잠재적 항암작용이 있는 6-Allylthio-3-aminopyridazine 유도체의 합성
Synthesis of Potential Anticancer 6-Allylthio-3-aminopyridazine Derivatives
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초록
기대되는 일련의 새로운 6-allylthio-3-aminopyridazine 유도체를 allylthiolation, amination을 이용하여 합성하였다. 피리다진 핵은 hydrazine monohydrate와 maleic anhydride의 축합반응으로 제조하였다. 3,6-Dichloropyridazine은 3,6-dihydroxypyridazine을 POCl3에 가하여 합성하였다. 6-Allythio-3-chloropyridazine은 3,6-dichloropyridazine에 allylmercaptan과 sodium hydroxide을 이용하여 얻었다. Morpholine, piperazine, pyrazole, imidazole, pyrrolidine, piperidine, perhydroazepine 및 perhydroazocine와 같은 질소 친핵체를 갖는 hetero환을 피리다진 환의 3번 위치에 도입시켜 6-allylthio-3-aminopyridazine 합성하였다. 이 과정은 아민 친핵체의 친핵성 치환반응으로 n-buthanol에서 NH4Cl를 가하고 24~48시간 동안 환류시켜 진행하였다.
Abstract
series of new 6-allylthio-3-aminopyridazine derivatives was synthesized through allylthiolation, amination and expected for anti-tumor activity. The pyridazine nucleus was obtained by condensing hydrazine monohydrate with maleic anhydride. 3,6-Dichloropyridazine was synthesized from 3,6-dihydroxypyridazine by treating with POCl3. 6-Allylthio-3-chloropyridazine was prepared from the reaction of 3,6-dichloropyridazine with allylmercaptan and sodium hydroxide. The heterocycles with nitrogen nucleophile such as morpholine, piperazine, pyrazole, imidazole, pyrrolidine, piperidine, perhydroazepine, and perhydroazocine were introduced into 3-position of pyridazine ring. The substitution reaction of 6-allylthio-3-chloropyridazine with heteroamines was performed by refluxing for 24~48h in n-buthanol with NH4Cl.
참고문헌 (16)
- M, "B. Advances in heterocyclic chemistry", sta 3(vnik), pp.1~56 (1984)
- "8191.Synthesis of 3-Aminopyridazines 2", 59, pp.8191~ (2003), Synthesis of 3-Aminopyridazines 2
- Tewari, A, "Tetrahedron" (2005)
- Kwon, S, "Yakhak Hoeji" (2005)
- Lu, Z, "Tetrahedron" (2005)
- Park, E. H, "Yakhak Hoeji" (2005)
- Kwon, S, "Pharm. Res" (2005)
- Shin H.S, "Arch. Pharm. Res" (2003)
- Kwon S. K, "Yakhak Hoeji" (2002)
- Kwon, S.K., "Yakhak Hoeji" (2002)
- Lee, J. I, "Kor. Chem. Soc" (2001)
- Beletskaya, I, "Tetrahedron Lett" (1999)
- Parrot, I, "Synthesis" (1999)
- Parrot, I, "Tetrahedron Lett" (1999)
- Contreras, J, "Med. Chem" (1999)
- Eldrup, A. B, "Chem. Soc" (1997)