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06563

Sigma-Aldrich

甲氨蝶呤 水合物

≥99.0% (sum of enantiomers, HPLC)

别名:

对-[(2,4-二氨基喋啶-6)-N-甲基甲氨基]苯甲酰谷氨酸 水合物, L-氨甲喋呤 水合物, MTX 水合物, 氟安定 水合物, 氨甲叶酸 水合物, 氨甲喋呤 水合物

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About This Item

经验公式（希尔记法）:
C20H22N8O5 · xH2O
CAS号:
133073-73-1
分子量:
454.44 (anhydrous basis)
EC 号:
200-413-8
MDL编号:
MFCD00150847
UNSPSC代码:
12352202
PubChem化学物质编号:
329748247
NACRES:
NA.77

生物来源

synthetic

检测方案

≥99.0% (sum of enantiomers, HPLC)

形式

powder or crystals

旋光性

[α]/D +21.0±2.0°

杂质

≤0.1% sulfated ash

mp

185-204 °C

溶解性

water: insoluble

储存温度

−20°C

SMILES字符串

[H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C20H22N8O5.H2O/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);1H2/t13-;/m0./s1

InChI key

FPJYMUQSRFJSEW-ZOWNYOTGSA-N

基因信息

human ... DHFR(1719)

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一般描述

Methotrexateis an analog of folate. It shows anti-inflammatory effects throughseveral cellular mechanisms. The inhibition of dihydrofolate reductase reducesthe de novo synthesis of pyrimidines and purines, transmetylation ofphospholipids and proteins, and formation of polyamines.

应用

二氢叶酸还原酶的有效抑制剂 和抗肿瘤的研究试剂。 用于抑制二氢叶酸还原酶在DHFR蛋白表达系统中的表达。也显示免疫抑制作用，如类风湿关节炎。
二氢叶酸还原酶的有效抑制剂 和抗肿瘤的研究试剂。 用于抑制二氢叶酸还原酶在DHFR蛋白表达系统中的表达。还可有效治疗耐甲氧嘧啶的 间日 疟原虫。
Methotrexatehydrate has been used as a disease modifyinganti-rheumatic drug (DMARD) to study its effects on Ross River virus disease (RRVD) in mice models.

其他说明

叶酸拮抗剂。二氢叶酸还原酶的有效抑制剂。

象形图

Skull and crossbonesHealth hazard
GHS06,GHS08

警示用语：

Danger

危险分类

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

靶器官

Liver,Bone marrow

储存分类代码

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

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

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D A Matthews et al.
Science (New York, N.Y.), 197(4302), 452-455 (1977-07-29)
A central eight-stranded beta-pleated sheet is the main feature of the polypeptide backbone folding in dihydrofolate reductase. The innermost four strands and two bridging helices are geometrically similar to but are connected in a different way from those in the
B N Cronstein
Rheumatic diseases clinics of North America, 23(4), 739-755 (1997-11-15)
Because of methotrexate's well-documented efficacy in the treatment of rheumatoid arthritis, it is important that we understand the mechanism of action of this drug. There are two biochemical mechanisms by which methotrexate may modulate inflammation: (1) promotion of adenosine release
Methotrexate Treatment Causes Early Onset of Disease in a Mouse Model of Ross River Virus-Induced Inflammatory Disease through Increased Monocyte Production
Adam Taylor, et al.
PLoS ONE (2013)
Edwin S L Chan et al.
Nature reviews. Rheumatology, 6(3), 175-178 (2010-03-04)
Methotrexate remains a cornerstone in the treatment of rheumatoid arthritis and other rheumatic diseases. Folate antagonism is known to contribute to the antiproliferative effects that are important in the action of methotrexate against malignant diseases, but concomitant administration of folic
Josef Singer et al.
Molecular cancer therapeutics, 13(7), 1777-1790 (2014-04-24)
Passive immunotherapy with monoclonal antibodies represents a cornerstone of human anticancer therapies, but has not been established in veterinary medicine yet. As the tumor-associated antigen EGFR (ErbB-1) is highly conserved between humans and dogs, and considering the effectiveness of the
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