nalidixic acid methyl ester | 63475-29-6

分子结构分类

有机化合物 - 有机杂环化合物 - 二氮杂萘

中文名称

——

中文别名

——

英文名称

nalidixic acid methyl ester

英文别名

methyl 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1, 8-naphthyridine-3-carboxylate；Methyl 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate；methyl 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

CAS

63475-29-6

化学式

C₁₃H₁₄N₂O₃

mdl

MFCD05258142

分子量

246.266

InChiKey

HAXZNPSPJMKMIQ-UHFFFAOYSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

391.5±42.0 °C(Predicted)
密度：

1.232±0.06 g/cm3(Predicted)
溶解度：

36.4 [ug/mL]

计算性质

辛醇/水分配系数(LogP)：

1.2
重原子数：

18
可旋转键数：

3
环数：

2.0
sp3杂化的碳原子比例：

0.31
拓扑面积：

59.5
氢给体数：

0
氢受体数：

5

SDS

SDS：c9614538bdb66f311fb7438e3c5ade58

查看

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
萘啶酸	nalidixic Acid	389-08-2	C₁₂H₁₂N₂O₃	232.239
——	nalidixoyl chloride	52377-28-3	C₁₂H₁₁ClN₂O₂	250.685

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	nalidixic acid hydrazide	79878-27-6	C₁₂H₁₄N₄O₂	246.269
——	1-(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbonyl) thiosemicarbazide	——	C₁₃H₁₅N₅O₂S	305.36
——	1-ethyl-3-(5-mercapto-1,3,4-oxadiazol-2-yl)-7-methyl-1,8-naphthyridin-4(1H)-one	583033-63-0	C₁₃H₁₂N₄O₂S	288.33
——	1-ethyl-3-(5-mercapto-4H-1,2,4-triazol-3-yl)-7-methyl-1,8-naphthyridin-4(1H)-one	1334936-43-4	C₁₃H₁₃N₅OS	287.345
——	1-ethyl-7-methyl-3-{5-(methylsulfanyl)-1,3,4-oxadiazol-2-yl}-1,8-naphthyridin-4(1H)-one	1373282-53-1	C₁₄H₁₄N₄O₂S	302.357
——	3-{5-(allylsulfanyl)-1,3,4-oxadiazol-2-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one	1373282-54-2	C₁₆H₁₆N₄O₂S	328.395
——	3-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one	1216936-53-6	C₁₃H₁₄N₆OS	302.36
——	3,3'-{5,5'-disulfanediylbis(1,3,4-oxadiazole-5,2-diyl)}bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-32-6	C₂₆H₂₂N₈O₄S₂	574.644
——	3-{4-[(4-chlorophenylamino)methyl]-5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one	1373282-56-4	C₂₀H₁₈ClN₅O₂S	427.914
——	3-{5-(benzylsulfanyl)-1,3,4-oxadiazol-2-yl}-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one	1373282-55-3	C₂₀H₁₈N₄O₂S	378.455
——	1-ethyl-3-(5-mercapto-1,3,4-thiadiazol-2-yl)-7-methyl-1H-1,8-naphthyridin-4-one	1373282-16-6	C₁₃H₁₂N₄OS₂	304.396
——	1-ethyl-7-methyl-3-(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)-1H-1,8-naphthyridin-4-one	1373282-17-7	C₁₄H₁₄N₄OS₂	318.423
——	N-{3-(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridin-3-yl)-5-mercapto-4H-1,2,4-triazol-4-yl}benzamide	1334936-36-5	C₂₀H₁₈N₆O₂S	406.468
——	3,3'-(5,5'-disulfanediylbis(1,3,4-thiadiazole-5,2-diyl))bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-31-5	C₂₆H₂₂N₈O₂S₄	606.777
——	3-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)-1-ethyl-7-methyl-1H-1,8-naphthyridin-4-one	1373282-24-6	C₂₀H₁₈N₄OS₂	394.521
——	1-ethyl-3-(5-methanesulfonyl-1,3,4-thiadiazol-2-yl)-7-methyl-1H-1,8-naphthyridin-4-one	1373282-25-7	C₁₄H₁₄N₄O₃S₂	350.422
——	1-ethyl-3-(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)-7-methyl-1H-1,8-naphthyridin-4-one	1373282-18-8	C₁₅H₁₆N₄OS₂	332.45
——	1-ethyl-7-methyl-3-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-1H-1,8-naphthyridin-4-one	1373282-19-9	C₁₆H₁₈N₄OS₂	346.477
——	3,3'-{5,5'-(butane-1,4-diyl)bis(sulfanediyl)}bis(1,3,4-thiadiazole-5,2-diyl)bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-35-9	C₃₀H₃₀N₈O₂S₄	662.885
——	3,3'-{5,5'-(1,4-phenylenebis(methylene))bis(sulfanediyl)bis(1,3,4-thiadiazole-5,2-diyl)}bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-39-3	C₃₄H₃₀N₈O₂S₄	710.929
——	3-(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)-1-ethyl-7-methyl-1H-1,8-naphthyridin-4-one	1373282-20-2	C₁₇H₂₀N₄OS₂	360.504
——	N-{3-(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridin-3-yl)-5-mercapto-4H-1,2,4-triazol-4-yl}acetamide	1334936-35-4	C₁₅H₁₆N₆O₂S	344.397
——	1-ethyl-7-methyl-3-(5-prop-2-ynylsulfanyl-1,3,4-thiadiazol-2-yl)-1H-1,8-naphthyridin-4-one	1373282-23-5	C₁₆H₁₄N₄OS₂	342.445
——	3,3'-{5,5'-(propane-1,3-diyl)bis(sulfanediyl)bis(1,3,4-thiadiazole-5,2-diyl)}bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-34-8	C₂₉H₂₈N₈O₂S₄	648.858
——	3-(5-allylsulfanyl-1,3,4-thiadiazol-2-yl)-1-ethyl-7-methyl-1H-1,8-naphthyridin-4-one	1373282-22-4	C₁₆H₁₆N₄OS₂	344.461
——	3,3'-{5,5'-(ethane-1,2-diyl)bis(sulfanediyl)}bis(1,3,4-thiadiazole-5,2-diyl)bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-33-7	C₂₈H₂₆N₈O₂S₄	634.831
——	1-ethyl-7-methyl-3-(5-pentylsulfanyl-1,3,4-thiadiazol-2-yl)-1H-1,8-naphthyridin-4-one	1373282-21-3	C₁₈H₂₂N₄OS₂	374.531
——	3,3'-{5,5'-(pentane-1,5-diyl)bis(sulfanediyl)}bis(1,3,4-thiadiazole-5,2-diyl)bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-36-0	C₃₁H₃₂N₈O₂S₄	676.911
——	3,3'-{5,5'-(octane-1,8-diyl)bis(sulfanediyl)}bis(1,3,4-thiadiazole-5,2-diyl)bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-38-2	C₃₄H₃₈N₈O₂S₄	718.992
——	3-(5-ethanesulfonyl-1,3,4-thiadiazol-2-yl)-1-ethyl-7-methyl-1H-1,8-naphthyridin-4-one	1373282-26-8	C₁₅H₁₆N₄O₃S₂	364.449
——	3,3'-{5,5'-(hexane-1,6-diyl)bis(sulfanediyl)}bis(1,3,4-thiadiazole-5,2-diyl)bis(1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one)	1373282-37-1	C₃₂H₃₄N₈O₂S₄	690.938
——	1-ethyl-7-methyl-3-[5-(propane-1-sulfonyl)-1,3,4-thiadiazol-2-yl]-1H-1,8-naphthyridin-4-one	1373282-27-9	C₁₆H₁₈N₄O₃S₂	378.476
——	3-[5-(butane-1-sulfonyl)-1,3,4-thiadiazol-2-yl]-1-ethyl-7-methyl-1H-1,8-naphthyridin-4-one	1373282-28-0	C₁₇H₂₀N₄O₃S₂	392.503
——	3-(5-(benzylsulfonyl)-1,3,4-thiadiazol-2-yl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one	1373282-30-4	C₂₀H₁₈N₄O₃S₂	426.52
——	1-ethyl-7-methyl-3-[5-(pentane-1-sulfonyl)-1,3,4-thiadiazol-2-yl]-1H-1,8-naphthyridin-4-one	1373282-29-1	C₁₈H₂₂N₄O₃S₂	406.53

反应信息

作为反应物：

描述：

nalidixic acid methyl ester 在一水合肼作用下，以甲醇为溶剂，反应 7.0h，生成 1-ethyl-7-methyl-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxylic acid (4-hydroxy-3-ethoxybenzylidene)hydrazide

参考文献：

名称：

萘啶酸Hy的合成及其体外抗菌活性

摘要：

合成了一系列基于萘啶酸的hydr，并使用肉汤微量稀释法对一系列参考微生物（包括酵母假丝酵母）进行了体外抗菌活性评估，这些微生物包括革兰氏阳性菌，革兰氏阴性菌和真菌。spp。并模制曲霉属，青霉属和根霉属。通过萘啶酸酰肼与取代的（杂）芳族醛的缩合反应获得萘啶酸衍生物。所有化合物的特征在于1 H NMR和131 H NMR谱。抗菌活性表明，带有吲哚取代基的化合物可能成为活性抗真菌剂未来发展的有前途的线索。

DOI：

10.1002/jhet.2468