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N-[4-[[(2,4-ジアミノ-6-プテリジニル)メチル]アミノ]ベンゾイル]グルタミン酸

N-(4-(((2,4-Diamino-6-pteridinyl)methyl)amino)benzoyl)glutamic acid

HCID 2154
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
1236566-87-2
標準SMILES
Nc1nc(N)c2nc(CNc3ccc(C(=O)NC(CCC(=O)O)C(=O)O)cc3)cnc2n1
InChIKey
TVZGACDUOSZQKY-UHFFFAOYSA-N
分子式
C19H20N8O5
平均分子量
440.4 g/mol
単同位体質量
440.15566577

概要

Aminopterin Syndrome Sine Aminopterin (ASSA, OMIM 600325) is an embryopathy caused by maternal treatment with the olic acid antagonist aminopterin has been recognized since 1952 when aminopterin was used as an abortifacient. The characteristic phenotype of the children who survived infancy after having been exposed to aminopterin or its methyl derivative, methotrexate, in early pregnancy included a very unusual facies, skull anomalies, and skeletal defects.(OMIM). Aminopterin is an antimetabolite drug used in treatment of cancer and autoimmune diseases. It acts by inhibiting the metabolism of folic acid. - Wikipedia. The effects of the drug on intracellular metabolic processes, due to the inhibitory action on the enzyme dihydrofolate reductase, show that the result of this inhibition is more complex and is not limited to blockade of the reduction of folic acid alone. Although rescue methods are important in prevention of lethal effects of methotrexate, some metabolic pathways are insufficiently rescued, resulting in toxic reactions following methotrexate administration. (A7894)

名称と識別子

優先名称
N-(4-(((2,4-Diamino-6-pteridinyl)methyl)amino)benzoyl)glutamic acid
IUPAC
2-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
現地名
N-[4-[[(2,4-ジアミノ-6-プテリジニル)メチル]アミノ]ベンゾイル]グルタミン酸
英語名
N-[4-[[(2,4-DiaMino-6-pteridinyl)Methyl]aMino]benzoyl]glutaMic Acid
分子式
C19H20N8O5
分子量
440.41

名称と別名

1236566-87-2N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]glutamic acidDTXSID10858993N-(4-(((2,4-Diamino-6-pteridinyl)methyl)amino)benzoyl)glutamic acidRefChem:1091200DTXCID702091844-Aminofolic acid; APGA2-(4-((2,4-DIAMINOPTERIDIN-6-YL)METHYLAMINO)-BENZAMIDO)PENTANEDIOIC ACIDC19H20N8O5N-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)carbonyl]glutamic acidL-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-4-Aminopteroyl-glutamic acid
名称をさらに表示
N-[4-[[(2,4-ジアミノ-6-プテリジニル)メチル]アミノ]ベンゾイル]グルタミン酸Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]amino]benzoyl]-
Aminofolic acid, 4-SR-010000756364-Aminofolate4-Aminopteroyl-<R>glutamic acidNCGC00015038-03143873-72-72-[[4-[(2,4-diaminopteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid4-Aminopteroylglutamate

物性

構造計算による物性

XLogP
-2
極性表面積
219 Ų
水素結合供与体数
6
水素結合受容体数
12
回転可能結合数
9
重原子数
32
形式電荷
0
複雑度
674

実験および物理化学的性質

Physical DescriptionSolid

物理化学的性質

貯蔵温度
Refrigerator
溶解性
メタノール
外見
個体
色
黄色

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

毒性情報

Toxicity Summary · 1 件

Aminopterin is an amino derivative of folic acid which binds competitively to the dihydrofolate reductase enzyme to block tetrahydrofolate synthesis. Tetrahydrofolate is essential in the production of purines and pyrimadines, thus it's deficiency results in a reduction of DNA, RNA and protein synthesis.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

化学と産業

薬理情報

Tissue LocationsAdipose Tissue
Cellular LocationsCytoplasm

用途と製造

Uses · 1 件

Aminopterin Syndrome Sine Aminopterin (ASSA, OMIM 600325) is an embryopathy caused by maternal treatment with the olic acid antagonist aminopterin has been recognized since 1952 when aminopterin was used as an abortifacient. Aminopterin is an antimetabolite drug used in treatment of cancer and autoimmune diseases.

応用分野

使用N-[4-[[(2,4-Diamino-6-pteridinyl)methyl]amino]benzoyl]glutamic Acid is an intermediate in the synthesis of Methotrexate (M260675), a folic acid antagonist, used as a antineoplastic and antirheumatic.

サプライヤー7 社

BOC Sciences1-631-485-4226; 16314854226 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
Jilin Chinese Academy of Sciences-yanshen Technology18143011203 · [email protected]

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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
1236566-87-2、54-62-6
PubChem CID
2154
DTXSID
DTXSID10858993
Nikkaji
J1.107.429D
北京百灵威科技有限公司
18210857532 18210857532 · [email protected]