4-[[amino(imino)methyl]amino]benzoic acid -Drug Synthesis Database

【结构式】

【分子编号】29755

【品名】4-[[amino(imino)methyl]amino]benzoic acid

【CA登记号】

【分子式】C₈H₉N₃O₂

【分子量】179.17848

【元素组成】C 53.63% H 5.06% N 23.45% O 17.86%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(I)

This compound can be prepared by condensation of 4-guanidinobenzoic acid (I) with 6-amidino-2-naphthol (II) in pyridine either by means of DCC or the acid chloride of (I), (III), at room temperature.

参考文献中间体

合成目标

【1】 Fujii, S.; Okutome, T.; Nakayama, T.; Yaegashi, T.; Kurumi, M. (Torii Pharmaceutical Co., Ltd.); Amidine compound. JP 82179146; JP 8253454; US 4454338 .
【2】 Aoyama, T.; Nafamstat Mesylate. Drugs Fut 1984, 9, 10, 747.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	29755	4-[[amino(imino)methyl]amino]benzoic acid	C₈H₉N₃O₂	详情	详情
(II)	12515	6-Hydroxy-2-naphthalenecarboximidamide	C₁₁H₁₀N₂O	详情	详情
(III)	22548	4-[[amino(imino)methyl]amino]benzoyl chloride	C₈H₈ClN₃O	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

The reaction of p-hydrophenylacetic acid (I) with N,N-dimethylbromoacetamide (II) by means of triethylamine in reftuxing acetonitrile gives N,N-dimethylcarbamoylmethyl-p-hydroxyphenylacetate (III), which is then condensed with p-guanidinobenzoyl chloride (IV) [obtained from the corresponding acid p-guanidinobenzoic acid (V) and thionyl chloride] in pyridine.

参考文献中间体

合成目标

【1】 Fujii, S.; Uegai, Y.; Watanabe, T.; Kayama, N. (Ono Pharmaceutical Co., Ltd.); Guanidinobenzoic acid derivatives. DE 2548886; FR 2289181; GB 1472700; JP 76054530; US 4021472 .
【2】 Fujii, S.; et al. (Ono Pharmaceutical Co., Ltd.); Guanidinobenzoic acid derivatives and antiplasmin agents and remedies for pancreas diseases containing the said guanidinobensolc acid derivatives. JP 52089640 .
【3】 Castaner, J.; Serradell, M.N.; Hashimoto, K.; Camostat Mesylate. Drugs Fut 1985, 10, 11, 897.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	18430	2-(4-Hydroxyphenyl)acetic acid; 4-Hydroxyphenylacetic acid	156-38-7	C₈H₈O₃	详情	详情
(II)	29753	2-bromo-N,N-dimethylacetamide		C₄H₈BrNO	详情	详情
(III)	29754	2-(dimethylamino)-2-oxoethyl 2-(4-hydroxyphenyl)acetate		C₁₂H₁₅NO₄	详情	详情
(IV)	29755	4-[[amino(imino)methyl]amino]benzoic acid		C₈H₉N₃O₂	详情	详情
(V)	22548	4-[[amino(imino)methyl]amino]benzoyl chloride		C₈H₈ClN₃O	详情	详情

Extended Information