Tìm theo
Nalbuphine
Các tên gọi khác (5 ) :
  • N-Cyclobutylmethyl-4,5alpha-epoxy-3,6alpha,14-morphinantriol
  • Nalbufina
  • Nalbuphin
  • Nalbuphine
  • Nalbuphinum
Thuốc Gốc
Small Molecule
CAS: 20594-83-6
ATC: N02AF02
ĐG : Barr Pharmaceuticals
CTHH: C21H27NO4
PTK: 357.4434
A narcotic used as a pain medication. It appears to be an agonist at kappa opioid receptors and an antagonist or partial agonist at mu opioid receptors. Nalbuphine is the only opioid analgesic that is not a controlled substance in the United States.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H27NO4
Phân tử khối
357.4434
Monoisotopic mass
357.194008357
InChI
InChI=1S/C21H27NO4/c23-14-5-4-13-10-16-21(25)7-6-15(24)19-20(21,17(13)18(14)26-19)8-9-22(16)11-12-2-1-3-12/h4-5,12,15-16,19,23-25H,1-3,6-11H2/t15-,16+,19-,20-,21+/m0/s1
InChI Key
InChIKey=NETZHAKZCGBWSS-CEDHKZHLSA-N
IUPAC Name
(1S,5R,13R,14S,17S)-4-(cyclobutylmethyl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7,9,11(18)-triene-10,14,17-triol
Traditional IUPAC Name
nalbuphine
SMILES
O[C@H]1CC[C@@]2(O)[C@H]3CC4=CC=C(O)C5=C4[C@@]2(CCN3CC2CCC2)[C@H]1O5
Độ tan chảy
230 °C as HCl salt
Độ hòa tan
35.5 mg/mL at 25 °C as HCl salt
logP
1.4
logS
-2.2
pKa (strongest acidic)
7.45
pKa (Strongest Basic)
13.75
PSA
73.16 Å2
Refractivity
97 m3·mol-1
Polarizability
38.59 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
1
Number of Rings
6
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
8.71 and 9.96 (hcl form)
Dược Lực Học : Nalbuphine is a synthetic opioid agonist-antagonist analgesic of the phenanthrene series. Nalbuphine's analgesic potency is essentially equivalent to that of morphine on a milligram basis. The opioid antagonist activity of nalbuphine is one-fourth as potent as nalorphine and 10 times that of pentazocine. Nalbuphine by itself has potent opioid antagonist activity at doses equal to or lower than its analgesic dose. When administered following or concurrent with mu agonist opioid analgesics (e.g., morphine, oxymorphone, fentanyl), nalbuphine may partially reverse or block opioid-induced respiratory depression from the mu agonist analgesic. Nalbuphine may precipitate withdrawal in patients dependent on opioid drugs. Nalbuphine should be used with caution in patients who have been receiving mu opioid analgesics on a regular basis.
Cơ Chế Tác Dụng : A narcotic used as a pain medication. It appears to be an agonist at kappa opioid receptors and an antagonist or partial agonist at mu opioid receptors. Nalbuphine is the only opioid analgesic that is not a controlled substance in the United States. The exact mechanism of action is unknown, but is believed to interact with an opiate receptor site in the CNS (probably in or associated with the limbic system). The opiate antagonistic effect may result from competitive inhibition at the opiate receptor, but may also be a result of other mechanisms. Nalbuphine is thought primarily to be a kappa agonist. It is also a partial mu antagonist analgesic, with some binding to the delta receptor and minimal agonist activity at the sigma receptor.
Dược Động Học :
▧ Absorption :
The mean absolute bioavailability was 81% and 83% for the 10 and 20 mg intramuscular doses, respectively, and 79% and 76% following 10 and 20 mg of subcutaneous nalbuphine.
▧ Protein binding :
Not appreciably bound.
▧ Half Life :
The plasma half-life of nalbuphine is 5 hours, and in clinical studies the duration of analgesic activity has been reported to range from 3 to 6 hours.
Độc Tính : Oral, acute LD50 is 1100 mg/kg in dog. Symptoms of overdose include primarily sleepiness and mild dysphoria.
Chỉ Định : For the relief of 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.
  • Cimetidine Increases the effect of the narcotic
  • Triprolidine The CNS depressants, Triprolidine and Nalbuphine, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.
Liều Lượng & Cách Dùng : Solution - Intramuscular - 10 and 20mg/mL
Solution - Intravenous
Solution - Intravenous - 10 and 20mg/mL
Solution - Subcutaneous - 10 and 20mg/mL
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Medicus
    Sản phẩm biệt dược : Mexifen
  • Công ty : Mylan
    Sản phẩm biệt dược : Nalbuphine
  • Công ty : Orpha-Devel
    Sản phẩm biệt dược : Nalpain
  • Công ty : Sandoz
    Sản phẩm biệt dược : Nubain
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00844
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07251
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D08246
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0555-1121-05
PharmGKB
http://www.pharmgkb.org/drug/PA164745372
Wikipedia
http://en.wikipedia.org/wiki/Nalbuphine
RxList
http://www.rxlist.com/cgi/generic3/nalbuphine.htm
Drugs.com
http://www.drugs.com/cdi/nalbuphine.html
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