Tìm theo
Itopride
Các tên gọi khác (1) :
  • N-(p-(2-(Dimethylamino)ethoxy)benzyl)veratramide
Thuốc Gốc
Small Molecule
CAS: 122898-67-3
CTHH: C20H26N2O4
PTK: 358.4314
Itopride is a dopamine D2 antagonist with acetylcholinesterase inhibitory actions.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H26N2O4
Phân tử khối
358.4314
Monoisotopic mass
358.18925733
InChI
InChI=1S/C20H26N2O4/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4/h5-10,13H,11-12,14H2,1-4H3,(H,21,23)
InChI Key
InChIKey=QQQIECGTIMUVDS-UHFFFAOYSA-N
IUPAC Name
N-({4-[2-(dimethylamino)ethoxy]phenyl}methyl)-3,4-dimethoxybenzamide
Traditional IUPAC Name
itopride
SMILES
COC1=C(OC)C=C(C=C1)C(=O)NCC1=CC=C(OCCN(C)C)C=C1
Độ hòa tan
2.61e-02 g/l
logP
2.32
logS
-4.1
pKa (strongest acidic)
14.71
pKa (Strongest Basic)
8.77
PSA
60.03 Å2
Refractivity
102.05 m3·mol-1
Polarizability
40.41 Å3
Rotatable Bond Count
9
H Bond Acceptor Count
5
H Bond Donor Count
1
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Cơ Chế Tác Dụng : Itopride is a dopamine D2 antagonist with acetylcholinesterase inhibitory actions. Itopride has anticholinesterase (AchE) activity as well as dopamine D2 receptor antagonistic activity. It is well established that M3 receptors exist on the smooth muscle layer throughout the gut and acetylcholine (ACh) released from enteric nerve endings stimulates the contraction of smooth muscle through M3 receptors. The enzyme AChE hydrolyses the released ACh, inactivates it and thus inhibits the gastric motility leading to various digestive disorders. Besides ACh, dopamine is present in significant amounts in the gastrointestinal tract and has several inhibitory effects on gastrointestinal motility, including reduction of lower esophageal sphincter and intragastric pressure. These effects appear to result from suppression of ACh release from the myenteric motor neurons and are mediated by the D2 subtype of dopamine receptors. Itopride, by virtue of its dopamine D2 receptor antagonism, removes the inhibitory effects on Ach release. It also inhibits the enzyme AchE which prevents the degradation of ACh. The net effect is an increase in ACh concentration, which in turn, promotes gastric motility, increases the lower esophageal sphincter pressure, accelerates gastric emptying and improves gastro-duodenal coordination. This dual mode of action of Itopride is unique and different from the actions of other prokinetic agents available in the market.
Dược Động Học :

▧ Metabolism :
Flavin-containing monooxygenase (FMO) is involved in N-oxygenation, the major metabolic pathway of itopride (PMID: 10997945).
Chỉ Định : Investigated for use/treatment in gastrointestinal diseases and disorders (miscellaneous).
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Itax
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04924
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3792
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=14803321
ChemSpider
http://www.chemspider.com/Chemical-Structure.3660.html
PharmGKB
http://www.pharmgkb.org/drug/PA152432599
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