Tìm theo
Sumatriptan
Các tên gọi khác (14 ) :
  • (3-[2-(dimethylamino)Ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide
  • 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
  • 3-(2-(dimethylamino)Ethyl)-N-methyl-1H-indole-5-methanesulfonamide
  • 3-[2-(dimethylamino)Ethyl]-N-methylindole-5-methanesulfonamide
  • Imigran
  • Imitrex
  • NP101
  • Sumatran
  • Sumatriptan
  • Sumatriptán
  • Sumatriptan Succinate
  • Sumatriptanum
  • Sumax
  • triptan
Thuốc điều trị đau nửa đầu
Thuốc Gốc
Small Molecule
CAS: 103628-46-2
ATC: N02CC01
ĐG : 3M Health Care , http://www.3m.com
CTHH: C14H21N3O2S
PTK: 295.4
A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of migraine disorders. A transdermal patch version of sumatriptan is currently in phase I trials in the U.S. under the code name NP101 (NuPathe).
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H21N3O2S
Phân tử khối
295.4
Monoisotopic mass
295.135447621
InChI
InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3
InChI Key
InChIKey=KQKPFRSPSRPDEB-UHFFFAOYSA-N
IUPAC Name
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
Traditional IUPAC Name
sumatriptan
SMILES
CNS(=O)(=O)CC1=CC2=C(NC=C2CCN(C)C)C=C1
Độ tan chảy
169-171 °C
Độ hòa tan
21.4 mg/ml
logP
0.93
logS
-3.4
pKa (strongest acidic)
11.24
pKa (Strongest Basic)
9.54
PSA
65.2 Å2
Refractivity
82.08 m3·mol-1
Polarizability
32.31 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
3
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Sumatriptan, an antimigraine drug, is a selective agonist of vascular serotonin ((5-hydroxytryptamine; 5-HT) type 1-like receptors, likely the 5-HT1D and 5-HT1B subtypes. It has no significant affinity (as measured using standard radioligand binding assays) or pharmacological activity at 5-HT2, 5-HT3 receptor subtypes or at alpha1-, alpha2-, or beta-adrenergic; dopamine1; dopamine2; muscarinic; or benzodiazepine receptors.
Cơ Chế Tác Dụng : A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of migraine disorders. A transdermal patch version of sumatriptan is currently in phase I trials in the U.S. under the code name NP101 (NuPathe). The 5-HT1B and 5-HT1D receptors function as autoreceptors, which inhibit the firing of serotonin neurons and a reduction in the synthesis and release of serotonin upon activation. After sumatriptan binds to these receptors, adenylate cyclase activity is inhibited via regulatory G proteins, incrases intracellular calcium, and affects other intracellular events. This results in vasoconstriction and inhibtion of sensory nociceptive (trigeminal) nerve firing and vasoactive neuropeptide release.
Dược Động Học :
▧ Absorption :
Approximately 15%
▧ Volume of Distribution :
* 2.7 L/kg [subcutaneous dosing]
▧ Protein binding :
14%-21%
▧ Metabolism :
Hepatic. In vitro studies with human microsomes suggest that sumatriptan is metabolized by monoamine oxidase (MAO), predominantly the A isoenzyme.
▧ Route of Elimination :
Only 3% of the dose is excreted in the urine as unchanged sumatriptan; 42% of the dose is excreted as the major metabolite, the indole acetic acid analogue of sumatriptan.
▧ Half Life :
2.5 hours
▧ Clearance :
* 1200 mL/min [Following a 6-mg SC injection]
Độc Tính : Symptoms of overdose include convulsions, tremor, paralysis, inactivity, ptosis, erythema of the extremities, abnormal respiration, cyanosis, ataxia, mydriasis, salivation, and lacrimation.
Chỉ Định : For the treatment of migraine attacks with or without aura.
Tương Tác Thuốc :
  • Citalopram Increased risk of CNS adverse effects
  • Desvenlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Dihydroergotamine Possible severe and prolonged vasoconstriction
  • Ergotamine Possible severe and prolonged vasoconstriction
  • Escitalopram Increased risk of CNS adverse effects
  • Fluoxetine Increased risk of CNS adverse effects
  • Fluvoxamine Increased risk of CNS adverse effects
  • Isocarboxazid The MAO inhibitor, isocarboxazid, may decrease the metabolism and clearance of the serotonin 5-HT receptor agonist, sumatriptan. Concomitant therapy is contraindicated.
  • Lithium Possible serotoninergic syndrome with this combination
  • Methysergide Possible severe and prolonged vasoconstriction
  • Nefazodone Increased risk of CNS adverse effects
  • Paroxetine Increased risk of CNS adverse effects
  • Phenelzine The MAO inhibitor, phenelzine, may decrease the metabolism and clearance of the serotonin 5-HT receptor agonist, sumatriptan. Concomitant therapy is contraindicated.
  • Tramadol Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Tranylcypromine The MAO inhibitor, Tranylcypromine, may reduce the metabolism and clearance of the serotonin 5-HT1D receptor agonist, Sumatriptan. Risk of serotonin syndrome and Sumatriptan toxicity. Concomitant therapy should be avoided.
  • Trazodone Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Trimipramine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Venlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Vilazodone Increased risk of serotonin syndrome
  • Zolmitriptan Concomitant use of two serotonin 5-HT1D receptor agonists, such as zolmitriptan and sumatriptan, may result in additive vasoconstrictive effects. Concomitant use within 24 hours is contraindicated.
Liều Lượng & Cách Dùng : Liquid - Subcutaneous
Patch, extended release - Transdermal
Spray - Nasal
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Inti
    Sản phẩm biệt dược : Adracon
  • Công ty :
    Sản phẩm biệt dược : ALSUMA
  • Công ty : Alapis Pharma
    Sản phẩm biệt dược : Altaxa
  • Sản phẩm biệt dược : Apigrane
  • Công ty : Boots
    Sản phẩm biệt dược : Boots Pharmacy Migraine Relief
  • Công ty : Zentiva
    Sản phẩm biệt dược : Cinie
  • Công ty : Orion
    Sản phẩm biệt dược : Frimig
  • Công ty : Pliva
    Sản phẩm biệt dược : Illument
  • Công ty : Mylan
    Sản phẩm biệt dược : Imigen
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imigran
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imigran mite
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imigran Radis
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imigrane
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imitrex
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Imitrex Oral
  • Công ty : GMP
    Sản phẩm biệt dược : Migralgin
  • Công ty : Driburg
    Sản phẩm biệt dược : Migraneitor
  • Công ty : Dr. Reddy's
    Sản phẩm biệt dược : Nazdav
  • Công ty : Hemofarm
    Sản phẩm biệt dược : Sapphirex
  • Công ty : Rowex
    Sản phẩm biệt dược : Sumatran
  • Công ty : Libbs
    Sản phẩm biệt dược : Sumax
  • Công ty : Sun
    Sản phẩm biệt dược : Suminat
  • Công ty : Simcere
    Sản phẩm biệt dược : Youshu
  • Công ty :
    Sản phẩm biệt dược : ZECUITY
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00669
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5358
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506520
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07319
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00451
ChemSpider
http://www.chemspider.com/Chemical-Structure.5165.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0173-0524-00
PharmGKB
http://www.pharmgkb.org/drug/PA451566
Wikipedia
http://en.wikipedia.org/wiki/Sumatriptan
RxList
http://www.rxlist.com/cgi/generic/sumitr.htm
Drugs.com
http://www.drugs.com/cdi/sumatriptan.html
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