheeps.
- Vural HA1, Koenhemsi L2, Gonul R3, Yardibi HD4, Gulyasar T5, Or E3, Hosturk GT6, Barutcu B7, Balci H8.
- JPMA. The Journal of the Pakistan Medical Association.J Pak Med Assoc.2016 Aug;66(8):938-42.
- OBJECTIVE: To study the effect of isoxsuprine hydrochloride on the ischaemic electrocardiographic change and trace element status in sheep.METHODS: This study was conducted from March 16 to 23, 2012, at Istanbul University, Turkey, and comprised sheep aged 6 months. The animals were divided into two
- PMID 27524523
Japanese Journal
- Two Cases of Delayed Interval Delivery of the Second Twin
- Somekawa Yoshiaki,Ohmoto Kazumi,Sato Daigo,Sakakibara Sayako,Umeki Hidenori
- Journal of Rural Medicine 2(2), 132-136, 2007
- … At 26 weeks, due to adverse effects, ritodrine was changed to isoxsuprine and magnesium sulfate to control uterine contractions. … At 33 weeks and 5 days, onset of labor was observed, and 11 hours after the cessation of treatment with isoxsuprine and magnesium sulfate, a viable female fetus was delivered by spontaneous vaginal delivery, weighing 1,806 g. …
- NAID 130004725923
- 11-17.Comparison of efficacy between oral nimesulide and parenteral-oral isoxsuprine to delay threatened preterm labor (Session 12 Perinatology 1)
- Purwaka B. T.,Abadi A.,Prasetyadi F. O. H.
- 日本産科婦人科學會雜誌 56(2), 461, 2004-02-01
- NAID 110002101373
- リトドリンおよびイソクスプリン投与牛における子宮運動抑制
- 大浪 洋二,佐々木 佳子,松浦 由美 [他],森 純一
- 日本獣医師会雑誌 = Journal of the Japan Veterinary Medical Association 50(7), 390-393, 1997-07-20
- NAID 10018950508
Related Links
- Physician reviewed isoxsuprine patient information - includes isoxsuprine description, dosage and directions. ... What other drugs will affect isoxsuprine? Drugs used to treat high blood pressure and other heart conditions may ...
- Easy to read patient leaflet for isoxsuprine. Includes indications, proper use, special instructions, precautions, and possible side effects. ... If OVERDOSE is suspected: Contact 1-800-222-1222 (the American Association of Poison ...
Related Pictures
★リンクテーブル★
[★]
- 英
- threatened premature delivery
- 関
- 早産、trimester
概念
- 早産(妊娠22-37週)に至る状態
- 原因は不明だが細菌感染症状によることが多い
症状
診断
治療
- 絨毛膜羊膜炎の所見があるときは抗生物質の投与
- 頚管縫縮術:絨毛膜羊膜炎があるときはその治療後
参考
- http://www.jsog.or.jp/PDF/59/5911-664.pdf
[★]
- 英
- isoxsuprine
- 化
- 塩酸イソクスプリン isoxsuprine hydrochloride
- 商
- ズファジラン
[★]
- 関
- isoxsuprine