Tìm theo
Yohimbine
Các tên gọi khác (11 ) :
  • (+)-yohimbine
  • (16alpha,17alpha)-17-Hydroxyyohimban-16-carboxylic acid methyl ester
  • 17alpha-Hydroxyyohimban-16alpha-carboxylic acid methyl ester
  • Aphrodine
  • Corynine
  • Johimbin
  • Quebrachin
  • Quebrachine
  • Yohimbic acid methyl ester
  • Yohimbin
  • Yohimbine
mydriatics, adrenergic alpha 2 receptor antagonists
Thuốc Gốc
Small Molecule
CAS: 146-48-5
ATC: G04BE04
ĐG : Amerisource Health Services Corp. , http://www.amerisourcebergen.com
CTHH: C21H26N2O3
PTK: 354.4427
A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of impotence. It is also alleged to be an aphrodisiac. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H26N2O3
Phân tử khối
354.4427
Monoisotopic mass
354.194342708
InChI
InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15-,17-,18-,19+/m0/s1
InChI Key
InChIKey=BLGXFZZNTVWLAY-SCYLSFHTSA-N
IUPAC Name
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate
Traditional IUPAC Name
yohimbine
SMILES
[H][C@@]12CC[C@H](O)[C@H](C(=O)OC)[C@@]1([H])C[C@]1([H])N(CCC3=C1NC1=CC=CC=C31)C2
Độ tan chảy
241 °C
Độ hòa tan
3.48e-01 g/l
logP
2.73
logS
-3
pKa (strongest acidic)
14.68
pKa (Strongest Basic)
7.65
PSA
65.56 Å2
Refractivity
99.63 m3·mol-1
Polarizability
40.22 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
3
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
5
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Yohimbine is an indolalkylamine alkaloid with chemical similarity to reserpine. Yohimbine blocks presynaptic alpha-2 adrenergic receptors. Its action on peripheral blood vessels resembles that of reserpine, though it is weaker and of short duration. Yohimbine's peripheral autonomic nervous system effect is to increase parasympathetic (cholinergic) and decrease sympathetic (adrenergic) activity. It is to be noted that in male sexual performance, erection is linked to cholinergic activity and to alpha-2 adrenergic blockade which may theoretically result in increased penile inflow, decreased penile outflow or both. Yohimbine exerts a stimulating action on the mood and may increase anxiety. Such actions have not been adequately studied or related to dosage although they appear to require high doses of the drug. Yohimbine has a mild anti-diuretic action, probably via stimulation of hypothalmic center and release of posterior pituitary hormone. Reportedly Yohimbine exerts no significant influence on cardiac stimulation and other effects mediated by (beta)-adrenergic receptors. Its effect on blood pressure, if any, would be to lower it; however, no adequate studies are at hand to quantitate this effect in terms of Yohimbine dosage.
Cơ Chế Tác Dụng : A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of impotence. It is also alleged to be an aphrodisiac. [PubChem] Yohimbine is a pre-synaptic alpha 2-adrenergic blocking agent. The exact mechanism for its use in impotence has not been fully elucidated. However, yohimbine may exert its beneficial effect on erectile ability through blockade of central alpha 2-adrenergic receptors producing an increase in sympathetic drive secondary to an increase in norepinephrine release and in firing rate of cells in the brain noradrenergic nuclei. Yohimbine-mediated norepinephrine release at the level of the corporeal tissues may also be involved. In addition, beneficial effects may involve other neurotransmitters such as dopamine and serotonin and cholinergic receptors.
Dược Động Học :
▧ Absorption :
Rapidly absorbed following oral administration. Bioavailability is highly variable, ranging from 7 to 87% (mean 33%).
▧ Metabolism :
Yohimbine appears to undergo extensive metabolism in an organ of high flow such as the liver or kidney, however, the precise metabolic fate of yohimbine has not been fully determined.
▧ Half Life :
Elimination half-life is approximately 36 minutes.
Chỉ Định : Indicated as a sympatholytic and mydriatic. Impotence has been successfully treated with yohimbine in male patients with vascular or diabetic origins and psychogenic origins.
Tương Tác Thuốc :
  • Aliskiren Monitor therapy due to decreased antihypertensive effects of aliskiren.
  • Asenapine Increased incidence of adverse effects due to pharmacodynamic synergism. Concomitant therapy should be avoided.
  • Atomoxetine The CYP2D6 inhibitor could increase the effect and toxicity of atomoxetine
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Yohimbine 5.4 mg tablet
    Giá bán buôn : USD >1.04
    Đơn vị tính : tablet
  • Biệt dược thương mại : Yohimbine hcl powder
    Giá bán buôn : USD >22.8
    Đơn vị tính : g
  • Biệt dược thương mại : Yocon 5.4 mg tablet
    Giá bán buôn : USD >0.96
    Đơn vị tính : tablet
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Actibine
  • Công ty :
    Sản phẩm biệt dược : Aphrodyne
  • Công ty :
    Sản phẩm biệt dược : Baron-X
  • Công ty :
    Sản phẩm biệt dược : Dayto himbin
  • Công ty :
    Sản phẩm biệt dược : Thybine
  • Công ty :
    Sản phẩm biệt dược : Yocon
  • Công ty :
    Sản phẩm biệt dược : Yohimar
  • Công ty :
    Sản phẩm biệt dược : Yohimex
  • Công ty :
    Sản phẩm biệt dược : Yoman
  • Công ty :
    Sản phẩm biệt dược : Yovital
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01392
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=8969
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504602
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C09256
ChemSpider
http://www.chemspider.com/Chemical-Structure.8622.html
PharmGKB
http://www.pharmgkb.org/drug/PA451946
Wikipedia
http://en.wikipedia.org/wiki/Yohimbine
RxList
http://www.rxlist.com/cgi/generic/yohimbine.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/yoc1492.shtml
Drugs.com
http://www.drugs.com/cdi/yohimbine.html
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