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Merck

SBR00016

Sigma-Aldrich

氨基蝶呤成品溶液

50 mg/mL in DMSO

别名:

4-氨基-PGA, 4-氨基叶酸

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About This Item

经验公式(希尔记法):
C19H20N8O5
CAS号:
分子量:
440.41
MDL號碼:
分類程式碼代碼:
12352205
NACRES:
NA.76

化驗

≥85%

品質等級

形狀

liquid

儲存條件

protect from light

濃度

50 mg/mL in DMSO

溶解度

DMSO: 50 mg/mL

運輸包裝

dry ice

儲存溫度

−20°C

SMILES 字串

OC(CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=NC3=C(N)N=C(N)N=C3N=C2)C=C1)=O)=O

InChI

1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)

InChI 密鑰

TVZGACDUOSZQKY-UHFFFAOYSA-N

生化/生理作用

Aminopterin is a synthetic derivative of pterin. It is used as a folic acid antagonist. It competitively inhibits dihydrofolate reductase (DHFR) and blocks tetrahydrofolate synthesis. This inhibition blocks DNA, RNA and protein synthesis.

Aminopterin is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Aminopterin-polyglutamate is degraded intracellularly by γ-glutamyl hydrolase.

Aminopterin was first administered for cancer therapy, as a drug targeting metabolism, specifically in pediatric leukemia. Later on it was demonstrated to be more potent yet more toxic than methotrexate.

象形圖

Skull and crossbonesHealth hazard

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral - Muta. 2 - Repr. 1B

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

188.6 °F

閃點(°C)

87 °C


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访问文档库

A quantitative comparison of the antileukemic effectiveness of two folic acid antagonists in mice.
A GOLDIN et al.
Journal of the National Cancer Institute, 15(6), 1657-1664 (1955-06-01)
Michele Visentin et al.
Hematology/oncology clinics of North America, 26(3), 629-648 (2012-04-24)
This article focuses on the cellular, biochemical, and molecular pharmacology of antifolates and how a basic understanding of the mechanism of action of methotrexate, its cytotoxic determinants, mechanisms of resistance, and transport into and out of cells has led to
Temporary remissions in acute leukemia in children produced by folic acid antagonist, 4-aminopteroyl-glutamic acid.
S FARBER et al.
The New England journal of medicine, 238(23), 787-793 (1948-06-03)
Antagonist for pteroylglutamic acid.
D R SEEGER et al.
Journal of the American Chemical Society, 69(10), 2567-2567 (1947-10-01)

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