Tìm theo
Amsacrine
Các tên gọi khác (8 ) :
  • 4'-(9-Acridinylamino)-3'-methoxymethanesulfonanilide
  • 4'-(9-Acridinylamino)methanesulfon-m-anisidide
  • 4'-(9-Acridinylamino)methanesulfon-meta-anisidide
  • 4'-(9-Acridinylamino)methanesulphon-m-anisidide
  • Acridinyl anisidide
  • Amsacrine
  • m-AMSA
  • mAMSA
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 51264-14-3
ATC: L01XX01
CTHH: C21H19N3O3S
PTK: 393.459
Aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H19N3O3S
Phân tử khối
393.459
Monoisotopic mass
393.114712179
InChI
InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)
InChI Key
InChIKey=XCPGHVQEEXUHNC-UHFFFAOYSA-N
IUPAC Name
N-{4-[(acridin-9-yl)amino]-3-methoxyphenyl}methanesulfonamide
Traditional IUPAC Name
N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
SMILES
COC1=C(NC2=C3C=CC=CC3=NC3=CC=CC=C23)C=CC(NS(C)(=O)=O)=C1
Độ tan chảy
235 °C
Độ hòa tan
<1 mg/mL
logP
3.8
logS
-5.1
pKa (strongest acidic)
10.82
pKa (Strongest Basic)
8.44
PSA
80.32 Å2
Refractivity
107.69 m3·mol-1
Polarizability
41.65 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Amsacrine is an aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects.
Cơ Chế Tác Dụng : Aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects. [PubChem] Amsacrine binds to DNA through intercalation and external binding. It has a base specificity for A-T pairs. Rapidly dividing cells are two to four times more sensitive to amsacrine than are resting cells. Amsacrine appears to cleave DNA by inducing double stranded breaks. Amsacrine also targets and inhibits topoisomerase II. Cytotoxicity is greatest during the S phase of the cell cycle when topoisomerase levels are at a maximum.
Dược Động Học :
▧ Absorption :
Poorly absorbed
▧ Protein binding :
96-98%
▧ Metabolism :
Extensive, primarily hepatic, converted to glutathione conjugate.
▧ Half Life :
8-9 hours
Độc Tính : Symptoms of overdose include nausea and vomiting, diarrhea, some cardiotoxicity (rarely).
Chỉ Định : For treatment of acute myeloid leukaemia.
Tương Tác Thuốc :
  • Trastuzumab Trastuzumab may increase the risk of neutropenia and anemia. Monitor closely for signs and symptoms of adverse events.
Liều Lượng & Cách Dùng : Liquid - Intravenous
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Amekrin
  • Công ty :
    Sản phẩm biệt dược : AMSA P-D
  • Công ty :
    Sản phẩm biệt dược : Amsidine
  • Công ty :
    Sản phẩm biệt dược : Amsidyl
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00276
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2179
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507539
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C01553
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02321
ChemSpider
http://www.chemspider.com/Chemical-Structure.2094.html
PharmGKB
http://www.pharmgkb.org/drug/PA10309
Wikipedia
http://en.wikipedia.org/wiki/Amsacrine
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