Tìm theo
Quinacrine
Các tên gọi khác (6 ) :
  • 2-Methoxy-6-chloro-9-diethylaminopentylaminoacridine
  • 3-chloro-7-Methoxy-9-(1-methyl-4-diethylaminobutylamino)acridine
  • 6-chloro-9-((4-(Diethylamino)-1-methylbutyl)amino)-2-methoxyacridine
  • Mepacrine
  • N(4)-(6-chloro-2-Methoxy-9-acridinyl)-N(1),N(1)-diethyl-1,4-pentanediamine
  • Quinacrine
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 83-89-6
ĐG : Spectrum Pharmaceuticals , http://www.spectrumpharm.com
CTHH: C23H30ClN3O
PTK: 399.957
An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C23H30ClN3O
Phân tử khối
399.957
Monoisotopic mass
399.207740304
InChI
InChI=1S/C23H30ClN3O/c1-5-27(6-2)13-7-8-16(3)25-23-19-11-9-17(24)14-22(19)26-21-12-10-18(28-4)15-20(21)23/h9-12,14-16H,5-8,13H2,1-4H3,(H,25,26)
InChI Key
InChIKey=GPKJTRJOBQGKQK-UHFFFAOYSA-N
IUPAC Name
{4-[(6-chloro-2-methoxyacridin-9-yl)amino]pentyl}diethylamine
Traditional IUPAC Name
quinacrine
SMILES
CCN(CC)CCCC(C)NC1=C2C=C(OC)C=CC2=NC2=C1C=CC(Cl)=C2
Độ tan chảy
248-250 °C
Độ hòa tan
Slight
logP
5.5
logS
-5.2
pKa (Strongest Basic)
10.33
PSA
37.39 Å2
Refractivity
118.96 m3·mol-1
Polarizability
46.32 Å3
Rotatable Bond Count
9
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
2
Number of Rings
3
Bioavailability
1
Ghose Filter
true
MDDR-Like Rule
true
pKa
10.3
Dược Lực Học : Quinacrine has been used as an antimalarial drug and as an antibiotic. It is used to treat giardiasis, a protozoal infection of the intestinal tract, and certain types of lupus erythematosus, an inflammatory disease that affects the joints, tendons, and other connective tissues and organs. Quinacrine may be injected into the space surrounding the lungs to prevent reoccurrence of pneumothorax. The exact way in which quinacrine works is unknown. It appears to interfere with the parasite's metabolism.
Cơ Chế Tác Dụng : An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2. [PubChem] The exact mechanism of antiparasitic action is unknown; however, quinacrine binds to deoxyribonucleic acid (DNA) in vitro by intercalation between adjacent base pairs, inhibiting transcription and translation to ribonucleic acid (RNA). Quinacrine does not appear to localize to the nucleus of Giaridia trophozoites, suggesting that DNA binding may not be the primary mechanism of its antimicrobial action. Fluorescence studies using Giardia suggest that the outer membranes may be involved. Quinacrine inhibits succinate oxidation and interferes with electron transport. In addition, by binding to nucleoproteins, quinacrine suppress the lupus erythematous cell factor and acts as a strong inhibitor of cholinesterase.
Dược Động Học :
▧ Absorption :
Absorbed rapidly from the gastrointestinal tract following oral administration.
▧ Protein binding :
80-90%
▧ Half Life :
5 to 14 days
Độc Tính : Oral, rat: LD50 = 900 mg/kg; Oral, mouse: LD50 = 1000 mg/kg. Symptoms of overdose include seizures, hypotension, cardiac arrhythmias, and cardiovascular collapse.
Chỉ Định : For the treatment of giardiasis and cutaneous leishmaniasis and the management of malignant effusions.
Tương Tác Thuốc :
  • Atomoxetine The CYP2D6 inhibitor could increase the effect and toxicity of atomoxetine
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Atabrine
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01103
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=237
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507828
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07339
ChemSpider
http://www.chemspider.com/Chemical-Structure.232.html
PharmGKB
http://www.pharmgkb.org/drug/PA164745551
Wikipedia
http://en.wikipedia.org/wiki/Quinacrine
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