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Merck
CN

A1784

氨基蝶呤

synthetic (organic), ≥97% (TLC), dihydrofolate reductase inhibitor, powder

别名:

4-氨基-PGA, 4-氨基叶酸, N-[4-[[(2,4-二氨基-6-蝶啶)甲基]氨基]苯甲酰]-L-谷氨酸, （S）-2- {4 - [（2,4-二氨基胍-6-基）甲氨基]苯甲酰氨基}戊二酸

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关于此项目

经验公式（希尔记法）:
C19H20N8O5
化学文摘社编号:
54-62-6
分子量:
440.41
Beilstein:
69045
EC 号:
200-209-9
MDL编号:
MFCD00036692
UNSPSC代码:
12352200
PubChem化学物质编号:
24278186
NACRES:
NA.77

主要文件

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产品名称

氨基蝶呤, powder

生物来源

synthetic (organic)

质量水平

200

方案

≥97% (TLC)

表单

powder

颜色

yellow

mp

225 °C

溶解性

2 M NaOH: 50 mg/mL (Solutions may be stored for 1-2 days at 4°C.)
DMSO: soluble (Solutions may be stored for 1-2 days at 4°C.)

ε (消光系数)

24,500 at 282 nm in 0.1 M NaOH at 1 M
25,700 at 261 nm in 0.1 M NaOH at 1 M
8,100 at 373 nm in 0.1 M NaOH at 1 M

储存温度

−20°C

SMILES字符串

Nc1nc(N)c2nc(CNc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cnc2n1

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)/t12-/m0/s1

InChI key

TVZGACDUOSZQKY-LBPRGKRZSA-N

基因信息

human ... FPGS(2356)
mouse ... Fpgs(14287)

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相关类别

生化/生理作用

与二氢叶酸还原酶结合并抑制其活性的叶酸拮抗剂。
叶酸拮抗剂。氨基蝶呤是由叶酸转运蛋白运输至细胞内的。在细胞内，它被叶酰聚谷氨酸合酶转化为一种高分子量的聚谷氨酸盐代谢物，该产物又与二氢叶酸还原酶结合并抑制其活性。氨基蝶呤-聚谷氨酸盐经 γ-谷氨酰基水解酶作用发生细胞内降解。

特点和优势

这种化合物是凋亡研究的特色产品。点击此处发现更多特色凋亡产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

其他说明

比甲氨喋呤更有效，但毒性也更强。

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险分类

Acute Tox. 1 Oral - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000490219
0000490219
0000490215
0000490215
0000473802

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Min Zhang et al.
Cell, 181(3), 637-652 (2020-04-10)
Many cytosolic proteins lacking a signal peptide, called leaderless cargoes, are secreted through unconventional secretion. Vesicle trafficking is a major pathway involved. It is unclear how leaderless cargoes enter into the vesicle. Here, we find a translocation pathway regulating vesicle
A Rosowsky
Current medicinal chemistry, 6(4), 329-352 (1999-04-02)
Nonpolyglutamatable antifolates are potentially of therapeutic interest for the treatment of tumors that are inherently refractory, or have become resistant, to classical antifolates as a result of decreased expression of the enzyme folylpolyglutamate synthetase. An interesting class of water-soluble nonpolyglutamatable
M Del Campo et al.
Teratology, 60(1), 10-12 (1999-07-21)
Maternal exposures to aminopterin and methotrexate have been associated with a pattern of malformation which includes prenatal-onset growth deficiency, severe lack of ossification of the calvarium, hypoplastic supraorbital ridges, small, low-set ears, micrognathia, and limb abnormalities. We report on a
Sara C Hyoun et al.
Birth defects research. Part A, Clinical and molecular teratology, 94(4), 187-207 (2012-03-22)
Methotrexate and aminopterin are folic acid antagonists that inhibit dihydrofolate reductase, resulting in a block in the synthesis of thymidine and inhibition of DNA synthesis. Methotrexate has been used for the treatment of malignancy, rheumatic disorders, and psoriasis and termination
Alan Menter et al.
The Journal of pharmacology and experimental therapeutics, 342(3), 696-708 (2012-06-02)
N-[4-[[(2,4-diamino-6-pterdinyl)methyl]amino]benzoyl]-L/D-glutamic acid (L/D-AMT) is an investigational drug in phase 1 clinical development that consists of the L-and D-enantiomers of aminopterin (AMT). L/D-AMT is obtained from a novel process for making the L-enantiomer (L-AMT), a potent oral antiinflammatory agent. The purpose
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