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Merck
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重要文件

178098

Sigma-Aldrich

戊二酰亚胺

98%

同義詞:

2,6-Piperidinedione, NSC 58190

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About This Item

經驗公式(希爾表示法):
C5H7NO2
CAS號碼:
分子量::
113.11
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22
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化驗

98%

形狀

solid

mp

155-157 °C (lit.)

SMILES 字串

O=C1CCCC(=O)N1

InChI

1S/C5H7NO2/c7-4-2-1-3-5(8)6-4/h1-3H2,(H,6,7,8)

InChI 密鑰

KNCYXPMJDCCGSJ-UHFFFAOYSA-N

一般說明

A glutarimide antibiotic, 9-methylstreptimidone, shows antiviral, antitumor and antifungal activities[1].

應用

Reactant for:
Thionations
Biocatalytic asymmetric synthesis of chiral amines from ketones applied to sitagliptin manufacture
Synthesis of β-adrenoceptor ligands
Enantioselective synthesis of securinega alkaloids
Intramolecular amidocyclopropanation reactions
Synthesis of alpha-fluoro-alpha amino amides

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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Synthesis of cyclic imides from simple diols.
Jian Zhang et al.
Angewandte Chemie (International ed. in English), 49(36), 6391-6395 (2010-07-28)
Bo Wang et al.
Organic letters, 15(6), 1278-1281 (2013-02-27)
9-Methylstreptimidone is a glutarimide antibiotic showing antiviral, antifungal, and antitumor activities. Genome scanning, bioinformatics analysis, and gene inactivation experiments reveal a gene cluster responsible for the biosynthesis of 9-methylstreptimidone in Streptomyces himastatinicus. The unveiled machinery features both acyltransferase- and thioesterase-less
Jianhua Ju et al.
Journal of the American Chemical Society, 127(34), 11930-11931 (2005-08-25)
Iso-Migrastatin (10) has been shown to be the main natural product of Streptomyces platensis, which undergoes a facile, H2O-mediated rearrangement into dorrigocin A (2), 13-epi-dorrigocin A (11), dorrigocin B (3), and migrastatin (1). Eight new congeners (12-19) of 10 were
Masatoshi Takeiri et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 60(9), 879-888 (2011-06-01)
We have previously synthesized a novel piperidine compound, 3-[(dodecylthiocarbonyl)methyl]glutarimide (DTCM-glutarimide), that inhibits LPS-induced NO production, and in the present research we studied further the anti-inflammatory activity of DTCM-glutarimide in a macrophage cell line and in mice bearing transplanted hearts. Mouse
Yohsuke Watanabe et al.
Organic letters, 12(2), 268-271 (2009-12-22)
The boron aldol reaction of beta-substituted glutaric imides bearing an oxazolidinone-based auxiliary proceeds with excellent diastereoselectivity; switching the tertiary amine employed between i-Pr(2)EtN or Et(3)N affords enantiomeric lactone product.

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