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- a salt or ester of acetic acid (同)ethanoate
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- 酢酸(さくさん)塩;アセテート(酢酸人造絹糸)
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/06/22 06:50:20」(JST)
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This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. (January 2007) |
Methylprednisolone
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Systematic (IUPAC) name |
(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-14-(2-hydroxyacetyl)-2,8,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one |
Clinical data |
Trade names |
Medrol, Meprolone |
AHFS/Drugs.com |
monograph |
MedlinePlus |
a682795 |
Licence data |
US FDA:link |
Pregnancy cat. |
A (AU) C (US) |
Legal status |
POM (UK) ℞-only (US) |
Routes |
IV, IM, IV Infusion, Oral, Rectal, Topical |
Pharmacokinetic data |
Protein binding |
78% |
Metabolism |
liver primarily, kidney, tissues; CYP450: 3A4 substrate |
Half-life |
urine; Half-life: 18-26h (biological) |
Identifiers |
CAS number |
83-43-2 Y |
ATC code |
D07AA01 D07AC14, D10AA02, H02AB04 |
PubChem |
CID 6741 |
DrugBank |
DB00959 |
ChemSpider |
6485 Y |
UNII |
X4W7ZR7023 Y |
KEGG |
D00407 Y |
ChEBI |
CHEBI:6888 Y |
ChEMBL |
CHEMBL650 Y |
Synonyms |
(6α, 11β)-11,17,21-trihydroxy-6-methyl-pregna-1,4-diene-3,20-dione |
Chemical data |
Formula |
C22H30O5 |
Mol. mass |
374.471 g/mol |
SMILES
- O=C\1\C=C/[C@]4(/C(=C/1)[C@@H](C)C[C@@H]2[C@@H]4[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)CC[C@@H]23)C)C
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InChI
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InChI=1S/C22H30O5/c1-12-8-14-15-5-7-22(27,18(26)11-23)21(15,3)10-17(25)19(14)20(2)6-4-13(24)9-16(12)20/h4,6,9,12,14-15,17,19,23,25,27H,5,7-8,10-11H2,1-3H3/t12-,14-,15-,17-,19+,20-,21-,22-/m0/s1 Y
Key:VHRSUDSXCMQTMA-PJHHCJLFSA-N Y
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Y (what is this?) (verify)
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Methylprednisolone is a synthetic glucocorticoid or corticosteroid drug. It is marketed in the USA and Canada under the brand names Medrol and Solu-Medrol.[1] It is also available as a generic drug.
It is a variant of prednisolone, methylated at carbon 6 of the B ring.
Contents
- 1 Uses
- 2 Side effects
- 3 Additional images
- 4 See also
- 5 References
- 6 External links
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Uses
Like most adrenocortical steroids, methylprednisolone is typically used for its anti-inflammatory effects. However, glucocorticoids have a wide range of effects, including changes to metabolism and immune responses. The list of medical conditions for which methylprednisolone is prescribed is rather long, and is similar to other corticosteroids such as prednisolone. Common uses include arthritis therapy and short-term treatment of bronchial inflammation or acute bronchitis due to various respiratory diseases. It is used both in the treatment of acute periods and long-term management of autoimmune diseases, most notably systemic lupus erythematosus. Also for use as a treatment for multiple sclerosis.
Methylprednisolone is also prescribed for nonpenetrating spinal cord injuries. It has been shown that a dose of 30 mg/kg IV followed by IV drip at 5.4 mg/kg/hr for 23 hours improves sensory and motor recovery if given within eight hours of the injury.[citation needed]
It is also used for vestibular neuritis.[2]
Side effects
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This unreferenced section requires citations to ensure verifiability. |
Methylprednisolone has some serious side effects if taken long-term, including weight loss, glaucoma, osteoporosis and psychosis, especially when used at high dosage. The most serious side effect occurs after the adrenal glands cease natural production of cortisol, which methylprednisolone will replace. Abrupt cessation of the drug after this occurs can result in a condition known as Addisonian crisis, which can be fatal. To prevent this, the drug is usually prescribed with a tapering dosage, including a pre-dosed "dose pack" detailing a specific number of pills to take at designated times over a several-day period. Pharmacists sometimes advise that this drug can cause sleeplessness and "down" moods.
Additional images
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4mg Methylprednisolone tablets by Sandoz
See also
- Guanacastepene A - also composed as C22H30O5
References
- ^ Methylprednisolone - Compound Summary PubChem
- ^ Strupp M, Zingler VC, Arbusow V, Niklas D, Maag KP, Dieterich M, Bense S, Theil D, Jahn K, Brandt T (July 2004). "Methylprednisolone, valacyclovir, or the combination for vestibular neuritis" (PDF). N. Engl. J. Med. 351 (4): 354–61. DOI:10.1056/NEJMoa033280. PMID 15269315. http://www.nejm.org/doi/pdf/10.1056/NEJMoa033280.
External links
- Medrol Prescribing Information Pfizer
- U.S. National Library of Medicine: Drug Information Portal - Methylprednisolone
- "methylprednisolone" at medicinenet.com
Corticosteroids – glucocorticoids and mineralocorticoids (H02)
(also A07EA, C05AA, D07, D10AA, R01AD, R03BA, S01BA, S02B, and S03B)
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Mineralocorticoids
(3-one, 4-ene,
no FG at 16) |
- Pregnenedione: ALDOSTERONE
- 11-DEOXYCORTICOSTERONE
- HALOGENATED AT 9: Fludrocortisone
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Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy) |
Pregnene
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Pregnenedione
(+20-one)
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- HYDROCORTISONE/CORTISOL# (Hydrocortisone aceponate
- Hydrocortisone buteprate
- Hydrocortisone butyrate)
- Budesonide
- Ciclesonide
- Deflazacort
- Medrysone
- Tixocortol
- HALOGENATED AT 6: Cloprednol
- HALOGENATED, WITH FG AT 16: Halcinonide
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Pregnadiene (+1-ene)
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- Rimexolone
- HALOGENATED, WITH FG AT 16: Flunisolide
- Triamcinolone
- Amcinonide
- Fluocinolone acetonide (Fluocinonide)
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Pregnadienediol
(+21-hydroxy)
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- Prednisone (Meprednisone)
- HALOGENATED AT 9: Fluorometholone
- HALOGENATED, WITH FG AT 16: Fluocortolone (Clocortolone
- Diflucortolone
- Fluocortin)
- Desoximetasone
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Pregnadienetriol
(+11-hydroxy)
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- Prednisolone# (Methylprednisolone
- Methylprednisolone aceponate
- Prednicarbate
- Prednylidene)
- Desonide
- HALOGENATED: Fluprednisolone (Difluprednate
- Fluperolone)
- HALOGENATED, WITH FG AT 16: Dexamethasone#
- Betamethasone (Clobetasol
- Clobetasone
- Diflorasone
- Halometasone
- Ulobetasol)
- Beclometasone
- Paramethasone
- Alclometasone
- Fluclorolone acetonide
- Flumetasone
- Fluprednidene
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Pregnatriene
(+2-ene)
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Androstene
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- HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate
- Fluticasone furoate)
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Other/ungrouped
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- HALOGENATED: Loteprednol
- HALOGENATED, WITH FG AT 16: Fludroxycortide
- Formocortal
- Mometasone furoate
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Aldosterone antagonists |
- Spironolactone
- Eplerenone
- Potassium canrenoate
- Canrenone
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Synthesis modifiers |
- Trilostane
- Carbenoxolone
- Aminoglutethimide
- Metyrapone
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco(d)/cong/tumr, sysi/epon
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proc, drug (A10/H1/H2/H3/H5)
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Glucocorticoids
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Receptor |
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Enzyme
(inhibitors) |
20,22-Desmolase
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- 22-ABC
- 3,3′-Dimethoxybenzidine
- 3-Methoxybenzidine
- Aminoglutethimide
- Cyanoketone
- Danazol
- Etomidate
- Mitotane
- Trilostane
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17α-Hydroxylase,
17,20-Lyase
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- 22-ABC
- 22-Oxime
- Abiraterone
- Bifonazole
- Clotrimazole
- Cyanoketone
- Cyproterone
- Danazol
- Econazole
- Galeterone
- Gestrinone
- Isoconazole
- Ketoconazole
- L-39
- Liarozole
- LY-207,320
- MDL-27,302
- Miconazole
- Mifepristone
- Orteronel
- Pioglitazone
- Rosiglitazone
- Spironolactone
- Stanozolol
- SU-10,603
- TGF-β
- Tioconazole
- Troglitazone
- VN/87-1
- YM116
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3β-HSD
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- 4-MA
- Azastene
- Cyanoketone
- Danazol
- Epostane
- Genistein
- Gestrinone
- Metyrapone
- Norethisterone
- Oxymetholone
- Pioglitazone
- Rosiglitazone
- Trilostane
- Troglitazone
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21-Hydroxylase
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- Aminoglutethimide
- Amphenone B
- Bifonazole
- Clotrimazole
- Diazepam
- Econazole
- Genistein
- Isoconazole
- Ketoconazole
- Metyrapone
- Miconazole
- Midazolam
- Tioconazole
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11β-Hydroxylase
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- Aminoglutethimide
- Canrenone
- Etomidate
- Fadrozole
- FETO
- Ketoconazole
- Metomidate
- Metyrapone
- Mitotane
- Potassium canrenoate
- Spironolactone
- Trilostane
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18-Hydroxylase
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- Aminoglutethimide
- Canrenone
- FAD286
- Fadrozole
- Ketoconazole
- LCI699
- Metyrapone
- Mespirenone
- Potassium canrenoate
- Spironolactone
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Other |
Endogenous
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- Glucocorticoids: Corticosterone
- Cortisone
- Cortodoxone/Deoxycortisol
- Hydrocortisone/Cortisol
- Antiglucocorticoids: 17-Hydroxyprogesterone
- Deoxycorticosterone
- Pregnenolone
- Progesterone
- Precursors: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Progesterone
- Deoxycorticosterone
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Indirect
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- ACTH/Corticotropin
- CRH
- DHEA
- DHEA sulfate
- Plasma proteins (Transcortin, Albumin)
- Vasopressin
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Procedures
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- Adrenalectomy
- Hypophysectomy
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UpToDate Contents
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English Journal
- A Cluster of Methicillin-Susceptible Staphylococcus aureus Infections at a Rheumatology Practice, New York City, 2011.
- Drezner K, Antwi M, Del Rosso P, Dorsinville M, Kellner P, Ackelsberg J.Author information New York City Department of Health and Mental Hygiene, Bureau of Communicable Disease, Queens, New York.AbstractA cluster of 5 methicillin-susceptible Staphylococcus aureus infections occurred after administration of methylprednisolone acetate injections in a rheumatology practice. A site visit was conducted to inspect examination rooms, observe techniques, and review charts. The investigation revealed a pervasive lack of aseptic technique that led to multiple opportunities for medication contamination.
- Infection control and hospital epidemiology : the official journal of the Society of Hospital Epidemiologists of America.Infect Control Hosp Epidemiol.2014 Feb;35(2):187-9. doi: 10.1086/674850. Epub 2013 Dec 23.
- A cluster of 5 methicillin-susceptible Staphylococcus aureus infections occurred after administration of methylprednisolone acetate injections in a rheumatology practice. A site visit was conducted to inspect examination rooms, observe techniques, and review charts. The investigation revealed a perv
- PMID 24442083
- Outcomes of greater occipital nerve injections in pediatric patients with chronic primary headache disorders.
- Gelfand AA1, Reider AC2, Goadsby PJ3.Author information 1Headache Center, University of California, San Francisco, San Francisco, California; Division of Child Neurology, University of California, San Francisco, San Francisco, California. Electronic address: GelfandA@neuropeds.ucsf.edu.2School of Medicine, University of California, San Francisco, San Francisco, California.3Headache Center, University of California, San Francisco, San Francisco, California.AbstractBACKGROUND: Chronic migraine is common in pediatrics and generally disabling. In adults, infiltration of the area around the greater occipital nerve can provide short- to medium-term benefit in some patients. This study reports the efficacy of greater occipital nerve infiltrations in pediatric patients with chronic primary headache disorders.
- Pediatric neurology.Pediatr Neurol.2014 Feb;50(2):135-9. doi: 10.1016/j.pediatrneurol.2013.09.008. Epub 2013 Nov 20.
- BACKGROUND: Chronic migraine is common in pediatrics and generally disabling. In adults, infiltration of the area around the greater occipital nerve can provide short- to medium-term benefit in some patients. This study reports the efficacy of greater occipital nerve infiltrations in pediatric patie
- PMID 24268688
Japanese Journal
- 剤形,種類の異なる合成グルココルチコイド製剤の副腎軸と甲状腺軸に対する影響
- 佐藤 穂高,川原井 晋平,根尾 櫻子,東宮 敦士,山田 隆紹,折戸 謙介,斑目 広郎,茅沼 秀樹
- 日本獣医師会雑誌 67(9), 679-685, 2014
- 小動物臨床では,合成グルココルチコイド(GC)製剤が幅広く使用されているが,剤形,種類の異なる合成GC製剤の視床下部─下垂体─副腎軸(HPAA)と甲状腺軸(HPTA)に対する影響を評価した報告は少ない.本研究では,使用頻度の高い3種類の合成GC製剤のHPAAとHPTAに対する影響を検討した.16頭のビーグル犬を4群に分け,抗炎症量のプレドニゾロン,ベタメタゾン,メチルプレドニゾロン酢酸エステル投与 …
- NAID 130004700091
- 網膜静脈閉塞症に対する酢酸メチルプレドニゾロンのテノン嚢下注射の効果 (特集 第63回日本臨床眼科学会講演集(3))
Related Links
- Find patient medical information for methylprednisolone acetate injection on WebMD including its uses, side effects and safety, interactions, pictures, warnings and user ratings. ... Methylprednisolone is used to treat ...
- ChemicalBook あなたのためにMethylprednisolone acetate(53-36-1)の化学的性質を提供して、融点、価格、蒸気圧、沸点、毒性、比重、沸点、密度、分子式、分子量、物理的な性質、毒性 税関のコードなどの情報、同時にあなたは更に ...
★リンクテーブル★
[★]
- 英
- methylprednisolone
- 化
- 酢酸メチルプレドニゾロン methylprednisolone acetate、アセトン酸メチルプレドニゾロン methylprednisolone aceponate、コハク酸メチルプレドニゾロンナトリウム methylprednisolone sodium succinate、]]、ヘミコハク酸メチルプレドニゾロン
- 関
- 糖質コルチコイド
種類
[★]
アセ・ン酸メチルプレドニゾロン
- 関
- methylprednisolone、methylprednisolone acetate、methylprednisolone sodium succinate
[★]
メチルプレドニゾロン
- 同
- Depo-Medrol, Medrol, Solu- Medrol