Tìm theo
Flupirtine
Các tên gọi khác (4 ) :
  • Flupirtine
  • SID11111201
  • SID124880149
  • SID90341043
Thuốc Gốc
Small Molecule
CAS: 56995-20-1
CTHH: C15H17FN4O2
PTK: 304.3195
Flupirtine is a pyridine derivative that is in clinical use as a nonopioid analgesic. It was approved for the treatment of pain in 1984 in Europe. It is not approved for use in the U.S. or Canada, but is currently in phase II trials for the treatment of fibromyalgia.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H17FN4O2
Phân tử khối
304.3195
Monoisotopic mass
304.133554013
InChI
InChI=1S/C15H17FN4O2/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20)
InChI Key
InChIKey=JUUFBMODXQKSTD-UHFFFAOYSA-N
IUPAC Name
ethyl N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)carbamate
Traditional IUPAC Name
flupirtine
SMILES
CCOC(=O)NC1=C(N)N=C(NCC2=CC=C(F)C=C2)C=C1
Độ tan chảy
115.5 °C
Độ hòa tan
7.32e-02 g/l
logP
2.67
logS
-3.6
pKa (strongest acidic)
12.9
pKa (Strongest Basic)
7.5
PSA
89.27 Å2
Refractivity
85.49 m3·mol-1
Polarizability
31.37 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Cơ Chế Tác Dụng : Flupirtine is a pyridine derivative that is in clinical use as a nonopioid analgesic. It was approved for the treatment of pain in 1984 in Europe. It is not approved for use in the U.S. or Canada, but is currently in phase II trials for the treatment of fibromyalgia. Flupirtine upregulates Bcl-2, increases glutathione levels, activates an inwardly rectifying potassium channel, and delays loss of intermitochondrial membrane calcium retention capacity. Flupirtine acts like a NMDA receptor antagonists, but does not bind to the receptor. One study concluded that the discriminative effects of flupirtine are neither of opioid nor of alpha-1 adrenergic type, but are primarily mediated through alpha-2 adrenergic mechanisms [PMID: 2901483].
Dược Động Học :
▧ Absorption :
Bioavailability: 90% (oral), 70% (rectal)
▧ Metabolism :
Hepatic to 2-amino-3-acetylamino-6-(para-fluorobenzylamino) pyridine (which has 20-30% the analgesic potential of its parent compound) and Para-fluorohippuric acid.
▧ Route of Elimination :
72% of flupirtine and its metabolites appear in urine and 18% appear in faeces.
▧ Half Life :
6.5 hrs (average), 11.2-16.8 hrs (average 14 hrs) (elderly), 8.7-10.9 hrs (average 9.8 hrs) (in those with moderate-level renal impairment).
Độc Tính : Oral, mouse: LD50 = 300 mg/kg; Oral, rabbit: LD50 = 3200 mg/kg; Oral, rat: LD50 = 980 mg/kg.
Chỉ Định : Investigated for use/treatment in fibromyalgia.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Awegal
  • Công ty :
    Sản phẩm biệt dược : Effirma
  • Công ty :
    Sản phẩm biệt dược : Efiret
  • Công ty :
    Sản phẩm biệt dược : Katadolon
  • Công ty :
    Sản phẩm biệt dược : Metanor
  • Công ty :
    Sản phẩm biệt dược : Trancolong
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06623
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=53276
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D07978
ChemSpider
http://www.chemspider.com/Chemical-Structure.48119.html
Wikipedia
http://en.wikipedia.org/wiki/Flupirtine
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