Tìm theo
Primaquine
Các tên gọi khác (9 ) :
  • 6-Methoxy-8-(4-amino-1-methylbutylamino)quinoline
  • 8-((4-Amino-1-methylbutyl)amino)-6-methoxyquinoline
  • 8-(4-Amino-1-methylbutylamino)-6-methoxyquinoline
  • Neo-quipenyl
  • Primachin
  • Primachinum
  • Primaquin
  • Primaquina
  • Primaquinum
antimalarials
Thuốc Gốc
Small Molecule
CAS: 90-34-6
ATC: P01BA03
ĐG : Bayer Healthcare , http://www.bayerhealthcare.com
CTHH: C15H21N3O
PTK: 259.3467
An aminoquinoline that is given by mouth to produce a radical cure and prevent relapse of vivax and ovale malarias following treatment with a blood schizontocide. It has also been used to prevent transmission of falciparum malaria by those returning to areas where there is a potential for re-introduction of malaria. Adverse effects include anemias and GI disturbances. (From Martindale, The Extra Pharmacopeia, 30th ed, p404)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H21N3O
Phân tử khối
259.3467
Monoisotopic mass
259.168462309
InChI
InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3
InChI Key
InChIKey=INDBQLZJXZLFIT-UHFFFAOYSA-N
IUPAC Name
N-(5-aminopentan-2-yl)-6-methoxyquinolin-8-amine
Traditional IUPAC Name
primaquine
SMILES
COC1=CC(NC(C)CCCN)=C2N=CC=CC2=C1
Độ tan chảy
< 25 °C
Độ sôi
177 °C at 2.00E-01 mm Hg
Độ hòa tan
5.64e-02 g/l
logP
2.1
logS
-3.7
pKa (strongest acidic)
17.11
pKa (Strongest Basic)
10.2
PSA
60.17 Å2
Refractivity
78.51 m3·mol-1
Polarizability
29.92 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Primaquine is an antimalarial agent and is the essential co-drug with chloroquine in treating all cases of malaria. In the blood, malaria parasites break down a part of the red blood cells known as haemoglobin. When this happens haemoglobin is divided into two parts; haem and globin. Haem is toxic to the malaria parasite. To prevent it from being damaged, the malaria parasite produces an chemical which converts the toxic haem into a non-toxic product. Primaquine acts by interfering with a part of the parasite (mitochondria) that is responsible for supplying it with energy. Without energy the parasite dies. This stops the infection from continuing and allows the person to recover. Primaquine kills the intrahepatic form of Plasmodium vivax and Plasmodium ovale, and thereby prevents the development of the erythrocytic forms that are responsible for relapses (it also kills gametocytes). Primaquine is not used in the prevention of malaria, only in the treatment. It has insignificant activity against the asexual blood forms of the parasite and therefore it is always used in conjunction with a blood schizonticide and never as a single agent. Primaquine has gametocytocidal activity against all plasmodia, including P. falciparum.
Cơ Chế Tác Dụng : An aminoquinoline that is given by mouth to produce a radical cure and prevent relapse of vivax and ovale malarias following treatment with a blood schizontocide. It has also been used to prevent transmission of falciparum malaria by those returning to areas where there is a potential for re-introduction of malaria. Adverse effects include anemias and GI disturbances. (From Martindale, The Extra Pharmacopeia, 30th ed, p404) Primaquine's mechanism of action is not well understood. It may be acting by generating reactive oxygen species or by interfering with the electron transport in the parasite. Also, although its mechanism of action is unclear, primaquine may bind to and alter the properties of protozoal DNA.
Dược Động Học :

▧ Half Life :
3.7-7.4 hours
Chỉ Định : For the treatment of malaria.
Tương Tác Thuốc :
  • Artemether Primaquine may increase the adverse effects of artemether. Combination therapy is contraindicated unless there are no other treatment options.
  • Lumefantrine Primaquine may increase the adverse effects of lumefantrine. Combination therapy is contraindicated unless there are no other treatment options.
  • Tacrine The metabolism of Tacrine, a CYP1A2 substrate, may be reduced by strong CYP1A2 inhibitors such as Primaquine. Consider modifying therapy to avoid Tacrine toxicity. Monitor the efficacy and toxicity of Tacrine if Primaquine is initiated, discontinued or if the dose is changed.
  • Thiothixene The strong CYP1A2 inhibitor, Primaquine, may decrease the metabolism and clearance of Thiothixene, a CYP1A2 substrate. Consider alternate therapy or monitor for changes in Thiothixene therapeutic and adverse effects if Primaquine is initiated, discontinued or dose changed.
  • Tizanidine Primaquine may decrease the metabolism and clearance of Tizanidine. Consider alternate therapy or use caution during co-administration.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Neo-Quipenyl
  • Công ty :
    Sản phẩm biệt dược : Primachin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01087
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4908
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508222
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07627
ChemSpider
http://www.chemspider.com/Chemical-Structure.4739.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50203193
PharmGKB
http://www.pharmgkb.org/drug/PA451103
Wikipedia
http://en.wikipedia.org/wiki/Primaquine
Drugs.com
http://www.drugs.com/cdi/primaquine.html
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