Tìm theo
Dextropropoxyphene
Các tên gọi khác (6 ) :
  • d-Propoxyphene
  • Destropropossifene
  • Dextropropoxifeno
  • Dextropropoxyphen
  • Dextropropoxyphène
  • Dextropropoxyphenum
Thuốc giảm đau, hạ sốt, chống viêm không steroid, điều trị Gút và các bệnh xương khớp
Thuốc Gốc
Small Molecule
CAS: 469-62-5
ATC: N02AC04, N02AC54, N02AC74
ĐG : AAIPharma Inc. , http://www.aaipharma.com
CTHH: C22H29NO2
PTK: 339.4712
Dextropropoxyphene is an analgesic in the opioid category, patented (1955) and manufactured by Eli Lilly and Company. It is intended to treat mild pain and also has antitussive and local anaesthetic effects. The drug has been taken off the market in Europe and the US due to concerns of fatal overdoses and heart arrhythmias. An estimated 10 million patients have used these products. The drug is often referred to as the general form, "propoxyphene", however only the dextro-isomer (dextropropoxyphene) has any analgesic effect. The levo-isomer appears to exhibit a very limited antitussive effect.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C22H29NO2
Phân tử khối
339.4712
Monoisotopic mass
339.219829177
InChI
InChI=1/C22H29NO2/c1-5-21(24)25-22(18(2)17-23(3)4,20-14-10-7-11-15-20)16-19-12-8-6-9-13-19/h6-15,18H,5,16-17H2,1-4H3/t18-,22+/s2
InChI Key
InChIKey=XLMALTXPSGQGBX-PEODTPIXNA-N
IUPAC Name
(2S,3R)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl propanoate
Traditional IUPAC Name
propoxyphene
SMILES
CCC(=O)O[C@@](CC1=CC=CC=C1)([C@H](C)CN(C)C)C1=CC=CC=C1
Độ tan chảy
75.5 °C
Độ hòa tan
3.32 mg/L (at 25 °C)
logP
4.18
logS
-4.9
pKa (Strongest Basic)
9.52
PSA
29.54 Å2
Refractivity
102.88 m3·mol-1
Polarizability
38.86 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 : Propoxyphene, a synthetic opiate agonist, is structurally similar to methadone. Its general pharmacologic properties are those of the opiates as a group. The analgesic effect of propoxyphene is due to the d-isomer, dextropropoxyphene. It binds to the opiate receptors and leads to a decrease of the perception of pain stimuli. Propoxyphene possesses little to no antitussive activity and no antipyretic action.
Cơ Chế Tác Dụng : Dextropropoxyphene is an analgesic in the opioid category, patented (1955) and manufactured by Eli Lilly and Company. It is intended to treat mild pain and also has antitussive and local anaesthetic effects. The drug has been taken off the market in Europe and the US due to concerns of fatal overdoses and heart arrhythmias. An estimated 10 million patients have used these products. The drug is often referred to as the general form, "propoxyphene", however only the dextro-isomer (dextropropoxyphene) has any analgesic effect. The levo-isomer appears to exhibit a very limited antitussive effect. Propoxyphene acts as a weak agonist at OP1, OP2, and OP3 opiate receptors within the central nervous system (CNS). Propoxyphene primarily affects OP3 receptors, which are coupled with G-protein receptors and function as modulators, both positive and negative, 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 such as propoxyphene 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 :

▧ Volume of Distribution :
* 16 L/kg
▧ Metabolism :
Hepatic
▧ Route of Elimination :
The major route of metabolism is cytochrome CYP3A4 mediated N-demethylation to norpropoxyphene, which is excreted by the kidneys. In 48 hours, approximately 20% to 25% of the administered dose of propoxyphene is excreted via the urine, most of which is free or conjugated norpropoxyphene.
▧ Half Life :
6-12 hours
▧ Clearance :
* 2.6 L/min
Độc Tính : Coma, respiratory depression, circulatory collapse, and pulmonary edema. Seizures occur more frequently in patients with propoxyphene intoxication than in those with opiate intoxication. LD50=230mg/kg (orally in rat, Emerson)
Chỉ Định : For the relief of mild to moderate pain
Tương Tác Thuốc :
  • Acenocoumarol Propoxyphene may increase the anticoagulant effect of acenocoumarol.
  • Alvimopan Increases levels by receptor binding competition. Discontinue opioid administration at least 7 days prior to administrating Alvimopan.
  • Anisindione Propoxyphene may increase the anticoagulant effect of anisindione.
  • Atomoxetine The CYP2D6 inhibitor could increase the effect and toxicity of atomoxetine
  • Carbamazepine Propoxyphene increases the effect of carbamazepine
  • Cimetidine Cimetidine, a moderate CYP3A4 inhibitor, may decrease the metabolism of propoxyphene. Monitor for changes in the therapeutic and adverse effects of propoxyphene if cimetidine is intitiated, discontinued or dose changed.
  • Dicoumarol Propoxyphene may increase the anticoagulant effect of dicumarol.
  • Insulin Lispro Concomitant therapy with drugs that may increase the blood-glucose-lowering effect of insulin lispro and thus the chance of hypoglycemia should be monitored closely.
  • Ritonavir Ritonavir increases the levels of analgesic
  • Tranylcypromine Increased risk of serotonin syndrome. Concomitant use should be avoided.
  • Triprolidine The CNS depressants, Triprolidine and Propoxyphene, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
  • Warfarin Propoxyphene may increase the anticoagulant effect of warfarin.
Liều Lượng & Cách Dùng : Capsule - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : DLF
    Sản phẩm biệt dược : Abalgin
  • Công ty : Standard
    Sản phẩm biệt dược : Dacoton
  • Công ty : Eli Lilly
    Sản phẩm biệt dược : Darvon
  • Công ty : Paladin
    Sản phẩm biệt dược : Darvon-N
  • Công ty : Parke Davis
    Sản phẩm biệt dược : Deprancol
  • Công ty : Pfizer
    Sản phẩm biệt dược : Depronal
  • Công ty :
    Sản phẩm biệt dược : Dolene
  • Công ty : Aspen Pharmacare
    Sản phẩm biệt dược : Doloxene
  • Công ty :
    Sản phẩm biệt dược : Propoxyphene
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00647
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07406
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D07809
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0378-7065-01
PharmGKB
http://www.pharmgkb.org/drug/PA451142
Wikipedia
http://en.wikipedia.org/wiki/Propoxyphene
RxList
http://www.rxlist.com/cgi/generic/propox.htm
Drugs.com
http://www.drugs.com/propoxyphene.html
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