Tìm theo
Pethidine
Các tên gọi khác (11 ) :
  • Isonipecaïne
  • Meperidine
  • Pethidin
  • Péthidine
  • Pethidine dbl
  • Pethidinum
  • Petidina
  • Petydyna
  • Sauteralgyl
  • Spasmedal
  • Spasmodolin
Thuốc giảm đau, hạ sốt, chống viêm không steroid, điều trị Gút và các bệnh xương khớp
Thuốc Gốc
Small Molecule
CAS: 57-42-1
ATC: N02AB02
ĐG : AstraZeneca Inc. , http://www.astrazeneca.ca
CTHH: C15H21NO2
PTK: 247.3327
A narcotic analgesic that can be used for the relief of most types of moderate to severe pain, including postoperative pain and the pain of labor. Prolonged use may lead to dependence of the morphine type; withdrawal symptoms appear more rapidly than with morphine and are of shorter duration. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H21NO2
Phân tử khối
247.3327
Monoisotopic mass
247.157228921
InChI
InChI=1S/C15H21NO2/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13/h4-8H,3,9-12H2,1-2H3
InChI Key
InChIKey=XADCESSVHJOZHK-UHFFFAOYSA-N
IUPAC Name
ethyl 1-methyl-4-phenylpiperidine-4-carboxylate
Traditional IUPAC Name
meperidine
SMILES
CCOC(=O)C1(CCN(C)CC1)C1=CC=CC=C1
Độ tan chảy
270 °C
Độ hòa tan
3220 mg/L (at 30 °C)
logP
2.72
logS
-1.89
pKa (Strongest Basic)
8.16
PSA
29.54 Å2
Refractivity
72.48 m3·mol-1
Polarizability
28.09 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
2
H Bond Donor Count
0
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
8.59
Dược Lực Học : Meperidine is a synthetic opiate agonist belonging to the phenylpiperidine class. Meperidine may produce less smooth muscle spasm, constipation, and depression of the cough reflex than equivalent doses of morphine. The onset of action is lightly more rapid than with morphine, and the duration of action is slightly shorter. The chemical structure of meperidine is similar to local anesthetics. Meperidine is recommended for relief of moderate to severe acute pain and has the unique ability to interrupt postoperative shivering and shaking chills induced by amphotericin B. Meperidine has also been used for intravenous regional anesthesia, peripheral nerve blocks and intraarticular, epidural and spinal analgesia. Meperidine is considered a second-line agent for the treatment of acute pain.
Cơ Chế Tác Dụng : A narcotic analgesic that can be used for the relief of most types of moderate to severe pain, including postoperative pain and the pain of labor. Prolonged use may lead to dependence of the morphine type; withdrawal symptoms appear more rapidly than with morphine and are of shorter duration. [PubChem] Meperidine is primarily a kappa-opiate receptor agonist and also has local anesthetic effects. Meperidine has more affinity for the kappa-receptor than morphine. Opiate receptors are coupled with G-protein receptors and function as both positive and negative regulators of synaptic transmission via G-proteins that activate effector proteins. Binding of the opiate stimulates the exchange of GTP for GDP on the G-protein complex. As the effector system is adenylate cyclase and cAMP located at the inner surface of the plasma membrane, opioids decrease intracellular cAMP by inhibiting adenylate cyclase. Subsequently, the release of nociceptive neurotransmitters such as substance P, GABA, dopamine, acetylcholine and noradrenaline is inhibited. Opioids also inhibit the release of vasopressin, somatostatin, insulin and glucagon. Opioids close N-type voltage-operated calcium channels (OP2-receptor agonist) and open calcium-dependent inwardly rectifying potassium channels (OP3 and OP1 receptor agonist). This results in hyperpolarization and reduced neuronal excitability.
Dược Động Học :
▧ Absorption :
The oral bioavailability of meperidine in patients with normal hepatic function is 50-60% due to extensive first-pass metabolism. Bioavailability increases to 80-90% in patients with hepatic impairment (e.g. liver cirrhosis). Meperidine is less than half as effective when administered orally compared to parenteral administration. One study reported that 80-85% of the drug administered intramuscularly was absorbed within 6 hours of intragluteal injection in health adults; however, inter-individual variation and patient-specific variable appear to cause considerable variations in absorption upon IM injection.
▧ Volume of Distribution :
Meperidine crosses the placenta and is distributed into breast milk.
▧ Protein binding :
60-80% bound to plasma proteins, primarily albumin and α1-acid glycoprotein. The presence of cirrhosis or active viral hepatitis does not appear to affect the extent of protein binding.
▧ Metabolism :
Meperidine is metabolized in the liver by hydrolysis to meperidinic acid followed by partial conjugation with glucuronic acid. Meperidine also undergoes N-demethylation to normeperidine, which then undergoes hydrolysis and partial conjugation. Normeperidine is about half as potent as meperidine, but it has twice the CNS stimulation effects.
▧ Route of Elimination :
Excreted in the urine. The proportion of drug that is excreted unchanged or as metabolites is dependent on pH. When urine pH is uncontrolled, 5-30% of the meperidine dose is excreted as normeperidine and approximately 5% is excreted unchanged. Meperidine and normeperidine are found in acidic urine, while the free and conjugated forms of meperidinic and normperidinic acids are found in alkaline urine.
▧ Half Life :
Initial distribution phase (t1/2 α) = 2-11 minutes; terminal elimination phase (t1/2 β) = 3-5 hours. In patients with hepatic dysfunction (e.g. liver cirrhosis or active viral hepatitis) the t1/2 β is prolonged to 7-11 hours.
Chỉ Định : Used to control moderate to severe pain.
Tương Tác Thuốc :
  • Alvimopan Increases levels by receptor binding competition. Discontinue opioid administration at least 7 days prior to administrating Alvimopan.
  • Chlorpromazine Increased sedation and hypotension
  • Desvenlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Donepezil Possible antagonism of action
  • Eltrombopag Increases levels of Meperidine via metabolism decrease. UDP-glucuronosyltransferase inhibition with unclear significance.
  • Galantamine Possible antagonism of action
  • Isocarboxazid Potentially fatal adverse effects
  • Isoniazid Possible episodes of hypotension
  • Moclobemide Increased CNS toxicity (can cause death)
  • Phenelzine Potentially fatal adverse effects
  • Rasagiline Increased risk of serotonin syndrome. Concomitant use should be avoided.
  • Ritonavir Ritonavir increases the levels of analgesic
  • Rivastigmine Possible antagonism of action
  • Selegiline Potentially fatal adverse effects
  • Sibutramine Possible serotoninergic syndrome
  • Tipranavir Tipranavir may increase the adverse/toxic effects of Meperidine. Consider alternate therapy or monitor for Meperidine toxicity during concomitant use.
  • Tramadol Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Tranylcypromine Increased risk of serotonin syndrome. Concomitant use 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.
  • Triprolidine The CNS depressants, Triprolidine and Meperidine, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
  • Venlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Zolmitriptan Use of two serotonin modulators, such as zolmitriptan and meperidine, increases the risk of serotonin syndrome. Consider alternate therapy or monitor for serotonin syndrome during concomitant therapy.
Liều Lượng & Cách Dùng : Solution - Intravenous - 10 mg/ml
Solution - Oral - 50 mg/5ml
Solution - Parenteral - 25 mg/ml, 50 mg/ml, 75 mg/ml, 100 mg/ml
Tablet - Oral - 50 mg, 100 mg
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
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    Sản phẩm biệt dược : Dolosal
  • Công ty : Biotika
    Sản phẩm biệt dược : Dolsin
  • Công ty : Sopharma
    Sản phẩm biệt dược : Lydol
  • Công ty : Zentiva
    Sản phẩm biệt dược : Mialgin
  • Công ty : Nycomed
    Sản phẩm biệt dược : Petidin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00454
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4058
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506899
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07128
ChemSpider
http://www.chemspider.com/Chemical-Structure.3918.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50026752
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0054-8595-11
PharmGKB
http://www.pharmgkb.org/drug/PA450369
Wikipedia
http://en.wikipedia.org/wiki/Meperidine
RxList
http://www.rxlist.com/cgi/generic/meper.htm
Drugs.com
http://www.drugs.com/cdi/meperidine.html
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