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Merck
모든 사진(1)

주요 문서

SBR00016

Sigma-Aldrich

Aminopterin Ready Made Solution

50 mg/mL in DMSO

동의어(들):

(S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid

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About This Item

실험식(Hill 표기법):
C19H20N8O5
CAS Number:
Molecular Weight:
440.41
MDL number:
UNSPSC 코드:
12352205
NACRES:
NA.76

분석

≥85%

Quality Level

양식

liquid

저장 조건

protect from light

농도

50 mg/mL in DMSO

solubility

DMSO: 50 mg/mL

배송 상태

dry ice

저장 온도

−20°C

SMILES string

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 key

TVZGACDUOSZQKY-UHFFFAOYSA-N

생화학적/생리학적 작용

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.

픽토그램

Skull and crossbonesHealth hazard

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

188.6 °F

Flash Point (°C)

87 °C


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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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