Tìm theo
Scopolamine
Các tên gọi khác (11 ) :
  • (-)-hyoscine
  • (-)-scopolamine
  • (1S,3S,5R,6R,7S)-6,7-Epoxytropan-3-yl (2S)-3-hydroxy-2-phenylpropanoate
  • 6-beta,7-beta-Epoxy-3-alpha-tropanyl S-(-)-tropate
  • 6,7-Epoxytropine tropate
  • alpha-(Hydroxymethyl)benzeneacetic acid 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2.4))non-7-yl ester
  • Hyoscine
  • Scopine (-)-tropate
  • scopine (−)-tropate
  • Scopolamine
  • Transderm-scop
muscarinic antagonists, adjuvants, antispasmodics
Thuốc Gốc
Small Molecule
CAS: 51-34-3
ATC: A04AD01, N05CM05, S01FA02
ĐG : A. Aarons Inc. , http://www.aaronindustriesinc.com
CTHH: C17H21NO4
PTK: 303.3529
An alkaloid from Solanaceae, especially Datura metel L. and Scopola carniolica. Scopolamine and its quaternary derivatives act as antimuscarinics like atropine, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in urinary incontinence, in motion sickness, as an antispasmodic, and as a mydriatic and cycloplegic. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H21NO4
Phân tử khối
303.3529
Monoisotopic mass
303.147058165
InChI
InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1
InChI Key
InChIKey=STECJAGHUSJQJN-FWXGHANASA-N
IUPAC Name
(1R,2R,4S,5S,7S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate
Traditional IUPAC Name
scopolamine
SMILES
CN1[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1
Độ tan chảy
59 °C
Độ hòa tan
1E+005 mg/L
logP
0.98
logS
-1.7
pKa (strongest acidic)
15.15
pKa (Strongest Basic)
6.95
PSA
62.3 Å2
Refractivity
79.72 m3·mol-1
Polarizability
31.41 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
caco2 Permeability
-4.93
pKa
7.75 (at 25 °C)
Dược Lực Học : Scopolamine is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine and acts by blocking the muscarinic acetylcholine receptors and is thus classified as an anticholinergic. Scopolamine has many uses including the prevention of motion sickness. It is not clear how Scopolamine prevents nausea and vomiting due to motion sickness. The vestibular part of the ear is very important for balance. When a person becomes disoriented due to motion, the vestibule sends a signal through nerves to the vomiting center in the brain, and vomiting occurs. Acetylcholine is a chemical that nerves use to transmit messages to each other. It is believe that Scopolamine prevents communication between the nerves of the vestibule and the vomiting center in the brain by blocking the action of acetylcholine. Scopolamine also may work directly on the vomiting center. Scopolamine must be taken before the onset of motion sickness to be effective.
Cơ Chế Tác Dụng : An alkaloid from Solanaceae, especially Datura metel L. and Scopola carniolica. Scopolamine and its quaternary derivatives act as antimuscarinics like atropine, but may have more central nervous system effects. Among the many uses are as an anesthetic premedication, in urinary incontinence, in motion sickness, as an antispasmodic, and as a mydriatic and cycloplegic. [PubChem] Scopolamine acts by interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system (specifically the vomiting center).
Dược Động Học :
▧ Absorption :
Bioavailability is 10 - 50%
▧ Route of Elimination :
Less than 10% of the total dose is excreted in the urine as parent and metabolites over 108 hours.
▧ Half Life :
4.5 hours
Chỉ Định : For the treatment of excessive salivation, colicky abdominal pain, bradycardia, sialorrhoea, diverticulitis, irritable bowel syndrome and motion sickness.
Tương Tác Thuốc :
  • Cinitapride Anticholinergic agents like scopolamine may reduce the action of cinitapride.
  • Donepezil Possible antagonism of action
  • Galantamine Possible antagonism of action
  • Haloperidol The anticholinergic increases the risk of psychosis and tardive dyskinesia
  • Tacrine The therapeutic effects of the central acetylcholinesterase inhibitor, Tacrine, and/or the anticholinergic, Scopolamine, may be reduced due to antagonism. The interaction may be beneficial when the anticholinergic action is a side effect. Monitor for decreased efficacy of both agents.
  • Trimethobenzamide Trimethobenzamide and Scopolamine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Monitor for enhanced anticholinergic effects.
  • Triprolidine Triprolidine and Scopolamine, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Additive CNS depressant effects may also occur. Monitor for enhanced anticholinergic and CNS depressant effects.
  • Trospium Trospium and Scopolamine, two anticholinergics, may cause additive anticholinergic effects and enhanced adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Liều Lượng & Cách Dùng : Disc - Transdermal
Liquid - Intravenous
Solution - Intramuscular
Solution - Intravenous
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Scopoderm
  • Công ty : Novartis
    Sản phẩm biệt dược : Transderm-Scop
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00747
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C01851
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00138
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50015720
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0067-4345-04
PharmGKB
http://www.pharmgkb.org/drug/PA451308
Wikipedia
http://en.wikipedia.org/wiki/Scopolamine
Drugs.com
http://www.drugs.com/cdi/scopolamine-drops.html
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