Tìm theo
Lacosamide
Các tên gọi khác (4 ) :
  • Erlosamide
  • Harkoseride
  • SPM 927
  • Vimpat
Thuốc chống co giật, chống động kinh
Thuốc Gốc
Small Molecule
CAS: 175481-36-4
ATC: N03AX18
CTHH: C13H18N2O3
PTK: 250.2936
Lacosamide is a functionalized amino acid that has activity in the maximal electroshock seizure test, and is indicated for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain. Recent studies indicate that Lacosamide only affects those neurons which are depolarized or active for long periods of time, typical of neurons at the focus of an epileptic seizure, as opposed to other antiepileptic drugs such as carbamazepine or lamotrigine which slow the recovery from inactivation and reduce the ability of neurons to fire action potentials.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C13H18N2O3
Phân tử khối
250.2936
Monoisotopic mass
250.131742452
InChI
InChI=1S/C13H18N2O3/c1-10(16)15-12(9-18-2)13(17)14-8-11-6-4-3-5-7-11/h3-7,12H,8-9H2,1-2H3,(H,14,17)(H,15,16)/t12-/m1/s1
InChI Key
InChIKey=VPPJLAIAVCUEMN-GFCCVEGCSA-N
IUPAC Name
(2R)-N-benzyl-2-acetamido-3-methoxypropanamide
Traditional IUPAC Name
lacosamide
SMILES
COC[C@@H](NC(C)=O)C(=O)NCC1=CC=CC=C1
Độ tan chảy
140-146˚C
Độ sôi
536.447 °C at 760 mmHg
Độ hòa tan
Lacosamide is a white to light yellow powder. It is sparingly soluble in water and slightly soluble in acetonitrile and ethanol.
logP
0.728
logS
-2.7
pKa (strongest acidic)
12.47
pKa (Strongest Basic)
-1.5
PSA
67.43 Å2
Refractivity
67.57 m3·mol-1
Polarizability
26.68 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
3
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
1
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Lacosamide therapy is correlated with a decrease in seizure frequency. It should be noted that in group analyses, dosages above 400 mg/day do not appear to result in additional benefit.
Cơ Chế Tác Dụng : Lacosamide is a functionalized amino acid that has activity in the maximal electroshock seizure test, and is indicated for the adjunctive treatment of partial-onset seizures and diabetic neuropathic pain. Recent studies indicate that Lacosamide only affects those neurons which are depolarized or active for long periods of time, typical of neurons at the focus of an epileptic seizure, as opposed to other antiepileptic drugs such as carbamazepine or lamotrigine which slow the recovery from inactivation and reduce the ability of neurons to fire action potentials. It is proposed that lacosamide's inhibition of sodium channels is responsible for analgesia. Lacosamide may be selective for inhibiting depolarized neurons rather than neurons with normal resting potentials. Pain and nociceptor hyperexcitability are associated with neural membrane depolarization. Lacosamide binds to collapsin response mediator protein-2 (CRMP-2), a phosphoprotein which is expressed primarily in the nervous system and is involved in neuronal differentiation and control of axonal outgrowth. The role CRMP-2 of binding in seizure control is hasn't been elucidated.
Dược Động Học :
▧ Absorption :
Lacosamide has a negligible first pass effect with bioavailability of about 100%. The maximum Lacosamide plasma concentrations occur about 1-4 hours after oral administration, and the pharmacokinetics of Lacosamide are dose proportional. Food does not affect absorption.
▧ Volume of Distribution :
approximately 0.6 L/kg; thus close to the volume of total body water.
▧ Protein binding :
<15%
▧ Metabolism :
Lacosamide is a CYP2C19 substrate. The relative contribution of other CYP isoforms or non-CYP enzymes in the metabolism of lacosamide is not known. Primary compounds excreted were unchanged lacosamide (approximately 40% of the dose), its O-desmethyl metabolite (approximately 30%), and a structurally unknown polar fraction (~20%). The plasma exposure of the major human metabolite, O-desmethyl-lacosamide, is approximately 10% of that of lacosamide. This metabolite has no known pharmacological activity.
▧ Route of Elimination :
Lacosamide is eliminated primarily from the systemic circulation by biotransformation and renal excretion.
▧ Half Life :
13 Hours
▧ Clearance :
95% recovered in the urine 0.5% in the feces
Chỉ Định : Lacosamide is indicated for adjunctive therapy for partial onset seizures in patients with epilepsy over 17 years old. Injection is indicated for short term use when oral therapy is not feasible.
Tương Tác Thuốc :
  • Valproic Acid Valproic acid toxicity may occur at any time during the treatment course and should be considered in patients with acute changes in mentation, especially if there has been a recent change in antiepileptic therapy.
Liều Lượng & Cách Dùng : Injection, solution - Intravenous - 200 mg/20 mL single use vial
Solution - Oral - 10 mg/mL
Tablet - Oral - 100 mg (dark yellow)
Tablet - Oral - 150 mg (salmon)
Tablet - Oral - 200 mg (blue)
Tablet - Oral - 50 mg (pink)
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : UCB
    Sản phẩm biệt dược : Vimpat
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06218
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D07299
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0091-2480-47
Wikipedia
http://en.wikipedia.org/wiki/Lacosamide
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