Tìm theo
Levomethadyl Acetate
Các tên gọi khác (13 ) :
  • (-)-alpha-Acetylmethadol
  • (1S,4S)-4-(dimethylamino)-1-Ethyl-2,2-diphenylpentyl acetate
  • 1-alpha-Acetylmethadol
  • LAAM
  • Levacetilmetadol
  • Levacetylmethadol
  • Levacetylmethadolum
  • Levo-alpha-acetylmethadol
  • Levo-methadyl acetate
  • Levo-α-acetylmethadol
  • Levomethadyl
  • Levomethadyl acetate
  • Orlaam
Thuốc giảm đau có opioid
Thuốc Gốc
Small Molecule
CAS: 1477-40-3
CTHH: C23H31NO2
PTK: 353.4977
A narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C23H31NO2
Phân tử khối
353.4977
Monoisotopic mass
353.235479241
InChI
InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22-/m0/s1
InChI Key
InChIKey=XBMIVRRWGCYBTQ-AVRDEDQJSA-N
IUPAC Name
(3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate
Traditional IUPAC Name
levomethadyl acetate
SMILES
CC[C@H](OC(C)=O)C(C[C@H](C)N(C)C)(C1=CC=CC=C1)C1=CC=CC=C1
Độ hòa tan
>15 mg/mL
logP
5.4
logS
-5.3
pKa (Strongest Basic)
9.87
PSA
29.54 Å2
Refractivity
117.86 m3·mol-1
Polarizability
40.53 Å3
Rotatable Bond Count
9
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
Dược Lực Học : Levomethadyl acetate (also known as LAAM) is a synthetic synthetic opioid analgesic with multiple actions quantitatively similar to those as morphine, the most prominent of which involve the central nervous system and organs composed of smooth muscle. However, levomethadyl acetate is more active and more toxic than morphine. The principal actions of therapeutic value are analgesia and sedation and detoxification or temporary maintenance in narcotic addiction. In this respect, the drug is similar to Methadone and also has structural similarities to it. The levomethadyl acetate abstinence syndrome, although qualitatively similar to that of morphine, differs in that the onset is slower, the course is more prolonged, and the symptoms are less severe.
Cơ Chế Tác Dụng : A narcotic analgesic with a long onset and duration of action. It is used mainly in the treatment of narcotic dependence. [PubChem] Opiate receptors (Mu, Kappa, Delta) 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. Levomethadyl acetate effectively opens calcium-dependent inwardly rectifying potassium channels (OP1 receptor agonist), resulting in hyperpolarization and reduced neuronal excitability.
Dược Động Học :
▧ Absorption :
Levomethadyl acetate is rapidly absorbed from an oral solution.
▧ Protein binding :
Approximately 80%
▧ Metabolism :
Levomethadyl acetate undergoes extensive first-pass metabolism to the active demethylated metabolite nor-levomethadyl acetate, which is further demethylated to a second active metabolite, dinor-levomethadyl acetate. These metabolites are more potent than the parent drug.
▧ Half Life :
2.6 days
Độc Tính : Signs of overdose include apnea, circulatory collapse, pulmonary edema, cardiac arrest, and death.
Chỉ Định : For the treatment and management of opiate dependence. It is sometimes used to treat severe pain in terminal patients.
Tương Tác Thuốc :
  • Alvimopan Increases levels by receptor binding competition. Discontinue opioid administration at least 7 days prior to administrating Alvimopan.
  • Itraconazole Itraconazole increases the effect/toxicity of levomethadyl
  • Quinupristin This combination presents an increased risk of toxicity
Liều Lượng & Cách Dùng : Solution, concentrate - Oral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Orlaam
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01227
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=15130
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507749
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C08012
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D04716
ChemSpider
http://www.chemspider.com/Chemical-Structure.14401.html
PharmGKB
http://www.pharmgkb.org/drug/PA450215
Wikipedia
http://en.wikipedia.org/wiki/Levomethadyl_Acetate
RxList
http://www.rxlist.com/cgi/generic2/levomethadyl.htm
Drugs.com
http://www.drugs.com/cons/levomethadyl.html
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