tricyclo[3.3.1.0(3,7)]nonane-3-carboxylic acid; 3-Noradamantanecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】14629

【品名】tricyclo[3.3.1.0(3,7)]nonane-3-carboxylic acid; 3-Noradamantanecarboxylic acid

【CA登记号】16200-53-6

【分子式】C₁₀H₁₄O₂

【分子量】166.21996

【元素组成】C 72.26% H 8.49% O 19.25%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(II)

a) A synthetic method is presented: Acylation of 1,3-dipropyl-5,6-diaminouracil (I) with a 3-noradamantane carboxylic acid (II) gave (III). Treatment of (III) with aqueous NaOH afforded the cyclized product KW-3902.

参考文献中间体

合成目标

【1】 Suzuki, F.; Shimada, J.; Kubo, K.; Ohno, T.; Karasawa, A.; Ishii, A.; Hiromi, N. (Kyowa Hakko Kogyo Co., Ltd.); Xanthine derivs. EP 0386675; JP 1991173888; US 5068236 .
【2】 Ohno, T.; Nonaka, H.; Karasawa, A.; Kubo, K.; Suzuki, F.; Mizumoto, H.; Shimada, J.; Ishii, A.; 8-(Dicyclopropylmethyl)-1,3-dipropylxanthine: A potent and selective adenosine A1 antagonist with renal protective and diuretic activities. J Med Chem 1991, 34, 1, 466-9.
【3】 Suzuki, F.; KW-3902. Drugs Fut 1992, 17, 10, 876.
【4】 Ohno, T.; Ishii, A.; Suzuki, F.; Karasawa, A.; Nonaka, H.; Kubo, K.; Shimada, J.; Mizumoto, H.; 8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors. J Med Chem 1992, 35, 5, 924.
【5】 Karasawa, A.; Nonaka, H.; Suzuki, F.; Ishii, A.; Mizumoto, H.; Shimada, J.; Kubo, K.; A. Structure-activity relationships on diuretic activities and protective effects against acute renal failure. J Med Chem 1992, 35, 16, 3066.

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)	14628	5,6-diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedione		C₁₀H₁₈N₄O₂	详情	详情
(II)	14629	tricyclo[3.3.1.0(3,7)]nonane-3-carboxylic acid; 3-Noradamantanecarboxylic acid	16200-53-6	C₁₀H₁₄O₂	详情	详情
(III)	14630	N-(6-amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-5-pyrimidinyl)tricyclo[3.3.1.0(3,7)]nonane-3-carboxamide		C₂₀H₃₀N₄O₃	详情	详情

Extended Information